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129216

Sigma-Aldrich

Cyclohexylacetylene

98%

Synonym(s):

Ethynylcyclohexane

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About This Item

Linear Formula:
C6H11C≡CH
CAS Number:
931-48-6
Molecular Weight:
108.18
Beilstein:
1815535
EC Number:
213-236-6
MDL number:
MFCD00001513
UNSPSC Code:
12352100
PubChem Substance ID:
24847889
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.4540 (lit.)

bp

130-132 °C (lit.)

density

0.828 g/mL at 25 °C (lit.)

SMILES string

C#CC1CCCCC1

InChI

1S/C8H12/c1-2-8-6-4-3-5-7-8/h1,8H,3-7H2

InChI key

SSDZYLQUYMOSAK-UHFFFAOYSA-N

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General description

Cyclohexylacetylene (Ethynylcyclohexane) mediates NADPH-dependent loss of cytochrome P-450 on incubation with hepatic microsomes.

Application

Cyclohexylacetylene (Ethynylcyclohexane) was used in the preparation of [Os[(E)-CH=CHR](=C=C=CPh2)(CH3CN)2(P(i)Pr3)2]BF4 (R = Ph, Cy).

Pictograms

Flame
GHS02

Signal Word

Danger

Hazard Statements

H225

Hazard Classifications

Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

64.4 °F - closed cup

Flash Point(C)

18 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Self-catalyzed inactivation of hepatic cytochrome P-450 by ethynyl substrates.
P R Ortiz de Montellano et al.
The Journal of biological chemistry, 255(12), 5578-5585 (1980-06-25)
Tamara Bolaño et al.
Journal of the American Chemical Society, 128(12), 3965-3973 (2006-03-23)
Treatment in acetonitrile at -30 C of the hydride-alkenylcarbyne complex [OsH([triple bond]CCH=CPh2)(CH3CN)2(P(i)Pr3)2][BF4]2 (1) with (t)BuOK produces the selective deprotonation of the alkenyl substituent of the carbyne and the formation of the bis-solvento hydride-allenylidene derivative [OsH(=C=C=CPh2)(CH3CN)2(P(i)Pr3)2]BF4 (2), which under carbon monoxide

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