1145-92-2

Basic information

• Product Name: phenyl(2-phenylcyclopropyl)methanone
• CAS NO: 1145-92-2
• Molecular Formula: C₁₆H₁₄O
• Molecular Weight: 222.2818
• Mol File: 1145-92-2.mol
• Article Data: 34

Chemical Properties

• Boiling Point: 357.4°C at 760 mmHg
• Flash Point: 155.1°C
• Density: 1.143g/cm³
• Vapor Pressure: 2.73E-05mmHg at 25°C
• Refractive Index: 1.615
• CAS DataBase Reference: phenyl(2-phenylcyclopropyl)methanone(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl(2-phenylcyclopropyl)methanone(1145-92-2)
• EPA Substance Registry System: phenyl(2-phenylcyclopropyl)methanone(1145-92-2)

Safety Data

• Hazardous Substances Data: 1145-92-2(Hazardous Substances Data)

Upstream product

• 4660-02-0 (+/-)-trans-2-phenylcyclopropanecarbonitrile 
• 93-58-3 benzoic acid methyl ester 
• 3234-51-3 1,1-dibromo-2-phenylcyclopropane 
• 39512-49-7 4-(4-chlorophenyl)-4-hydroxypiperidine 
• 42509-29-5 4-chloro-1,3-diphenyl-1-butanone 
• 21019-54-5 phenyl[(1S,2S)-2-phenylcyclopropyl]methanone 
• 86769-17-7 3-iodo-3-phenylpropyl phenyl ketone 
• 63016-92-2 trans-1-(p-chlorobenzoyl)-2-phenylcyclopropane 
• 108-98-5 thiophenol 
• 108401-93-0 E-1-bromo-1-benzoyl-2-phenylcyclopropane 
• 20662-53-7 4-(2-keto-1-benzimidazolinyl)piperidine 
• 1774-47-6 trimethylsulfoxonium iodide 
• 614-47-1 1,3-diphenyl-propen-3-one 
• 94-41-7 benzalacetophenone 

Downstream Products

• 16460-86-9 1,3-diphenylpentan-1-one 
• 107487-41-2 4-hydroxy-1,4-diphenylbutan-1-one 
• 5407-91-0 1,4-diphenylbutan-1-one 
• 14578-68-8 4-phenyl-3,4-dihydronaphthalen-1(2H)-one 
• 17572-77-9 (3E)-1,4-diphenylbut-3-en-1-one 
• 1145-91-1 cis-(2-phenylcyclopropyl)(phenyl)methanone 
• 41819-40-3 4-chloro-1,4-diphenyl-1-butanone 
• 86769-17-7 3-iodo-3-phenylpropyl phenyl ketone 
• 126525-17-5 N-(4-Oxo-1,4-diphenyl-butyl)-acetamide 
• 106986-16-7 1,4-diphenyl-2-methyl-1-butanone 
• 14533-17-6 (1Z,3E)-1-chloro-1,4-diphenylbuta-1,3-diene 

Relevant articles and documents

Synthesis, structure, and reactivity of iminosulfonium ylides bearing an α-carbonyl group

Treatment of methyl(methylimino)diphenylsulfonium tetraphenylborate (3) with NaH and subsequent acylation produced a new type of iminosulfonium ylides bearing an α-carbonyl group 5. The molecular structure of iminosulfonium phenacylide 5a was determined by X-ray crystallographic analysis. The ylide 5 reacted further with methyl triflate affording the corresponding novel alkylidenesulfonium salts 6.

"Instant methylide" modification of the Corey-Chaykovsky cyclopropanation reaction

Treatment of various electron-deficient alkenes in DMSO with stable, dry, equimolar mixtures of either Me3S(O)I/KOt-Bu or Me 3S(O)I/NaH cleanly afforded the corresponding substituted cyclopropanes in good yields and short reaction ti

Hantzsch Ester-Mediated Photochemical Transformations in the Ketone Series: Remote C(sp3)-H Arylation and Cyclopentene Synthesis through Strain Release

A metal-free Hantzsch ester-mediated synthesis of cyclopentenylketones as well as O-hetarylketones starting from ketocyclopropanes under eco-friendly conditions was developed. The versatility of the developed conditions is shown by reacting ketocyclopropanes in both a formal [3 + 2] cycloaddition with terminal alkynes (further investigated using theoretical calculations) and a radical C-C-coupling with cyanopyridines. The newly developed methodologies were later on utilized as a downstream reaction for photogenerated cyclopropanes combining UV and visible light photochemistry. Following this procedure, a UV-driven Norrish-Yang-type reaction induces the ring strain of the intermediates, which serves as activation energy for the subsequent ring transformation.

Bromomethyl Silicate: A Robust Methylene Transfer Reagent for Radical-Polar Crossover Cyclopropanation of Alkenes

A general protocol for visible-light-induced cyclopropanation of alkenes was developed with bromomethyl silicate as a methylene transfer reagent, offering a robust tool for accessing highly valuable cyclopropanes. In addition to α-aryl or methyl-substituted Michael acceptors and styrene derivatives, the unactivated 1,1-dialkyl ethylenes were also shown to be viable substrates. Apart from realizing the cyclopropanation of terminal alkenes, the methyl transfer reaction has been further demonstrated to be amenable to the internal olefins. The photocatalytic cyclopropanation of 1,3-bis(1-arylethenyl)benzenes was also achieved, giving polycyclopropane derivatives in excellent yields. With late-stage cyclopropanation as the key strategy, the synthetic utility of this transformation was also demonstrated by the total synthesis of LG100268.