19179-60-3

Basic information

• Product Name: Methyl 2,2-diphenylcyclopropanecarboxylate
• Synonyms: Methyl 2,2-diphenylcyclopropanecarboxylate
• CAS NO: 19179-60-3
• Molecular Formula: C₁₇H₁₆O₂
• Molecular Weight: 252.30774
• Mol File: 19179-60-3.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 349.2°C at 760 mmHg
• Flash Point: 158.6°C
• Appearance: /
• Density: 1.159g/cm³
• Vapor Pressure: 4.78E-05mmHg at 25°C
• Refractive Index: 1.591
• CAS DataBase Reference: Methyl 2,2-diphenylcyclopropanecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 2,2-diphenylcyclopropanecarboxylate(19179-60-3)
• EPA Substance Registry System: Methyl 2,2-diphenylcyclopropanecarboxylate(19179-60-3)

Safety Data

• Hazardous Substances Data: 19179-60-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C17H16O2/c1-19-16(18)15-12-17(15,13-8-4-2-5-9-13)14-10-6-3-7-11-14/h2-11,15H,12H2,1H3

Upstream product

• 119-61-9 benzophenone 
• 5350-57-2 benzophenone hydrazone 
• 292638-85-8 acrylic acid methyl ester 
• 69016-97-3 methyl 1-chloro-2,2-diphenylcyclopropanecarboxylate 
• 2051-90-3 Dichlorodiphenylmethane 
• 13398-28-2 1-Brom-2,2-diphenylcyclopropancarbonsaeure-methylester 
• 793661-63-9 2-mercapto-5,5-dimethyl-1,3,2-dioxaphosphorinan 
• 67-56-1 methanol 
• 7150-12-1 2,2-diphenyl-cyclopropanecarboxylic acid 
• 546-67-8 lead(IV) tetraacetate 
• 908093-98-1 diazodiphenylmethane 
• 186581-53-3 diazomethane 

Downstream Products

• 10347-50-9 methyl 4,4-diphenylbutanoate 
• 1333015-64-7 1-[(Z)-2-phenylethenyl]-2,2-diphenylcyclopropane 
• 1333015-65-8 1-[(Z)-2-p-tolylethenyl]-2,2-diphenylcyclopropane 
• 1333015-80-7 1-[(E)-2-p-tolylethenyl]-2,2-diphenylcyclopropane 
• 1333015-66-9 1-[(Z)-2-(3-chlorophenyl)ethenyl]-2,2-diphenylcyclopropane 
• 1333015-81-8 1-[(E)-2-(3-chlorophenyl)ethenyl]-2,2-diphenylcyclopropane 
• 1333015-67-0 1-[(Z)-2-(4-methoxyphenyl)ethenyl]-2,2-diphenylcyclopropane 
• 1333015-82-9 1-[(E)-2-(4-methoxyphenyl)ethenyl]-2,2-diphenylcyclopropane 
• 1333015-68-1 1-[(Z)-2-(4-nitrophenyl)ethenyl]-2,2-diphenylcyclopropane 
• 1333015-83-0 1-[(E)-2-(4-nitrophenyl)ethenyl]-2,2-diphenylcyclopropane 
• 1333015-69-2 2,2-diphenyl-1-{(Z)-2-[(E)-4-styrylphenyl]ethenyl}cyclopropane 
• 1333015-84-1 2,2-diphenyl-1-{(E)-2-[(E)-4-styrylphenyl]ethenyl}cyclopropane 
• 1333015-70-5 1-[(Z)-2-[naphthalen-yl]ethenyl]-2,2-diphenylcyclopropane 
• 1333015-86-3 1-[(E)-2-[naphthalen-yl]ethenyl]-2,2-diphenylcyclopropane 

Relevant articles and documents

Evidence that Additions of Grignard Reagents to Aliphatic Aldehydes Do Not Involve Single-Electron-Transfer Processes

Addition of allylmagnesium reagents to an aliphatic aldehyde bearing a radical clock gave only addition products and no evidence of ring-opened products that would suggest single-electron-transfer reactions. The analogous Barbier reaction also did not pro

STEREOCHEMISTRY OF ELECTROREDUCTIONS OF BROMOCYCLOPROPANES 1-ASYMMETRIC ELECTROCHEMICAL SYNTHESIS BY REDUCTION AT A MERCURY CATHODE IN THE PRESENCE OF ADSORBED ALKALOIDS

The electrochemical behaviours of 1-bromo-2,2-diphenylcyclopropane carboxylic acid, its methyl ester and 1,1-dibromo-2,2-diphenylcyclopropane are investigated in the presence of strongly adsorbed alkaloids: yohimbine, emetine, brucine, strychnine and methylstrichninium cations.The polarographic study evidences the existence of interactions between the alkyl bromides and nitrogen cations; these interactions make easier the 2e cleavage of the carbon-halogen bond.Whatever the alkaloid used, rather poor optical yields are obtained after electroreduction of monobromo compounds.On the contrary, notably optically active products are obtained from the dibromide derivative, but only when the inductor can act as a protonating species; 45percent optical yield can be achieved in the presence of emetine.The mechanism of asymmetric electrochemical synthesis is interpreted in terms of (i) preferential presentation of one of the two stereotopic faces of the substrate the mercury cathode, made chiral by the adsorption of the alkaloid and (ii) protonation by the acidic form of the inductor of the carbanion resulting from a 2e reduction.

2,2-diphenylcyclopropyl compound and synthesis method thereof

The present invention provides a 2,2-diphenylcyclopropyl compound, which has a chemical name 2,2-diphenyl methyl cyclopropanecarboxylate compound, wherein the structure formula is defined in the specification, and the group R in the structure formula represents C1-C4 short-chain alkane, cycloalkane, halogenated alkane or halogenated cycloalkane. The present invention further provides a synthesis method of the 2,2-diphenylcyclopropyl compound, wherein the system method comprises: synthesizing Benzophenone hydrazone, synthesizing diphenyldiazomethane, and synthesizing the target product. According to the present invention, the three-membered ring of the 2,2-diphenyl methyl cyclopropanecarboxylate compound contains a chiral center, which can be used as a chiral precursor to introduce the chiral carbon atom into the reaction product so as to provide more possibility for the development of active compounds; and the synthesis method is simple, easy to operate, and suitable for industrial production.

Total synthesis of cyclogalgravin and its dicarboxyl analog using sc(otf)3-mediated highly diastereoselective ring expansion of 1-(arylhydroxymethyl)cyclopropanecarboxylates

The total synthesis of cyclogalgravin and its dicarboxyl analog was achieved by using the SmI2-promoted Reformatsky type reaction and Sc(OTf)3-mediated diastereoselective ring expansion as key steps.