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Sigma-Aldrich

2-Chloro-N-phenylacetamide

97%

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About This Item

Linear Formula:
C6H5NHCOCH2Cl
CAS Number:
Molecular Weight:
169.61
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

mp

136-139 °C (lit.)

SMILES string

ClCC(=O)Nc1ccccc1

InChI

1S/C8H8ClNO/c9-6-8(11)10-7-4-2-1-3-5-7/h1-5H,6H2,(H,10,11)

InChI key

VONWPEXRCLHKRJ-UHFFFAOYSA-N

General description

2-Chloro-N-phenylacetamide, also known as chloroacetanilide, can be prepared by reacting aniline with chloroacetylchloride in glacial acetic acid. The analysis of its crystal structure shows the presence of N-H...O hydrogen bonds between the molecules.

Application

2-Chloro-N-phenylacetamide may be used in the preparation of N,N′-(ethane-1,2-diyl)bis(2-(2-oxo-2-(phenylamino)ethoxy)benzamide), an amide podand. It may also be used to prepare phenylacetamide-based Schiff base ligands by reacting with corresponding hydrazones.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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R E Biagini et al.
Analytical and bioanalytical chemistry, 379(3), 368-374 (2004-05-01)
Body burdens from exposures to pesticides may be estimated from urinary analyses of pesticide parent/metabolite concentrations. Pesticide applicators and others are often exposed to numerous unrelated pesticides, either sequentially or simultaneously. Classically, body burdens of pesticides are analyzed using chemical/instrumental
Synthesis and fluorescent properties of europium complexes with amide-type podand ligands of methyl salicylate.
Liu Y, et al.
Research on Chemical Intermediates, 42(2), 425-438 (2016)
2-Chloro-N-phenylacetamide
Gowda BT, et al.
Acta Crystallographica Section E, Structure Reports Online, 64(6), o987-o987 (2008)
Synthesis and Fluorescence Properties of Eu3+, Tb3+ Complexes with Schiff Base Derivatives.
Liu Y, et al.
Journal of Fluorescence, 26(2), 567-576 (2016)
J D Vargo
Analytical chemistry, 70(13), 2699-2703 (1998-07-17)
An analytical method is presented which permits qualitative and quantitative analysis of sulfonic acid degradates of three chloroacetanilide herbicides (acetochlor, alachlor, and metolachlor) and one chloroacetamide herbicide (dimethenamid) in groundwater at trace levels with determination by LC/MS/MS. The analytes were

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