20142-87-4

Basic information

• Product Name: 2-NITROPHENOXYACETYL CHLORIDE
• Synonyms: 2-NITROPHENOXYACETYL CHLORIDE;Nitrophenoxyacetylchloride;2-NITROPHENOXYACETYL CHLORIDE 95+%;(o-Nitrophenoxy)acetyl chloride;2-Nitrophenoxyacetic acid chloride;acetyl chloride, (2-nitrophenoxy)-;2-(2-nitrophenoxy)acetyl chloride;2-(2-nitrophenoxy)ethanoyl chloride
• CAS NO: 20142-87-4
• Molecular Formula: C₈H₆ClNO₄
• Molecular Weight: 215.59
• Mol File: 20142-87-4.mol
• Article Data: 16

Chemical Properties

• Melting Point: 43°C
• Boiling Point: 329.1°C at 760 mmHg
• Flash Point: 152.8°C
• Appearance: /
• Density: 1.434g/cm³
• Vapor Pressure: 0.000181mmHg at 25°C
• Refractive Index: 1.565
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 2-NITROPHENOXYACETYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-NITROPHENOXYACETYL CHLORIDE(20142-87-4)
• EPA Substance Registry System: 2-NITROPHENOXYACETYL CHLORIDE(20142-87-4)

Safety Data

• Statements: 34
• Safety Statements: 26-36/37/39
• RIDADR: 3261
• HazardClass: IRRITANT
• PackingGroup: III
• Hazardous Substances Data: 20142-87-4(Hazardous Substances Data)

Usage

General Description

2-Nitrophenoxyacetyl Chloride is a chemical compound used predominately as an intermediate in organic synthesis. It is known for its ability to participate in a variety of chemical reactions especially in the production of pharmaceuticals and agrochemicals. The compound is synthesized by the reaction of 2-nitrophenol with chloroacetyl chloride. It is a corrosive substance and has to be handled with care due to associated health hazards. It is classified under the category of hazardous chemical for its potential to cause burns and eye damage. Its molecular formula is C8H6ClNO4.

InChI:InChI=1/C8H6ClNO4/c9-8(11)5-14-7-4-2-1-3-6(7)10(12)13/h1-4H,5H2

Upstream product

• 1878-87-1 2-nitrophenoxyacetic acid 
• 7506-93-6 2-(2-nitrophenoxy)-acetic acid methyl ester 
• 37682-31-8 ethyl o-nitrophenoxyacetate 
• 88-75-5 2-hydroxynitrobenzene 
• 824-39-5 sodium o-nitrophenate 

Downstream Products

• 58562-46-2 2-(carbamoylmethoxy)nitrobenzene 
• 64994-67-8 2-(4-methoxy-phenyl)-5-[(2-nitro-phenoxy)-acetyl]-5H-oxazolo[4,5-b]phenoxazine 
• 72192-62-2 2-(2-nitro-phenoxy)-N-(5-phenyl-[1,3,4]thiadiazol-2-yl)-acetamide 
• 68579-09-9 2,2'-bis-(2-nitro-phenoxy)-1,1'-benzo[1,2-d;4,5-d']bisoxazole-2,6-diyl-bis-ethanone 
• 78961-67-8 1-Aziridin-1-yl-2-(2-nitro-phenoxy)-ethanone 
• 139004-64-1 2-(2-Nitro-phenoxy)-1-pyrazol-1-yl-ethanone 
• 16429-75-7 1-[(2-nitro-phenoxy)-acetyl]-1H-benzoimidazole 
• 41648-56-0 10-[(2-nitro-phenoxy)-acetyl]-10H-phenothiazine 
• 33234-10-5 N,N-dietil-2-(2-nitrofenossi)acetammide 
• 96656-59-6 6-Iodo-2-(2-nitro-phenoxymethyl)-benzo[d][1,3]oxazin-4-one 
• 96656-58-5 6,8-Dibromo-2-(2-nitro-phenoxymethyl)-benzo[d][1,3]oxazin-4-one 

Relevant articles and documents

Synthesis and biological evaluation of prodrugs for nitroreductase based 4-β-amino-4′-Demethylepipodophyllotoxin as potential anticancer agents

A series of prodrugs for nitroreductase (NTR) based 4-β-amino-4′- Demethylepipodophyllotoxin as potential anticancer agents were synthesized, and their antiproliferative activities in vitro showed compounds 2b (IC50 = 0.77, 0.83 and 1.19 μM) an

Synthesis, biological evaluation, and structure-activity relationships of potent noncovalent and nonpeptidic cruzain inhibitors as anti-Trypanosoma cruzi agents

The development of cruzain inhibitors has been driven by the urgent need to develop novel and more effective drugs for the treatment of Chagas' disease. Herein, we report the lead optimization of a class of noncovalent cruzain inhibitors, starting from an inhibitor previously cocrystallized with the enzyme (Ki = 0.8 μM). With the goal of achieving a better understanding of the structure-activity relationships, we have synthesized and evaluated a series of over 40 analogues, leading to the development of a very promising competitive inhibitor (8r, IC50 = 200 nM, Ki = 82 nM). Investigation of the in vitro trypanocidal activity and preliminary cytotoxicity revealed the potential of the most potent cruzain inhibitors in guiding further medicinal chemistry efforts to develop drug candidates for Chagas' disease.

A convenient preparation of N-alkyl and N-arylamines by smiles rearrangement - Synthesis of analogues of diclofenac

Smiles rearrangement of substituted aryloxyacetamides in which oxygen and nitrogen are separated by COCH2 group has been successful even when the aryloxy ring carries weak or no electron withdrawing group. Earlier reports of such reactions involved either strong electron withdrawing groups or a special catalyst. The diphenylamines thus obtained gave analogues of diclofenac in only one case.