188860-13-1

Basic information

• Product Name: 2,1-Benzisoxazole,4-nitro-(9CI)
• Synonyms: 2,1-Benzisoxazole,4-nitro-(9CI)
• CAS NO: 188860-13-1
• Molecular Formula: C7H4N2O3
• Molecular Weight: 164.11826
• Product Categories: OXAZOLE
• Mol File: 188860-13-1.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,1-Benzisoxazole,4-nitro-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2,1-Benzisoxazole,4-nitro-(9CI)(188860-13-1)
• EPA Substance Registry System: 2,1-Benzisoxazole,4-nitro-(9CI)(188860-13-1)

Safety Data

• Hazardous Substances Data: 188860-13-1(Hazardous Substances Data)

Upstream product

• 606-20-2 2,6-dinitrotoluene 
• 606-31-5 2,6-dinitrobenzaldehyde 

Relevant articles and documents

Reductive heterocyclizations via indium/iodine-promoted one-pot conversion of 2-nitroaryl aldehydes, ketones, and imines

2-Nitroaryl aldehydes, ketones, and imines were reductively cyclized to 2,1-benzisoxazoles with good yields in the presence of indium and iodine in MeOH. Under a similar condition, N-(2-nitrobenzylidene)anilines were produced mixtures of 2,1-benzisoxazoles and 3-anilino-2-phenyl-2H-indazoles.

2-bromo-2-nitropropane/zn promoted reductive cyclizations of ortho-carbonyl, imino, or azo substituted nitrobenzenes

Under the mild conditions, reductive cyclizations of 2-nitrobenzaldehydes, 2'-nitroacetophenone, and N-(2-nitrobenzylidene)anilines were accomplished in the presence of 2-bromo-2-nitropropane/Zn in methanolic solution. Under the similar conditions in MeOH/CH2Cl2, o-nitro-substituted phenylazobenzenes have been converted into 2-aryl-2H-benzotriazoles via reductive cyclizations that are widely used as UV absorbers. Synthesis and mechanistic details are discussed.

Thermal Stability Studies on a Homologous Series of Nitroarenes

The thermal stabilities of a number of nitroarenes were examined in solution and in condensed phase.In general, increasing the number of nitro groups decreased thermal stability.Changing the substituent on 1-X-2,4,6-trinitrobenzene from X = H to NH2 to CH3 to OH accelerated decomposition; this effect was attributed to increased ease of intramolecular proton transfer to an ortho nitro group, thus weakening the carbon-nitrogen bond.In solution, the effect of increasing substitution from n = 1 to n = 3 on Xn(NO2)3C6H3-n was uniformly that of decreasing the thermal stability of the species.However, in condensed phase, results suggested that crystal habit may be more important than molecular structure; for X = Br, CH3, and NH2, the more substituted species was the more stable.