29128-64-1

Basic information

• Product Name: (3-phenylcyclopropane-1,2-diyl)bis(phenylmethanone)
• Synonyms: 1,2-Dibenzoyl-3-phenylcyclopropane
• CAS NO: 29128-64-1
• Molecular Formula: C₂₃H₁₈O₂
• Molecular Weight: 326.3878
• Mol File: 29128-64-1.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 497.4°C at 760 mmHg
• Flash Point: 184°C
• Density: 1.202g/cm³
• Vapor Pressure: 4.97E-10mmHg at 25°C
• Refractive Index: 1.638
• CAS DataBase Reference: (3-phenylcyclopropane-1,2-diyl)bis(phenylmethanone)(CAS DataBase Reference)
• NIST Chemistry Reference: (3-phenylcyclopropane-1,2-diyl)bis(phenylmethanone)(29128-64-1)
• EPA Substance Registry System: (3-phenylcyclopropane-1,2-diyl)bis(phenylmethanone)(29128-64-1)

Safety Data

• Hazardous Substances Data: 29128-64-1(Hazardous Substances Data)

Usage

General Description

"(3-phenylcyclopropane-1,2-diyl)bis(phenylmethanone)" is a chemical compound that consists of a cyclopropane ring substituted with two phenylmethanone groups. It is a symmetrical molecule with two identical phenylmethanone groups attached to the cyclopropane ring. (3-phenylcyclopropane-1,2-diyl)bis(phenylmethanone) is a member of the ketone functional group, which contains a carbonyl group bonded to two carbon atoms. It has potential use in organic synthesis and pharmaceutical research due to its unique structure and reactivity. However, as with any chemical compound, it should be handled with caution and in accordance with proper safety protocols.

Upstream product

• 94-41-7 benzalacetophenone 
• 5633-34-1 (benzoylmethylene)dimethylsulfurane 
• 2648-61-5 2,2-dichloroacetophenone 
• 614-47-1 1,3-diphenyl-propen-3-one 
• 17393-16-7 (+/-)-1-[(1R,2S,3s)-2-benzoyl-3-phenylcyclopropyl](phenyl)methanone 
• 6048-29-9 triphenylphenacylphosphonium bromide 
• 100-52-7 benzaldehyde 
• 19158-66-8 1-(2-oxo-2-phenylethyl)tetrahydrothiophenium bromide 
• 70-11-1 α-bromoacetophenone 
• 19320-74-2 Se-phenacyldimethylselenonium bromide 
• 5667-47-0 phenacyldimethylsulfonium bromide 
• 62668-02-4 (E)-1,3-diphenyl-2-propen-1-ol 
• 120-46-7 1,3-diphenylpropanedione 
• 41570-67-6 1-benzyltetrahydro-1H-thiophen-1-ium bromide 

Downstream Products

• 102545-47-1 3-(α-bromo-benzyl)-2,5-diphenyl-furan 
• 81245-50-3 buta-1,3-diene-1,1,3-triyltribenzene 
• 94055-32-0 2,4-dibromo-1,3,5-triphenyl-pentane-1,5-dione 
• 861616-84-4 1,2-dibenzoyl-1-bromo-3-phenyl-cyclopropane 
• 102593-49-7 (2,5-Diphenyl-[3]furyl)-phenyl-methanol 
• 57314-28-0 (3,5-Diphenyl-furan-2-yl)-phenyl-methanone 
• 6263-84-9 1,3,5-triphenyl-1,5-pentanedione 
• 67209-28-3 1,2,4-triphenylcyclopentane-1,2-diol 
• 112550-88-6 1,2-bis-(α-hydroxyimino-benzyl)-3-phenyl-cyclopropane 

Relevant articles and documents

One-pot synthesis of cyclopropane derivatives with a cis : Trans stereoselectivity by Wittig olefination-sulfur ylide cyclopropanation sequence

Cyclopropane derivatives were synthesised in one pot from aromatic aldehydes, phenacyltriphenylphosphonium bromide, and S-phenacylthiolanium bromide by a Wittig olefination-sulfur ylide cyclopropanation sequence. When Cs2CO3 was used as the base and CH3CN/water (8:2, v/v) as the solvent, the major product was the cis-1,2-dibenzoyl cyclopropane. In contrast, when using DBU as the base and MeOH as the solvent, the major product was transdibenzoyl cyclopropane. In some cases, the major isomer was obtained in high purity and good yield by simple filtration.

The direct preparation of functionalised cyclopropanes from allylic alcohols or α-hydroxyketones using tandem oxidation processes

New manganese dioxide-mediated tandem oxidation processes (TOPs) have been developed, which facilitate the direct conversion of allylic alcohols and α-hydroxyketones into polysubstituted functionalised cyclopropanes. In the simplest version, the oxidation of an allylic alcohol is carried out in the presence of a stabilised sulfurane, and the intermediate α,β-unsaturated carbonyl compound undergoes in situ cyclopropanation. By using a combination of stabilised phosphorane and sulfurane, the direct conversion of allylic alcohols or α-hydroxyketones into functionalised cyclopropanes is achieved, with in situ cyclopropanation being followed by Wittig olefination, or vice versa. The application of these methods to a formal synthesis of the lignan (±)-picropodophyllone, and to novel analogues of the insecticide allethrin II, is described.

Tandem oxidation processes for the preparation of functionalized cyclopropanes

(Chemical Equation Presented) A novel manganese dioxide-mediated tandem oxidation process (TOP) has been developed which allows the direct conversion of allylic alcohols into cyclopropanes, the intermediate aldehydes being trapped in situ with a stabilized sulfur-ylide. This methodology has been applied successfully to a variety of allylic alcohols and to a formal synthesis of the simple, naturally occurring lignan, (±)-picropodophyllone.