120242-37-7

Basic information

• Product Name: 2,2-dihydroxy-1-phenylbutane-1,3-dione
• Synonyms: 2,2-dihydroxy-1-phenylbutane-1,3-dione
• CAS NO: 120242-37-7
• Molecular Weight: 194.187
• Mol File: 120242-37-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2,2-dihydroxy-1-phenylbutane-1,3-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-dihydroxy-1-phenylbutane-1,3-dione(120242-37-7)
• EPA Substance Registry System: 2,2-dihydroxy-1-phenylbutane-1,3-dione(120242-37-7)

Safety Data

• Hazardous Substances Data: 120242-37-7(Hazardous Substances Data)

Upstream product

• 93-91-4 1-phenylbutan-1,3-dione 
• 2550-26-7 4-Phenyl-2-butanone 
• 2009-96-3 2-diazo-1-phenylbutane-1,3-dione 
• 4435-51-2 1-phenyl-butane-1,2,3-trione 

Relevant articles and documents

PPh3·HBr-DMSO: A Reagent System for Diverse Chemoselective Transformations

The broad applicability of the hitherto unexplored reagent combination PPh3·HBr-DMSO is exemplified with multiple highly diverse one-step transformations to synthetically useful building blocks, such as flavones, 4H-thiochromen-4-ones, α-hydroxy ketones, 1,4-naphthoquinones (including vitamin K3), 2-bromo-3-substituted-1H-1-indenones, 2-methylthio-1H-1-indenones, 3-butyne-1,2-dione, and 4-pentene-2,3-diones. The simple and mild reaction conditions make the reagent superior in terms of yield and substrate scope in comparison with the existing alternatives.

A Facile One-Pot Synthesis of Vicinal Di- and Triketones from α-Methylene Ketones by NBS-DMSO Oxidation

The reaction of 1,2-diarylethanones (1a-u) with N-bromosuccinimide in anhydrous dimethyl sulphoxide afforded diarylethanediones (2a-u) in excellent yields.Under similar conditions, 1-phenyl-2-butanone (3) gave 1-phenyl-1,2-butanedione (4) in fair yield in addition to a small amount of 1-phenyl-3-methylthio-1,2-butanedione (5) and 1-phenyl-1-methylthio-2-butanone (6). 4-Phenyl-2-butanone (7), 1,3-diphenyl-2-propanone (9), and 1,3-diphenyl-1,3-propanedione (10) gave the corresponding triketones monohydrate (8) and (11). 1-Indanone (12), 2-indanone (13), and 1,3-indandione (14) gave ninhydrin (15) in good yields.In the case of 3-phenyl-1-indanone (16), 3-phenyl-2-bromo-1-indanone (17), 3-phenyl-2-bromo-1-indenone (18) and 3-phenyl-1-indenone (19) were obtained. 1-Phenyl-1-propanone (20) and 1-phenyl-1-butanone (22) gave the corresponding α-(methylthio)ketones (21) and (22). 1,3,3-Triphenylpropanone (24a) and 1-phenyl-3-methyl-1-butanone (24b) yielded only the corresponding α-bromoketones (25a,b) in good yields.These α-bromoketones, however, afforded the corresponding α-diketones (26a,b) in moderate yields when α-bromoketones reacted with dimethyl sulphoxide in the presence of AgBF4.