METHYLENECYCLOHEXANE Property

Melting point:

-106.7°C

Boiling point:

102-103 °C (lit.)

Density 

0.8 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.449(lit.)

Flash point:

20 °F

storage temp. 

2-8°C

form 

Liquid

color 

Clear colorless

BRN 

773760

Stability:

Stable. Highly flammable. Incompatible with strong oxidizing agents. Refrigerate.

EPA Substance Registry System

Cyclohexane, methylene- (1192-37-6)

Safety

Hazard Codes 

F,Xn

Risk Statements 

11-65

Safety Statements 

16-23-24/25-62

RIDADR 

UN 3295 3/PG 2

WGK Germany 

3

HazardClass 

3.1

PackingGroup 

II

HS Code 

29021900

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H225Highly Flammable liquid and vapour

H304May be fatal if swallowed and enters airways

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P331Do NOT induce vomiting.

METHYLENECYCLOHEXANE Chemical Properties,Usage,Production

Chemical Properties

colourless liquid

Uses

Methylenecyclohexane is excellent building block for organic molecules.

Synthesis Reference(s)

Journal of the American Chemical Society, 100, p. 3611, 1978 DOI: 10.1021/ja00479a061
The Journal of Organic Chemistry, 48, p. 326, 1983 DOI: 10.1021/jo00151a010
Tetrahedron Letters, 25, p. 4901, 1984 DOI: 10.1016/S0040-4039(01)91254-7

General Description

Methylenecyclohexane ring is obtained by 1,4-addition of 4-pentenylmagnesium bromide to 2-cyano-2-cycloalkenones followed by a Pd(II)-mediated oxidative cyclization. It undergoes gas phase ozonolysis to form secondary organic aerosol (SOA).