Dicyclohexylamine

181.31800

181.32

202-980-7

1A93RJW924

1339

3399

2565

DTXSID6025018

COLORLESS LIQUID

2921300090

12.03000

3.63230

Dicyclohexylamine appears as a colorless liquid with a faint fishlike odor. Less dense than water. May be toxic by ingestion. Severely irritates skin, eyes and mucous membranes. Used to make paints, varnishes and detergents.

0.9104 g/cm³ @ Temp: 25 °C

-0.1 °C

255.8 °C @ Press: 760 Torr

103ºC

1.4832-1.4852

Solubility in water, g/100ml at 25°C: 0.08

Store at RT.

12 mm Hg ( 37.7 °C)

6 (vs air)

vol% in air: 0.9.9

FAINT FISHY ODOR

STRONG BASE

pKa = 10.4

READILY FORMS ADDUCTS WITH SOLVENTS

Slightly soluble in water. May be sensitive to air.

Amines, Phosphines, and Pyridines

DICYCLOHEXYLAMINE reacts with oxidizing agents. Forms crystalline salts with many N-protected amino acids (NTP, 1992). 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.

255 °C

III

8

UN 2565

2

R22; R34; R50/53

S26-S36/37/39-S45-S60-S61

HY4025000

C; N

Separated from strong oxidants, strong acids and food and feedstuffs.

Stable. Incompatible with strong acids, strong oxidizing agents.

P273-P280-P301 + P310 + P330-P303 + P361 + P353-P304 + P340 + P310-P305 + P351 + P338

H301 + H311-H314-H410

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.

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form. (ERG, 2016)|Combustible. Gives off irritating or toxic fumes (or gases) in a fire.

|Danger|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P260, P264, P270, P273, P280, P301+P312, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P330, P363, P391, P405, and P501|H302 (93.12%): Harmful if swallowed [Warning Acute toxicity, oral]|Aggregated GHS information provided by 3036 companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P261, P264, P270, P272, P273, P280, P281, P301+P312, P302+P352, P308+P313, P321, P330, P333+P313, P363, P391, P405, and P501|Aggregated GHS information provided by 2 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H301: Toxic if swallowed [Danger Acute toxicity, oral]|P201, P202, P260, P261, P264, P270, P271, P280, P281, P301+P310, P301+P330+P331, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P308+P313, P310, P312, P314, P321, P322, P330, P361, P363, P405, and P501

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. 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 153 [Substances - Toxic and/or Corrosive (Combustible)]: ELIMINATE all ignition sources (no smoking, flares, sparks or flames in immediate area). Do not touch damaged containers or spilled material unless wearing appropriate protective clothing. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers. DO NOT GET WATER INSIDE CONTAINERS. (ERG, 2016)

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: 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. (ERG, 2016)

COMBUSTIBLE WHEN EXPOSED TO HEAT OR FLAME; CAN REACT WITH OXIDIZING MATERIALS.

Explosive limits , vol% in air: 0.9-6.9

TO FIGHT FIRE, USE ALCOHOL FOAM, CO2, AND DRY CHEMICAL.

PROPHYLACTIC HEALTH MEASURES INCL MECHANIZATION & AUTOMATION OF TECHNOLOGICAL PROCESSES IN MFR & USE OF INHIBITORS.

/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Health: TOXIC; inhalation, ingestion, or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.|/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Fire or Explosion: Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors, and sewers explosion hazards. Those substances designated with a "P" may polymerize explosively when heated or involved in a fire. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.|/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Public Safety: CALL Emergency Response Telephone Number ... . As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate enclosed areas.|/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ 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 DICYCLOHEXYLAMINE (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 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.

STRONG IRRITANT TO SKIN & MUCOUS MEMBRANES.

Personal protection: complete protective clothing including self-contained breathing apparatus. Do NOT let this chemical enter the environment. Collect leaking and spilled liquid in sealable containers as far as possible. Cautiously neutralize remainder. Then wash away with plenty of water.

Separated from strong oxidants, strong acids and food and feedstuffs.

No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.

The substance is corrosive to the eyes, skin and respiratory tract. Inhalation of the vapour may cause lung oedema. The effects may be delayed. Medical observation is indicated.

NO open flames.

AVOID ALL CONTACT! IN ALL CASES CONSULT A DOCTOR!

Use ventilation, local exhaust or breathing protection.

Protective gloves. Protective clothing.

Wear face shield.

Dicyclohexylamine was detected in 2 of 9 biologically treated effluent samples from a bleached Kraft mill, at a mean concentration of 60 ug/l(1). Trench leachates from Maxey Flats, Kentucky and West Valley, NY low-level radioactive waste disposal sites, contained unspecified levels of dicyclohexylamine(2).

URBAN/SUBURBAN: Dicyclohexylamine was identified in ambient air samples from Lake Charles, LA(1).

Dicyclohexylamine was detected in fresh machine cutting-fluid emulsions at a concentration of 18.8 ug/g(1).

LD50 Rat oral is 373 mg/kg

Dicyclohexylamine is not known to occur as a natural product; it occurs as metabolites of cyclamates

Dicyclohexylamine's production and use as a chemical intermediate; in insecticides and plasticizers; as a corrosion inhibitor; as an antioxidant in rubber, lubricating oils, and fuels; as a catalyst for paint, varnishes, and inks; as a detergent and as an extractant(1) will result in its release to the environment(SRC).

TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 260(SRC), determined from a structure estimation method(2), indicates that dicyclohexylamine is expected to have moderate mobility in soil(SRC). Volatilization of dicyclohexylamine from moist soil surfaces is expected given an estimated Henry's Law constant of 5.5X10-5 atm-cu m/mole(SRC), using a fragment constant estimation method(3). Dicyclohexylamine is not expected to volatilize from dry soil surfaces based on an estimated vapor pressure of 3.4X10-2 mm Hg(4).|AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 260(SRC), determined from a structure estimation method(2), indicates that dicyclohexylamine is expected to adsorb to suspended solids and sediment in water(SRC). Dicyclohexylamine is expected to volatilize from water surfaces(3,SRC) based on an estimated Henry's Law constant of 5.5X10-5 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Estimated volatilization half-lives for a model river and model lake are 1.1 and 12 days, respectively(3,SRC). According to a classification scheme(5), an estimated BCF value of 1200(3,SRC), from an estimated log Kow of 4.37(6,SRC), suggests that bioconcentration in aquatic organisms is very high(SRC). A biodegradation study based on BOD measurements, using an activated sludge seed, and an initial concentration of 100 mg/l, indicated 76.9% degradation of dicyclohexylamine after 2 weeks(7).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), dicyclohexylamine, which has an experimental vapor pressure of 3.4X10-2 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase dicyclohexylamine 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 about 2.9 hours(3,SRC).

The rate constant for the vapor-phase reaction of dicyclohexylamine with photochemically-produced hydroxyl radicals has been estimated as 1.3X10-10 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 2.9 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC). Dicyclohexylamine is not expected to undergo direct photolysis in the environment due to the lack of functional groups to absorb light in the environmental spectrum(SRC).

An estimated BCF value of 1200 was calculated for dicyclohexylamine(SRC), using an estimated log Kow of 4.37(1,SRC) and a recommended regression-derived equation(2). According to a classification scheme(3), this BCF value suggests that bioconcentration in aquatic organisms is very high(SRC).

Using a structure estimation method based on molecular connectivity indices(1), the Koc for dicyclohexylamine can be estimated to be about 260(SRC). According to a recommended classification scheme(2), this estimated Koc value suggests that dicyclohexylamine is expected to have moderate mobility in soil(SRC).

The Henry's Law constant for dicyclohexylamine is estimated as 5.5X10-5 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This value indicates that dicyclohexylamine will volatilize from water surfaces(2,SRC). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec) is estimated as approximately 1.1 days(2,SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec) is estimated as approximately 12 days(2,SRC). Dicyclohexylamine's Henry's Law constant of 5.5X10-5 atm-cu m/mole(1,SRC) indicates that volatilization from moist soil surfaces is expected to occur(SRC). Dicyclohexylamine is not expected to volatilize from dry soil surfaces based on an experimental vapor pressure of 3.4X10-2 mm Hg(3).

SURFACE WATER: Dicyclohexylamine was detected in Rhine water samples taken from Lobith and Werkendam, The Netherlands in 1989, at 0.015 and 0.025 ug/l, respectively(1).

NIOSH (NOES Survey 1981-1983) has statistically estimated that 2900 workers are potentially exposed to dicyclohexylamine in the US(1). Occupational exposure to dicyclohexylamine may occur through inhalation and dermal contact with this compound at workplaces where it is produced or used(SRC).

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

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)

THIRTY-FIVE TO FORTY PER CENT OF SODIUM SALT OF CYCLOHEXAMIC ACID IS ELIMINATED THROUGH KIDNEYS.

UP TO 40% IS CHANGED INTO CYCLOHEXAMINE IN HUMANS & TO LESSER EXTENT INTO DICYCLOHEXAMINE.

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: TOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution. (ERG, 2016)|Corrosives

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

Fresh air, rest. Half-upright position. Artificial respiration may be needed. 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.

For immediate first aid: Ensure that adequate decontamination has been carried out. If victim is not breathing, start artificial respiration, preferably with a demand-valve resuscitator, bag-valve-mask device, or pocket mask as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep victim quiet and maintain normal body temperature. Obtain medical attention. /Dinitrophenol and related compounds/|For 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 shock and treat if necessary ... Monitor for pulmonary edema 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 patient can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... Cover skin burns with dry sterile dressings after decontamination ... Rapid body cooling may be necessary in case of hyperthermia. Salicylates are contraindicated. /Dinitrophenol and related compounds/

SKIN IRRITANT & POSSIBLE SENSITIZER.|SYSTEMIC EFFECTS IN MAN INCL NAUSEA & VOMITING, ANXIETY, RESTLESSNESS & DROWSINESS. /CYCLOHEXYLAMINE/|HUMAN LYMPHOCYTE CULTURES EXPOSED TO 4 COMPD @ 3 CONCN (10-3, 10-4 & 10-5 MOLAR) DURING FINAL 5 & 25 HR OF CULTURE. RESULTS CONFIRM THAT CYCLAMATE & CYCLOHEXYLAMINE @ HIGH CONCN CAN INDUCE CHROMOSOME ABERRATIONS. N-HYDROXYCYCLOHEXYLAMINE & DICYCLOHEXYLAMINE HAVE SIMILAR EFFECTS.|ENHANCED FREQUENCIES OF GAPS & BREAKS FOLLOWING TREATMENT OF HUMAN LEUKOCYTE CULTURES WITH DICYCLOHEXYLAMINE SULFATE. ABERRATION FREQUENCIES IN CONTROLS ABOUT 6% & 2-FOLD & 3-FOLD INCR IN CHROMATID DAMAGE WITH INT & HIGHER DOSES OF ALL TEST COMPD. EXPOSURE TIMES AS SHORT AS 5 HR.|STRONG IRRITANT TO SKIN & MUCOUS MEMBRANES.

cyclohexanamine, N-cyclohexyl-, sulfate (1:1)

The substance can be absorbed into the body by inhalation of its vapour and by ingestion.

Sore throat. Cough. Burning sensation. Shortness of breath. Laboured breathing. Symptoms may be delayed.

Pain. Redness. Blisters. Skin burns.

Pain. Redness. Severe deep burns.

All other basic organic chemical manufacturing|Cyclohexanamine, N-cyclohexyl-: ACTIVE|PREPD BY CATALYTIC HYDROGENATION OF ANILINE @ ELEVATED TEMP & PRESSURES. FRACTIONATION OF CRUDE REACTION PRODUCT YIELDS CYCLOHEXYLAMINE, UNCHANGED ANILINE, & HIGH-BOILING RESIDUE CONTAINING N-PHENYLCYCLOHEXYLAMINE...& DICYCLOHEXYLAMINE. /CYCLOHEXYLAMINE/|INTEREST IN THIS COMPD DERIVES FROM INTEREST IN CYCLAMATES AND ARTIFICIAL SWEETENERS.|DICYCLOHEXYLAMINE WAS NOT DETECTED IN SODIUM N-CYCLOHEXYSULFAMATE POWD & FOUND IN ONLY ONE MFR PRODUCT IN AMT OF 1.6 MG/KG.

PHOTOMETRIC METHOD FOR SEPARATE DETERMINATION OF DICYCLOHEXYLAMINE NITRITE AND SODIUM NITRITE PRESENT SIMULTANEOUSLY IN THE AIR.

Health Hazards -> Corrosives