Product
Supplier
Encyclopedia
Inquiry
Home > Encyclopedia > Methylcyclohexane

Methylcyclohexane

Methylcyclohexane structure

Methylcyclohexane 

structure
  • CAS No:

    108-87-2

  • Formula:

    C7H14

  • Chemical Name:

    Methylcyclohexane

  • Synonyms:

    Cyclohexane,methyl-;Methylcyclohexane;Cyclohexylmethane;Hexahydrotoluene;Toluene hexahydride;1-Methylcyclohexane;MCHX;NSC 9391;Swaclean MCH

  • Categories:

    Organic Chemistry  >  Hydrocarbons and Derivatives

Description

Colorless liquid with a faint, benzene-like odor.


Methylcyclohexane appears as a clear colorless liquid with a petroleum-like odor. Flash point 25°F. Less dense than water and insoluble in water. Vapors heavier than air.|Liquid|COLOURLESS LIQUID WITH CHARACTERISTIC ODOUR.|Colorless liquid with a faint, benzene-like odor.


Methylcyclohexane appears as a clear colorless liquid with a petroleum-like odor. Flash point 25°F. Less dense than water and insoluble in water. Vapors heavier than air.|Methylcyclohexane is a cycloalkane that is cyclohexane substituted by a single methyl group. It has a role as an aprotic solvent, a plant metabolite and a human metabolite. It is a cycloalkane and a volatile organic compound. It derives from a hydride of a cyclohexane.

Methylcyclohexane Basic Attributes

98.19

98.19

505972

203-624-3

H5WXT3SV31

0923

9391

2296

DTXSID0047749

COLORLESS LIQUID|Colorless liquid.

2902199090

Characteristics

0

3.61

Colorless Liquid

0.7694 g/cm3 @ Temp: 20 °C

-126.6 °C

100.9 °C @ Press: 760 Torr

25 °F

1.426

H2O: 0.1 g/L (20 ºC)

Flammables area

37 mm Hg ( 20 °C)

3.4 (vs air)

Oral-rat LD50:> 3200 mg/kg; Oral-Mouse LD50: 2250 mg/m3/24 hours

Inflammable in case of open flame, high temperature, oxidant; burning produces irritating smoke

1.1-6.7%(V)

Faint, benzene-like odor.

1.04e-11 cm3/molecule*sec

0.43 atm-m3/mole

SPECIFIC DISPERSION 97.8|Enthalpy of fusion: 16.43 cal/g|Ionization Potential, 9.85 eV|Henry's Law Constant = 0.43 atm m3/mol @ 25 °C

Highly flammable. Insoluble in water.

Hydrocarbons, Aliphatic Saturated

Highly Flammable

Saturated aliphatic hydrocarbons, such as METHYLCYCLOHEXANE, may be incompatible with strong oxidizing agents like nitric acid. Charring of the hydrocarbon may occur followed by ignition of unreacted hydrocarbon and other nearby combustibles. In other settings, aliphatic saturated hydrocarbons are mostly unreactive. They are not affected by aqueous solutions of acids, alkalis, most oxidizing agents, and most reducing agents.

482 °F (USCG, 1999)|482 °F (250 °C)|258 °C

4565.3 kJ/mol at 25 °C (liquid)

9.85 eV

Lower 1.2%; Upper 6.7%|Class IB Flammable Liquid: Fl.P. below 73°F and BP at or above 100°F.

The vapour is heavier than air and may travel along the ground; distant ignition possible. As a result of flow, agitation, etc., electrostatic charges can be generated.

31.27 kJ/mol at boiling pt; 35.36 kJ/mol at 25 °C

Critical temp: 572.2 K; Critical pressure: 3.471 MPa

Safety Information

II

3

UN 2296 3/PG 2

2

11-38-51/53-65-67

9-16-33-61-62

GV6125000

F,Xn,N

The warehouse is ventilated, low temperature and dry; stored separately from oxidants and acids

Explosive when mixed with air

Stable. Very flammable. Incompatible with strong oxidizing agents.

P210-P301 + P310-P331-P370 + P378-P403 + P235

H225-H304-H315-H336-H410

Spray into the furnace. Incineration will become easier by mixing with a more flammable solvent.

Strong oxidizers|Dangerous /disaster hazard/; upon exposure to heat or flame, can react vigorously with oxidizing materials.

Special Hazards of Combustion Products: Vapor may travel considerable distance to a source of ignition and flashback containing explosion may occur during fire conditions. Forms explosive mixtures in air. (USCG, 1999)|Highly flammable. Vapour/air mixtures are explosive.|Flammable - 3rd degree

|Danger|H225: Highly Flammable liquid and vapor [Danger Flammable liquids]|P210, P233, P240, P241, P242, P243, P261, P264, P271, P273, P280, P301+P310, P302+P352, P303+P361+P353, P304+P340, P312, P321, P331, P332+P313, P362, P370+P378, P391, P403+P233, P403+P235, P405, and P501|H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]|Aggregated GHS information provided by 1542 companies from 40 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P280, P301+P310, P301+P312, P303+P361+P353, P304+P340, P305+P351+P338, P312, P330, P331, P332+P313, P337+P313, P370+P378, P403+P233, P403+P235, P405, and P501|Warning|H400: Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]|P273, P391, and P501|P210, P233, P240, P241, P242, P243, P260, P261, P264, P271, P273, P280, P301+P310, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P312, P314, P331, P337+P313, P370+P378, P391, P403+P233, P403+P235, P405, and P501

Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]: As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. LARGE SPILL: Consider initial downwind evacuation for at least 300 meters (1000 feet). 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 128 [Flammable Liquids (Water-Immiscible)]: 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 or cover with dry earth, sand or other non-combustible material and transfer to containers. 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. (NIOSH, 2016)|SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants.|...Exhaust ventilation should be installed & workers should be provided with respiratory protective equipment. Where there is a danger of splashes or prolonged skin contact, eye & face protection & hand & arm protection should be worn.|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 METHYLCYCLOHEXANE (8 total), please visit the HSDB record page.|(See protection codes)

DANGEROUS /FIRE HAZARD/ WHEN EXPOSED TO HEAT, FLAME, OR OXIDIZERS

MODERATE /EXPLOSION HAZARD/ WHEN EXPOSED TO HEAT OR FLAME. LOWER EXPLOSIVE LIMIT1.2%, UPPER LIMIT 6.7%.|Upper explosive limit in air, 6.7% by volume (at room temperature)|Lower explosive limit in air, 1.2% by volume (at room temperature)|Explosive limits , vol% in air: 1.2-6.7

FOAM, CARBON DIOXIDE, DRY CHEMICAL|If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use foam, dry chemical, or carbon dioxide.

Absorb on paper. Evaporate on a glass or iron dish in hood. Burn the paper.|If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Attempt to stop leak if without undue personal hazard. Use water spray to knock-down vapors.

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.|Work clothing that becomes wet should be immediately removed due to its flammability hazard.|The worker should immediately wash the skin when it becomes contaminated.|Personnel protection: Avoid breathing vapors. Keep upwind. Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water.

/GUIDE 128: FLAMMABLE LIQUIDS (NON-POLAR/WATER-IMMISCIBLE)/ Fire or Explosion: HIGHLY FLAMMABLE: Will be easily 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. Substances may be transported hot.|/GUIDE 128: FLAMMABLE LIQUIDS (NON-POLAR/WATER-IMMISCIBLE)/ Health: Inhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.|/GUIDE 128: FLAMMABLE LIQUIDS (NON-POLAR/WATER-IMMISCIBLE)/ Public Safety: CALL Emergency Response Telephone Number ... . 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 128: FLAMMABLE LIQUIDS (NON-POLAR/WATER-IMMISCIBLE)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Structural firefighters' protective clothing will only provide limited protection.|For more DOT Emergency Guidelines (Complete) data for METHYLCYCLOHEXANE (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.

Skin irritation; irritation of nose and throat.

Permissible Exposure Limit: Table Z-1 8-hr Time Weighted Avg: 500 ppm (1200 mg/cu m).|Vacated 1989 OSHA PEL TWA 400 ppm (1600 mg/cu m) is still enforced in some states.

Recommended Exposure Limit: 10 Hr Time-Weighted Avg: 400 ppm (1600 mg/cu m)

Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Ventilation. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in dry sand or inert absorbent. Then store and dispose of according to local regulations. Do NOT wash away into sewer.

Fireproof. Separated from strong oxidants.

The substance is irritating to the eyes and skin. If this liquid is swallowed, aspiration into the lungs may result in chemical pneumonitis. The substance may cause effects on the central nervous system. Exposure could cause lowering of consciousness.

The substance defats the skin, which may cause dryness or cracking.

NO open flames, NO sparks and NO smoking. Closed system, ventilation, explosion-proof electrical equipment and lighting. Prevent build-up of electrostatic charges (e.g., by grounding). Do NOT use compressed air for filling, discharging, or handling. Use non-sparking handtools.

PREVENT GENERATION OF MISTS!

Use ventilation, local exhaust or breathing protection.

Protective gloves.

Wear safety spectacles.

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. Methylcyclohexane is produced, as an intermediate or a final product, by process units covered under this subpart.

| 2 - Materials that, under emergency conditions, can cause temporary incapacitation or residual 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.| 1 - Materials that, under emergency conditions, can cause significant irritation.

Toxicity

moderately toxic

LC25 Rabbit inhalation 7300 ppm, 6 hr/day, 5 day/wk, 2 wk

Occurs naturally in Russian and Galician petroleum ... .

... In cracked petroleums.

186.21

Inhalation, ingestion, eye and skin contact.|No toxic effects from industrial exposure nor any case of intoxication in humans by methylcyclohexane has been reported.|The air in 7 shoe (4 shoe and 3 shoe upper) factories was measured for the concentration of solvents including methylcyclohexane at different work places throughout the plant. Methylcyclohexane was found in the air in both places. The threshold limit value was exceeded in the gluing work places of factories without ventilation systems and in all shoe upper factories.

Drug Information

METHYLCYCLOHEXANE IS ABSORBED BY INHALATION. A SMALL FRACTION IS EXHALED, ANOTHER FRACTION EXCRETED IN URINE UNCHANGED ... MOST THAT GETS INTO BLOOD IS METABOLIZED AND EXCRETED IN URINE AS CONJUGATES OF GLUCURONIC ACID OR SULFURIC ACID.|... NEITHER UNCHANGED COMPD NOR ANY OF ITS METABOLITES /WERE FOUND/ IN URINE OF DOG. ... ONLY 4-5% OF THE ADMINISTERED DOSE OF METHYLCYCLOHEXANE IN RABBITS WAS EXCRETED AS GLUCURONIDE CONJUGATES.|TROUT & FLAGFISH CONCENTRATED METHYLCYCLOHEXANE 150 FOLD AFTER SEVEN DAY EXPOSURE TO CONCN OF 0.83-1.85 MG/L.|... Adult chinchilla doe rabbits /were administered/ an oral dose of 2.1-2.4 mmol/kg (14)C methylcyclohexane. A total of 65% of the dose was excreted in the urine, 15% was eliminated in the expired air (10% as unchanged methylcyclohexane and 5% as carbon dioxide), 0.5% was excreted in the feces, and 4-5% remained in the animals 60 hr after dosing. A total of 42% of this dose was excreted as glucuronides and 2% as sulfate conjugates. The glucuronide of trans-4-methylcyclohexanol was the major urinary metabolite found, and represented approximately 15% of the dose. Five additional methylcyclohexanols were found in the urine as their respective glucuronide conjugates, each representing 0.5-11.5% of dose. No 1-methylcyclohexanol was found; however, a small amount (1.9%) appeared to have aromatized to benzoic acid and was excreted as hippuric acid.

METABOLITES IN RABBITS WERE CARBON DIOXIDE, ORTHO & PARA GLUCURONIDE CONJUGATES. /FROM TABLE/|Rat liver microsomes fortified with NADPH were shown to hydroxylate methylcyclohexane. Microsomes prepared from rats pretreated with phenobarbital hydroxylated methylcyclohexane at a 4 to 5 fold greater rate than controls; phenobarbital pretreatment also caused a 4 to 5 fold increase in the "type 1" substrate binding difference spectrum. The hydroxylation reaction of methylcyclohexane was not linear, which was probably due to competitive inhibition by the reaction products since there was strong competition by the alcoholic products for the substrate binding site on cytochrome p-450.|The metabolism of methylcyclohexane was studied in rats. Male Fischer 344 rats were given 0 or 0.8 g/kg methylcyclohexane by oral gavage every other day for 2 wk. Urine samples were collected during the first 48 hr of dosing. They were analyzed as is for metabolites or treated with glucuronidase and sulfatase first. The rats were killed 24 hr after the last dose, the kidneys were removed, sliced, and examined for histopathological changes. Methylcyclohexane metabolites identified in urine after hydrolysis with glucuronidase and sulfatase were 2(t)-hydroxy-4(c)-methylcyclohexanol 2(c)-hydroxy-4(t)-methylcyclohexanol, trans-3-methylcyclohexanol, 2(c)-hydroxy-4(c)-methylcyclohexanol, trans-4-methylcyclohexanol, and cyclohexylmethanol. 2(t)-hydroxy-4(c)-methylcyclohexanol was found in the largest amount. No metabolites were detected in urine samples not treated with glucuronidase and sulfatase. Only slight histopathological evidence of nephrotoxicity was seen in the kidney slices. It was concluded that methylcyclohexane is metabolized primarily to dihydroxy metabolites in rats. The low nephrotoxicity of methylcyclohexane may be due to the lack of side chain branching on the ring structure.

4.00 Days|3.72 Days

Harmful if inhaled or swallowed. Vapor or mist is irritating to the eyes, mucous membrane and upper respiratory tract and skin. Narcotic effects and dermititis. (USCG, 1999)

Eye: If this chemical contacts the eyes, immediately wash the eyes with large amounts of water, occasionally lifting the lower and upper lids. Get medical attention immediately. Contact lenses should not be worn when working with this chemical. Skin: If this chemical contacts the skin, promptly wash the contaminated skin with soap and water. If this chemical penetrates the clothing, promptly remove the clothing and wash the skin with soap and water. Get medical attention promptly. Breathing: If a person breathes large amounts of this chemical, move the exposed person to fresh air at once. If breathing has stopped, perform mouth-to-mouth resuscitation. Keep the affected person warm and at rest. Get medical attention as soon as possible. Swallow: If this chemical has been swallowed, get medical attention immediately. (NIOSH, 2016)|(See procedures)


Fresh air, rest. Artificial respiration may be needed. Refer for medical attention.


Remove contaminated clothes. Rinse skin with plenty of water or shower.


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

VAPOR CAUSES BRIEF CENTRAL NERVOUS DEPRESSION LIKE CYCLOHEXANE. ... NO SYSTEMIC POISONINGS REPORTED ... .|Nervous system disturbances - /CNS depression/.|Lightheadedness, drowsiness; ... .|No toxic effects from industrial exposure nor any case of intoxication in humans by methylcyclohexane has been reported.|... IRRITANT & DEFATTING ACTION ON THE SKIN. /CYCLOPARAFFINS/

methylcyclohexane

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

irritation eyes, skin, nose, throat; dizziness, drowsiness; In Animals: narcosis


Dizziness. Drowsiness.


Dry skin.


Redness.

Eyes, skin, respiratory system, central nervous system

Methylcyclohexane Use and Manufacturing

Methods of Manufacturing

Toluene is hydrogenated at 150°C and a pressure of about 11 MPa for 5 hours to obtain relatively pure methylcyclohexane. During refining, concentrated sulfuric acid, water, 5% sodium hydroxide solution and water can be washed in sequence, dried with dehydrating agent, and finally distilled.

Uses

Solvent; starting material in the synthesis of toluene.


Adhesives and sealant chemicals


Adhesives and sealants

Production

500,000 - 1,000,000 lb|(1972) PROBABLY GREATER THAN 4.54X10+5 G|(1975) PROBABLY GREATER THAN 4.5X10+5 G

GRADES: TECHNICAL (95%), 99%, & RESEARCH.

Adhesive manufacturing|Cyclohexane, methyl-: ACTIVE

NIOSH Method S94. Analyte: Methylcyclohexane. Matrix: Air. Procedure: Gas chromatography. Method Evaluation: Method was validated over the range of 940 to 3941 mg/cu m using a 4 liter sample. Method detection limit: Not determined. Precision (CVT): 0.052. Applicability: Under the conditions of sample size (4 liters) the useful range is 200 to 6000 mg/cu m. Interferences: No specific interferences|NIOSH Method: 1500. Analyte: Methylcyclohexane. Matrix: Air. Procedure: GC, flame ionization detector. For methylcyclohexane this method has an estimated detection limit of 0.001 to 0.01 mg/sample with capillary column. The precision/RSD is 0.012 and the recovery is not determined. Applicability: This method is intended for determining the OSHA-regulated hydrocarbons included within the boiling point range of n-pentane through n-octane. Interferences: At high humidity, breakthrough volumes may be reduced by as much as 50%. Alcohols, ketones, ethers, and halogenated hydrocarbons, are likely interferences. If interference is suspected, use a more polar column or change column temperature.

Fatty Acyls [FA] -> Hydrocarbons [FA11]|Fire Hazards -> Flammable - 3rd degree

Computed Properties

Molecular Weight:98.19
XLogP3:3.6
Exact Mass:98.109550447
Monoisotopic Mass:98.109550447
Heavy Atom Count:7
Complexity:42
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Downstream Products

Price Analysis

Make your Methylcyclohexane 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 Methylcyclohexane prices .

Recommended Suppliers of Methylcyclohexane

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.