159213-12-4

Basic information

• Product Name: (R)-2-Methyl-1-phenyl-3-heptanone
• Synonyms: (R)-2-Methyl-1-phenyl-3-heptanone
• CAS NO: 159213-12-4
• Molecular Formula: C₁₄H₂₀O
• Molecular Weight: 204.308
• Mol File: 159213-12-4.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 290.5±9.0 °C(Predicted)
• Appearance: /
• Density: 0.933±0.06 g/cm3(Predicted)
• CAS DataBase Reference: (R)-2-Methyl-1-phenyl-3-heptanone(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-Methyl-1-phenyl-3-heptanone(159213-12-4)
• EPA Substance Registry System: (R)-2-Methyl-1-phenyl-3-heptanone(159213-12-4)

Safety Data

• Hazardous Substances Data: 159213-12-4(Hazardous Substances Data)

Usage

General Description

(R)-2-Methyl-1-phenyl-3-heptanone, also known as raspberry ketone, is a naturally occurring compound found in various fruits. It is commonly used as a flavoring agent in the food and beverage industry due to its sweet, fruity aroma reminiscent of raspberries. Additionally, it has been utilized in the cosmetic and perfume industries for its pleasant scent. Raspberry ketone has also gained popularity in the health and wellness sector, where it is often marketed as a weight loss supplement due to its potential to increase the breakdown of fats in the body. However, more research is needed to fully understand its effects on human health.

Upstream product

• 7042-33-3 ethyl 2-methylcinnamate 
• 470676-68-7 (E)-2-methyl-1-phenyl-1-hepten-3-one 
• 100-52-7 benzaldehyde 
• 155852-53-2 N-methoxy-N-methyl-α-methylcinnamamide 
• 109-72-8 n-butyllithium 
• 1380325-31-4 (R)-N-[(1S,2S)-2-hydroxy-1,2-diphenylethyl]-N,2-dimethyl-3-phenylpropanamide 
• 100-39-0 benzyl bromide 
• 377092-88-1 (1R)-2-endo-[(2R)-methylhydrocinnamoyl]-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol 
• 123-62-6 propionic acid anhydride 
• 159345-06-9 (2R)-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N,2-dimethyl-3-phenylpropionamide 

Relevant articles and documents

Highly Enantioselective Iridium-Catalyzed Hydrogenation of Conjugated Trisubstituted Enones

Asymmetric hydrogenation of conjugated enones is one of the most efficient and straightforward methods to prepare optically active ketones. In this study, chiral bidentate Ir-N,P complexes were utilized to access these scaffolds for ketones bearing the stereogenic center at both the α- and β-positions. Excellent enantiomeric excesses, of up to 99%, were obtained, accompanied with good to high isolated yields. Challenging dialkyl substituted substrates, which are difficult to hydrogenate with satisfactory chiral induction, were hydrogenated in a highly enantioselective fashion.

Application of A Recyclable Pseudoephedrine Resin in Asymmetric Alkylations on Solid Phase

A pseudoephedrine resin has been successfully employed in asymmetric alkylations on solid phase. Immobilized pseudoephedrine amides are conveniently prepared by the one-step attachment of pseudoephedrine to Merrifield resin through the hydroxyl group and subsequent acylation on nitrogen. Deprotonation and alkylation of the resin-bound amides proceeds smoothly. Ketones and alcohols are cleaved from the resin in high enantiomeric excess and moderate to good overall yield. The parallel, asymmetric solid-phase synthesis of a small library of chiral ketones and alcohols has been carried out to illustrate the utility of the approach. Finally, the pseudoephedrine resin can be conveniently recycled and utilized with no significant loss in the yield or enantiomeric excess of the products.

Alkylation of chiral α-hydroxy ketones derived from (1R)-(+)-camphor. An asymmetric variant of the classical acetylene route to carbonyl compounds

Equation presented The asymmetric version of the traditional route for transforming acetylene into α-branched carbonyl compounds is now feasible for the first time. The method involves the temporary attachment of camphor to acetylene and gives a remarkably high diastereo-and enantioselectivity.