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168041

Sigma-Aldrich

Cyclohexanecarbonitrile

98%

Synonym(s):

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

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About This Item

Linear Formula:
C6H11CN
CAS Number:
766-05-2
Molecular Weight:
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

Related Categories

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ9471
MKCS5593
MKCD8103
MKBP7281V
MKBJ2251V

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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
Rhodium-catalyzed regioselective arylation of phenylazoles and related compounds with arylboron reagents via C-H bond cleavage.
Miyamura S, et al.
Journal of Organometallic Chemistry, 693(14), 2438-2442 (2008)
Kusuma Thongchaivetcharat et al.
Small (Weinheim an der Bergstrasse, Germany), 14(20), e1704527-e1704527 (2018-04-18)
A method is presented for preserving the structural integrity of nanodroplets produced by emulsification. Droplets of different hydrophobic liquids such as essential oils or monomers are produced by the miniemulsion process. The miniemulsions are then electrospun to yield dextran nanofibers
Gizem Ertürk Bergdahl et al.
ACS sensors, 4(3), 717-725 (2019-02-14)
In this study, a surface plasmon resonance (SPR) biosensor was developed for the detection and quantification of a secreted bacterial factor (RoxP) from skin. A molecular imprinting method was used for the preparation of sensor chips and five different monomer-cross-linker compositions
Eman Alghamdi et al.
Talanta, 189, 157-165 (2018-08-09)
A possibility of harvesting the physiologically-active compounds from the vegetable oils using bespoke resin and optimised solid-phase extraction (SPE) purification method is demonstrated. The paper describes the application of SPE protocol, which was originally developed, using sunflower oil as model

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