4410-77-9

Basic information

• Product Name: Cyclopentylidenemethyl-benzene
• Synonyms: Cyclopentylidenemethyl-benzene;Benzylidenecyclopentane
• CAS NO: 4410-77-9
• Molecular Formula: C₁₂H₁₄
• Molecular Weight: 158.23956
• Mol File: 4410-77-9.mol
• Article Data: 26

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Cyclopentylidenemethyl-benzene(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclopentylidenemethyl-benzene(4410-77-9)
• EPA Substance Registry System: Cyclopentylidenemethyl-benzene(4410-77-9)

Safety Data

• Hazardous Substances Data: 4410-77-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 97, p. 7171, 1975 DOI: 10.1021/ja00857a040The Journal of Organic Chemistry, 49, p. 4244, 1984 DOI: 10.1021/jo00196a026Tetrahedron Letters, 16, p. 1545, 1975

Upstream product

• 57718-23-7 (Bromo-cyclopentylidene-methyl)-benzene 
• 100-52-7 benzaldehyde 
• 14655-73-3 N,N,N',N'-tetramethyldiamide of phenylmethanephosphonic acid 
• 52217-42-2 (1-chloro-cyclopentyl)-phenyl ketone 
• 3900-93-4 2-cyclopentyl-2-phenylacetic acid 
• 57718-12-4 (6-iodohex-1-yn-1-yl)benzene 
• 73183-34-3 bis(pinacol)diborane 
• 536-74-3 phenylacetylene 
• 108-86-1 bromobenzene 
• 872-53-7 cyclopentanealdehyde 
• 5324-64-1 2-(benzenesulfonyl)ethynylbenzene 
• 76911-01-8 5-hexynyl p-toluenesulfonate 
• 98-80-6 phenylboronic acid 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 4410-78-0 (cyclopentylmethyl)benzene 
• 1444-65-1 (RS)-2-phenylcyclohexanone 
• 21573-69-3 1-phenyl-1-cyclopentanecarboxaldehyde 
• 126497-27-6 2-cyclopentylidene-1-phenylacetic acid 
• 762176-93-2 1-(α-Brombenzyl)-cyclopentanol-(1) 
• 882-33-7 diphenyldisulfane 
• 87957-95-7 t-2-Phenyl-c-2-(phenylthio)spiro<2.4>heptan-r-1-carbonsaeure-tert-butylester 
• 87957-95-7 c-2-Phenyl-t-2-(phenylthio)spiro<2.4>heptan-r-1-carbonsaeure-tert-butylester 
• 87957-59-3 1-Chlor-t-2-phenylspiro<2,4>heptan-r-1-carbonsaeure-tert-butylester 
• 87957-49-1 1-Chlor-c-2-phenylspiro<2.4>heptan-r-1-carbonsaeure 
• 87957-49-1 1-Chlor-t-2-phenylspiro<2.4>heptan-r-1-carbonsaeure 
• 87957-79-7 5'-Phenylspirodiazabicyclo<3.1.0>hex-2-en>-1'-carbonsaeure-tert-butylester 
• 87957-80-0 1'-Phenylspirodiazabicyclo<3.1.0>hex-2-en>-5'-carbonsaeure-tert-butylester 
• 87957-87-7 5'-Phenylspiro-3'-carbonsaeure-tert-butylester 

Relevant articles and documents

Electro-mediated PhotoRedox Catalysis for Selective C(sp3)–O Cleavages of Phosphinated Alcohols to Carbanions

We report a novel example of electro-mediated photoredox catalysis (e-PRC) in the reductive cleavage of C(sp3)?O bonds of phosphinated alcohols to alkyl carbanions. As well as deoxygenations, olefinations are reported which are E-selective and can be made Z-selective in a tandem reduction/photosensitization process where both steps are photoelectrochemically promoted. Spectroscopy, computation, and catalyst structural variations reveal that our new naphthalene monoimide-type catalyst allows for an intimate dispersive precomplexation of its radical anion form with the phosphinate substrate, facilitating a reactivity-determining C(sp3)?O cleavage. Surprisingly and in contrast to previously reported photoexcited radical anion chemistries, our conditions tolerate aryl chlorides/bromides and do not give rise to Birch-type reductions.

Switchable Synthetic Strategy toward Trisubstituted and Tetrasubstituted Exocyclic Alkenes

An efficient and facile method for the construction of tri- or tetrasubstituted exocyclic alkenes is achieved via a Cu(I)-catalytic system. This protocol exhibits mild conditions, low-cost catalyst, good functional group tolerance, and good yields. The selectivity toward tri- or tetrasubstituted alkenes can be delicately controlled by adjustment of base and solvent. A preliminary mechanism study manifested that the reaction undergoes a radical process, where B2pin2 plays an indispensable role.

Consecutive visible-light photoredox decarboxylative couplings of adipic acid active esters with alkynyl sulfones leading to cyclic compounds

Novel and efficient consecutive photoredox decarboxylative couplings of adipic acid active esters (bis(1,3-dioxoisoindolin-2-yl)-substituted hexanedioates) with substituted 1-(2-arylethynylsulfonyl)benzenes have been developed under visible-light photocatalysis. The successive photoredox decarboxylative C-C bond formation at room temperature afforded the corresponding cyclic compounds in good yields with tolerance of some functional groups.