183709

Sigma-Aldrich

2′-Chloroacetophenone

97%

Linear Formula:
ClC6H4COCH3
CAS Number:
Molecular Weight:
154.59
Beilstein/REAXYS Number:
1858916
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

97%

bp

227-230 °C

density

1.190 g/mL at 20 °C

SMILES string

CC(=O)c1ccccc1Cl

InChI

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

InChI key

ZDOYHCIRUPHUHN-UHFFFAOYSA-N

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General description

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

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.

Packaging

25, 100 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

Xn

Risk Statement

22-36/37

Safety Statement

26-36

RIDADR

UN 3416 6.1 / PGII

WGK Germany

WGK 3

Flash Point(F)

190.4 °F

Flash Point(C)

88 °C

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...
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...
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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