5349-62-2

Basic information

• Product Name: 4-Methyl-1-phenyl-2-pentanone
• Synonyms: 2-Pentanone, 4-methyl-1-phenyl-;4-methyl-1-phenyl-2-pentanon;4-methyl-1-phenylpentan-2-one;4-METHYL-1-PHENYL-2-PENTANONE;BENZYL ISOBUTYL KETONE;FEMA 2740;4-METHYL-1-PHENYL-2-PENTANONE 92+%
• CAS NO: 5349-62-2
• Molecular Formula: C₁₂H₁₆O
• Molecular Weight: 176.25
• EINECS: 226-316-0
• Mol File: 5349-62-2.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 250-251 °C(lit.)
• Flash Point: 221 °F
• Appearance: /
• Density: 0.949 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0198mmHg at 25°C
• Refractive Index: n20/D 1.498(lit.)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 4-Methyl-1-phenyl-2-pentanone(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methyl-1-phenyl-2-pentanone(5349-62-2)
• EPA Substance Registry System: 4-Methyl-1-phenyl-2-pentanone(5349-62-2)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 5349-62-2(Hazardous Substances Data)

Usage

Description

4-Methyl-l-phenyl-2-pentanone has a sweet, woody, spicy odor. At low levels, it has a sweet and tart, fruity flavor. Prepared by passing phenylacetic acid and isovaleric acid over Th02 catalyst at 450 - 470°C.

Chemical Properties

Different sources of media describe the Chemical Properties of 5349-62-2 differently. You can refer to the following data:
1. 4-Methyl-1-phenyl-2-pentanone has a sweet, woody, spicy odor. At low levels, the flavor is sweet and tart
2. Colorless, oily liquid

Uses

Different sources of media describe the Uses of 5349-62-2 differently. You can refer to the following data:
1. Flavoring.
2. 4-Methyl-1-phenyl-2-pentanone is a volatile flavor and fragrance agent used as a food additive, which gives rise to a woody odour and a sweet/fruity/spicy taste.

Preparation

By passing phenylacetic acid and isovaleric acid over ThO2 catalyst at 450 to 470°C.

InChI:InChI=1/C12H16O/c1-10(2)8-12(13)9-11-6-4-3-5-7-11/h3-7,10H,8-9H2,1-2H3

Upstream product

• 503-74-2 3-methylbutyric acid 
• 103-82-2 phenylacetic acid 
• 908094-04-2 phenyldiazomethane 
• 590-86-3 isovaleraldehyde 
• 108-12-3 isopentanoyl chloride 
• 100-46-9 benzylamine 
• 66310-10-9 N-benzyl-2,4,6-triphenylpyridinium tetrafluoroborate 

Downstream Products

• 187737-37-7 propene 
• 74-85-1 ethene 
• 108-88-3 toluene 
• 71-43-2 benzene 
• 115-11-7 isobutene 
• 61142-20-9 (4-methylpentyl)cyclohexane 
• 1186428-76-1 1-cyclohexyl-4-methylpentan-2-ol 
• 736143-84-3 (S)-4-methyl-1-phenyl-2-pentanol 
• 7779-78-4 (±)-4-methyl-1-phenyl-2-pentanol 
• 591766-29-9 1-diazo-4-methyl-1-phenylpentan-2-one 

Relevant articles and documents

C-H Alkylation of Aldehydes by Merging TBADT Hydrogen Atom Transfer with Nickel Catalysis

Catalyst controlled site-selective C-H functionalization is a challenging but powerful tool in organic synthesis. Polarity-matched and sterically controlled hydrogen atom transfer (HAT) provides an excellent opportunity for site-selective functionalization. As such, the dual Ni/photoredox system was successfully employed to generate acyl radicals from aldehydes via selective formyl C-H activation and subsequently cross-coupled to generate ketones, a ubiquitous structural motif present in the vast majority of natural and bioactive molecules. However, only a handful of examples that are constrained to the use of aryl halides are developed. Given the wide availability of amines, we developed a cross-coupling reaction via C-N bond cleavage using the economic nickel and TBADT catalyst for the first time. A range of alkyl and aryl aldehydes were cross-coupled with benzylic and allylic pyridinium salts to afford ketones with a broad spectrum of functional group tolerance. High regioselectivity toward formyl C-H bonds even in the presence of α-methylene carbonyl or α-amino/oxy methylene was obtained.