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539-03-7

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539-03-7 Usage

Chemical Properties

white or greyish-beige crystalline powder

Uses

4'-Chloroacetanilide is used in pharmaceutical preparations, using PGC column. And also used in the synthesis of alprazolam.

Definition

ChEBI: Acetamide substituted on nitrogen by a para-chlorophenyl group.

General Description

4′-Chloroacetanilide is the main impurity present in acetaminophen and has been quantitated by new high-performance liquid chromatography method using a mixed-mode reversed-phase/cation exchange stationary phase.

Purification Methods

Crystallise the anilide from EtOH or aqueous EtOH. [Beilstein 12 IV 1178.]

Check Digit Verification of cas no

The CAS Registry Mumber 539-03-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,3 and 9 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 539-03:
(5*5)+(4*3)+(3*9)+(2*0)+(1*3)=67
67 % 10 = 7
So 539-03-7 is a valid CAS Registry Number.

539-03-7 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (A11214)  4'-Chloroacetanilide, 98+%   

  • 539-03-7

  • 25g

  • 572.0CNY

  • Detail
  • Alfa Aesar

  • (A11214)  4'-Chloroacetanilide, 98+%   

  • 539-03-7

  • 100g

  • 1089.0CNY

  • Detail
  • Alfa Aesar

  • (A11214)  4'-Chloroacetanilide, 98+%   

  • 539-03-7

  • 500g

  • 4781.0CNY

  • Detail
  • Sigma-Aldrich

  • (PHR1149)  4-Chloroacetanilide (Acetaminophen RCJ)  pharmaceutical secondary standard

  • 539-03-7

  • PHR1149-1G

  • 804.73CNY

  • Detail
  • USP

  • (1003100)  Acetaminophen Related Compound J  United States Pharmacopeia (USP) Reference Standard

  • 539-03-7

  • 1003100-50MG

  • 13,501.80CNY

  • Detail
  • Aldrich

  • (158631)  4′-Chloroacetanilide  97%

  • 539-03-7

  • 158631-5G

  • 191.88CNY

  • Detail
  • Aldrich

  • (158631)  4′-Chloroacetanilide  97%

  • 539-03-7

  • 158631-25G

  • 423.54CNY

  • Detail

539-03-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-chloroacetanilide

1.2 Other means of identification

Product number -
Other names N-(4-Chlorophenyl)acetamide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:539-03-7 SDS

539-03-7Relevant articles and documents

-

Mills

, (1862)

-

-

Southwick et al.

, p. 101,103 (1956)

-

Transamidation and Decarbonylation of N-Phthaloyl-Amino Acid Amides Enabled by Palladium-Catalyzed Selective C–N Bond Cleavage

Zhang, Hao-Yu,Tao, Xuan-Wen,Yi, Li-Na,Zhao, Zhi-Gang,Yang, Qiang

, p. 231 - 242 (2022/01/11)

Amides are important functional synthons that have been widely used in the construction of peptides, natural products, and drugs. The C–N bond cleavage provides the direct method for amide conversion. However, amides, especially secondary amides, tend to

Beckmann rearrangement of ketoximes promoted by cyanuric chloride and dimethyl sulfoxide under a mild condition

Ma, Ruonan,Chen, Xueyuan,Xiao, Zhiyin,Natarajan, Mookan,Lu, Chunxin,Jiang, Xiujuan,Zhong, Wei,Liu, Xiaoming

supporting information, (2021/01/06)

Synthesis of amides via Beckmann rearrangement of ketoximes promoted by cyanuric chloride (TCT)/DMSO under mild conditions has been reported. Conditions of the Beckmann rearrangement, e.g., solvents, the ratios of TCT/DMSO, and the temperature, were investigated using diphenylmethanone oxime as a substrate. The optimized conditions were adopted to afford fourteen amides with yields ranging from 20% to 99%. A plausible mechanism involving an active dimethyl alkoxysulfonium intermediate was proposed according to the mass spectrometry analysis. To our best knowledge, this is the first case of study on Beckmann rearrangement of ketoximes promoted by TCT/DMSO under a mild condition to afford amides efficiently.

Direct para-Selective C-H Amination of Iodobenzenes: Highly Efficient Approach for the Synthesis of Diarylamines

Chen, Yujie,Huang, Zhibin,Jiang, Yaqiqi,Shu, Sai,Yang, Shan,Shi, Da-Qing,Zhao, Yingsheng

, p. 8226 - 8235 (2021/06/28)

Iodine(III)-mediated synthesis of 4-iodo-N-phenylaniline from iodobenzene has been achieved, and the reaction can proceed under mild conditions. A variety of functional groups were well tolerated, providing the corresponding products in moderate to good yields. The remaining iodine group provides an effective platform for converting the products into several valuable asymmetric diphenylamines. Most importantly, this reaction can be easily scaled up to the ten-gram scale, highlighting its synthetic utility. The mechanistic study revealed that the in situ generated aryl hypervalent iodine intermediate is the key factor to realize this para-selective C-H amination reaction.

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