90013-12-0

Basic information

• Product Name: 1-Pentanone, 2-methyl-1-phenyl-, (R)-
• CAS NO: 90013-12-0
• Molecular Formula: C12H16O
• Molecular Weight: 176.258
• Mol File: 90013-12-0.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1-Pentanone, 2-methyl-1-phenyl-, (R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Pentanone, 2-methyl-1-phenyl-, (R)-(90013-12-0)
• EPA Substance Registry System: 1-Pentanone, 2-methyl-1-phenyl-, (R)-(90013-12-0)

Safety Data

• Hazardous Substances Data: 90013-12-0(Hazardous Substances Data)

Upstream product

• 58625-96-0 ethyl 2-methyl-2-pentenoate 
• 124306-44-1 (E)-2-methyl-1-phenyl-2-penten-1-one 
• 144-90-1 (S)-(+)-β²-homoalanine 
• 93-55-0 1-phenyl-propan-1-one 
• 27301-54-8 (R)-(+)-pent-3-yn-2-ol 
• 90080-22-1 ((Z)-(R)-1-Methyl-but-2-enyloxymethyl)-benzene 
• 79646-46-1 (R)-(-)-(Z)-pent-3-en-2-ol 

Downstream Products

• 39180-02-4 (R)-benzoic acid 1-methylbutyl ester 

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.

Highly enantioselective synthesis of optically active ketones by iridium-catalyzed asymmetric hydrogenation

(Chemical Equation Presented) Close to perfect enantioselectivity (up to 99% ee, see scheme) is found for the formation of α-substituted ketones by the asymmetric hydrogenation of enones with an iridium-phosphinooxazoline catalyst. In an operationally simple process, both linear and cyclic substrates react well and afford the desired products in high yields. A wide variety of substituents are tolerated, thus making the method synthetically appealing.