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:
Molecular Weight:
182.65
Beilstein:
878974
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
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
SMILES string
ClCCCC(=O)c1ccccc1
InChI
1S/C10H11ClO/c11-8-4-7-10(12)9-5-2-1-3-6-9/h1-3,5-6H,4,7-8H2
InChI key
GHEFQKHLHFXSBR-UHFFFAOYSA-N
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General description
4-Chlorobutyrophenone is a chloro ketone. Preparation of 4-chlorobutyrophenone is reported.
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.
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
235.4 °F - closed cup
Flash Point(C)
113 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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The Journal of Organic Chemistry, 52, 1863-1863 (1987)
Neighboring group participation by carbonyl oxygen.
Pasto DJ and Serve MP.
Journal of the American Chemical Society, 87(7), 1515-1521 (1965)
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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