20142-88-5

Basic information

• Product Name: (4-nitrophenoxy)acetyl chloride
• Synonyms: Einecs 243-544-6;2-(4-nitrophenoxy)acetyl chloride;2-(4-nitrophenoxy)ethanoyl chloride;(4-nitrophenoxy)acetyl chloride;p-Nitrophenoxyacetyl chloride;acetyl chloride, (4-nitrophenoxy)-
• CAS NO: 20142-88-5
• Molecular Formula: C₈H₆ClNO₄
• Molecular Weight: 215.59054
• EINECS: 243-544-6
• Mol File: 20142-88-5.mol
• Article Data: 21

Chemical Properties

• Melting Point: 86-87 °C(Solv: benzene (71-43-2))
• Boiling Point: 338.8°C at 760 mmHg
• Flash Point: 158.7°C
• Appearance: /
• Density: 1.434g/cm³
• Vapor Pressure: 9.57E-05mmHg at 25°C
• Refractive Index: 1.565
• CAS DataBase Reference: (4-nitrophenoxy)acetyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: (4-nitrophenoxy)acetyl chloride(20142-88-5)
• EPA Substance Registry System: (4-nitrophenoxy)acetyl chloride(20142-88-5)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 20142-88-5(Hazardous Substances Data)

Usage

General Description

(4-Nitrophenoxy)acetyl chloride is a chemical compound with the molecular formula C8H6ClNO4. It is a yellow crystalline solid that is used in organic synthesis to introduce the (4-nitrophenoxy)acetyl group into various compounds. This chemical is reactive and should be handled with care due to its potentially hazardous nature. It is commonly used in pharmaceutical and agricultural industries as a building block for the synthesis of various compounds. Additionally, (4-Nitrophenoxy)acetyl chloride has been identified as a potential mutagen, so precautions should be taken when working with this compound to minimize exposure.

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

Upstream product

• 1798-11-4 4-nitrophenoxyacetic acid 
• 100-02-7 4-nitro-phenol 
• 19076-89-2 ethyl 4-nitrophenoxyacetate 
• 824-78-2 4-nitrophenol sodium salt 

Downstream Products

• 861521-64-4 (4-nitrophenoxyacetyl)urea 
• 101569-18-0 (4-nitro-phenoxy)-acetic acid trans-cinnamyl ester 
• 101097-86-3 (4-nitro-phenoxy)-acetic acid benzyl ester 
• 72192-40-6 2-(4-nitro-phenoxy)-N-(4-phenyl-thiazol-2-yl)-acetamide 
• 75057-61-3 2-(4-nitro-phenoxymethyl)-benzo[d][1,3]oxazin-4-one 
• 595605-84-8 4,5-dimethoxy-2-[2-(4-nitro-phenoxy)-acetylamino]-benzoic acid ethyl ester 
• 595605-86-0 2-[2-(4-amino-phenoxy)-acetylamino]-4,5-dimethoxy-benzoic acid ethyl ester 
• 874327-80-7 1-(2-methylpropyl)-2-[(4-nitrophenoxy)methyl]-1H-imidazo[4,5-c]quinolin-4-amine 
• 50508-35-5 2-(4-nitrophenoxy1)-1-(piperidin-1-yl)ethanone 
• 72208-81-2 4-(2-hydroxy-phenyl)-1-(5-methyl-4-phenyl-thiazol-2-yl)-3-(4-nitro-phenoxy)-azetidin-2-one 
• 72192-87-1 3-(4-nitro-phenoxy)-4-styryl-1-(4-p-tolyl-thiazol-2-yl)-azetidin-2-one 
• 72192-77-9 3-(4-nitro-phenoxy)-1-(4-phenyl-thiazol-2-yl)-4-styryl-azetidin-2-one 
• 68579-07-7 2,2'-bis-(4-nitro-phenoxy)-1,1'-benzo[1,2-d;4,5-d']bisoxazole-2,6-diyl-bis-ethanone 
• 74101-07-8 1-naphtho[1,2-d]oxazol-2-yl-2-(4-nitro-phenoxy)-ethanone 

Relevant articles and documents

Design and synthesis of α-phenoxy-N-sulfonylphenyl acetamides as Trypanosoma brucei Leucyl-tRNA synthetase inhibitors

Human African trypanosomiasis (HAT), caused by the parasitic protozoa Trypanosoma brucei, is one of the fatal diseases in tropical areas and current medicines are insufficient. Thus, development of new drugs for HAT is urgently needed. Leucyl-tRNA synthetase (LeuRS), a recently clinically validated antimicrobial target, is an attractive target for development of antitrypanosomal drugs. In this work, we report a series of α-phenoxy-N-sulfonylphenyl acetamides as T. brucei LeuRS inhibitors. The most potent compound 28g showed an IC50 of 0.70 μM which was 250-fold more potent than the starting hit compound 1. The structure-activity relationship was also discussed. These acetamides provided a new scaffold and lead compounds for the further development of clinically useful antitrypanosomal agents.

(E)-3-(Aryl(arylamino)methylene)indolin-2-one derivatives: An efficient synthetic approach and evaluation of their cancer inhibitory activity

A series of (E)-3-(aryl(arylamino)methylene)indolin-2-one derivatives were synthesised using an efficient synthetic approach. The method involved reaction of 3-bromo-3-(bromo(aryl)methyl)indolin-2-one with substituted anilines through nucleophilic substitution and a simultaneous elimination using NaHCO3 in DMF. The anticancer activity of the products against four cell lines, HCT-116, A549, SKOV3 and MDA-MB-231, was also evaluated, and several compounds showed moderate inhibitory activity.

Synthesis, structure and biological activities of novel triazole compounds containing Ester Group

Novel triazole compounds containing ester group were synthesized. Their structure were confirmed by means of IR, 1H NMR and elemental analysis. The single crystal structure of compound (1H-1,2,4-triazol-1-yl)methyl 3-(2,4-dichlorophenyl)propanoate (compound 3c) was determined via X-ray diffraction. It crystallizes in a monoclinic system with space group P2(1)/c, a = 1.0814(2) nm, b = 0.64514(13) nm, c = 1.8698(4) nm, β = 101.05(3)°, Z = 4, V = 1.2802(5) nm3, Dc = 1.557 Mg/m3, μ = 0.508 mm-1, F(000) = 616 and final R1 = 0.0700. Intermolecular hydrogen-bond and φ-φ stacking interactions exit in the lattice, facilitating the stabilization of crystal structure. The results of the biological test show that these compounds have some fungicidal activity.