80177-26-0

Basic information

• Product Name: 6-methyl-3-phenyl-2,1-benzisoxazole
• Synonyms: 6-methyl-3-phenyl-2,1-benzisoxazole
• CAS NO: 80177-26-0
• Molecular Weight: 209.247
• Mol File: 80177-26-0.mol

Chemical Properties

• CAS DataBase Reference: 6-methyl-3-phenyl-2,1-benzisoxazole(CAS DataBase Reference)
• NIST Chemistry Reference: 6-methyl-3-phenyl-2,1-benzisoxazole(80177-26-0)
• EPA Substance Registry System: 6-methyl-3-phenyl-2,1-benzisoxazole(80177-26-0)

Safety Data

• Hazardous Substances Data: 80177-26-0(Hazardous Substances Data)

Upstream product

• 4937-62-6 2-amino-4-methylbenzophenone 
• 63645-27-2 α-(4-methyl-2-nitrophenyl)deoxybenzoin 

Relevant articles and documents

Metal-Free Synthesis of Anthranils by PhIO Mediated Heterocyclization of ortho-Carbonyl Anilines

Here, we report a metal-free synthesis of anthranils from ortho-carbonyl anilines using PhIO as a sole additive under ambient conditions. This methodology did not require any external additives and delivered anthranils in excellent yields with broad substrate scope. The mechanistic studies suggest that the reaction proceeds via in-situ generation of iminoiodane leading to nitrene and a subsequent nucleophilic attack from oxygen of ortho-carbonyl aniline on nitrene results in heterocyclization.

Intramolecular Fe(II)-Catalyzed N-O or N-N bond formation from aryl azides

(Figure presented) Iron(II) bromide catalyzes the transformation of aryl and vinyl azides with ketone or methyl oxime substituents into 2,1-benzisoxazoles, indazoles, or pyrazoles through the formation of an N-O or N-N bond. This transformation tolerates a variety of different functional groups to facilitate access to a range of benzisoxazoles or indazoles. The unreactivity of the Z-methyloxime indicates that N-heterocycle formation occurs through a nucleophilic attack of the ketone or oxime onto an activated planar iron azide complex.

Pyrolysis of Aryl Azides. VIII. Hammett Correlations of Rates of Pyrolysis of Substituted 2-Azidobenzophenones

Eight 2-azidobenzophenones with 4- or 5-substituents have been pyrolysed in decalin solution to yield 3-phenyl-2,1-benzisoxazoles.Rate values at 100 deg are correlated with the Hammett substituent constants, with respect to both the azido (A) and benzoyl (B) reaction centres, and yield the eqation log k = -4.38 + 2.08?-A -1.52?B.There is a similar equation for rates measured at 120 deg.Although nitro and benzoyl differ considerably in their neighbouring group abilitites in azide pyrolyses, it is concluded that they exert their effects through the same mechanism.The results are consistent with both published variants of an electrocyclic mechanism (Dyall; Smith, Budde and Chou).

REACTIONS OF ORGANIC ANIONS. PART XCVII. CLEAVAGE OF SUBSTITUTED α-(p- AND o-NITROPHENYL)-DEOXYBENZOINS BY SODIUM METHOXIDE IN METHANOL. DISPROPORTIONATION AND INTRAMOLECULAR CYCLIZATION REACTIONS OF NITRODIPHENYLMETHANE ANIONS

Cleavage of substituted α-(p- and o-nitrophenyl) deoxybenzoins by sodium methoxide in methanol and subsequent transformations of resulting p- and o-nitrophenylphenylmethane anions have been investigated.