20030-69-7

Basic information

• Product Name: 1,2-Dibenzoylcyclopropane
• Synonyms: 1,2-Dibenzoylcyclopropane;Methanone, 1,1'-(1,2-cyclopropanediyl)bis[1-phenyl-;1,1'-(1,2-Cyclopropanediyl)bis[1-phenyl-methanone
• CAS NO: 20030-69-7
• Molecular Formula: C₁₇H₁₄O₂
• Molecular Weight: 250.29
• Mol File: 20030-69-7.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,2-Dibenzoylcyclopropane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Dibenzoylcyclopropane(20030-69-7)
• EPA Substance Registry System: 1,2-Dibenzoylcyclopropane(20030-69-7)

Safety Data

• Hazardous Substances Data: 20030-69-7(Hazardous Substances Data)

Usage

General Description

1,2-Dibenzoylcyclopropane is a chemical compound with the molecular formula C17H14O2. It is a cyclic ketone with two benzoyl groups attached to a three-membered cyclopropane ring. 1,2-Dibenzoylcyclopropane is a white to light yellow solid at room temperature and is insoluble in water but soluble in organic solvents. It is primarily used as a building block in organic synthesis for the preparation of various biologically active compounds and complex organic molecules. Its unique three-membered ring structure makes it valuable in the field of organic chemistry for the synthesis of complex organic compounds. Additionally, it has shown potential pharmacological properties and is being researched for its potential applications in medicinal chemistry.

Upstream product

• 108574-35-2 chloro-2 phenyl-1 heptanedione-1,5 
• 91873-49-3 tert-Butyl-((E)-2-chloro-1-phenyl-vinyloxy)-dimethyl-silane 
• 56568-43-5 1,5-diphenyl-2,4-dibromo-1,5-pentanedione 
• 67-56-1 methanol 
• 6263-83-8 1,5-diphenyl-1,5-pentanedione 
• 67-64-1 acetone 
• 16717-64-9 1-azidostyrene 
• 67-66-3 chloroform 
• 91873-56-2 chloro-2 diphenyl-1,5 pentanedione-1,5 
• 4070-75-1 1,4-diphenyl-but-2-ene-1,4-dione 
• 21077-81-6 N,N-(dimethylamino)-methylphenylsulfoxonium tetrafluoroborate 
• 959-28-4 1,4-diphenylbut-2-ene-1,4-dione 
• 16415-21-7 (2-Benzoyl-vinyl)-triphenylphosphoniumbromid 
• 5633-34-1 (benzoylmethylene)dimethylsulfurane 

Downstream Products

• 1718-50-9 1,5-diphenylpentane 
• 6263-83-8 1,5-diphenyl-1,5-pentanedione 
• 808-88-8 (+/-)-trans-1,2-bis-(α-hydroxy-benzhydryl)-cyclopropane 
• 139152-84-4 1,1-Bis(2'-hydroyx-2'-phenylcyclopropyl)methane 
• 184151-87-9 Phenyl(5-phenyl-furan-2-yl)methanone 
• 103269-46-1 1,2,5,5-tetraphenyl-pent-4-en-1-one 

Relevant articles and documents

Facile synthesis of libraries of functionalized cyclopropanes and oxiranes using ionic liquids – A new approach to the classical Corey-Chaykovsky reaction

The potential of [PAIM][NTf2]/BMIM-ILs as a base/solvent in the Corey-Chaykovsky reaction is demonstrated by the facile synthesis of libraries of functionalized cyclopropanes from enones and oxiranes from aldehydes and ketones, at room temperature in respectable isolated yields. To demonstrate their application, the synthesized epoxides were employed as substrates for the synthesis of a library of 2,3-disubstituted quinolines, using [BMIM(SO3H)][OTf]/[BMIM][PF6] as a catalyst/solvent. The potential for recycling/reuse of the IL solvents was also explored.

Synthetic studies on a series of functionalized pyrylium salts, 4-chloro- and 4-bromophosphinines

A series of new pyrylium salts that bear sulfonate and phosphonate groups were obtained from the reactions between 2,6-diphenyl-4H-pyran-4-one, sulfonic anhydride, and chlorophosphates, and analyzed spectroscopically. Furthermore, treatment of 2,6-diphenyl-4H-pyran-4-one with phosphoryl chloride or bromide afforded the corresponding 4-chloro- and 4-bromopyrylium tetrafluoroborates in good yield. Subsequently, the synthesis of the corresponding 4-chloro- and 4-bromophosphinines was accomplished by treating the respective chloro- and bromopyrylium tetrafluoroborates with tris(trimethylsilyl)phosphine.

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.