22908-28-7

Basic information

• Product Name: 2-(5-chloro-2-nitrophenyl)acetic acid
• Synonyms: 2-(5-chloro-2-nitrophenyl)acetic acid;5-Chloro-2-nitrobenzeneacetic acid
• CAS NO: 22908-28-7
• Molecular Formula: C₈H₆ClNO₄
• Molecular Weight: 215.59054
• EINECS: -0
• Mol File: 22908-28-7.mol
• Article Data: 4

Chemical Properties

• Melting Point: 166-168℃ (methanol )
• Boiling Point: 371.0±27.0 °C(Predicted)
• Appearance: /
• Density: 1.532±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 3.77±0.10(Predicted)
• CAS DataBase Reference: 2-(5-chloro-2-nitrophenyl)acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(5-chloro-2-nitrophenyl)acetic acid(22908-28-7)
• EPA Substance Registry System: 2-(5-chloro-2-nitrophenyl)acetic acid(22908-28-7)

Safety Data

• Hazardous Substances Data: 22908-28-7(Hazardous Substances Data)

Usage

General Description

2-(5-chloro-2-nitrophenyl)acetic acid is a chemical compound with the molecular formula C8H6ClNO4. It is a synthetic intermediate used in the production of pharmaceuticals, agrochemicals, and dyes. The compound is a derivative of acetic acid and contains a nitro group and a chlorine atom attached to a phenyl ring. It is commonly used as a building block in organic synthesis for the preparation of various functionalized compounds. Additionally, it has potential applications in the field of medicinal chemistry due to its ability to interact with biological systems.

Upstream product

• 62567-91-3 ethyl 2-(5-chloro-2-nitrophenyl)-2-cyanoacetate 
• 62567-90-2 diethyl 2-(5-chloro-2-nitrophenyl)propanedioate 
• 22908-29-8 (5-chloro-2-nitro-phenyl)acetic acid methyl ester 
• 72301-65-6 α-(5-Chloro-2-nitrophenyl)acetonitrile 
• 1878-65-5 3-chlorophenylacetic acid 
• 53088-68-9 methyl 3-chlorophenylacetate 
• 611-06-3 2,4-dichloronitrobenzene 
• 100-00-5 4-chlorobenzonitrile 

Downstream Products

• 56988-31-9 C₁₅H₈Cl₃NO₄ 
• 56988-26-2 C₁₅H₈Cl₃NO₄ 
• 332150-64-8 2-(5-chloro-2-nitro-phenyl)-1-(2,4-dihydroxy-phenyl)-ethanone 
• 865787-04-8 1-(4-benzo[d]isothiazol-3-yl-piperazin-1-yl)-2-(5-chloro-2-nitro-phenyl)-ethanone 
• 865787-16-2 2-[2-(4-benzo[d]isothiazol-3-yl-piperazin-1-yl)-ethyl]-4-chloro-phenylamine 
• 865787-10-6 3-{4-[2-(5-chloro-2-nitro-phenyl)-ethyl]-piperazin-1-yl}-benzo[d]isothiazole 
• 884328-44-3 3-methyl-but-2-enoic acid {2-[2-(4-benzo[d]isothiazol-3-yl-piperazin-1-yl)-ethyl]-4-chloro-phenyl}-amide 
• 332150-63-7 3-(5-chloro-2-nitro-phenyl)-7-hydroxy-chromen-4-one 
• 17630-75-0 5-chloro-indolin-2-one 

Relevant articles and documents

Novel synthesis of benzofuran- and indol-2-yl-methanamine derivatives

We report on a novel synthesis towards benzofuran-2-yl-methanamine and indol-2-yl-methanamine derivatives by using ortho-methoxy and ortho-nitro substituted phenylacetic acids as starting material, respectively. For each compound series, a key intermediate bearing the oxazole-4-carboxylic acid methylester moiety was produced. Refluxing the ortho-methoxy series in HBr/HAc produced the desired benzofuran-2-yl-methanamines. Accordingly, for the synthesis of indoles the nitro-group was first reduced and refluxing these intermediates in HCl gave the corresponding indol-2-yl-methanamines. The method worked well with electron donating substituents. Limitations regarding electron withdrawing substituents are discussed. This straightforward synthetic procedure can be a useful approach to generate a variety of substituted benzofuran-2-yl-methanamine and indol-2-yl-methanamine compounds by starting from readily available phenylacetic acid derivatives.

An aminoisoflavone-salicyloylindole ring transformation

A series of 2′-nitroisoflavones 8-10, 15, 22, 27 and 28 was prepared via the (2-nitro-phenyl)-acetic acids 1, 13, 19 and 25. In order to obtain the corresponding 2′-aminoisoflavones the reduction of 8-10, 15, 22, 27 and 28 was undertaken. Surprisingly, new 3-salicyloylindoles instead of the expected 2′-aminoisoflavones were the main reduction products. In the following paper the preparation of the 2′-nitroisoflavones 8-10, 15, 22, 27 and 28 as well as the reduction experiments obtaining the 2′-aminoisoflavones 33 and 35 and the 3-salicyloylindoles 29-32, 34 and 36 will be described. Furthermore, a possible mechanism responsible for the formation of the 3-salicyloylindoles from 2′-nitroisoflavones under reductive conditions will be discussed.