2235-83-8

Basic information

• Product Name: 5-phenylpentan-2-one
• Synonyms: 5-phenylpentan-2-one;5-Phenyl-2-pentanone
• CAS NO: 2235-83-8
• Molecular Formula: C₁₁H₁₄O
• Molecular Weight: 162.22826
• EINECS: 218-794-4
• Mol File: 2235-83-8.mol
• Article Data: 61

Chemical Properties

• Melting Point: 106-107 °C
• Boiling Point: 261.2°Cat760mmHg
• Flash Point: 121.5°C
• Appearance: /
• Density: 0.96g/cm³
• Vapor Pressure: 0.0117mmHg at 25°C
• Refractive Index: 1.5
• CAS DataBase Reference: 5-phenylpentan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-phenylpentan-2-one(2235-83-8)
• EPA Substance Registry System: 5-phenylpentan-2-one(2235-83-8)

Safety Data

• Hazardous Substances Data: 2235-83-8(Hazardous Substances Data)

Usage

General Description

5-Phenylpentan-2-one, also known as alpha-(phenylmethyl) propionaldehyde, is an organic chemical compound. It is characterized by a chain of five carbon atoms and a phenyl, a functional group made of six carbon atoms in a cyclic arrangement, attached on the fifth carbon atom. It also possesses a ketone functional group, signified by the 'one' nomenclature in the name. The molecule's systematic name under the International Union of Pure and Applied Chemistry (IUPAC) convention is "5-phenylpentan-2-one", indicating its structure clearly. 5-phenylpentan-2-one is commonly used in chemical synthesis processes in industrial and laboratory settings, but little information is available about its hazards or environmental impacts.

InChI:InChI=1/C11H14O/c1-10(12)6-5-9-11-7-3-2-4-8-11/h2-4,7-8H,5-6,9H2,1H3

Upstream product

• 86088-36-0 2-(3-phenyl-propyl)-oxirane 
• 5435-44-9 (E)-3-Ureido-but-2-enoic acid ethyl ester 
• 827-92-9 1-(2-phenylcyclopropyl)ethanone 
• 5337-63-3 ethyl 2-(2-phenylethyl)acetoacetate 
• 2344-71-0 5-phenylpentan-2-ol 
• 141-97-9 ethyl acetoacetate 
• 103-63-9 1-phenyl-2-bromoethane 
• 1589-82-8 phenylmagnesium bromide 
• 78-94-4 methyl vinyl ketone 
• 62692-43-7 2-chloro-5-phenyl-pent-2ξ-ene 
• 56161-54-7 2-methyl-2-(2-(phenylsulfonyl)ethyl)-1,3-dioxolane 
• 100-44-7 benzyl chloride 
• 6407-36-9 N-isopropyliden-cyclohexyl amine 
• 917-54-4 methyllithium 

Downstream Products

• 59484-28-5 5-phenyl-pentan-2-one semicarbazone 
• 34266-38-1 2-phenethyl-[3,3']spirobi(benzo[f]chromene) 
• 103094-38-8 1-hydroxy-1-methyl-1,2,3,4,6,9-hexahydronaphthalene 
• 2344-71-0 5-phenylpentan-2-ol 
• 126587-31-3 5-phenylpentan-2-ketoxime 
• 1559-81-5 1-methyl-1,2,3,4-tetrahydronaphthalene 
• 90-12-0 1-Methylnaphthalene 
• 96455-80-0 5-bromo-5-phenyl-2-pentanone 
• 144127-35-5 (+/-)-trans-1,2,3,4,6,8a-hexahydro-1-methyl-1-naphthol 
• 144127-22-0 3-Hydroxy-3-methyl-6-phenyl-hexan-2-one 
• 59484-27-4 Styryl-γ-phenylpropylketon 
• 73151-80-1 2-(2-Phenylethyl)-butan-1,3-dion 
• 73494-49-2 (2R)-5-Phenyl-2-pentanol 
• 2344-71-0 (S)-(+)-5-phenyl-2-pentanol 

Relevant articles and documents

B(C6F5)3-Catalyzed Diastereoselective Formal (4 + 1)-Cycloaddition of Vinylcyclopropanes and Et2SiH2

A formal (4 + 1)-cycloaddition of vinylcyclopropanes and Et2SiH2 to afford 3,4-disubstituted silolanes is reported. The reaction sequence commences with the known B(C6F5)3-catalyzed alkene hydrosilylation with dihydrosilanes. Cleavage of the remaining Si-H bond in the hydrosilylation product assisted by B(C6F5)3 leads to formation of a cyclopropane-stabilized silylium ion. The activated cyclopropane ring is then opened by the in situ-generated borohydride accompanied by ring closure to the silolane. The diastereoselectivity is rationalized by a mechanistic model.

Direct Access to Isotopically Labeled Aliphatic Ketones Mediated by Nickel(I) Activation

An extensive range of functionalized aliphatic ketones with good functional-group tolerance has been prepared by a NiI-promoted coupling of either primary or secondary alkyl iodides with NN2 pincer NiII-acyl complexes. The latter were easily accessed from the corresponding NiII-alkyl complexes with stoichiometric CO. This Ni-mediated carbonylative coupling is adaptable to late-stage carbon isotope labeling, as illustrated by the preparation of isotopically labelled pharmaceuticals. Preliminary investigations suggest the intermediacy of carbon-centered radicals.