1198-34-1

Basic information

• Product Name: 2-Phenylcyclopentanone
• Synonyms: 2-Phenylcyclopentanone;2-phenylcyclopentan-1-one
• CAS NO: 1198-34-1
• Molecular Formula: C₁₁H₁₂O
• Molecular Weight: 160.21
• Mol File: 1198-34-1.mol
• Article Data: 52

Chemical Properties

• Melting Point: 126-127 °C
• Boiling Point: 276.1°C at 760 mmHg
• Flash Point: 114.9°C
• Appearance: /
• Density: 1.072g/cm³
• Vapor Pressure: 0.0049mmHg at 25°C
• Refractive Index: 1.55
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 2-Phenylcyclopentanone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Phenylcyclopentanone(1198-34-1)
• EPA Substance Registry System: 2-Phenylcyclopentanone(1198-34-1)

Safety Data

• Hazardous Substances Data: 1198-34-1(Hazardous Substances Data)

Usage

Uses

2-Phenylcyclopentan-1-one is a useful compound for the green preparation of fluoroalkanones.

Synthesis Reference(s)

Tetrahedron, 52, p. 4303, 1996 DOI: 10.1016/0040-4020(96)00130-5

InChI:InChI=1/C11H12O/c12-11-8-4-7-10(11)9-5-2-1-3-6-9/h1-3,5-6,10H,4,7-8H2

Upstream product

• 20383-31-7 1,2-epoxy-3-phenyl-cyclopentane 
• 27005-97-6 6-phenyl-7-oxabicyclo[4.1.0]heptan-2-one 
• 109-63-7 trifluoroborane diethyl ether 
• 71-43-2 benzene 
• 825-54-7 cyclopent-1-en-1-ylbenzene 
• 39545-99-8 2-phenylcyclopent-2-enone 
• 61668-37-9 1-Brom-2-trimethylsilylcyclopenten 
• 108-86-1 bromobenzene 
• 120-92-3 cyclopentanone 
• 694-28-0 2-chlorocyclopentanone 
• 344443-42-1 2-Phenyl-5-trimethylsilanyl-pentanoyl chloride 
• 81155-91-1 Toluene-4-sulfonic acid (1S,2S)-2-hydroxy-2-phenyl-cyclopentyl ester 
• 10294-00-5 1-phenyl-6-oxabicyclo[3.1.0]hexane 
• 152667-67-9 5-Iodo-2-phenylpentanenitrile 

Downstream Products

• 15301-54-9 1-amino 2-phenylcyclopentane 
• 1501-05-9 5-oxo-5-phenylvaleric acid 
• 135971-92-5 (+/-)-cis-2-phenyl-cycloheptylamine 
• 30334-98-6 cis-2-phenylcyclopentaneacetic acid 
• 3644-74-4 2-(2-carboxyethyl)-2-phenylcyclopentanone 
• 106379-02-6 2-allyl-2-phenylcyclopentanone 
• 1214-56-8 <2-Phenyl-cyclopentylidenaminooxy>-essigsaeure 
• 24070-63-1 2,2'-Dioxo-1,1'-diphenyl-bicyclopentyl 
• 52784-30-2 2-benzylcyclopent-1-en-1-yl acetate 
• 30268-82-7 Phenyl-6-bicyclo<4.3.0>nonanol-1-on-3 
• 65249-51-6 2-Phenyl-cyclopentyliden-malonodinitril 
• 50390-68-6 (±)-2-methyl-2-phenylcyclopentanone 
• 125211-77-0 (2-Phenyl-cyclopent-1-enyloxy)-acetic acid ethyl ester 
• 125211-78-1 (5-Phenyl-cyclopent-1-enyloxy)-acetic acid ethyl ester 

Relevant articles and documents

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Fluorotetraphenylbismuth: A new reagent for efficient regioselective α-phenylation of carbonyl compounds

Synthesis and X-ray crystallographic characterization of fluorotetraphenylbismuth (1) has been achieved for the first time, revealing that the bismuth center of 1 adopts a distorted trigonal bipyramidal geometry with three ipso carbons at the equatorial sites and one ipso carbon and fluorine atom at the apical sites. Contrary to the previous common understanding of this type of organobismuth(V) compound, 1 was found to be thermally stable, maintaining its amphiphilic property. Hence, 1 can be used as an off-the-shelf reagent in organic synthesis, and its utility has been clearly demonstrated in applications to the efficient α-phenylation of ketones and esters. For instance, simple mixing of 1 and 1-trimethylsiloxy-3,4-dihydronaphthalene in THF at -40 °C and stirring at room temperature for 10 min gave rise to 2-phenyl-1-tetralone almost quantitatively without formation of the polyphenylated products. In addition to the generality of this method, applicability of our approach to the selective α-alkenylation of carbonyl compounds was also demonstrated by the use of fluoro(2-phenylethenyl)tris(p-tolyl)bismuth (2) as a representative reagent. These results imply the vast potential of organobismuth(V) compounds of type 1 and 2 as useful precursors of a wide variety of pentavalent organobismuth compounds based on the utilization of the eminent fluorine-silicon interaction or the inherent basicity of the fluorine atom. Copyright

Catalytic diazoalkane-carbonyl homologation: Synthesis of 2,2-diphenylcycloheptanone and other quaternary or tertiary arylalkanones and spirocycles by ring expansion

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Enantioselective Radical Ring-Opening Cyanation of Oxime Esters by Dual Photoredox and Copper Catalysis

Catalytic enantioselective chemical reactions involving highly reactive radical species remain largely unexplored. We report herein for the first time a novel enantioselective radical ring-opening cyanation of redox-active oxime esters by dual photoreodox

Copper-catalyzed ring-opening C(sp3)-N coupling of cycloketone oxime esters: Access to 1°, 2° and 3° alkyl amines

A novel copper-catalyzed C(sp3)-N coupling of cycloketone oxime esters with nitrogen nucleophiles has been realized. All of the N-aryl/alkylanilines, anilines and benzophenone imine could be employed in this protocol to produce a variety of 1°, 2° and 3° alkyl amines in one or two steps. These resultant cyano-containing alkyl amines were proven to be versatile synthetic building blocks in a variety of chemical transformations.