Product
Supplier
Encyclopedia
Inquiry
Home > Encyclopedia > Cyclohexylamine

Cyclohexylamine

pharmaceutical raw materials
Cyclohexylamine structure

Cyclohexylamine 

structure
  • CAS No:

    108-91-8

  • Formula:

    C6H13N

  • Chemical Name:

    Cyclohexylamine

  • Synonyms:

    Cyclohexanamine;Cyclohexylamine;Aminocyclohexane;Aminohexahydrobenzene;Hexahydroaniline;Benzenamine,hexahydro-;1-Aminocyclohexane;1-Cyclohexylamine;Monocyclohexylamine;HY;Biodur E 1;N-Cyclohexylamine;143247-75-0;157973-60-9;1357848-57-7;1533423-50-5

  • Categories:

    Cosmetic Ingredient  >  Anticorrosive

Description

Colorless or yellow liquid with a strong, fishy, amine-like odor.


Cyclohexylamine is an organic compound, belonging to the aliphatic amine class. It is a colorless liquid, although like many amines, samples are often colored due to contaminants. It has a fishy odor and is miscible with water. Like other amines, it is a weak base, compared to strong bases such as NaOH, but it is a stronger base than its aromatic analog, aniline.


Cyclohexylamine appears as a clear colorless to yellow liquid with an odor of ammonia. Flash point 90°F. Irritates the eyes and respiratory system. Skin contact may cause burns. Less dense than water. Vapors heavier than air. Toxic oxides of nitrogen produced during combustion.|Liquid; PelletsLargeCrystals, Liquid|Liquid|COLOURLESS-TO-YELLOW LIQUID WITH PUNGENT ODOUR.|Colorless to yellow liquid with an odor of ammonia.|Colorless or yellow liquid with a strong, fishy, amine-like odor.


Cyclohexylamine appears as a clear colorless to yellow liquid with an odor of ammonia. Flash point 90°F. Irritates the eyes and respiratory system. Skin contact may cause burns. Less dense than water. Vapors heavier than air. Toxic oxides of nitrogen produced during combustion.|Cyclohexylamine is a primary aliphatic amine consisting of cyclohexane carrying an amino substituent. It has a role as a human xenobiotic metabolite and a mouse metabolite. It is a conjugate base of a cyclohexylammonium.|A family of alicyclic hydrocarbons containing an amine group with the general formula R-C6H10NH2.

Cyclohexylamine Basic Attributes

99.17410

99.17

203-629-0

I6GH4W7AEG

0245

2357

DTXSID1023996

Colorless or yellow liquid.

-17.7℃

2921300090

Characteristics

26.02000

1.97810

Cyclohexylamine appears as a clear colorless to yellow liquid with an odor of ammonia. Flash point 90°F. Irritates the eyes and respiratory system. Skin contact may cause burns. Less dense than water. Vapors heavier than air. Toxic oxides of nitrogen produced during combustion.

0.8647 g/cm3 @ Temp: 25 °C

-17.7 °C

134.5 °C @ Press: 760 Torr

27ºC

1.458-1.46

Miscible

Flammables area

10 mm Hg ( 22 °C)

3.42 (vs air)

Class IC Flammable Liquid: Fl.P. at or above 73°F and below 100°F.

vol% in air: 1.5.4

Strong, fishy, amine odor.

STRONG BASE

4.16e-06 atm-m3/mole|Henry's Law constant= 4.16X10-6 atm-cu m/mole @ 25 °C

pKa = 10.63 (conjugate acid)

On distillation with water, cyclohexylamine forms azeotropic mixt, boiling @ 96.4 °C @ 760 mm Hg; reacts with excess ammonia and zinc chloride @ 350 °C to produce alpha-picoline.|REACTS WITH ORGANIC COMPOUNDS CONTAINING AN ACTIVE HALOGEN ATOM, ACID ANHYDRIDES & ALKYLENE OXIDES, TO REPLACE ONE OR BOTH HYDROGEN ATOMS ON THE NITROGEN ATOM; REACTS WITH NITROUS ACID TO FORM CYCLOHEXANOL

Highly flammable. Sensitive to air and light. Soluble in water.

Amines, Phosphines, and Pyridines

Highly Flammable

CYCLOHEXYLAMINE neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

560 °F (USCG, 1999)|560 °F (293 °C)|293 °C

8.37 eV

Class IC Flammable Liquid: Fl.P. at or above 73°F and below 100°F.

Safety Information

II

8

UN 2357

1

R10; R21/22; R34

S1/2-S36/37/39-S45

GX0700000

C

Fireproof. Separated from acids, oxidants, aluminium, copper, zinc and food and feedstuffs. Well closed.

Missing Phrase - N15.00950417-P210-P280-P303 + P361 + P353-P305 + P351 + P338-P370 + P378

H226-H301 + H311-H314-H361f

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Oxidizers, organic compounds, acid anhydrides, acid chlorides, acids, lead [Note: Corrosive to copper, aluminum, zinc & galvanized steel].

Bopp BA et al; Toxicological Aspects of Cyclamate and Cyclohexylamine; Crit Rev Toxicol 16 (3): 213-306 (1986)

UN 2357

When heated to decomposition, it emits highly toxic fumes. Vapor may travel a considerable distance to source of ignition and flash back. Toxic oxides of nitrogen are produced during combustion. Nitric acid; reacts vigorously with oxiding materials. Stable, avoid physical damage, storage with oxidizing material. (EPA, 1998)|Flammable. Above 28 °C explosive vapour/air mixtures may be formed.|Corrosives, Mutagens, Flammable - 3rd degree

|Danger|H226: Flammable liquid and vapor [Warning Flammable liquids]|P201, P202, P210, P233, P240, P241, P242, P243, P260, P264, P270, P280, P281, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P308+P313, P310, P312, P321, P322, P330, P363, P370+P378, P403+P235, P405, and P501|H226 (92.58%): Flammable liquid and vapor [Warning Flammable liquids]|P201, P202, P210, P233, P240, P241, P242, P243, P260, P264, P270, P273, P280, P281, P301+P310, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P308+P313, P310, P312, P321, P322, P330, P331, P361, P363, P370+P378, P403+P235, P405, and P501|Aggregated GHS information provided by 1200 companies from 27 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|P201, P202, P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P280, P281, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P308+P313, P310, P311, P312, P321, P322, P330, P363, P370+P378, P403+P233, P403+P235, P405, and P501|P201, P202, P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P280, P281, P301+P310, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P307+P311, P308+P313, P310, P311, P312, P321, P322, P330, P361, P363, P370+P378, P403+P233, P403+P235, P405, and P501|P201, P202, P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P280, P281, P301+P310, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P307+P311, P308+P313, P310, P311, P312, P314, P321, P322, P330, P361, P363, P370+P378, P403+P233, P403+P235, P405, and P501

Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]: As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]: Fully encapsulating, vapor-protective clothing should be worn for spills and leaks with no fire. ELIMINATE all ignition sources (no smoking, flares, sparks or flames in immediate area). All equipment used when handling the product must be grounded. Do not touch or walk through spilled material. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. A vapor-suppressing foam may be used to reduce vapors. Absorb with earth, sand or other non-combustible material and transfer to containers (except for Hydrazine). Use clean, non-sparking tools to collect absorbed material. LARGE SPILL: Dike far ahead of liquid spill for later disposal. Water spray may reduce vapor, but may not prevent ignition in closed spaces. (ERG, 2016)

Skin: Wear appropriate personal protective clothing to prevent skin contact. Eyes: Wear appropriate eye protection to prevent eye contact. Wash skin: The worker should immediately wash the skin when it becomes contaminated. Remove: Work clothing that becomes wet should be immediately removed due to its flammability hazard(i.e. for liquids with flash point Change: No recommendation is made specifying the need for the worker to change clothing after the work shift. Provide: Eyewash fountains should be provided in areas where there is any possibility that workers could be exposed to the substance; this is irrespective of the recommendation involving the wearing of eye protection. Facilities for quickly drenching the body should be provided within the immediate work area for emergency use where there is a possibility of exposure. [Note: It is intended that these facilities provide a sufficient quantity or flow of water to quickly remove the substance from any body areas likely to be exposed. The actual determination of what constitutes an adequate quick drench facility depends on the specific circumstances. In certain instances, a deluge shower should be readily available, whereas in others, the availability of water from a sink or hose could be considered adequate.] (NIOSH, 2016)|USUAL PROTECTIVE MEASURES (GOGGLES & APRON) MUST BE EMPLOYED WHEN HANDLING THESE SUBSTANCES. ...WORK MUST BE DONE IN WELL-VENTILATED PLACES.|Wear special protective clothing and positive pressure self-contained breathing apparatus.|Wear appropriate personal protective clothing to prevent skin contact.|Wear appropriate eye protection to prevent eye contact.|For more Personal Protective Equipment (PPE) (Complete) data for CYCLOHEXYLAMINE (6 total), please visit the HSDB record page.|(See protection codes)

FLAMMABLE LIQUID...|Dangerous fire hazard when exposed to heat, flame, or oxidizers.

Explosive limits , vol% in air: 1.5-9.4

Use water spray, dry chemical, "alcohol resistant" foam, or carbon dioxide. Use water spray to keep fire-exposed containers cool. Solid streams of water may be ineffective and spread material.

VAPORS ARE HEAVIER THAN AIR AND MAY TRAVEL TO A SOURCE OF IGNITION & FLASH BACK.

Stop or control the leak, if this can be done without undue risk. Eliminate all ignition sources. Use water spray to cool and disperse vapors, protect personnel, and dilute spills to form nonflammable mixtures. Approach release from upwind. Absorb in noncombustible material for proper disposal.

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.|The worker should immediately wash the skin when it becomes contaminated.|Work clothing that becomes wet should be immediately removed due to its flammability hazard.|SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.

/GUIDE 132: FLAMMABLE LIQUIDS - CORROSIVE/ Fire or Explosion: Flammable/combustible material. May be ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.|/GUIDE 132: FLAMMABLE LIQUIDS - CORROSIVE/ Health: May cause toxic effects if inhaled or ingested/swallowed. Contact with substance may cause severe burns to skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.|/GUIDE 132: FLAMMABLE LIQUIDS - CORROSIVE/ Public Safety: CALL Emergency Response Telephone Number on Shipping Paper first. If Shipping Paper not available or no answer, refer to appropriate telephone number listed on the inside back cover. As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate closed spaces before entering.|/GUIDE 132: FLAMMABLE LIQUIDS - CORROSIVE/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible.|For more DOT Emergency Guidelines (Complete) data for CYCLOHEXYLAMINE (8 total), please visit the HSDB record page.

No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./|The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials.|The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article.

Irritating to skin, eyes, and respiratory system.|Can cause dermatitis and convulsions.

Recommended Exposure Limit: 10 Hr Time-Weighted avg: 10 ppm (40 mg/cu m).

Evacuate danger area! Personal protection: self-contained breathing apparatus. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations.

Fireproof. Separated from acids, oxidants, aluminium, copper, zinc and food and feedstuffs. Well closed.

A harmful contamination of the air can be reached rather quickly on evaporation of this substance at 20 °C.

The substance is corrosive to the eyes, skin and respiratory tract. Corrosive on ingestion. The substance may cause effects on the central nervous system.

NO open flames, NO sparks and NO smoking. Above 28 °C use a closed system, ventilation and explosion-proof electrical equipment.

AVOID ALL CONTACT! IN ALL CASES CONSULT A DOCTOR!

Use ventilation, local exhaust or breathing protection.

Protective gloves. Protective clothing.

Wear face shield or eye protection in combination with breathing protection.

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Cyclohexylamine is produced, as an intermediate or a final product, by process units covered under this subpart.

| 3 - Materials that, under emergency conditions, can cause serious or permanent injury.| 3 - Liquids and solids that can be ignited under almost all ambient temperature conditions. Materials produce hazardous atmospheres with air under almost all ambient temperatures or, though unaffected by ambient temperatures, are readily ignited under almost all conditions.| 0 - Materials that in themselves are normally stable, even under fire conditions.

Releases of CERCLA hazardous substances are subject to the release reporting requirement of CERCLA section 103, codified at 40 CFR part 302, in addition to the requirements of 40 CFR part 355. Cyclohexylamine is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 10,000 lbs.

Cyclohexylamine was detected, not quantified, in the leachate of 2 low-level radioactive disposal facilities located in Maxey Flats, Kentucky and West Valley, New York(1). Effluent from a tire manufacturing plant contained cyclohexylamine at approximately 0.01 ppm(2).

INDOOR AIR: The average concentration of cyclohexylamine was measured as 0.7 ppb in the indoor air of a building in Columbus Ohio where cyclohexylamine is used as a corrosion inhibitor in the boiler system of the building(1).

Toxicity

LD50 Rat oral 156 mg/kg|LD50 Mouse oral 224 mg/kg|LD50 Mouse subcutaneous 115 mg/kg|LD50 Mouse ip 129 mg/kg|For more Non-Human Toxicity Values (Complete) data for CYCLOHEXYLAMINE (6 total), please visit the HSDB record page.

Cyclohexylamine is not known to occur as a natural product(1).

Cyclohexylamine's production and use as a corrosion inhibitor in boiling water treatment facilities and chemical intermediate in the manufacture of insecticides, plasticizers, emulsifying agents, dry-cleaning soaps and acid gas absorbents will result in its release to the environment through a variety of waste streams(1,SRC).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 150(SRC), determined from a measured log Kow of 1.49(2) and a regression-derived equation(3), indicates that cyclohexylamine as the free base is expected to have high mobility in soil(SRC). A pKa value of 10.6(4) indicates that the protonated form of cyclohexylamine will be the dominant species in moist soil surfaces and cations generally adsorb more strongly to soils than their neutral counterparts. Volatilization of cyclohexylamine from moist soil surfaces is not an important fate process since the cation will not volatilize. The potential for volatilization of cyclohexylamine from dry soil surfaces may exist(SRC) based upon a vapor pressure of 10.1 mm Hg(5). Biodegradation is expected to occur in soils based on standard biodegradability tests conducted with activated sludge and sewage inocula(6-8).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 150(SRC), determined from a measured log Kow of 1.49(2) and a regression-derived equation(3), indicates that cyclohexylamine as the free base is not expected to adsorb to suspended solids and sediment(SRC). A pKa value of 10.6(4) indicates that the protonated form of cyclohexylamine will be the predominant species in water and cations generally adsorb more strongly than their neutral counterparts. Volatilization from water surfaces is not an important fate process(SRC) since the protonated form will not volatilize. According to a classification scheme(5), an estimated BCF of 3(SRC), from its log Kow of 1.49(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low. Biodegradation is expected to occur in aquatic environments based on standard biodegradability tests conducted with activated sludge and sewage inocula(7-9).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), cyclohexylamine, which has a vapor pressure of 10.1 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase cyclohexylamine is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 7 hours(SRC), calculated from its rate constant of 5.5X10-11 cu cm/molecule-sec at 25 °C(SRC) determined using a structure estimation method(3).

The rate constant for the vapor-phase reaction of cyclohexylamine with photochemically-produced hydroxyl radicals has been estimated as 5.5X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 7 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Cyclohexylamine will exist predominantly in the protonated form in the environment based on a pKa of 10.6(2). Cyclohexylamine is not expected to directly photolyze due to the lack of absorption in the environmental UV spectrum(SRC).

An estimated BCF of 3 was calculated for cyclohexylamine(SRC), using a log Kow of 1.49(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).

The Koc of cyclohexylamine is estimated as 150(SRC), using a measured log Kow of 1.49(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that cyclohexylamine is expected to have very high mobility in soil. The pKa of cyclohexylamine is 10.6(4), indicating that the protonated form will be the predominant species in moist soils and cations are expected to adsorb strongly to soil surfaces.

With a pKa of 10.6(1), cyclohexylamine will exist predominantly in protonated form in the environment and the protonated form of cyclohexylamine is not expected to volatilize from water or moist soil surfaces(2). The potential for volatilization of cyclohexylamine from dry soil surfaces may exist(SRC) based upon a vapor pressure of 10.1 mm Hg(3).

NIOSH (NOES Survey 1981-1983) has statistically estimated that 64,346 workers (2,914 of these are female) are potentially exposed to cyclohexylamine in the US(1). Occupational exposure may be through inhalation and dermal contact with this compound at workplaces where cyclohexylamine is produced or used(SRC). The general population may be exposed to cyclohexylamine primarily through respiratory routes especially at buildings where cyclohexylamine is used as a corrosion inhibitor in steam boiler systems(2).

Drug Information

4. 4= VERY TOXIC: PROBABLE ORAL LETHAL DOSE (HUMAN) 50-500 MG/KG; BETWEEN 1 TEASPOON & 1 OZ FOR 70 KG PERSON (150 LB).

IV INFUSION OF (14)C-SODIUM CYCLAMATE & (14)C-CYCLOHEXYLAMINE INTO PREGNANT RHESUS MONKEYS SHOWED THAT WHILE TRANSPLACENTAL TRANSFER OF (14)C-SODIUM CYCLAMATE WAS LIMITED, THE AMINE READILY CROSSED THE PLACENTA SINCE FETAL & MATERNAL BLOOD LEVELS OF (14)C WERE SIMILAR.|WHEN RABBITS FED (14)C-LABELED COMPOUND, 68% OF RADIOACTIVITY WAS RECOVERED FROM URINE IN 60 HR, ONLY 0.5% ELIMINATED IN BREATH.|Cyclohexylamine showed dose dependent kinetics after administration of single oral doses of 35, 200, or 500 mg/kg in rats, with a reduction in plasma clearance from 37 to 24 ml/min/kg, an increase in apparent half-life from 11.8 to 12 hr, and an increased area under the testicular concentration vs time curve. Saturation of cyclohexylamine uptake by rat renal cortical slices in vitro and of renal tubular secretion in vivo occurred at concentrations and doses comparable to the oral dose studies. Cyclohexylamine clearance from a 10 mg/kg infusion was 2.58 + or - 1.13 ml/min and from a 200 mg/kg infusion, 2.49 + or - 1.65 ml/min. The cyclohexylamine to inulin clearance ratios were 2 at a dose of 10 mg/kg and 1.23 at a dose of 200 mg/kg. During chronic dietary administration the concentrations of cyclohexylamine in the plasma and testes showed a pronounced diurnal variation in rats, reaching a peak concentration at the end of the dark cycle at 6 AM (6.3 + or - 1.5 ug/ml in plasma an 45.7 + or - 3.4 ug/g in testes). The lowest concentrations of cyclohexylamine were at 9 PM (1.5 + of - 0.5 ug/ml in plasma and 10.9 + or - 3.6 ug/g in testes). The steady state plasma clearance was 33 ml/min/kg. The concentrations of cyclohexylamine in the plasma and testes of rats showed a nonlinear relationship to dietary intake. Elevated concentrations were found at intake greater than 200 mg/kg/day.|Generally, cyclohexylamine, is readily absorbed & rapidly excreted from the body. After admin to rats, cyclohexylamine appears in body tissues with the highest concn in the lungs, spleen, liver, adrenals, heart, GI tract & kidneys.|For more Absorption, Distribution and Excretion (Complete) data for CYCLOHEXYLAMINE (8 total), please visit the HSDB record page.

ALLEGED CARCINOGENICITY OF.../SODIUM CYCLAMATE/ WHEN CHRONICALLY FED (IN ADMIXTURE WITH SACCHARIN) AT HIGH DOSE LEVELS TO RATS COULD BE CAUSED BY N-HYDROXYCYCLOHEXYLAMINE THAT HAS BEEN REPORTED TO BE PRODUCED IN SMALL QUANTITIES IN RABBITS DOSED WITH CYCLOHEXYLAMINE, WHICH IS METABOLITE FORMED FROM.../SODIUM CYCLAMATE/.|FEEDING 0.2 G/KG TO RABBITS GAVE UNCHANGED CYCLOHEXYLAMINE AND N-HYDROXYCYCLOHEXYLAMINE IN URINE. ISOTOPE DILUTION ASSAYS AFTER (14)C-LABELED COMPD GAVE 45% UNCONJUGATED CYCLOHEXYLAMINE, 0.2% UNCONJUGATED N-HYDROXYCYCLOHEXYLAMINE, 2.5% CYCLOHEXANONE OXIME.|...AN 8-YEAR FEEDING STUDY WITH CYCLAMATE (200 MG/KG, 6 DAYS/WEEK) IN RHESUS MONKEYS PRODUCED NO ABNORMAL MORPHOLOGY OF THE LIVER, KIDNEYS, BLADDER, AND TESTES. MOST OF THE CYCLAMATE WAS EXCRETED UNCHANGED IN THE URINE, BUT CYCLOHEXYLAMINE WAS TRANSFORMED IN TURN INTO CYCLOHEXANONE AND CYCLOHEXANOL TO THE EXTENT OF 1-2% OF THE DOSE. /CYCLAMATE/|CYCLOHEXYLAMINE WAS DEAMINATED TO CYCLOHEXANONE BY RABBIT LIVER MICROSOMES IN THE PRESENCE OF NADPH & MOLECULAR OXYGEN. CYCLOHEXANONE OXIME WAS ALSO IDENTIFIED FROM THE INCUBATION MIXTURE.|For more Metabolism/Metabolites (Complete) data for CYCLOHEXYLAMINE (13 total), please visit the HSDB record page.

Cyclohexylamine showed dose dependent kinetics after administration of single oral doses of 35, 200 or 500 mg/kg in mice, with a reduction in plasma clearance from 61 to 53 ml/min/kg, an increase in apparent half-life from 1.4 to 3.5 hr, and an increased area under the testicular concentration vs time curve. During chronic dietary administration the concentrations of cyclohexylamine in the plasma and testes showed little diurna variation. The steady state plasma clearance was 65 ml/min/kg. The concentrations of cyclohexylamine in the plasma and testes of the mice showed a linear relationship to dietary intake, even at the highest intake, about 900 mg/kg/day.

AVAILABLE COMMERCIALLY IN THE US...WITH PURITY, 98% MINIMUM; AND 0.5% MAXIMUM BY WEIGHT MOISTURE CONTENT.

This is classified as very toxic -- probable oral lethal dose is 50-500 mg/kg or between 1 teaspoon and 1 ounce for a 70 kg (150 lb.) person. It is considered a nerve poison. This is a weak methemoglobin-forming substance. (EPA, 1998)

Warning: Cyclohexylamine is an alkaline-corrosive agent. Contact with eyes may result in severe damage to the cornea, conjunctiva, and blood vessels. Caution is advised. Signs and Symptoms of Cyclohexylamine Exposure: Acute exposure to cyclohexylamine may result in irritation and burning of the skin, eyes, and mucous membranes. Light-headedness, drowsiness, slurred speech, pupillary dilation, increased salivation, dysphagia (difficulty swallowing), abdominal pain, and spontaneous vomiting may occur. Stridor (high-pitched, noisy respirations), dyspnea (shortness of breath), and pulmonary edema are also common. Apathy and mental confusion may develop, with progression to coma and death. Emergency Life-Support Procedures: Acute exposure to cyclohexylamine exposure may require decontamination and life support for the victims. Emergency personnel should wear protective clothing appropriate to the type and degree of contamination. Air-purifying or supplied-air respiratory equipment should also be worn, as necessary. Rescue vehicles should carry supplies such as plastic sheeting and disposable plastic bags to assist in preventing spread of contamination. Inhalation Exposure: 1. Move victims to fresh air. Emergency personnel should avoid self-exposure to cyclohexylamine. 2. Evaluate vital signs including pulse and respiratory rate, and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer oxygen or other respiratory support. 3. Obtain authorization and/or further instructions from the local hospital for administration of an antidote or performance of other invasive procedures. 4. Transport to a health care facility. Dermal/Eye Exposure: 1. Remove victims from exposure. Emergency personnel should avoid self-exposure to cyclohexylamine. 2. Evaluate vital signs including pulse and respiratory rate, and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer oxygen or other respiratory support. 3. Remove contaminated clothing as soon as possible. 4. If eye exposure has occurred, eyes must be flushed with lukewarm water for at least 30 minutes. 5. Wash exposed skin areas for at least 15 minutes with water. 6. Obtain authorization and/or further instructions from the local hospital for administration of an antidote or performance of other invasive procedures. 7. Transport to a health care facility. Ingestion Exposure: 1. Evaluate vital signs including pulse and respiratory rate, and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer oxygen or other respiratory support. 2. DO NOT induce vomiting or attempt to neutralize! 3. Obtain authorization and/or further instructions from the local hospital for administration of an antidote or performance of other invasive procedures. 4. Activated charcoal is of no value. 5. Give the victims water or milk: children up to 1 year old, 125 mL (4 oz or 1/2 cup); children 1 to 12 years old, 200 mL (6 oz or 3/4 cup); adults, 250 mL (8 oz or 1 cup). Water or milk should be given only if victims are conscious and alert. 6. Transport to a health care facility. (EPA, 1998)|(See procedures)


Fresh air, rest. Half-upright position. Refer for medical attention.


Remove contaminated clothes. Rinse skin with plenty of water or shower. Refer for medical attention .


First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 ml of water for dilution if the patent can swallow, has a strong gag reflex, and does Not drool. Administer activated charcoal ... . Cover skin buRNs with dry sterile dressings after decontamination ... . /Organic bases/Amines and related compounds/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious or has severe pulmonary edema. Positive-pressure ventilation techniques with a bag-valve-mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Administer 1% solution methylene blue if patient is symptomatic with severe hypoxia, cyanosis, and cardiac compromise not responding to oxygen. ... . Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. If patient is unresponsive to these measures, vasopressors may be helpful. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Organic bases/Amines and related compounds/

CYCLOHEXYLAMINE IS WEAK METHEMOGLOBIN-FORMING SUBSTANCE.|In human patch tests 25% soln produced severe skin irritation & possible skin sensitization.|... Reported three cases of transitory systemic toxic effects from acute accidental industrial exposures. The symptoms were light-headedness, drowsiness, anxiety and apprehension, and nausea. Slurred speech, vomiting, and pupillary dilatation occurred in one case. Operators exposed to 4 to 10 ppm had no symptoms.|MODERN COMPENDIUMS RATE CYCLOHEXYLAMINE AS MODERATELY TOXIC OR VERY TOXIC, & NOTE THAT AMINE IS INTENSELY IRRITATING TO SKIN & IS REGARDED AS MODERATE SENSITIZING POTENTIAL.|For more Human Toxicity Excerpts (Complete) data for CYCLOHEXYLAMINE (12 total), please visit the HSDB record page.

Cyclohexylamine

The substance can be absorbed into the body by inhalation, through the skin and by ingestion.|inhalation, skin absorption, ingestion, skin and/or eye contact

irritation eyes, skin, mucous membrane, respiratory system; eye, skin burns; skin sensitization; cough, pulmonary edema; drowsiness, dizziness; diarrhea, nausea, vomiting


Burning sensation. Cough. Laboured breathing. Nausea. Vomiting.


Redness. Pain. Skin burns.


Redness. Pain. Severe deep burns.

Eyes, skin, respiratory system, central nervous system

Cyclohexylamine Use and Manufacturing

Methods of Manufacturing

Prepared by catalytic hydrogenation of aniline at elevated temp and pressures. Fractionation of crude reaction product yields cyclohexylamine, unchanged aniline, and high-boiling residue containing n-phenylcyclohexylamine (cyclohexylaniline) and dicyclohexylamine.|REACTION OF AMMONIA & CYCLOHEXANOL AT ELEVATED TEMPERATURE & PRESSURE IN THE PRESENCE OF A SILICA-ALUMINA CATALYST

Uses

This product is used to prepare cyclohexanol, caprolactam, cellulose acetate and nylon 6. Cyclohexylamine itself is a solvent and can be used in resins, coatings, fats, and paraffin oils. It can also be used to prepare desulfurizers, rubber antioxidants, vulcanization accelerators, chemical additives for plastics and textiles, boiler water treatment agents, metal corrosion inhibitors, emulsifiers, preservatives, antistatic agents, latex coagulants, petroleum additives , Fungicides, insecticides and dye intermediates. The sulfonate of cyclohexylamine is used as an artificial sweetener in food, beverages and medicine. Also used as acid gas absorbent. Used as a pH adjuster for boiler feed water. Cyclohexylamine is a volatile substance that can easily reach the entire system after dosing. If the pH is lower than 5, it is detrimental to the cyclohexylamine treatment effect. It is an intermediate for the synthesis of desulfurizers, rubber accelerators, dyes, antistatic agents, corrosion inhibitors, pesticide bactericides, insecticides, etc. Used as boiler water treatment agent and corrosion inhibitor, rubber accelerator, organic synthesis intermediate.


Corrosion inhibitors and anti-scaling agents


Ink, toner, and colorant products

Production

10,000,000 - 50,000,000 lb|(1978) PROBABLY GREATER THAN 6.81X10+6 G|(1982) PROBABLY GREATER THAN 4.54X10+6 G|CHEMICAL PROFILE: Cyclohexylamine. Demand: 1986: 9.2 million lb; 1987: 9.4 million lb; 991 /projected/: 10.4 million lb.|CHEMICAL PROFILE: Cyclohexylamine. Demand: 1989: 13 million lb; 1990 /projected/: 13.4 million lb; 1994 /projected/: 14.5 million lb. (Includes exports of 3.5 million lb, but not imports which amounted to about 2 million lb last year.)|For more U.S. Production (Complete) data for CYCLOHEXYLAMINE (6 total), please visit the HSDB record page.

CORROSION INHIBITOR IN BOILER WATER TREATMENT, 60%; CHEM INT FOR RUBBER-PROCESSING CHEMS, 25%; OTHER USES (EG, CORROSION INHIBITOR IN OIL FIELD APPLICATIONS), 15% (1982)|CHEMICAL PROFILE: Cyclohexylamine. Boiler water treatment, 70%; rubber chemicals, 17%; chain terminator, 6%; miscellaneous, including oilfield corrosion inhibitors, photographic chemicals, catalysts, intermediates and metal extraction, 7%.|CHEMICAL PROFILE: Cyclohexylamine. Boiler water treatment, 60%; rubber chemicals, 12%; nylon chain terminator, 10%; agricultural chemicals, 10%; miscellaneous (including oilfield corrosion inhibitors, photographic chemicals, catalysts, intermediates, metal extraction and exports), 8%.|Boiler water treatment, 55 percent; rubber chemicals, 30 percent; miscellaneous, 15 percent.

All other basic organic chemical manufacturing|Cyclohexanamine: ACTIVE

AOAC Method 971.17. Cyclohexylamine in Cyclamates and Artificially Sweetened Products by Infrared Spectrophotometric Method.|DETERMINATION OF CYCLOHEXYLAMINE IN RIVER WATER BY FLAME THERMOIONIC DETECTOR-GAS CHROMATOGRAPHY.|ION CHROMATOGRAPHIC DETERMINATION OF CYCLOHEXYLAMINE IN WATER CONTAINING AMMONIA & HYDRAZINE.|ASTM Method D4490. Measuring the Concentration of Toxic Gases or Vapors Using Detector Tubes.|ASTM Method D4983. Standard Test Method for Cyclohexylamine, Morpholine, and Diethylaminoethanol in Water and Condensed Steam by Direct Aqueous Injection Gas Chromatography.

Fire Hazards -> Corrosives, Mutagens, Flammable - 3rd degree|Cosmetics -> Anticorrosive; Buffering

Analysis Methods

Name Column Shape Active Phase(℃) Retention index Temperature Control Method Comments Reference
Kovats' RI, non-polar column, isothermal Packed Apolane 863. 130. isothermal Column length: 3.7 m Dutoit, J.Gas chromatographic retention behaviour of some solutes on structurally similar polar and non-polar stationary phasesJ. Chromatogr.1991, 555, 1-2, 191-204.
Kovats' RI, non-polar column, isothermal Packed SE-30 857. 180. isothermal N2, Chromosorb A AW; Column length: 3. m Oszczapowicz, J.Osek, J.Ciszkowski, K.Krawczyk, W.Ostrowski, M.Retention Indices of Dimethylbenzamidines and Benzylideneamines on a Non-Polar ColumnJ. Chromatogr.1985, 330, 79-85.
Kovats' RI, non-polar column, isothermal Packed SE-30 857. 180. isothermal N2, Chromosorb W AW; Column length: 3. m Oszczapowicz, J.Osek, J.Dolecka, E.Retention indices of dimethylformamidines, dimethylacetamidines and tetramethylguanidines on a non-polar columnJ. Chromatogr.1984, 315, 95-100.
Kovats' RI, non-polar column, isothermal Packed PEG-2000 1257. 150. isothermal He, Celite 545 (44-60 mesh); Column length: 3. m Anderson, A.Jurel, S.Shymanska, M.Golender, L.Gas-liquid chromatography of some aliphatic and heterocyclic mono- and pollyfunctional amines. VII. Retention indices of amines in some polar and unpolar stationary phasesLatv. PSR Zinat. Akad. Vestis Kim. Ser.1973, 1, 51-63.
Kovats' RI, non-polar column, isothermal Packed PEG-2000 1230. 152. isothermal He, Celite 545 (44-60 mesh); Column length: 3. m Anderson, A.Jurel, S.Shymanska, M.Golender, L.Gas-liquid chromatography of some aliphatic and heterocyclic mono- and pollyfunctional amines. VII. Retention indices of amines in some polar and unpolar stationary phasesLatv. PSR Zinat. Akad. Vestis Kim. Ser.1973, 1, 51-63.

Computed Properties

Molecular Weight:99.17
XLogP3:1.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Exact Mass:99.104799419
Monoisotopic Mass:99.104799419
Topological Polar Surface Area:26
Heavy Atom Count:7
Complexity:46.1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Price Analysis

Make your Cyclohexylamine purchase based on the price and market insights! ECHEMI provides professional market insights with prices for you to make a better choice. Learn more on Cyclohexylamine prices .
  • Data: 2026-08-20
  • Price: 12825.00Yuan/mt
  • Change: 0

Recommended Suppliers of Cyclohexylamine

Scan the QR Code to Share

Feedback & Suggestions
Send Message

Thank you for your feedback. If you require further assistance, please contact us by email at info@echemi.com or call us at +86-532-55729510.