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C102814

Sigma-Aldrich

2-Cyclohexen-1-one

≥95%

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Synonym(s):
1-Cyclohexen-3-one, 2-Cyclohexenone, 3-Oxocyclohexene, Cyclohexen-3-one, Cyclohexenone
Linear Formula:
C6H8(=O)
CAS Number:
Molecular Weight:
96.13
Beilstein/REAXYS Number:
1280477
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

vapor pressure

760 mmHg ( 168 °C)

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

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1 of 4

This Item
C106402C102652P22303
vibrant-m

C102814

2-Cyclohexen-1-one

vibrant-m

C102652

2-Cyclohexen-1-ol

vibrant-m

P22303

1-Phenyl-1-cyclohexene

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

100

form

liquid

form

crystals

form

liquid

form

-

mp

−53 °C (lit.)

mp

113-115 °C (lit.)

mp

-

mp

−11 °C (lit.)

bp

171-173 °C (lit.)

bp

-

bp

164-166 °C (lit.)

bp

251-253 °C (lit.)

density

0.993 g/mL at 25 °C (lit.)

density

-

density

1 g/mL at 25 °C (lit.)

density

0.994 g/mL at 25 °C (lit.)

Application

Versatile electrophile employed in a range of addition reactions including conjugate addition of organocopper nucleophiles, Michael reaction with enol silanes, and phosphoniosilylations.

pictograms

FlameSkull and crossbones

signalword

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 3 Oral - Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk_germany

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 Asymmetry, 4, 2427-2427 (1993)
Albert Poater et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 16(48), 14348-14353 (2010-11-18)
The current approach to improve and tune the enantioselective performances of transition-metal catalysts for asymmetric synthesis is mostly focused to modifications of the steric properties of the ancillary ligands of the active metal. Nevertheless, it is also known that electrostatic
M Teresa Barros et al.
Chemical communications (Cambridge, England), 48(88), 10901-10903 (2012-10-02)
An iodine mediated aromatization leading to a one-pot synthesis of iodo-N-arylanilines and N-arylanilines is reported. This highly regioselective aliphatic-aromatic transformation can be performed with various combinations of 2-cyclohexenones and anilines. The presence of a directing group is crucial for achieving
Tatsushi Imahori et al.
Organic letters, 14(4), 1172-1175 (2012-02-03)
An efficient approach to prepare para-aryl phenols has been developed by using a Pd-catalyzed tandem γ-arylation/aromatization of 2-cyclohexen-1-one derivatives with aryl bromides. This approach provides various p-aryl phenols from the phenol surrogates, 2-cyclohexen-1-one derivatives, in a single reaction step on

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