688358-89-6

Basic information

• Product Name: pentachlorophenyl cyclopropyl sulfone
• Synonyms: pentachlorophenyl cyclopropyl sulfone
• CAS NO: 688358-89-6
• Molecular Weight: 354.469
• Mol File: 688358-89-6.mol

Chemical Properties

• CAS DataBase Reference: pentachlorophenyl cyclopropyl sulfone(CAS DataBase Reference)
• NIST Chemistry Reference: pentachlorophenyl cyclopropyl sulfone(688358-89-6)
• EPA Substance Registry System: pentachlorophenyl cyclopropyl sulfone(688358-89-6)

Safety Data

• Hazardous Substances Data: 688358-89-6(Hazardous Substances Data)

Upstream product

• 135822-87-6 (E)-N-(furan-2-ylmethylene)-4-methylbenzenesulfonamide 
• 137845-37-5 4-methyl-N-((1E,2E)-3-phenylallylidene)benzenesulfonamide 
• 75159-10-3 (E)-N-4-methylbenzylidene-4-toluenesulfonamide 
• 357417-22-2 N-(4-chlorobenzylidene)-4-methylbenzenesulfonamide 
• 51608-60-7 phenyl N-tosyl imine 
• 135822-92-3 N-[(E)-2,2-dimethylpropylidene]-4-methylbenzenesulfonamide 

Downstream Products

• 7632-57-7 diphenylmethylenecyclopropene 
• 55088-80-7 1-(cyclopropylidenemethyl)-4-methylbenzene 
• 214116-80-0 1-chloro-4-(cyclopropylidenemethyl)benzene 
• 7555-67-1 1-phenylmethylenecyclopropane 
• 55088-84-1 4-methoxybenzylidenecyclopropane 
• 488800-44-8 4-dimethylaminobenzylidenecyclopropane 

Relevant articles and documents

New synthesis of substituted cyclopentanes via reactions of γ-chlorocarbanions with electron-deficient alkenes

Carbanions of 3-chloropropyl pentachlorophenylsulfone, although they undergo fast cyclization to the corresponding cyclopropyl sulfone, can be trapped with electrondeficient alkenes to produce carbanionic adducts that enter intramolecular substitution to

New synthesis of pyrrolidines via reaction of γ-halocarbanions with imines

γ-Chlorocarbanions of proper nucleophilicity, generated from 3-chloropropyl pentachlorophenyl sulfone (= pentachloro[(3-chloropropyl) sulfonyl]benzene; 1; Ar = C6Cl5), add to electron-deficient formal imines 3a-I to produce anionic adducts that enter intramolecular substitution leading to substituted pyrrolidines. This new and simple synthesis of pyrrolidines mimics a 1,3-dipolar cycloaddition, although it proceeds in two distinct steps.

Synthesis of benzylidenecyclopropanes from γ-halopropyl pentachlorophenyl sulfones using a Julia-Kocienski olefination

Simple, one-step synthesis of benzylidenecyclopropanes from γ-halopropyl pentachlorophenyl sulfones using a Julia-Kocienski olefination is reported. Georg Thieme Verlag Stuttgart.

New reactions of γ-halocarbanions: Underestimated reactive intermediates in organic synthesis

Short-lived γ-halocarbanions can be trapped by active electrophiles such as aldehydes, imines, and Michael acceptors to give anionic adducts, which undergo intramolecular substitution to give substituted tetrahydrofurans, pyrrolidines, and cyclopentanes. This has underlain a new method for the synthesis of these valuable ring systems. We have determined the acidity of the γ-halocarbanion precursors and have shown that the halogen atoms in the γ-position relative to the carbanion center exert a significant stabilizing effect on the carbanion.