1-METHYL-1-CYCLOHEXENE Chemical Properties

Melting point:

-119.4°C

Boiling point:

110-111 °C (lit.)

Density 

0.811 g/mL at 20 °C (lit.)

vapor pressure 

27.4 at 20.2 °C, 36.4 at 25.0 °C (transpiration method, Verevkin et al., 2000)

refractive index 

n20/D 1.45(lit.)

Flash point:

25 °F

storage temp. 

Sealed in dry,Room Temperature

solubility 

Soluble in benzene and ether (Weast, 1986) and miscible with many hydrocarbons similar in chemical structure, e.g., cyclohexane, cyclohexene, etc.

form 

Liquid

color 

Clear colorless

Odor

at 1.00 % in dipropylene glycol. lime citrus

Odor Type

citrus

Water Solubility 

52 mg/kg at 25 °C (shake flask-GC, McAuliffe, 1966)

BRN 

1304483

Henry's Law Constant

8.86 x 10^-2 atm?m³/mol at 25 °C (approximate - calculated from water solubility and vapor pressure)

Stability:

Stable, but may be prone to polymerization. May be stabilized by the addition of around 10 ppm hydroquinone. Highly flammable. Incompatible with strong oxidizing agents.

InChIKey

CTMHWPIWNRWQEG-UHFFFAOYSA-N

LogP

3.333 (est)

CAS DataBase Reference

591-49-1(CAS DataBase Reference)

EPA Substance Registry System

Cyclohexene, 1-methyl- (591-49-1)

Safety Information

Hazard Codes 

F,Xn,Xi

Risk Statements 

11-36/37/38-65

Safety Statements 

16-26-36-62

RIDADR 

UN 3295 3/PG 2

WGK Germany 

2

Hazard Note 

Irritant

TSCA 

Yes

HazardClass 

3

PackingGroup 

II

HS Code 

29021900

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

1-METHYL-1-CYCLOHEXENE Usage And Synthesis

Chemical Properties

colourless liquid

Physical properties

Clear, colorless, very flammable, watery liquid with a characteristically unpleasant, aromatic hydrocarbon-type odor.

Uses

1-Methyl-1-cyclohexene (2,3,4,5-Tetrahydrotoluene) was used to study the secondary organic aerosol (SOA) yields from the ozonolysis of cycloalkenes.

Synthesis Reference(s)

The Journal of Organic Chemistry, 45, p. 917, 1980 DOI: 10.1021/jo01293a030

General Description

1-Methyl-1-cyclohexene (2,3,4,5-Tetrahydrotoluene) is a sterically hindered, unactivated alkene.

Environmental Fate

Photolytic. Atkinson (1985) reported a rate constant of 9.45 x 10^-11 cm³/molecule?sec for the reaction of 1-methylcyclohexene with OH radicals in the atmosphere.

Purification Methods

Free it from hydroperoxides by passing through a column containing basic alumina or refluxing with cupric stearate, filter and fractionally distil it from sodium. [Vogel J Chem Soc 1332 1938, Cope et al. J Am Chem Soc 79 4729 1957, Beilstein 5 III 197, 5 VI 245.]

1-METHYL-1-CYCLOHEXENE(591-49-1)Related Product Information

• Irisone
• (-)-VERBENONE
• (-)-CARVYL PROPIONATE
• 1-PHENYL-1-CYCLOHEXENE
• 1-METHYL-1-CYCLOHEXENE
• 1-ACETYL-1-CYCLOHEXENE
• ALPHA-PINENE
• Methyl 1-cyclohexene-1-carboxylate
• 3-CARENE
• Terpinen-4-ol
• 3,5,5-TRIMETHYL-2-CYCLOHEXEN-1-OL
• (-)-PERILLALDEHYDE
• DIHYDRO CUMINYL ALCOHOL
• 1-Cyclohexene-1-acetonitrile
• alpha-Ionone
• Retinoic acid
• (1R)-(+)-ALPHA-PINENE
• Vitamin A