32046-51-8

Basic information

• Product Name: 2-METHYL-5-NITRO-1,3-BENZOXAZOLE
• Synonyms: CBI-BB ZERO/004944;2-METHYL-5-NITROBENZOXAZOLE;2-METHYL-5-NITRO-1,3-BENZOXAZOLE;2-Methyl-5-nitrobenzo[d]oxazole;2-Methyl-5-nitro-benzooxazole
• CAS NO: 32046-51-8
• Molecular Formula: C₈H₆N₂O₃
• Molecular Weight: 178.14
• EINECS: 250-904-6
• Product Categories: Oxazoles, Isoxazoles & Benzoxazoles;Oxazoles, Isoxazoles & Benzoxazoles
• Mol File: 32046-51-8.mol
• Article Data: 18

Chemical Properties

• Melting Point: 156-158°C
• Boiling Point: 303.1°C at 760 mmHg
• Flash Point: 137.1°C
• Appearance: /
• Density: 1.395g/cm³
• Vapor Pressure: 0.00171mmHg at 25°C
• Refractive Index: 1.637
• Storage Temp.: 2-8°C
• PKA: -5.28±0.10(Predicted)
• CAS DataBase Reference: 2-METHYL-5-NITRO-1,3-BENZOXAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-5-NITRO-1,3-BENZOXAZOLE(32046-51-8)
• EPA Substance Registry System: 2-METHYL-5-NITRO-1,3-BENZOXAZOLE(32046-51-8)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 32046-51-8(Hazardous Substances Data)

Usage

General Description

2-METHYL-5-NITRO-1,3-BENZOXAZOLE is an organic compound with the molecular formula C9H7N2O3. It is commonly used as a building block in the synthesis of various pharmaceuticals and agrochemicals. The compound is a pale yellow solid with a molecular weight of 189.16 g/mol. It is known for its nitro group which gives it its characteristic yellow color and also provides the compound with bioactive properties. 2-METHYL-5-NITRO-1,3-BENZOXAZOLE is often used in research and development as a precursor for the synthesis of other compounds due to its versatile reactivity and bioactivity.

InChI:InChI=1/C8H6N2O3/c1-5-9-7-4-6(10(11)12)2-3-8(7)13-5/h2-4H,1H3

Upstream product

• 97-60-9 2-acetamido-4-nitrophenol 
• 32403-66-0 2-(2,4-dinitro-phenoxy)-propionic acid 
• 108-24-7 acetic anhydride 
• 99-57-0 2-hydroxy-5-nitroaniline 
• 95-21-6 2-methyl-1,3-benzoxazole 
• 55682-66-1 deca-1,3-diyne 
• 1254970-95-0 N-nitro-О-(4-nitrophenyl)hydroxylamine 
• 75-05-8 acetonitrile 
• 78-39-7 Triethyl orthoacetate 
• 123-54-6 acetylacetone 
• 1247949-39-8 2-(1-iminoethyl)-4-nitrophenol 
• 1450-76-6 1-(2-hydroxy-5-nitrophenyl)ethanone 
• 10403-47-1 2-bromo 5-nitroaniline 
• 90221-50-4 N-(2-bromo-5-nitrophenyl)acetamide 

Downstream Products

• 72745-76-7 5-amino-2-methylbenzoxazole 
• 1400811-42-8 2-methyl-5-benzoxazolylphthalimide 

Relevant articles and documents

NMR recognition studies of C·G base pairs by new easily accessible heterobicyclic systems

Recognition of DNA duplexes by triplex forming oligonucleotides (TFO) is limited to DNA homopurine sequences. As a first step to overcome this limitation we report here NMR recognition studies of the C·G base pair by new heterocyclic systems, derived from benzimidazole and benzoxazole units bearing an urea donor moiety, designed to bound to the 4-amino group of the cytosine and the O4- and N7-atoms of the guanosine bases, respectively.

Iridium-catalyzed intramolecular C–N and C–O/S cross-coupling reactions: Preparation of benzoazole derivatives

The irdium-catalyzed intramolecular arylcarbon-hetero cross-coupling reactions with o-haloarylamides or o-haloarylamidine have been effectively achieved using KOAc and just 1 mol% catalyst. The [Ir(cod)Cl]2 was proved to be more potential for smoothly assembling functional structures benzimidazoles, benzoxazoles and benzothiazoles, which was superior to Cu- and Pd-catalyzed systems. Simultaneously, a concise and efficient synthesis of tafamidis was developed in 5-g scale.

Hypervalent iodine-mediated synthesis of benzoxazoles and benzimidazoles via an oxidative rearrangement

A Beckmann-type rearrangement of o-hydroxy and o-aminoaryl N-H ketimines has been developed to prepare benzoxazoles and N-Ts benzimidazoles, respectively. The ketimine derivatives were easily prepared by condensation of ammonia with the corresponding ketones and (diacetoxyiodo)benzene was found to act as an efficient oxidant to trigger the [1,2]-aryl migration towards the formation of the desired heterocycles. Depending on the substitution pattern, the results revealed another mechanistic pathway through which benzisoxazoles or 1H-indazoles could be formed. The Beckmann-type rearrangement strategy was applied to the synthesis of benzimidazole-containing biorelevant targets such as chlormidazole and clemizole.