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2-Methylcyclohexanone

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2-Methylcyclohexanone Basic information

Product Name:
2-Methylcyclohexanone
Synonyms:
  • Cyclohexanone, 2-methyl-
  • METHYLCYCLOHEXANONE, 2-(SG)
  • TETRAHYDRO-O-CRESOL
  • O-METHYLCYCLOHEXANONE
  • 2-METHYLCYCLOHEXANONE 99+%
  • o-Methylcycloexanone
  • 2-Methylcyclohexanone,98%
  • Cyclohexanone, 2-methyl- (8CI, 9CI)
CAS:
583-60-8
MF:
C7H12O
MW:
112.17
EINECS:
209-513-6
Mol File:
583-60-8.mol
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2-Methylcyclohexanone Chemical Properties

Melting point:
-14 °C
Boiling point:
162-163 °C (lit.)
Density 
0.924 g/mL at 25 °C (lit.)
vapor pressure 
1 at 20 °C (NIOSH, 1997)
refractive index 
n20/D 1.448(lit.)
FEMA 
3946 | 2-METHYLCYCLOHEXANONE
Flash point:
116 °F
storage temp. 
Sealed in dry,2-8°C
solubility 
Soluble in alcohol, ether (Weast, 1986), and many other polar organic solvents including cyclohexanone.
form 
Liquid
color 
Clear colorless to very slightly yellow
Odor
at 10.00 % in dipropylene glycol. minty peppermint cooling
Odor Type
minty
explosive limit
1.2%(V)
Water Solubility 
Insoluble in water. Soluble in methanol and diethyl ether.
JECFA Number
1102
BRN 
506751
Exposure limits
TLV-TWA 230 mg/m3 (50 ppm) (ACGIH); STEL 345 mg/m3 (75 ppm); IDLH 2500 ppm (NIOSH).
Dielectric constant
14.0(20℃)
InChIKey
LFSAPCRASZRSKS-UHFFFAOYSA-N
LogP
1.54 at 25℃
CAS DataBase Reference
583-60-8(CAS DataBase Reference)
NIST Chemistry Reference
Cyclohexanone, 2-methyl-(583-60-8)
EPA Substance Registry System
2-Methylcyclohexanone (583-60-8)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
10-20-20/21/22
Safety Statements 
25-36/37
RIDADR 
UN 2297 3/PG 3
OEB
A
OEL
TWA: 50 ppm (230 mg/m3), STEL: 75 ppm (345 mg/m3) [skin]
WGK Germany 
1
RTECS 
GW1750000
TSCA 
Yes
HazardClass 
3
PackingGroup 
III
HS Code 
29142200
Hazardous Substances Data
583-60-8(Hazardous Substances Data)
Toxicity
Acute oral LD50 for rats 2,140 mg/kg, rabbits 1 g/kg (quoted, RTECS, 1985).
IDLA
600 ppm

MSDS

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2-Methylcyclohexanone Usage And Synthesis

Description

o-Methylcyclohexanone is a colorless liquid with a weak peppermint-like odor (also reported to be ace-tone-like). Molecular weight= 112.19; Specific gravity(H2O:1) = 0.93; Boiling point= 162.7℃; Freezing/Meltingpoint= - 13.9℃;Flashpoint = 47.8℃.HazardIdentification (based on NFPA-704 M Rating System):Health 2, Flammability 2, Reactivity 0. Insoluble in water.

Chemical Properties

CLEAR COLOURLESS TO VERY SLIGHTLY YELLOW LIQUID

Chemical Properties

o-Methylcyclohexanone is a colorless liquid with a weak peppermint-like odor (also reported to be acetone-like).

Chemical Properties

2-Methylcyclohexanone has a weak, peppermint odor and burning sensation

Physical properties

Colorless liquid with a weak, peppermint-like odor.

Occurrence

Reported found in cockroaches as attractant pheromone; not reported found in natural foods

Uses

2-Methylcyclohexanone can be used as solvent, lacquers.
It has been suggested for use in soap perfumes, industrial fragrances, masking odors, etc. where its power and stability come to use. It may give "lift" to woody soap perfumes and add power to spicy-herbaceous fragrances, but its proper odor is not exactly beautiful.

Uses

Solvent; rust remover

Uses

o-Methyl cyclohexanone is used as a solventfor varnishes, lacquers, and plastics; and asa rust remover.

Production Methods

2-Methylcyclohexanone is manufactured by the catalytic hydrogenation of o-cresol or by the dehydrogenation of o-methylcyclohexanol. Methylcyclohexanones are used in small amounts as general purpose solvents for cellulose-based finishes and coatings.

Preparation

From cyclohexanone by treatment with a base and then with methyl iodide

Synthesis Reference(s)

Journal of the American Chemical Society, 108, p. 304, 1986 DOI: 10.1021/ja00262a025
Synthetic Communications, 8, p. 9, 1978 DOI: 10.1080/00397917808062176
Synthesis, p. 611, 1976 DOI: 10.1055/s-1976-24139

General Description

A water-white to pale yellow liquid with an acetone-like odor. Less dense than water. Vapors heavier than air. Flash point near 135°F. May be toxic by ingestion. Used as a solvent.

Air & Water Reactions

Flammable. Slightly soluble in water.

Reactivity Profile

Contact with strong oxidizers may cause fires and explosions [USCG, 1999].

Hazard

Moderate fire risk. Toxic by ingestion,inhalation, and skin absorption. Eye and upper res-piratory tract irritant, and central nervous systemimpairment.

Health Hazard

May cause irritation of the eyes, nose and throat. Prolonged or repeated contact may cause dermatitis.

Health Hazard

o-Methyl cyclohexanone is a mildly toxiccompound. Any health hazard from inhalingits vapors is low. Its vapors at highconcentrations in air can be irritating to theeyes, nose, and throat. Ingestion of the liquidcan cause sleepiness. Toxicity studies on animalssuggest that methyl cyclohexanone maycause an adverse effect on the lungs, kidney,and liver. An intravenous administration of270 mg/kg was lethal to mice.
LD50 value, intraperitoneal (mice): 200mg/kg.

Fire Hazard

Special Hazards of Combustion Products: Irritating vapors and toxic gases, such as carbon monoxide, may be formed when involved in fire.

Flammability and Explosibility

Flammable

Safety Profile

Poison by intraperitoneal route. Moderately toxic by ingestion and skin contact. When heated to decomposition it emits acrid smoke and irritating fumes.

Potential Exposure

Methylcyclohexanone is used as a solvent in making varnish, plastics, and as a rust remover. Also used in the leather industry.

First aid

this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts theskin, remove contaminated clothing and wash immediatelywith soap and water. Seek medical attention immediately. Ifthis chemical has been inhaled, remove from exposure,begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR ifheart action has stopped. Transfer promptly to a medicalfacility. When this chemical has been swallowed, get medical attention. Give large quantities of water and inducevomiting. Do not make an unconscious person vomit.

storage

Color Code—Red: Flammability Hazard: Store ina flammable liquid storage area or approved cabinet awayfrom ignition sources and corrosive and reactive materials.Prior to working with this chemical you should be trainedon its proper handling and storage. o-methylcyclohexanonemust be stored to avoid contact with strong oxidizers (suchas chlorine, bromine, and fluorine) because violent reactionsoccur. Sources of ignition, such as smoking and openflames, are prohibited where o-Methylcyclohexanone isused, handled, or stored in a manner that could create apotential fire or explosion hazard. Metal containers involving the transfer of 5 gallons or more of this chemical shouldbe grounded and bonded. Drums must be equipped withself-closing valves, pressure vacuum bungs, and flamearresters. Use only nonsparking tools and equipment, especially when opening and closing containers of this chemical. Wherever this chemical is used, handled, manufactured,or stored, use explosion-proof electrical equipment andfittings.

Shipping

UN2297 Methylcyclohexanone, Hazard Class: 3; Labels: 3-Flammable liquid.

Incompatibilities

Vapors may form explosive mixture with air. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. Contact with peroxides may form unstable heat- and shock-sensitive explosives

Waste Disposal

Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed

2-Methylcyclohexanone Preparation Products And Raw materials

Preparation Products

2-MethylcyclohexanoneSupplier

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