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MilliporeSigma

158011

Cyclopropylbenzene

97%

Synonym(s):

Phenylcyclopropane

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$109.50

25 G

$519.75

$109.50

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About This Item

Linear Formula:
C6H5C3H5
CAS Number:
873-49-4
Molecular Weight:
118.18
EC Number:
212-839-1
MDL number:
MFCD00001275
UNSPSC Code:
12352100
PubChem Substance ID:
24849715
NACRES:
NA.22

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Quality Level

200

assay

97%

form

liquid

refractive index

n20/D 1.533 (lit.)

bp

173.6 °C/753 mmHg (lit.)

density

0.94 g/mL at 25 °C (lit.)

functional group

phenyl

SMILES string

C1CC1c2ccccc2

InChI

1S/C9H10/c1-2-4-8(5-3-1)9-6-7-9/h1-5,9H,6-7H2

Inchi Key

VFSFCYAQBIPUSL-UHFFFAOYSA-N

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1 of 4

This Item
129216281999215376
Cyclopropylbenzene 97%

Sigma-Aldrich

158011

Cyclopropylbenzene

Cyclohexylacetylene 98%

Sigma-Aldrich

129216

Cyclohexylacetylene

4-Bromobiphenyl 98%

Sigma-Aldrich

281999

4-Bromobiphenyl

Acenaphthene 99%

Sigma-Aldrich

215376

Acenaphthene

assay

97%

assay

98%

assay

98%

assay

99%

bp

173.6 °C/753 mmHg (lit.)

bp

130-132 °C (lit.)

bp

310 °C (lit.)

bp

279 °C (lit.)

refractive index

n20/D 1.533 (lit.)

refractive index

n20/D 1.4540 (lit.)

refractive index

-

refractive index

-

form

liquid

form

liquid

form

solid

form

solid

density

0.94 g/mL at 25 °C (lit.)

density

0.828 g/mL at 25 °C (lit.)

density

-

density

-

functional group

phenyl

functional group

-

functional group

bromo, phenyl

functional group

-

General description

Cyclopropylbenzene is a cyclopropylarene and its oxidation by rabbit liver microsomal cytochrome P-450 has been studied.[1] Gas-phase structure of cyclopropylbenzene has been studied by ab initio computational, microwave spectroscopic and electron diffraction techniques.[2]

pictograms

Flame
GHS02

signalword

Warning

hcodes

H226

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

111.2 °F - closed cup

flash_point_c

44 °C - closed cup

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000264414
0000264414
0000188035
0000188035
0000129691

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C J Suckling et al.
The Biochemical journal, 232(1), 199-203 (1985-11-15)
The arylcyclopropanes (cyclopropylarenes) cyclopropylbenzene and diphenylcyclopropane are oxidized by rabbit liver microsomal cytochrome P-450, both by the microsomal fraction and by the purified cytochrome in a reconstituted system. The products formed, principally benzoic acid, are due to an unusual triple
The oxidation of cyclopropyl benzene by rat liver microsomal cytochrome P-450: an unusual triple oxidation of a substrate.
K E Suckling et al.
FEBS letters, 145(2), 179-181 (1982-08-23)
P Riley et al.
Xenobiotica; the fate of foreign compounds in biological systems, 24(1), 1-16 (1994-01-01)
1. The metabolism of cyclopropylbenzene (1a) and 4-cyclopropylanisole (1b) was studied using liver microsomal preparations from control, phenobarbital- and beta-naphthoflavone treated rats. 2. With all three types of microsomes 1a was metabolized by benzylic hydroxylation to give 1-phenylcyclopropanol and by
Q Shen et al.
The Journal of organic chemistry, 66(17), 5840-5845 (2001-08-21)
Ab initio computational, microwave spectroscopic, and electron diffraction techniques have been used to study the gas-phase structure of cyclopropylbenzene. Theoretical calculations at the HF, B3LYP, and MP2 levels for basis sets 6-31G(d) and 6-311G(d) have been carried out. Both MP2
P Taavitsainen et al.
Drug metabolism and disposition: the biological fate of chemicals, 29(3), 217-222 (2001-02-22)
Currently, there are no selective, well characterized inhibitors for CYP2A6. Therefore, the effects of trans-(+/-)-2-phenylcyclopropylamine (tranylcypromine), a potent CYP2A6 inhibitor, on human liver microsomal cytochromes P450 (CYP) were studied to elucidate its selectivity. The IC50 value of tranylcypromine in coumarin

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