14181-73-8

Basic information

• Product Name: Ethanone, 2-bromo-1-(4-nitrophenyl)-, oxime
• CAS NO: 14181-73-8
• Molecular Formula: C8H7BrN2O3
• Molecular Weight: 259.059
• Mol File: 14181-73-8.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Ethanone, 2-bromo-1-(4-nitrophenyl)-, oxime(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 2-bromo-1-(4-nitrophenyl)-, oxime(14181-73-8)
• EPA Substance Registry System: Ethanone, 2-bromo-1-(4-nitrophenyl)-, oxime(14181-73-8)

Safety Data

• Hazardous Substances Data: 14181-73-8(Hazardous Substances Data)

Upstream product

• 99-81-0 4-Nitrophenacyl bromide 
• 100-19-6 (4-nitrophenyl)ethanone 

Downstream Products

• 227082-13-5 N-hydroxy-4-(p-nitrophenyl)thiazole-2(3H)-thione 

Relevant articles and documents

An Intramolecular Wittig Approach toward Heteroarenes: Synthesis of Pyrazoles, Isoxazoles, and Chromenone-oximes

α-Halohydrazones/ketoximes are transformed into trisubstituted pyrazoles/disubstituted isoxazoles by treatment with phosphine, acyl chloride, and a base. Mechanistic investigations revealed the in situ formation of azo/nitroso olefin intermediates which underwent a tandem phospha-Michael/N- or O-acylation/intramolecular Wittig reaction to afford the heteroarenes in moderate to good yields. Further, proper functionalization of α-haloketoximes and a change of conditions allowed the chemoselective synthesis of chromenone-oximes as well as rearranged isoxazoles, thereby realizing a diversity-oriented synthesis.

Synthesis and Beckmann rearrangement of novel (Z)-2-organylselanyl ketoximes: promising agents against grapevine anthracnose infection

We present here the synthesis of novel (Z)-2-organylselanyl ketoximes by nucleophilic substitution reaction of E/Z mixtures of 2-bromo ketoximes with nucleophilic species of selenium, which were generated in situ by simple cleavage of diorganyl diselenides with NaBH4using ethanol/THF as solvent. The new 2-organylselanyl ketoximes were synthesized in moderate to good yields and with selectivity for the (Z)-configuration. The synthesized (Z)-2-arylselanylacetophenone oximes were submitted to the Beckmann rearrangement, furnishing the corresponding N-aryl-2-(selanyl)acetamides. (Z)-1-Phenyl-2-(phenylselanyl) ketoxime has antifungal activity against Sphaceloma ampelinum and a good level of antioxidant activity in vitro in DPPH, ABTS, FRAP and lipid peroxidation assays.

Insulinomimetic vanadyl-hydroxythiazolethione complexes with VO(S 2O2) coordination mode: The correlation between the activity and Hammett's substituent constant

Four kinds of vanadyl-hydroxythiazolethione complexes with VO(S 2O2) coordination mode were newly synthesized, and demonstrated for the first time that the insulinomimetic activity apparently correlates to the Hammett's substituent c