700-88-9

Basic information

• Product Name: CYCLOPENTYLBENZENE
• Synonyms: Cyclopentane, phenyl-;cyclopentane,phenyl-;Phenylcyclopentane;CYCLOPENTYLBENZENE;1-Phenylcyclopentane
• CAS NO: 700-88-9
• Molecular Formula: C₁₁H₁₄
• Molecular Weight: 146.23
• Mol File: 700-88-9.mol
• Article Data: 57

Chemical Properties

• Boiling Point: 200.87°C (rough estimate)
• Flash Point: 79.4°C
• Appearance: /
• Density: 0.9462
• Vapor Pressure: 0.161mmHg at 25°C
• Refractive Index: 1.5280
• CAS DataBase Reference: CYCLOPENTYLBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: CYCLOPENTYLBENZENE(700-88-9)
• EPA Substance Registry System: CYCLOPENTYLBENZENE(700-88-9)

Safety Data

• Hazardous Substances Data: 700-88-9(Hazardous Substances Data)

Usage

General Description

Cyclopentylbenzene, also known as benzocyclopentane, is a chemical compound consisting of a cyclopentyl group attached to a benzene ring. It is a colorless liquid with a very faint odor, and it is commonly used as a solvent in the manufacturing of various products, including dyes, perfumes, and pharmaceuticals. Cyclopentylbenzene is also used as an intermediate in the production of other organic compounds. It is important to handle this chemical with care, as it may be harmful if ingested, inhaled, or absorbed through the skin. Proper safety precautions should be taken when handling and storing cyclopentylbenzene to prevent any potential health risks.

InChI:InChI=1/C11H14/c1-2-6-10(7-3-1)11-8-4-5-9-11/h1-3,6-7,11H,4-5,8-9H2

Upstream product

• 287-92-3 Cyclopentane 
• 71-43-2 benzene 
• 28075-49-2 1-cyclopentenyl triflate 
• 16156-57-3 cyclopentyl methanesulfonate 
• 7446-70-0 aluminium trichloride 
• 142-29-0 cyclopentene 
• 1560-11-8 cyclopent-1-enecarboxylic acid 
• 7647-01-0 hydrogenchloride 
• 119-61-9 benzophenone 
• 107-13-1 acrylonitrile 
• 120-92-3 cyclopentanone 
• 108-91-8 cyclohexylamine 
• 19016-96-7 1-D-1-Phenyl-cyclopentan 
• 59358-70-2 1,1'-Diphenyl-1,1'-bicyclopentyl 

Downstream Products

• 18970-50-8 1,4-dicyclopentylbenzene 
• 74869-90-2 1,3-dicyclopentylbenzene 
• 18970-51-9 1,3,5-tricyclopentylbenzene 
• 78575-08-3 1-(4-Cyclopentyl-phenyl)-hexan-1-one 
• 78575-19-6 1-(4-Cyclopentyl-phenyl)-hexan-1-one oxime 
• 128309-73-9 4-Cyclopentyl-N,N-dimethyl-benzenesulfonamide 
• 128309-37-5 2-Cyclopentyl-N,N-dimethyl-benzenesulfonamide 
• 128309-51-3 3-Cyclopentyl-N,N-dimethyl-benzenesulfonamide 
• 59734-82-6 Cyclopentyl<4-³H>-benzol 
• 59734-81-5 Cyclopentyl<2-³H>-benzol 
• 10413-00-0 5-oxo-5-phenylpentanenitrile 
• 69573-42-8 5-azido-1-phenylpentan-1-one 
• 942-93-8 5-Chloro-1-phenyl-1-pentanone 
• 1449476-28-1 N-(4-cyclopentyl-2-nitrophenyl)acetamide 

Relevant articles and documents

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Amine-Borane Dehydrogenation and Transfer Hydrogenation Catalyzed by α-Diimine Cobaltates

Anionic α-diimine cobalt complexes, such as [K(thf)1.5{(DippBIAN)Co(η4-cod)}] (1; Dipp=2,6-diisopropylphenyl, cod=1,5-cyclooctadiene), catalyze the dehydrogenation of several amine-boranes. Based on the excellent catalytic properties, an especially effective transfer hydrogenation protocol for challenging olefins, imines, and N-heteroarenes was developed. NH3BH3 was used as a dihydrogen surrogate, which transferred up to two equivalents of H2 per NH3BH3. Detailed spectroscopic and mechanistic studies are presented, which document the rate determination by acidic protons in the amine-borane.

Teaching an old carbocation new tricks: Intermolecular C-H insertion reactions of vinyl cations

Vinyl carbocations have been the subject of extensive experimental and theoretical studies over the past five decades. Despite this long history in chemistry, the utility of vinyl cations in chemical synthesis has been limited, with most reactivity studies focusing on solvolysis reactions or intramolecular processes. Here we report synthetic and mechanistic studies of vinyl cations generated through silylium-weakly coordinating anion catalysis. We find that these reactive intermediates undergo mild intermolecular carbon-carbon bond-forming reactions, including carbon-hydrogen (C-H) insertion into unactivated sp3 C-H bonds and reductive Friedel-Crafts reactions with arenes. Moreover, we conducted computational studies of these alkane C-H functionalization reactions and discovered that they proceed through nonclassical, ambimodal transition structures. This reaction manifold provides a framework for the catalytic functionalization of hydrocarbons using simple ketone derivatives.