Products

2-Cyclohexen-1-one

Product Introduction

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

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)
refractive index	n20/D 1.488(lit.)
FEMA	4517 \| 2-CYCLOHEXENONE
Fp	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)

Safety Information

MSDS Information

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

Raw materials	3-Hydroperoxy-1-cyclohexene-->1,2-Cyclohexanediol-->Cyclohexanol-->Cyclohexene oxide-->3-Methoxycyclohexanone
Preparation Products	(R)-(-)-3-Pyrrolidinol hydrochloride-->Clethodim-->Tralkoxydim-->3-METHYLCYCLOHEXANONE-->Furfuryl alcohol-->1,8(2H,5H)-Naphthalenedione, hexahydro-8a-methyl-, cis--->3-phenylcyclohex-2-en-1-one-->3-PHENYL-CYCLOHEXANONE