7555-72-8

Basic information

• Product Name: Methanone, cyclopropylphenyl-, oxime
• CAS NO: 7555-72-8
• Molecular Formula: C10H11NO
• Molecular Weight: 161.203
• Mol File: 7555-72-8.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Methanone, cyclopropylphenyl-, oxime(CAS DataBase Reference)
• NIST Chemistry Reference: Methanone, cyclopropylphenyl-, oxime(7555-72-8)
• EPA Substance Registry System: Methanone, cyclopropylphenyl-, oxime(7555-72-8)

Safety Data

• Hazardous Substances Data: 7555-72-8(Hazardous Substances Data)

Upstream product

• 3481-02-5 cyclopropyl phenyl ketone 

Downstream Products

• 2759-52-6 N-phenylcyclopropanecarboxamide 
• 1313534-39-2 1-cyclopropyl-3,4-diphenylisoquinoline 
• 1313533-78-6 cyclopropyl(phenyl)methanone O-acetyl oxime 
• 100390-22-5 (cyclopropyl-phenyl-methyl)-carbamic acid methyl ester 
• 23459-38-3 1-phenylcyclopropylmethylamine 
• 154813-11-3 N,O-Bis(methoxycarbonyl)-N-((1-cyclopropyl)benzyl)hydroxylamine 
• 39959-72-3 cyclopropyl(phenyl)methaneamine hydrochloride 
• 36178-60-6 N-(cyclopropylmethyl)benzenamine 

Relevant articles and documents

Arylboronic Acid-Catalyzed C-Allylation of Unprotected Oximes: Total Synthesis of N-Me-Euphococcine

O-Unprotected keto-and aldoximes are readily C-allylated with allyl diisopropyl boronate in the presence of arylboronic acid catalysts to yield highly substituted N-α-secondary and tertiary homoallylic hydroxylamines. The method was used in the total synthesis of the trace alkaloid N-Me-Euphococcine.

Dichloroimidazolidinedione-Activated Beckmann Rearrangement of Ketoximes for Accessing Amides and Lactams

A novel protocol for the activation of the Beckmann rearrangement utilizing the readily available and economical geminal dichloroimidazolidinediones (DCIDs) on a substoichiometric scale (10 mol %) has been developed. A unique self-propagating mechanism for the substoichiometric dichloroimidazolidinedione-activated transformation was proposed and validated. The substrate scope of the developed protocol has been demonstrated by 23 examples with good to excellent yields (mostly 90-98%) in a short time (mostly 10-30 min), including a substrate for synthesizing the monomer of nylon-12 and a complicated steroidal substrate on a preparative scale. This research not only unveils for the first time the synthetic potential of substoichiometric amounts of dichloroimidazolidinediones in promoting chemical transformation but also offers yet another important illustration of the self-propagating cycle in the context of the Beckmann rearrangement activated by a structurally novel organic promoter.

Synthesis of azaheterocycles from aryl ketone O-acetyl oximes and internal alkynes by Cu-Rh bimetallic relay catalysts

A synthetic method for azaheterocycles from aryl ketone O-acetyl oximes and internal alkynes has been developed by using the Cu(OAc)2- [Cp*RhCl2]2 bimetallic catalytic system. The reactions proceeded with both of anti- and syn-isomers of oximes with a wide scope of substituents. The Cu-Rh bimetallic system could be applied for the synthesis of isoquinolines as well as β-carboline, furo[2.3-c]pyridine, pyrrolo[2,3-c]pyridine, and thieno[2,3-c]pyridine derivatives.