C102814
2-Cyclohexen-1-one
≥95%
Synonym(s):
1-Cyclohexen-3-one, 2-Cyclohexenone, 3-Oxocyclohexene, Cyclohexen-3-one, Cyclohexenone
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About This Item
Linear Formula:
C6H8(=O)
CAS Number:
Molecular Weight:
96.13
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
213-223-5
Beilstein/REAXYS Number:
1280477
MDL number:
Assay:
≥95%
Form:
liquid
vapor pressure
760 mmHg ( 168 °C)
Quality Level
assay
≥95%
form
liquid
refractive index
n20/D 1.488 (lit.)
bp
171-173 °C (lit.)
mp
−53 °C (lit.)
density
0.993 g/mL at 25 °C (lit.)
SMILES string
O=C1CCCC=C1
InChI
1S/C6H8O/c7-6-4-2-1-3-5-6/h2,4H,1,3,5H2
InChI key
FWFSEYBSWVRWGL-UHFFFAOYSA-N
Application
Versatile electrophile employed in a range of addition reactions including conjugate addition of organocopper nucleophiles, Michael reaction with enol silanes, and phosphoniosilylations.
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signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 3 Oral - Flam. Liq. 3
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
132.8 °F - closed cup
flash_point_c
56 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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Tetrahedron Letters, 34, 3881-3881 (1993)
Tetrahedron Asymmetry, 4, 2427-2427 (1993)
Xingwang Wang et al.
Journal of the American Chemical Society, 130(19), 6070-6071 (2008-04-22)
A highly enantioselective epoxidation of cyclic enones with hydrogen peroxide has been developed that is catalyzed by chiral primary amine salts.