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Merck

168041

Sigma-Aldrich

Cyclohexancarbonitril

98%

Synonym(e):

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

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About This Item

Lineare Formel:
C6H11CN
CAS-Nummer:
Molekulargewicht:
109.17
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22

Qualitätsniveau

Assay

98%

Form

liquid

Brechungsindex

n20/D 1.4505 (lit.)

bp

75-76 °C/16 mmHg (lit.)

mp (Schmelzpunkt)

11 °C (lit.)

Dichte

0.919 g/mL at 25 °C (lit.)

Funktionelle Gruppe

nitrile

SMILES String

N#CC1CCCCC1

InChI

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

InChIKey

VBWIZSYFQSOUFQ-UHFFFAOYSA-N

Anwendung

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.

Piktogramme

Skull and crossbones

Signalwort

Danger

H-Sätze

Gefahreneinstufungen

Acute Tox. 3 Oral

Lagerklassenschlüssel

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

WGK

WGK 3

Flammpunkt (°F)

149.0 °F - closed cup

Flammpunkt (°C)

65 °C - closed cup

Persönliche Schutzausrüstung

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


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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)
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