MCH,Methylcyclohexenone,3-Methyl-2-cyclohexen-1-one CAS No.1193-18-6

3-Methyl-2-cyclohexen-1-one Basic information

Product Name:

3-Methyl-2-cyclohexen-1-one

Synonyms:

MCH; Methylcyclohexenone; Seudenone;
3-METHYL-2-CYCLOHEXEN-1-ONE;
Methyl-2-cyclohexen;3-Methyl-2-cyclohexenone 98%;

CAS:

1193-18-6

MF:

C7H10O

MW:

110.15

EINECS:

214-769-7

Product Categories:

Alphabetical Listings;Flavors and Fragrances;C7 to C8;Carbonyl Compounds;Ketones;M-N;insect pheromone;Pyridines ,Halogenated Heterocycles

Mol File:

1193-18-6.mol

3-Methyl-2-cyclohexen-1-one Chemical Properties

Melting point 

-21°C

Boiling point 

199-200 °C(lit.)

density 

0.971 g/mL at 25 °C(lit.)

FEMA 

3360 | 3-METHYL-2-CYCLOHEXEN-1-ONE

refractive index 

n20/D 1.494(lit.)

Fp 

155 °F

storage temp. 

Inert atmosphere,Room Temperature

form 

Liquid

color 

Clear very slightly yellow to brown

Specific Gravity

0.971

Water Solubility 

insoluble

JECFA Number

1107

BRN 

1560601

CAS DataBase Reference

1193-18-6(CAS DataBase Reference)

NIST Chemistry Reference

2-Cyclohexen-1-one, 3-methyl-(1193-18-6)

EPA Substance Registry System

3-Methyl-2-cyclohexen-1-one (1193-18-6)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-36-20/21/22

Safety Statements 

36/37/39-26-24/25

WGK Germany 

3

TSCA 

Yes

HS Code 

29142990

3-Methyl-2-cyclohexen-1-one Usage And Synthesis

Description

May be prepared by acid hydrolysis and decarboxylation of the corresponding 4-carbetoxy derivative; by oxidation of 1-methylcyclohex-l-ene with chromium trioxide in acetic acid; by cyclization of 3-carbetoxy-6-chlorohept-5-en-2-one with sulfuric acid.

Chemical Properties

3-Methyl-2-cyclohexen-1-one is a nonaromatic cyclic ketone with a medicinal, phenolic, mild cherry aroma

Chemical Properties

CLEAR VERY SLIGHTLY YELLOW TO BROWN LIQUID

Occurrence

Reported found in oil of Mentha pulegium, cocoa, coffee, filbert, sweet corn, dried bonito, katsuobushi, wild rice and clam. Also produced by some animals in vivo

Uses

3-Methyl-2-cyclohexen-1-one was used in the synthesis of 19-nor-1α, 25-dihydroxyvitamin D(3) derivatives. It was also used in sex pheromone of the Douglas-fir beetle. Used in nut flavor.

Uses

3-Methyl-2-cyclohexenone is an insect sex pheromone of the Douglas-fir beetle. It can be used as a starting material:

In the total synthesis of ()-ar-tenuifolene, a naturally occurring aromatic sesquiterpene.

To synthesize an organic building block 2-trimethylsilyl-3-methyl-cyclohexenone.

In the total synthesis of natural diterpenoids (+)-taiwaniaquinone H and (+)-dichroanone.

Preparation

By acid hydrolysis and decarboxylation of the corresponding 4-carbetoxy derivative; by oxidation of 1-methyl[1]cyclohex-1-ene with chromium trioxide in acetic acid; by cyclization of 3-carbetoxy-6-chlorohept-5-en-2-one with sulfuric acid.