20296-07-5

Basic information

• Product Name: 2-Butanone, 1-hydroxy-4-phenyl-
• CAS NO: 20296-07-5
• Molecular Formula: C10H12O2
• Molecular Weight: 164.204
• Mol File: 20296-07-5.mol

Chemical Properties

• CAS DataBase Reference: 2-Butanone, 1-hydroxy-4-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Butanone, 1-hydroxy-4-phenyl-(20296-07-5)
• EPA Substance Registry System: 2-Butanone, 1-hydroxy-4-phenyl-(20296-07-5)

Safety Data

• Hazardous Substances Data: 20296-07-5(Hazardous Substances Data)

Upstream product

• 66417-92-3 4-phenyl-2-butanone oxime 
• 10290-42-3 1-diazo-4-phenyl-2-butanone 
• 173917-44-7 1-(tert-butyl-dimethylsilyloxy)-4-phenylbutan-2-ol 
• 124888-60-4 4-phenylbutane-1,2-diol 
• 98184-95-3 (E)-4-phenylbut-3-ene-1,2-diol 
• 18328-11-5 3-benzyl propionaldehyde 
• 153683-49-9 2-bromo 4-phenylbutyraldehyde 
• 50-00-0 formaldehyd 
• 104-55-2 3-phenyl-propenal 
• 627106-93-8 C₁₃H₂₀O₂Si 
• 768-56-9 4-Phenylbut-1-ene 
• 104-53-0 3-phenyl-propionaldehyde 
• 59417-89-9 4-phenyl-2-(trimethylsiloxy)-1-butene 

Downstream Products

• 124988-64-3 (S)-4-phenyl-1,2-butanediol 
• 143615-31-0 (2R)-4-phenylbutane-1,2-diol 
• 75074-59-8 4-phenyl-2-(hydroxymethyl)but-1-ene 
• 20845-80-1 1-chloro-4-phenylbutan-2-one 
• 1053173-86-6 1-(4-benzyloxy-phenyl)-2-hydroxy-1-(4-methoxyphenylamino)-5-phenylpentan-3-one 
• 1053173-71-9 2-hydroxy-1-(4-methoxyphenyl)-1-(4-methoxyphenylamino)-5-phenylpentan-3-one 
• 1191988-08-5 2-(2-phenylethyl)-3-butyne-1,2-diol 
• 1644060-20-7 C₁₂H₁₆O₂ 
• 1053172-99-8 5S-(1R-hydroxy-3-phenylpropyl)-3,4R-bis-(4-methoxyphenyl)oxazolidin-2-one 
• 1053173-00-4 5S-(1S-hydroxy-3-phenylpropyl)-3,4R-bis-(4-methoxyphenyl)oxazolidin-2-one 
• 1053172-96-5 3,4R-bis-(4-methoxyphenyl)-5S-(3-phenylpropionyl)oxazolidin-2-one 
• 1053173-01-5 3-(4-fluorophenyl)-4R-(4-hydroxyphenyl)-5S-(3-phenylpropionyl)oxazolidin-2-one 
• 1011264-92-8 4R-(4-benzyloxyphenyl)-3-(4-fluorophenyl)-5S-(3-phenylpropionyl)oxazolidin-2-one 

Relevant articles and documents

Microwave-assisted synthesis of hydroxymethyl ketones using azolium-2-carboxylate zwitterions as catalyst precursors

Following an initial screening of six common imidazolium, imidazolinium, and dithiolium salts in the presence of a base, 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene (IDip) and 1,3-dimesitylimidazolin-2-ylidene (SIMes) were identified as promising organocatalysts for the microwave-assisted synthesis of hydroxymethyl ketones from aldehydes and paraformaldehyde. The azolium-2-carboxylate zwitterions IDip·CO2 and SIMes·CO2 were then tested as single-component N-heterocyclic carbene (NHC) precursors in the hydroxymethylation of heptanal and benzaldehyde. The latter adduct was an efficient precatalyst for the two reactions. It was successfully applied to a broad range of aliphatic and aromatic substrates (14 examples, 10–97% yields).

Synthesis of pentafluorobenzene-based NHC adducts and their catalytic activity in the microwave-assisted reactions of aldehydes

N-Heterocyclic carbenes (NHCs) have been widely used in organometallic chemistry as ligands, as well as standalone organocatalysts in various reactions, mostly using aromatic aldehydes as substrates. We have previously demonstrated the efficiency of azolium-2-carboxylate zwitterions in the hydroxymethylation of aldehydes, especially aliphatic aldehydes, under microwave irradiation. In the present work, we report a series of pentafluorobenzene-based NHC adducts and their efficiency in the hydroxymethylation and self-condensation of aliphatic and aromatic aldehydes using microwave irradiation. The free carbenes are released under the reaction conditions and 1,3-dimesityl-2-(perfluorophenyl)imidazolidine and 1,3-bis(2,6-dimethylphenyl)-2-(perfluorophenyl)imidazolidine proved to be the most potent precatalysts.

Cu-catalyzed synthesis of tetrasubstituted 2,3-allenols through decarboxylative silylation of alkyne-substituted cyclic carbonates

An efficient and mild Cu-catalyzed protocol has been developed for the decarboxylative silylation of alkyne-functionalized cyclic carbonate substrates affording 2,3-allenols featuring four different substituents. This practical methodology gives access to a wide scope of tetrasubstituted functionalized allenes in excellent yields.

Dual Role of H2O2 in Palladium-Catalyzed Dioxygenation of Terminal Alkenes

A palladium-catalyzed, environmentally friendly dioxygenation reaction of simple alkenes has been developed that enabled rapid assembly of valuable α-hydroxy ketones with high atom economy. Notably, control experiments and 18O isotope-labeling experiments established that H2O2 played a dominant dual role in this transformation.

Ruthenium(0) Catalyzed Endiyne-α-Ketol [4 + 2] Cycloaddition: Convergent Assembly of Type II Polyketide Substructures via C-C Bond Forming Transfer Hydrogenation

Upon exposure of 3,4-benzannulated 1,5-diynes (benzo-endiynes) to α-ketols (α-hydroxyketones) in the presence of Ru(0) catalysts derived from Ru3(CO)12 and RuPhos or CyJohnPhos, successive redox-triggered C-C coupling occurs to gener

Regio- and enantio-selective oxidation of diols by Candida parapsilosis ATCC 7330

Selectivity between primary and secondary alcohols was observed in oxidation using whole cells of Candida parapsilosis ATCC 7330, where the secondary alcohol was preferentially oxidized. In racemic sec alcohols, the 'R' enantiomer was selectively oxidized to the corresponding keto alcohol (yield = 18-54%) leaving the 'S' diol (yield = 31-69% and enantiomeric excess from 14% to >99%). A biphasic system consisting of isooctane-water (48 : 2 v/v) was used as a medium for biotransformation at 25 °C. This is the first report of the regio- and enantio-selective oxidation of diols using C. parapsilosis ATCC 7330.

PROCESS FOR PRODUCING ALPHA-HYDROXYKETONE COMPOUND

An object of the present invention is to provide a new process for producing an α-hydroxyketone compound. The present invention relates to a process for producing an α-hydroxyketone compound comprising mixing at least hydrophobic solvent selected from the

NOVEL PROLYLCARBOXYPEPTIDASE INHIBITORS

Compounds of structural formula I are inhibitors of prolylcarboxypeptidase (PrCP). The compounds of the present invention are useful for the prevention and treatment of conditions related to the enzymatic activity of PrCP such as abnormal metabolism, including obesity; diabetes; metabolic syndrome; obesity related disorders; and diabetes related disorders.

Preparation of alpha-hydroxy ketones via carbene-catalyzed umpolung reaction of aldehydes

The present invention relates to the preparation of α-hydroxy ketones of the general formula I. In particular, the invention relates to novel imidazolinium carboxylate adducts and to a novel process for using catalytic amounts of imidazolium and imidazoli

Substituted oxazolidinones as novel NPC1L1 ligands for the inhibition of cholesterol absorption

Cholesterol absorption inhibition (CAI) represents an important treatment option for hypercholesterolemia. Herein, we report the design and evaluation of a series of substituted oxazolidinones as ligands for the Niemann Pick C1 Like 1 (NPC1L1) protein, a