16183-45-2

Basic information

• Product Name: 2-Butanone, 1-hydroxy-1-phenyl-
• Synonyms: 2-Butanone,1-hydroxy-1-phenyl;Butanone,hydroxy-1-phenyl;1-hydroxy-1-phenyl-2-butanone;1-Hydroxy-1-phenyl-butan-2-on;1-hydroxy-1-phenyl-butan-2-one;1-Hydroxy-1-phenyl-butanon-(2)
• CAS NO: 16183-45-2
• Molecular Formula: C10H12O2
• Molecular Weight: 164.204
• Mol File: 16183-45-2.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: 2-Butanone, 1-hydroxy-1-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Butanone, 1-hydroxy-1-phenyl-(16183-45-2)
• EPA Substance Registry System: 2-Butanone, 1-hydroxy-1-phenyl-(16183-45-2)

Safety Data

• Hazardous Substances Data: 16183-45-2(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Chemistry Letters, 6, p. 245, 1977The Journal of Organic Chemistry, 39, p. 600, 1974 DOI: 10.1021/jo00919a004

Upstream product

• 4410-31-5 (RS)-mandelamide 
• 925-90-6 ethylmagnesium bromide 
• 802294-64-0 propionic acid 
• 611-71-2 MANDELIC ACID 
• 99309-82-7 (E)-2-methoxy-1-phenyl-2-buten-1-ol 
• 105098-71-3 α-piperidinocrotonaldehyde 
• 100-52-7 benzaldehyde 
• 123-38-6 propionaldehyde 
• 10467-10-4 ethylmagnesium iodide 
• 25438-37-3 phenyl(trimethylsiloxy)acetonitrile 
• 4358-87-6 (RS)-methyl mandelate 
• 143314-51-6 2-hydroxy-N-methoxy-N-methyl-2-phenylacetamide 
• 3457-55-4 1-phenyl-1,2-butanedione 
• 67306-93-8 N-tert-Butyl-N'-prop-(Z)-ylidene-hydrazine 

Downstream Products

• 20805-09-8 2-ethyl-1-phenyl-butane-1,2-diol 
• 7476-39-3 3-phenyl-hexane-3,4-diol 
• 101877-93-4 1-phenyl-2-phenylcarbamoyloxy-butan-1-one 
• 77302-16-0 (R)-1-hydroxy-1-phenylbutan-2-one 
• 3457-55-4 1-phenyl-1,2-butanedione 
• 1380313-53-0 (4S,5R)-4-ethyl-5-phenyl-[1,2,3]oxathiazolidine 2,2-dioxide 
• 1380313-52-9 4-ethyl-5-phenyl-5H-[1,2,3]oxathiazole 2,2-dioxide 
• 66551-84-6 1-acetoxy-1-phenyl-butan-2-one 

Relevant articles and documents

Chemoselective N-heterocyclic carbene-catalyzed cross-benzoin reactions: Importance of the fused ring in triazolium salts

Morpholinone- and piperidinone-derived triazolium salts are shown to catalyze highly chemoselective cross-benzoin reactions between aliphatic and aromatic aldehydes. The reaction scope includes ortho-, meta-, and para-substituted benzaldehyde derivatives with a range of electron-donating and -withdrawing groups as well as branched and unbranched aliphatic aldehydes. Catalytic loadings as low as 5 mol % give excellent yields in these reactions (up to 99%).

Stereoselective synthesis of norephedrine and norpseudoephedrine by using asymmetric transfer hydrogenation accompanied by dynamic kinetic resolution

Each of the enantiomers of both norephedrine and norpseudoephedrine were stereoselectively prepared from the common, prochiral cyclic sulfamidate imine of racemic 1-hydroxy-1-phenyl-propan-2-one by employing asymmetric transfer hydrogenation (ATH) catalyzed by the well-defined chiral Rh-complexes, (S,S)- or (R,R)-Cp*RhCl(TsDPEN), and HCO2H/Et3N as the hydrogen source. The ATH processes are carried out under mild conditions (rt, 15 min) and are accompanied by dynamic kinetic resolution.

One-pot synthesis of α-hydroxy ketones from captodative formyl(amino)alkenes

α-Hydroxy or α-amino ketones were prepared in one step via reactions between captodative formyl(amino)alkenes and Grignard reagents.