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2-Cyclohexen-1-one

Basic information Safety Supplier Related

2-Cyclohexen-1-one Basic information

Product Name:
2-Cyclohexen-1-one
Synonyms:
  • Cyclohexenone
  • 2-CYCLOHEXEN-1-ONE, BASF QUALITY
  • 2-CYCLOHEXEN-1-ONE, 95+%
  • 2-Cyclohexen-1-one, 97+%
  • Cyclohexen-3-one
  • 1-Cyclohexen-3-one
  • 2-Cyclohexene-1-one
  • 3-oxocyclohexene
CAS:
930-68-7
MF:
C6H8O
MW:
96.13
EINECS:
213-223-5
Product Categories:
  • ketone
  • C3 to C6
  • Carbonyl Compounds
  • Ketones
Mol File:
930-68-7.mol
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2-Cyclohexen-1-one Chemical Properties

Melting point:
-53 °C
Boiling point:
171-173 °C(lit.)
Density 
0.993 g/mL at 25 °C(lit.)
vapor pressure 
760 mm Hg ( 168 °C)
FEMA 
4517 | 2-CYCLOHEXENONE
refractive index 
n20/D 1.488(lit.)
Flash point:
133 °F
storage temp. 
0-6°C
solubility 
soluble in Chloroform, Methanol
form 
Liquid
color 
Clear light yellow to yellow
Odor
No strong odour known
Odor Type
roasted
Water Solubility 
SOLUBLE
JECFA Number
2052
BRN 
1280477
LogP
0.61
CAS DataBase Reference
930-68-7(CAS DataBase Reference)
NIST Chemistry Reference
2-Cyclohexen-1-one(930-68-7)
EPA Substance Registry System
2-Cyclohexen-1-one (930-68-7)
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Safety Information

Hazard Codes 
T
Risk Statements 
22-23/24-36
Safety Statements 
23-36/37/39-45-27-26-20-9
RIDADR 
UN 2929 6.1/PG 2
WGK Germany 
3
RTECS 
GW7000000
Hazard Note 
Toxic
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
II
HS Code 
29142990

MSDS

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2-Cyclohexen-1-one Usage And Synthesis

Description

2-Cyclohexen-1-one is a ketone, or more precisely an enone. It is colorless liquid, but commercial samples are often yellow. Industrially, cyclohexenone is prepared from phenol by Birch reduction. Common reactions include nucleophilic conjugate addition with organocopper reagents, Michael reactions and Robinson annulations.

Chemical Properties

CLEAR LIGHT YELLOW TO YELLOW LIQUID

Uses

2-Cyclohexen-1-one is used as intermediates.

Definition

ChEBI: A cyclohexenone having its C2C double bond at the 2-position.

Application

2-Cyclohexen-1-one can be used to versatile electrophile employed in a range of addition reactions including conjugate addition of organocopper nucleophiles, Michael reaction with enol silanes, and phosphoniosilylations.

Reactions

2-Cyclohexen-1-one  was employed in a Baylis–Hillman-type reaction with formaldehyde, and the newly formed primary alcohol was protected as silyl ether.

Synthesis Reference(s)

Chemical and Pharmaceutical Bulletin, 31, p. 4209, 1983 DOI: 10.1248/cpb.31.4209
Journal of the American Chemical Society, 110, p. 6591, 1988 DOI: 10.1021/ja00227a065

Contact allergens

This strong sensitizer has been responsible for chemical burning followed by sensitization in a chemistry student.

Safety Profile

A poison by ingestion, inhalation, intraperitoneal, and skin contact routes. Mutation data reported. When heated to decomposition it emits acrid smoke and irritant fumes. See also KETONES.

Solubility in organics

Acetone, Alcohol, Benzene

2-Cyclohexen-1-one Preparation Products And Raw materials

Preparation Products

2-Cyclohexen-1-oneSupplier

LEWOO PHARMATECH (SHANGHAI) CO.,LTD Gold
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