71516-67-1

Basic information

• Product Name: 2,4-DICHLOROACETOPHENONE OXIME
• Synonyms: 2',4'-DICHLOROACETOPHENONE OXIME;2,4-DICHLOROACETOPHENONE OXIME;1-(2,4-DICHLOROPHENYL)ETHAN-1-ONE OXIME;2',4'-Dichloroacetophenone oxime 98%
• CAS NO: 71516-67-1
• Molecular Formula: C₈H₇Cl₂NO
• Molecular Weight: 204.05
• Mol File: 71516-67-1.mol
• Article Data: 6

Chemical Properties

• Melting Point: 148 °C
• Boiling Point: 311.1 °C at 760 mmHg
• Flash Point: 141.9 °C
• Appearance: /
• Density: 1.33 g/cm³
• Vapor Pressure: 0.000247mmHg at 25°C
• Refractive Index: 1.566
• PKA: 10.91±0.70(Predicted)
• CAS DataBase Reference: 2,4-DICHLOROACETOPHENONE OXIME(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-DICHLOROACETOPHENONE OXIME(71516-67-1)
• EPA Substance Registry System: 2,4-DICHLOROACETOPHENONE OXIME(71516-67-1)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 71516-67-1(Hazardous Substances Data)

Usage

Uses

2,4-Dichloroacetophenone Oxime is a useful intermediate for organic synthesis.

InChI:InChI=1/C8H7Cl2NO/c1-5(11-12)7-3-2-6(9)4-8(7)10/h2-4,12H,1H3/b11-5+

Upstream product

• 2234-16-4 1-(2,4-dichlorophenyl)ethan-1-one 

Downstream Products

• 71516-56-8 1-(2,4-Dichloro-phenyl)-ethanone O-[1-(2,4-dichloro-phenyl)-eth-(E)-ylideneaminooxymethyl]-oxime 
• 1191939-03-3 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid {2-[1-(2,4-dichloro-phenyl)-eth-(E)-ylideneaminooxy]-1-methyl-ethyl}-amide 
• 2234-16-4 1-(2,4-dichlorophenyl)ethan-1-one 
• 1335246-56-4 2-(2,4-dichlorophenyl)-4-nitro-1-benzofuran-6-amine 
• 1335246-48-4 2-(2,4-dichlorophenyl)-6-nitro-1H-indol-4-ol 
• 1330573-23-3 1-(2,4-dichlorophenyl)ethanone O-(3-amino-5-nitrophenyl)oxime 
• 1335246-78-0 1-(2,4-dichlorophenyl)ethanone O-(3,5-dinitrophenyl)oxime 
• 6975-29-7 N-(2,4-dichlorophenyl)acetamide 

Relevant articles and documents

SO2F2-Activated Efficient Beckmann Rearrangement of Ketoximes for Accessing Amides and Lactams

A novel, mild and practical protocol for the efficient activation of the Beckmann rearrangement utilizing the readily available and economical sulfuryl fluoride (SO2F2 gas) has been developed. The substrate scope of the operationally simple methodology has been demonstrated by 37 examples with good to nearly quantitative isolated yields (over 90 % yield in most cases) in a short time, including B(OH)2, COOH, NH2, and OH substituted substrates. A tentative mechanism was proposed involving formation and elimination of key intermediate, sulfonyl ester.

Catalyst free synthesis of mono- and disubstituted pyrimidines from O-acyl oximes

Transition-metal or iodine catalyzed transformations of O-acyl oximes to various N-heterocycles are well established. Herein, we report a catalyst free, oxime carboxylate based, three-component condensation method to access mono- and disubstituted pyrimidines. A broad range of substituted pyrimidines were prepared in moderate to excellent yields. Control experiments reveal that in situ generated formamidine is the key intermediate.

Facile and efficient enantioselective strecker reaction of ketimines by chiral sodium phosphate

A facile and efficient enantioselective Strecker reaction of ketimines catalyzed by a chiral alkali-metal salt has been developed. When 10 mol% BNPNa (BNP=1,1'-binaphthyl-2,2'-diylphosphate) prepared in situ and 10 mol% para-tert-butylortho-adamantylphenol (PBAP) were introduced into the reaction, up to 96% yield and up to 95% ee (ee=enantiomeric excess) were obtained. Both aliphatic and aromatic ketimines, especially sterically bulky cyclic ketimines derived from β-acetonaphthone, α-indanone, and α-tetralone were found suitable for this reaction. On the basis of the experimental results and previous reports, trimethylsilyl cyanide (TMSCN) was indicated to be the real reactive nucleophile despite the existence of PBAP, and a possible working model was proposed to explain the origin of the asymmetric induction. The facile availability of 1,1'-binaphthyl-2,2'-diylphosphoric acid (BNPH) and the simplicity of the procedure are beneficial for practical applications.