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Merck

77460

2-Chloroacetophenone

purum, ≥98.0% (GC)

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
329767699
EC Number:
208-531-1
Beilstein/REAXYS Number:
507950
MDL number:
MFCD00000933

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Product Name

2-Chloroacetophenone, purum, ≥98.0% (GC)

InChI key

IMACFCSSMIZSPP-UHFFFAOYSA-N

InChI

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

SMILES string

ClCC(=O)c1ccccc1

grade

purum

assay

≥98.0% (GC)

form

crystals

bp

244-245 °C (lit.)

mp

53-56 °C
54-56 °C (lit.)

density

1.324 g/mL at 25 °C (lit.)

functional group

chloro
ketone
phenyl

Quality Level

200

Gene Information

human ... PTPN6(5777)

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Application

2-Chloroacetophenone can be used in the synthesis of phenyl acetic acid by Photo-Favorskii rearrangement. It is also used in the preparation of 1-(2-chlorophenyl)ethanol via asymmetric hydrogenation reaction.

General description

2-Chloroacetophenone is an organic building block used in the synthesis of heterocyclic compounds. It has low solubility in water but can be soluble in alcohols, ethers and other organic solvents.

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCBL2353V
BCCF4647
BCCD8619
BCCD6990
BCCB0484

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Expanding the [1,2]-aryl migration to the synthesis of substituted indoles.
Tao Pei et al.
Angewandte Chemie (International ed. in English), 47(22), 4231-4233 (2008-04-30)
Wladimir Solodenko et al.
Molecular diversity, 9(4), 333-339 (2005-11-29)
The preparation of a new palladium(II) complex with a 2-pyridinealdoxime ligand and its use as a Pd(0) precatalyst in the cross-coupling Suzuki-Miyaura reaction is described. Several concepts for the immobilization of this catalytic system are presented and compared in order
Yan Xie et al.
Bioresource technology, 101(3), 1054-1059 (2009-09-22)
Target reaction-oriented screening from soil samples yielded a ketone reductase-producing Bacillus sp., strain ECU0013, which exhibits excellent stereoselectivity, high substrate tolerance and is capable of regenerating the required cofactor with glucose as a co-substrate. Whole-cells catalyzed the asymmetric reduction of
Qing Xie et al.
Biotechnology progress, 22(5), 1301-1304 (2006-10-07)
The asymmetric reduction of o-chloroacetophenone 1 with Candida pseudotropicalis 104 produced the corresponding (S)-1-(2-chloro-phenyl)-ethanol 2 with the enantiomeric excess (ee >99%) without addition of any cosolvent. The cell could tolerate high ketone 1 concentration of 233.8 mmol/L (i.e., 36 g/L)
Gregg M Recer et al.
Regulatory toxicology and pharmacology : RTP, 36(1), 1-11 (2002-10-18)
In 1996, the New York State Department of Health was charged by the State Legislature to develop regulations regarding the types of self-defense spray devices which could lawfully be purchased, possessed, and used in New York State. Prior to this
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