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Merck
CN

183709

2′-Chloroacetophenone

97%

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About This Item

Linear Formula:
ClC6H4COCH3
CAS Number:
2142-68-9
Molecular Weight:
154.59
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24851071
EC Number:
218-397-6
Beilstein/REAXYS Number:
1858916
MDL number:
MFCD00000560
Assay:
97%
Form:
liquid

Key Documents

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Product Name

2′-Chloroacetophenone, 97%

InChI key

ZDOYHCIRUPHUHN-UHFFFAOYSA-N

InChI

1S/C8H7ClO/c1-6(10)7-4-2-3-5-8(7)9/h2-5H,1H3

SMILES string

CC(=O)c1ccccc1Cl

assay

97%

form

liquid

bp

227-230 °C

density

1.190 g/mL at 20 °C

functional group

chloro
ketone

Quality Level

100

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Application

2′-Chloroacetophenone was employed as model substrate to investigate the enzymatic performance of Aspergillus terreus and Rhizopus oryzae in enantioselective bioreductions using glycerol as a co-solvent.

General description

2′-Chloroacetophenone undergoes stereoselective reduction to (R)-2′-chloro-1-phenyl-ethanol by Saccharomyces cerevisiae B5. It is commonly used as lacrimator.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - 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

WGK 3

flash_point_f

190.4 °F

flash_point_c

88 °C

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF6418V
WXBF3424V
WXBF4784V
STBJ9651
STBG6991

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K E Ferslew et al.
Journal of forensic sciences, 31(2), 658-665 (1986-04-01)
2-Chloroacetophenone (CN) and o-chlorobenzylidene malononitrile (CS) are the most common chemical agents used as lacrimators in the United States. There is a lack of complete spectral data on these compounds in the literature. Spectral data (ultraviolet, fluorescence, proton nuclear magnetic
Hui Song et al.
Journal of chromatographic science, 57(4), 299-304 (2019-02-06)
The synthetic condition of tulobuterol was optimized to gain lower impurity content. Two intermediates were analyzed, and three degradation impurities were isolated using preparative liquid chromatography for the first time and subsequently characterized by various techniques. Possible degradation impurities were
Improving the enantioselective bioreduction of aromatic ketones mediated by Aspergillus terreus and Rhizopus oryzae: the role of glycerol as a co-solvent.
Andrade LH, et al.
Tetrahedron Asymmetry, 20(13), 1521-1525 (2009)
Brigitte Holzer et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 26(13), 2869-2882 (2019-11-16)
A reliable synthetic protocol toward a series of fused chalcogenopheno[1]benzochalcogenophene (CBC) building blocks was developed based on a Fiesselmann reaction. The obtained CBC units were applied in McMurry and Stille coupling reactions toward symmetric regioisomeric ene-linked dimers. These π-conjugated compounds
Zhi-Min Ou et al.
Sheng wu gong cheng xue bao = Chinese journal of biotechnology, 19(2), 206-211 (2005-06-22)
(R)-chlorprenaline, a selective activator of beta2 receptor and an effective drug for bronchitis and asthma, is industrially prepared from (R)-2'-chloro-1-phenyl-ethanol. In this communication, we describe (1) the identification of Saccharomyces cerevisiae B5 as an effective host for stereoselective reduction of
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