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C19686

Sigma-Aldrich

2-Chloroacetophenone

98%

Synonym(s):

ω-Chloroacetophenone, Phenacyl chloride

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About This Item

Linear Formula:
C6H5COCH2Cl
CAS Number:
532-27-4
Molecular Weight:
154.59
Beilstein/REAXYS Number:
507950
EC Number:
208-531-1
MDL number:
MFCD00000933
UNSPSC Code:
12352100
PubChem Substance ID:
24892454
NACRES:
NA.22

Quality Level

200

assay

98%

form

crystals

bp

244-245 °C (lit.)

mp

54-56 °C (lit.)

density

1.324 g/mL at 25 °C (lit.)

SMILES string

ClCC(=O)c1ccccc1

InChI

1S/C8H7ClO/c9-6-8(10)7-4-2-1-3-5-7/h1-5H,6H2

InChI key

IMACFCSSMIZSPP-UHFFFAOYSA-N

Gene Information

human ... PTPN6(5777)

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signalword

Danger

Hazard Classifications

Acute Tox. 2 Oral - Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Eye Dam. 1 - Resp. Sens. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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2-Phenylacetophenone 97%

Sigma-Aldrich

D4369

2-Phenylacetophenone

Efficient whole-cell biotransformation in a biphasic ionic liquid/water system.
Holger Pfruender et al.
Angewandte Chemie (International ed. in English), 43(34), 4529-4531 (2004-09-02)
Bert Brône et al.
Toxicology and applied pharmacology, 231(2), 150-156 (2008-05-27)
The TRPA1 channel is activated by a number of pungent chemicals, such as allylisothiocyanate, present in mustard oil and thiosulfinates present in garlic. Most of the known activating compounds contain reactive, electrophilic chemical groups, reacting with cysteine residues in the
Xiao-Hong Chen et al.
Microbial cell factories, 11, 119-119 (2012-09-06)
The bacterium Acetobacter sp. CCTCC M209061 is a promising whole-cell biocatalyst with exclusive anti-Prelog stereoselectivity for the reduction of prochiral ketones that can be used to make valuable chiral alcohols such as (R)-4-(trimethylsilyl)-3-butyn-2-ol. Although it has promising catalytic properties, its
Zhimin Ou et al.
Wei sheng wu xue bao = Acta microbiologica Sinica, 43(4), 523-526 (2005-11-10)
Four strains of microorganisms which have activity of chloroacetophenone reduction were screened, in which Saccharomyces cerevisiae B5 showed the highest activity and good stereoselectivity. This strains showed different activity on the reduction of various substrates in the following order: 2'-chloroacetophenone
Lenilson C Rocha et al.
Biotechnology letters, 31(10), 1559-1563 (2009-06-06)
The asymmetric reduction of 2-chloro-1-phenylethanone (1) by seven strains of marine fungi was evaluated and afforded (S)-(-)-2-chloro-1-phenylethanol with, in the best case, an enantiomeric excess of 50% and an isolated yield of 60%. The ability of marine fungi to catalyse
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