ChemicalBook > CAS DataBase List > 3-Methyl-2-cyclohexen-1-one

3-Methyl-2-cyclohexen-1-one

Product Name
3-Methyl-2-cyclohexen-1-one
CAS No.
1193-18-6
Chemical Name
3-Methyl-2-cyclohexen-1-one
Synonyms
MCH;2-Cyclohexen-1-one, 3-methyl-;3-methylcyclohex-2-en-1-one;Seudenone;Methylcyclohexenone;3-METHYL-2-CYCLOHEXENONE;1-Methylcyclohexene-3-one;3-methyl-cyclohex-2-enone;2-Cyclohexen-1-one,3-methy;3-methyl-2-cyclohexen-1-on
CBNumber
CB8340010
Molecular Formula
C7H10O
Formula Weight
110.15
MOL File
1193-18-6.mol
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3-Methyl-2-cyclohexen-1-one Property

Melting point:
-21°C
Boiling point:
199-200 °C(lit.)
Density 
0.971 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.494(lit.)
FEMA 
3360 | 3-METHYL-2-CYCLOHEXEN-1-ONE
Flash point:
155 °F
storage temp. 
Inert atmosphere,Room Temperature
form 
Liquid
color 
Clear very slightly yellow to brown
Specific Gravity
0.971
Odor
at 1.00 % in dipropylene glycol. nut caramel phenolic cherry
Odor Type
nutty
Water Solubility 
insoluble
JECFA Number
1107
BRN 
1560601
LogP
1.04
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)
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Safety

Hazard Codes 
Xn
Risk Statements 
22-36-20/21/22
Safety Statements 
36/37/39-26-24/25
WGK Germany 
3
RTECS 
GW7340000
10
TSCA 
Yes
HS Code 
29142990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H227Combustible liquid

H302Harmful if swallowed

Precautionary statements

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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P370+P378In case of fire: Use … for extinction.

P403+P235Store in a well-ventilated place. Keep cool.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
M39105
Product name
3-Methyl-2-cyclohexenone
Purity
98%
Packaging
10g
Price
$93.1
Updated
2024/03/01
Sigma-Aldrich
Product number
M39105
Product name
3-Methyl-2-cyclohexenone
Purity
98%
Packaging
50g
Price
$168
Updated
2024/03/01
TCI Chemical
Product number
M1043
Product name
3-Methyl-2-cyclohexen-1-one
Purity
>98.0%(GC)
Packaging
5g
Price
$35
Updated
2024/03/01
TCI Chemical
Product number
M1043
Product name
3-Methyl-2-cyclohexen-1-one
Purity
>98.0%(GC)
Packaging
25g
Price
$96
Updated
2024/03/01
Alfa Aesar
Product number
A15704
Product name
3-Methyl-2-cyclohexen-1-one, 98%
Packaging
10g
Price
$64.65
Updated
2024/03/01
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3-Methyl-2-cyclohexen-1-one Chemical Properties,Usage,Production

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.

Definition

ChEBI: 3-Methyl-2-cyclohexen-1-one is a cyclic olefin.

Preparation

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

Aroma threshold values

Aroma characteristics at 2.0%: sweet, nutty, phenolic, walnut, fruity, almond and benzoin

Taste threshold values

Taste characteristics at 50 ppm: nutty, musty, phenolic and woody with grain-like nuances.

Synthesis Reference(s)

Journal of the American Chemical Society, 101, p. 494, 1979 DOI: 10.1021/ja00496a044
The Journal of Organic Chemistry, 42, p. 1349, 1977 DOI: 10.1021/jo00428a017
Tetrahedron Letters, 17, p. 3, 1976

3-Methyl-2-cyclohexen-1-one Preparation Products And Raw materials

Raw materials

Preparation Products

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3-Methyl-2-cyclohexen-1-one Suppliers

Acros Organics
Tel
--
Fax
--
Email
info@acros.com
Country
Belgium
ProdList
6772
Advantage
81
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View Lastest Price from 3-Methyl-2-cyclohexen-1-one manufacturers

R&D Scientific Inc.
Product
3-Methyl-2-cyclohexen-1-one 1193-18-6
Price
US $786.00/Kg
Min. Order
1Kg
Purity
98
Supply Ability
500 Kg
Release date
2024-07-25
Henan Fengda Chemical Co., Ltd
Product
3-Methyl-2-cyclohexen-1-one 1193-18-6
Price
US $8.00-0.80/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-09
Career Henan Chemical Co
Product
3-Methyl-2-cyclohexen-1-one 1193-18-6
Price
US $2.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2018-08-15

1193-18-6, 3-Methyl-2-cyclohexen-1-oneRelated Search:


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  • KETONE
  • Organic Building Blocks
  • Ketones
  • Building Blocks
  • C7 to C8
  • Carbonyl Compounds
  • Alphabetical Listings
  • Flavors and Fragrances
  • M-N
  • C7 to C8
  • Carbonyl Compounds
  • Ketones
  • insect pheromone
  • Pyridines ,Halogenated Heterocycles