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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
0000416434
0000411735
0000411735
0000375888
0000372760

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Preparation of microgel-supported chiral catalysts and their application in the asymmetric hydrogenation of aromatic ketones
Deng J, et al.
Reactive and Functional Polymers, 72, 378-382 (2012)
Experimental study of the adsorption of 2-Chloroacetophenone at the air-environmental water interface
Hao, et al.
Frontiers in environmental science., 10, 2254-2254 (2022)
Principles of coaxial illumination for photochemical reactions: Part 2. Model validation
Meir, et al.
Journal of advanced materials and processing, 2 (2020)
Ionic liquid mediated and promoted one-pot green synthesis of new isoxazolyl dihydro-1 H-indol-4 (5 H)-one derivatives at ambient temperature
Modugu, et al.
Cogent Chemistry , 3, 1318693-1318693 (2017)
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
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