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Merck
CN

363448

4-Chlorobutyrophenone

technical grade

Synonym(s):

γ-Chlorobutyrophenone, 4-Chloro-1-phenyl-1-butanone

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About This Item

Linear Formula:
C6H5COCH2CH2CH2Cl
CAS Number:
939-52-6
Molecular Weight:
182.65
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24862196
EC Number:
213-362-1
Beilstein/REAXYS Number:
878974
MDL number:
MFCD00001005

Key Documents

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Product Name

4-Chlorobutyrophenone, technical grade

InChI key

GHEFQKHLHFXSBR-UHFFFAOYSA-N

InChI

1S/C10H11ClO/c11-8-4-7-10(12)9-5-2-1-3-6-9/h1-3,5-6H,4,7-8H2

SMILES string

ClCCCC(=O)c1ccccc1

grade

technical grade

form

liquid

refractive index

n20/D 1.544 (lit.)

mp

19-20 °C (lit.)

density

1.137 g/mL at 25 °C (lit.)

functional group

chloro
ketone
phenyl

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Application

4-Chlorobutyrophenone may be used in the preparation of silyl enol ether, Z-4-chloro-1-phenyl-1-trimethylsilyloxybut-1-ene. It may be used as starting material in the preparation of 8-arylimidazopyridines.

General description

4-Chlorobutyrophenone is a chloro ketone. Preparation of 4-chlorobutyrophenone is reported.

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKBB7093V
MKBB7093
MKAA4725
04311JE
02916HD

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Neighboring group participation by carbonyl oxygen.
Pasto DJ and Serve MP.
Journal of the American Chemical Society, 87(7), 1515-1521 (1965)
The Journal of Organic Chemistry, 52, 1863-1863 (1987)
William J Kerr et al.
Organic & biomolecular chemistry, 6(7), 1238-1243 (2008-03-26)
Treatment of commercially available MesMgBr with 1,4-dioxane produces the key Mes(2)Mg reagent in situ which then mediates the deprotonation of ketones to deliver trimethylsilyl enol ethers, at readily accessible temperatures and without any nucleophilic addition, in an expedient and high

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