6327-84-0

Basic information

• Product Name: diethyl 2-benzoyl-3-phenyl-cyclopropane-1,1-dicarboxylate
• Synonyms: diethyl 2-benzoyl-3-phenyl-cyclopropane-1,1-dicarboxylate
• CAS NO: 6327-84-0
• Molecular Formula: C₂₂H₂₂O₅
• Molecular Weight: 366.41
• Mol File: 6327-84-0.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 538.1°C at 760 mmHg
• Flash Point: 279.2°C
• Appearance: /
• Density: 1.417g/cm³
• Vapor Pressure: 1.2E-11mmHg at 25°C
• Refractive Index: 1.642
• CAS DataBase Reference: diethyl 2-benzoyl-3-phenyl-cyclopropane-1,1-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: diethyl 2-benzoyl-3-phenyl-cyclopropane-1,1-dicarboxylate(6327-84-0)
• EPA Substance Registry System: diethyl 2-benzoyl-3-phenyl-cyclopropane-1,1-dicarboxylate(6327-84-0)

Safety Data

• Hazardous Substances Data: 6327-84-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C17H16BrNO3/c1-21-15-5-3-4-14(11-15)19-17(20)9-6-12-10-13(18)7-8-16(12)22-2/h3-11H,1-2H3,(H,19,20)/b9-6+

Upstream product

• 631-22-1 diethyl dibromomalonate 
• 94-41-7 benzalacetophenone 
• 5292-53-5 diethyl benzalmalonate 
• 5633-34-1 (benzoylmethylene)dimethylsulfurane 
• 532-27-4 1-chloroacetophenone 
• 77670-30-5 diethyl 2-(3-oxo-1,3-diphenylpropyl)malonate 
• 6935-75-7 2-bromo-1,3-diphenyl-2-propen-1-one 
• 105-53-3 diethyl malonate 

Downstream Products

• 51615-57-7 trans-2-Benzoyl-3-phenyl-cyclopropan-1.1-dicarbonsaeure 
• 115823-42-2 (1R,5S,6R)-4-(Cyano-phenyl-methyl)-2-oxo-4,6-diphenyl-3-oxa-bicyclo[3.1.0]hexane-1-carboxylic acid ethyl ester 
• 115823-40-0 (1R,5S,6R)-4-(Cyano-dimethyl-methyl)-2-oxo-4,6-diphenyl-3-oxa-bicyclo[3.1.0]hexane-1-carboxylic acid ethyl ester 
• 115823-39-7 (1R,5S,6R)-4-(Cyano-methyl-methyl)-2-oxo-4,6-diphenyl-3-oxa-bicyclo[3.1.0]hexane-1-carboxylic acid ethyl ester 
• 115845-62-0 (1R,4R,5S,6R)-4-Ethoxycarbonylmethyl-2-oxo-4,6-diphenyl-3-oxa-bicyclo[3.1.0]hexane-1-carboxylic acid ethyl ester 
• 115845-62-0 (1R,4S,5S,6R)-4-Ethoxycarbonylmethyl-2-oxo-4,6-diphenyl-3-oxa-bicyclo[3.1.0]hexane-1-carboxylic acid ethyl ester 
• 109272-86-8 (1R,4R,5S,6R)-4-Allyl-2-oxo-4,6-diphenyl-3-oxa-bicyclo[3.1.0]hexane-1-carboxylic acid ethyl ester 
• 115845-66-4 (1R,5S,6R)-4-(1-Ethoxycarbonyl-propyl)-2-oxo-4,6-diphenyl-3-oxa-bicyclo[3.1.0]hexane-1-carboxylic acid ethyl ester 
• 115845-64-2 (1R,5S,6R)-4-(1-Ethoxycarbonyl-1-methyl-ethyl)-2-oxo-4,6-diphenyl-3-oxa-bicyclo[3.1.0]hexane-1-carboxylic acid ethyl ester 
• 109272-87-9 (1R,4S,5S,6R)-4-(2-Methyl-allyl)-2-oxo-4,6-diphenyl-3-oxa-bicyclo[3.1.0]hexane-1-carboxylic acid ethyl ester 
• 115845-71-1 (1R,5S,6R)-4-(1-Dimethylcarbamoyl-1-methyl-ethyl)-2-oxo-4,6-diphenyl-3-oxa-bicyclo[3.1.0]hexane-1-carboxylic acid ethyl ester 
• 1433798-30-1 diethyl 2-(1-benzoyl-2-chloro-2-phenylethyl)malonate 
• 136289-54-8 diethyl (1-benzoyl-2-phenylethylidene)malonate 

Relevant articles and documents

Iodobenzene-Catalyzed Oxidative Cyclization for the Synthesis of Highly Functionalized Cyclopropanes

An iodobenzene-catalyzed oxidative cyclization of Michael adducts of activated methylene compounds with nitroolefins or chalcones is developed. m CPBA is used as oxidant together with Bu 4 NI for the generation of a highly reactive iodine(III) species to mediate the cyclopropanation via a ligand exchange and reductive elimination process. A range of highly functionalized cyclopropanes are synthesized with high diastereoselectivities.

Hypoiodite-catalysed oxidative cyclisation of Michael adducts of chalcones with 1,3-dicarbonyl compounds: A facile and versatile approach to substituted furans and cyclopropanes

Through hypoiodite catalysis, oxidative cyclisation of Michael adducts of chalcones with 1,3-dicarbonyl compounds for divergent synthesis of either furans or cyclopropanes is developed. The selective synthesis of major products is achieved depending on the use of different reaction conditions or substrates.

Stereoselective cyclopropanation of α-bromochalcone with diethyl malonate promoted by K2CO3

A new Michael-initiated cyclopropanation reaction using α-bromochalcones as Michael acceptor was developed. Compared to previous works using arylidenemalonates as Michael acceptor, this novel protocol could improve the synthesis of trans-isomers of diethyl 2-benzoyl-3-phenyl- cyclopropane-1,1-dicarboxylates. More importantly, this method also provided the first access to the cis-isomers of these densely substituted cyclopropanes with the Michael-initiated ring closure (MIRC) strategy, albeit with a poor diastereoselectivity.