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168041

Sigma-Aldrich

Cyclohexanecarbonitrile

98%

Sinónimos:

Cyanocyclohexane, Cyclohexanecarboxylic acid nitrile, Cyclohexanenitrile, Cyclohexyl cyanide, Hexahydrobenzonitrile

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About This Item

Fórmula lineal:
C6H11CN
Número de CAS:
766-05-2
Peso molecular:
109.17
EC Number:
212-157-4
MDL number:
MFCD00040444
UNSPSC Code:
12352100
PubChem Substance ID:
24850230
NACRES:
NA.22

Quality Level

100

assay

98%

form

liquid

refractive index

n20/D 1.4505 (lit.)

bp

75-76 °C/16 mmHg (lit.)

mp

11 °C (lit.)

density

0.919 g/mL at 25 °C (lit.)

functional group

nitrile

SMILES string

N#CC1CCCCC1

InChI

1S/C7H11N/c8-6-7-4-2-1-3-5-7/h7H,1-5H2

InChI key

VBWIZSYFQSOUFQ-UHFFFAOYSA-N

Categorías relacionadas

Application

Cyclohexanecarbonitrile was used as model substrate in rhodium-catalyzed direct ortho-arylation reactions of phenylazoles using arylboron reagents. It was used as probe in the synthesis of an asymmetric, C-magnesiated nitrile.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

149.0 °F - closed cup

flash_point_c

65 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificados de análisis (COA)

Lot/Batch Number
MKCD8103
MKBP7281V
MKBJ2251V
MKBB2432
10413CJ

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Fraser F Fleming et al.
The Journal of organic chemistry, 71(4), 1430-1435 (2006-02-14)
Sequential carbonyl addition-conjugate addition of Grignard reagents to 3-oxocyclohex-1-ene-1-carbonitrile generates C-magnesiated nitriles whose alkylation stereoselectivities intimately depend on the nature of the electrophile. The alkylation of these C-magnesiated nitriles with alkyl halides, sulfonates, and unstrained ketones occurs with the retention
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Journal of Organometallic Chemistry, 693(14), 2438-2442 (2008)
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