90-63-1

Basic information

• Product Name: 1-hydroxy-1-phenylacetone
• Synonyms: 1-hydroxy-1-phenylacetone;L-PHENYL ACETYL CARBINOL;1-hydroxy-1-phenyl-2-propanone;1-hydroxy-1-phenyl-propan-2-one;1-Phenyl-1-hydroxypropane-2-one;Phenylacetylcarbinol;(1S)-1-Hydroxy-1-phenyl-2-propanone;(1S)-1-Phenyl-1-hydroxy-2-propanone
• CAS NO: 90-63-1
• Molecular Formula: C₉H₁₀O₂
• Molecular Weight: 150.1745
• EINECS: 202-006-0
• Mol File: 90-63-1.mol
• Article Data: 59

Chemical Properties

• Melting Point: 123-124 °C
• Boiling Point: 253℃
• Flash Point: 105℃
• Appearance: /
• Density: 1.119
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Ethanol (Slightly), Methanol (Slightly)
• PKA: 12.33±0.20(Predicted)
• CAS DataBase Reference: 1-hydroxy-1-phenylacetone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-hydroxy-1-phenylacetone(90-63-1)
• EPA Substance Registry System: 1-hydroxy-1-phenylacetone(90-63-1)

Safety Data

• Hazardous Substances Data: 90-63-1(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 95, p. 2694, 1973 DOI: 10.1021/ja00789a053Synthetic Communications, 22, p. 1523, 1992 DOI: 10.1080/00397919208021623

InChI:InChI=1/C9H10O2/c1-7(10)9(11)8-5-3-2-4-6-8/h2-6,9,11H,1H3

Upstream product

• 623-11-0 1-methyl-4-nitrosobenzene 
• 135762-75-3 5-phenyl-5-hydroxy-2,4-pentanedione 
• 23022-83-5 1-bromo-1-phenyl-2-propanone 
• 5650-40-8 2-hydroxypropiophenone 
• 119-51-7 1-phenyl-1,2-propanedione 2-oxime 
• 2327-99-3 1-phenylpropadiene 
• 6202-57-9 chloro-2-phenyl-2-methyl-3-oxiranne (Z) 
• 100-52-7 benzaldehyde 
• 82571-41-3 tert-butyl hydrazone of acetaldehyde 
• 75-07-0 acetaldehyde 
• 579-07-7 1-Phenylpropane-1,2-dione 
• 103-79-7 1-phenyl-acetone 
• 1855-09-0 1-phenyl-1,2-propandiol 
• 164577-21-3 2,2,5-trimethyl-4-phenyl-1,3-dioxolane 

Downstream Products

• 93015-37-3 2-methyl-1,3-diphenyl-propane-1,2-diol 
• 26226-58-4 1-Hydroxy-1-phenyl-2-propanone oxime 
• 7624-52-4 (+/-)-1-hydroxy-1-phenyl-acetone semicarbazone 
• 102872-97-9 1-hydroxy-1-phenyl-acetone thiosemicarbazone 
• 7624-24-0 1-methoxy-1-phenyl-acetone 
• 804429-52-5 3-hydroxy-4-morpholin-4-yl-3-phenyl-butan-2-one 
• 88781-25-3 4-Methyl-2-octyl-5-phenyl-Δ³-oxazolin 
• 94439-00-6 4-methyl-2-nonyl-5-phenyl-2,5-dihydro-oxazole 
• 93147-88-7 2-hexyl-4-methyl-5-phenyl-2,5-dihydro-oxazole 
• 33124-11-7 4-methyl-5-phenyl-oxazol-2-ylamine 
• 93811-22-4 2-heptyl-4-methyl-5-phenyl-2,5-dihydro-oxazole 
• 91640-00-5 2-ethyl-4-methyl-5-phenyl-2,5-dihydro-oxazole 
• 94327-22-7 4-methyl-2-(3-methyl-butyl)-5-phenyl-2,5-dihydro-oxazole 
• 93005-22-2 3-methyl-2-phenyl-1-oxa-4-aza-spiro[4.4]non-3-ene 

Relevant articles and documents

Zinc salt-catalyzed reduction of α-aryl imino esters, diketones and phenylacetylenes with water as hydrogen source

The zinc salt-catalyzed reduction of α-aryl imino esters, diketones and phenylacetylenes with water as hydrogen source and zinc as reductant was successfully conducted. The presented method provides a low-cost, environmentally friendly and practical preparation of α-aryl amino esters, α-hydroxyketones and phenylethylenes. By using D2O as deuterium source, the corresponding products were obtained in high efficiency with excellent deuterium incorporation rate, which gives a cheap and safe tool for access to valuable deuterium-labelled compounds. This journal is

Whole-Cell Biocatalysis in Seawater: New Halotolerant Yeast Strains for the Regio- and Stereoselectivity Reduction of 1-Phenylpropane-1,2-Dione in Saline-Rich Media

The application of green chemistry concepts in catalysis has considerably increased in recent years, and the interest in using sustainable solvents in the chemical industry is growing. One of the recent proposals to fall in line with this is to employ seawater as a solvent in biocatalytic processes. This involves selecting halotolerant strains capable of carrying out chemical conversions in the presence of the salt concentrations found in this solution. Recent studies by our group have revealed the interest in using strains belonging to Debaryomyces and Schwanniomyces for catalytic processes run in this medium. In the present work, we select other yeasts based on their halotolerance to widen the scope of this strategy. We consider them for the monoreduction of 1-phenylpropane-1,2-dione, a well-characterized reaction that produces acyloin intermediates of pharmaceutical interest. The results obtained herein indicate that using seawater as a solvent for this reaction is possible. The best ones were obtained for Saccharomyces cerevisiae FY86 and Kluyveromyces marxianus, for which acyloins with different stereochemistry were obtained with good to excellent enantiomeric excess.

Sequential Reduction of Nitroalkanes Mediated by CS2 and Amidine/Guanidine Bases: A Controllable Nef Reaction

In this letter, we describe a mild, functional group-tolerant reductive Nef reaction that utilizes CS2 and an amidine or guanidine base to sequentially cleave N-O bonds. These conditions transform secondary nitroalkanes to ketones via an isolable oxime with minimal erosion at labile stereogenic carbons, show excellent compatibility with groups sensitive to oxidizing or reducing conditions, display good scalability, and are well-suited for generating useful 3-pyrrolidinone motifs from readily accessible 1,3-dipolar cycloaddition products.