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125512

Sigma-Aldrich

Cyclopropyl phenyl ketone

97%

Synonym(s):

Benzoylcyclopropane

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25 G
$143.00

$143.00

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25 G
$143.00

About This Item

Linear Formula:
C6H5COC3H5
CAS Number:
3481-02-5
Molecular Weight:
146.19
Beilstein/REAXYS Number:
1860145
EC Number:
222-458-2
MDL number:
MFCD00001294
UNSPSC Code:
12352100
PubChem Substance ID:
24847671
NACRES:
NA.22

$143.00

Available to ship onApril 22, 2025Details

Request a Bulk Order

vapor density

5 (vs air)

Quality Level

100

assay

97%

refractive index

n20/D 1.553 (lit.)

bp

121-123 °C/15 mmHg (lit.)

mp

7-9 °C (lit.)

density

1.058 g/mL at 25 °C (lit.)

SMILES string

O=C(C1CC1)c2ccccc2

InChI

1S/C10H10O/c11-10(9-6-7-9)8-4-2-1-3-5-8/h1-5,9H,6-7H2

InChI key

PJRHFTYXYCVOSJ-UHFFFAOYSA-N

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Application

Cyclopropyl phenyl ketone was used to prepare α-cyclopropylstyrene by the Wittig reaction in dimethyl sulfoxide[1]. It was used as starting reagent during the (Z)-titanium enolate formation from cyclopropyl ketones via TiCl4-n-Bu4NI-induced ring opening reaction[2].

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

194.0 °F - closed cup

flash_point_c

90 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCD3097
MKCB1135V
10004BD
06115EZ
03904AY

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Enolate formation from cyclopropyl ketones via iodide-induced ring opening and its use for stereoselective aldol reaction.
Han Z, et al.
Tetrahedron, 57(6), 987-995 (2001)
Cyclopropyl substituent effects on acid-catalyzed hydration of alkenes. Correlation by σ+ parameters.
Oyama K and Tidwell TT.
Journal of the American Chemical Society, 98(4), 947-951 (1976)
C Zimmermann et al.
Physical chemistry chemical physics : PCCP, 22(5), 2870-2877 (2020-01-09)
The two hydrogen bond solvation sites exhibited by the carbonyl group in acetophenone are influenced by alkylation of the methyl group in both the acetophenone and in the prototype solvent methanol, largely due to London dispersion forces. Phenyl docking and

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