7506-93-6

Basic information

• Product Name: methyl 2-(2-nitrophenoxy)acetate
• Synonyms: methyl 2-(2-nitrophenoxy)acetate;2-(2-nitrophenoxy)acetic acid methyl ester;methyl (2-nitrophenoxy)acetate;methyl 2-(2-nitrophenoxy)ethanoate;MFCD01848836
• CAS NO: 7506-93-6
• Molecular Formula: C₉H₉NO₅
• Molecular Weight: 211.18
• Mol File: 7506-93-6.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 328.3°C at 760 mmHg
• Flash Point: 153.4°C
• Appearance: /
• Density: 1.305g/cm³
• Vapor Pressure: 0.000191mmHg at 25°C
• Refractive Index: 1.536
• CAS DataBase Reference: methyl 2-(2-nitrophenoxy)acetate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-(2-nitrophenoxy)acetate(7506-93-6)
• EPA Substance Registry System: methyl 2-(2-nitrophenoxy)acetate(7506-93-6)

Safety Data

• Hazardous Substances Data: 7506-93-6(Hazardous Substances Data)

Usage

Description

Methyl 2-(2-nitrophenoxy)acetate, a chemical compound with the molecular formula C9H9NO5, is an ester derived from the reaction of methyl alcohol and 2-(2-nitrophenoxy)acetic acid. It is characterized by its high reactivity and capability to form complex organic molecules, making it a versatile intermediate in the synthesis of pharmaceuticals, agrochemicals, and advanced materials.

Uses

Used in Pharmaceutical Synthesis:
Methyl 2-(2-nitrophenoxy)acetate is utilized as a key intermediate in the synthesis of various pharmaceuticals for its high reactivity and ability to form complex organic molecules, contributing to the development of new drugs with improved therapeutic properties.
Used in Agrochemical Production:
In the agrochemical industry, methyl 2-(2-nitrophenoxy)acetate serves as a crucial building block in the production of pesticides and other agrochemicals, enhancing their effectiveness in crop protection and pest management.
Used in Advanced Material Production:
Methyl 2-(2-nitrophenoxy)acetate is employed as a precursor in the synthesis of advanced materials, such as polymers and composites, due to its potential to form complex organic structures that impart unique properties to these materials.
Used in Organic Synthesis and Chemical Research:
Methyl 2-(2-nitrophenoxy)acetate is used as a versatile reagent in organic synthesis and chemical research, enabling the development of novel chemical reactions and the exploration of new synthetic pathways for the creation of fine chemicals and specialty compounds.

InChI:InChI=1/C9H9NO5/c1-14-9(11)6-15-8-5-3-2-4-7(8)10(12)13/h2-5H,6H2,1H3

Upstream product

• 824-39-5 sodium o-nitrophenate 
• 105-39-5 chloroacetic acid ethyl ester 
• 67-56-1 methanol 
• 1878-87-1 2-nitrophenoxyacetic acid 
• 5735-53-5 1,4-benzoxazine 
• 96-32-2 bromoacetic acid methyl ester 
• 88-75-5 2-hydroxynitrobenzene 
• 577-19-5 2-nitrophenyl bromide 
• 96-34-4 methyl chloroacetate 
• 20142-87-4 2-(2-nitrophenoxy)acetyl chloride 

Downstream Products

• 1878-87-1 2-nitrophenoxyacetic acid 
• 20142-87-4 2-(2-nitrophenoxy)acetyl chloride 
• 77729-22-7 (2-nitro-phenoxy)-acetic acid hydrazide 
• 5466-88-6 3,4-dihydro-3-oxo-2H-1,4-benzoxazine 
• 58562-46-2 2-(carbamoylmethoxy)nitrobenzene 

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 and herbicidal activities of aryloxyacetic acid derivatives as HPPD inhibitors

A series of aryloxyacetic acid derivatives were designed and synthesized as 4-hydoxyphenylpyruvate dioxygenase (HPPD) inhibitors. Preliminary bioassay results reveal that these derivatives are promising Arabidopsis thaliana HPPD (AtHPPD) inhibitors, in particular compounds I12 (Ki = 0.011 μM) and I23 (Ki = 0.012 μM), which exhibit similar activities to that of mesotrione, a commercial HPPD herbicide (Ki = 0.013 μM). Furthermore, the newly synthesized compounds show significant greenhouse herbicidal activities against tested weeds at dosages of 150 g ai/ha. In particular, II4 exhibited high herbicidal activity for pre-emergence treatment that was slightly better than that of mesotrione. In addition, compound II4 was safe for weed control in maize fields at a rate of 150 g ai/ha, and was identified as the most potent candidate for a novel HPPD inhibitor herbicide. The compounds described herein may provide useful guidance for the design of new HPPD inhibiting herbicides and their modification.

Reductive cyclizations of nitroarenes to hydroxamic acids by visible light photoredox catalysis

We have developed a photocatalytic reduction of nitroarenes as an efficient, chemoselective route to biologically important N-phenyl hydroxamic acid scaffolds. Optimal conditions call for 2.5 mol% of a ruthenium photocatalyst, visible light irradiation, and a dihydropyridine terminal reductant. Because of the mild nature of the visible light activation, functional groups that might be sensitive to other non-photochemical reduction methods are easily tolerated. Georg Thieme Verlag Stuttgart New York.