42772-82-7

Basic information

• Product Name: O-HYDROXY-BETA-PHENYL PROPIOPHENONE
• Synonyms: 1-(2-Hydroxyphenyl)-3-phenyl-1-propanone
• CAS NO: 42772-82-7
• Molecular Formula: C₁₅H₁₄O₂
• Molecular Weight: 226.27046
• Mol File: 42772-82-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 381.1°Cat760mmHg
• Flash Point: 162.7°C
• Appearance: /
• Density: 1.15g/cm³
• CAS DataBase Reference: O-HYDROXY-BETA-PHENYL PROPIOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: O-HYDROXY-BETA-PHENYL PROPIOPHENONE(42772-82-7)
• EPA Substance Registry System: O-HYDROXY-BETA-PHENYL PROPIOPHENONE(42772-82-7)

Safety Data

• Hazardous Substances Data: 42772-82-7(Hazardous Substances Data)

Usage

General Description

O-HYDROXY-BETA-PHENYL PROPIOPHENONE is a chemical compound that belongs to the class of beta-keto phenethylamines. It is a pale yellow crystalline solid that is commonly used as an intermediate in the production of pharmaceuticals, dyes, and organic synthesis. O-HYDROXY-BETA-PHENYL PROPIOPHENONE has a hydroxyl group and a phenyl group attached to a beta-ketone, making it a key building block for various synthetic reactions. O-HYDROXY-BETA-PHENYL PROPIOPHENONE is known for its role in the synthesis of advanced materials and is commonly used in the research and development of new chemical compounds.

InChI:InChI=1S/C15H14O2/c16-14-9-5-4-8-13(14)15(17)11-10-12-6-2-1-3-7-12/h1-9,16H,10-11H2

Upstream product

• 574-12-9 isoflavone 
• 97479-89-5 α-methylbenzeneacetic acid phenyl ester 
• 100-42-5 styrene 
• 90-02-8 salicylaldehyde 

Downstream Products

• 192440-12-3 1-(2-hydroxyphenyl)-2-phenyl-2-propen-1-one 
• 574-12-9 isoflavone 

Relevant articles and documents

Rhodium-phosphoramidite catalyzed alkene hydroacylation: Mechanism and octaketide natural product synthesis

We describe a method that allows salicylaldehyde derivatives to be coupled with a wide range of unactivated alkenes at catalyst loadings as low as 2 mol %. A chiral phosphoramidite ligand and the precise stoichiometry of heterogeneous base are key for high catalytic activity and linear regioselectivity. This protocol was applied in the atom- and step-economical synthesis of eight biologically active octaketide natural products, including anticancer drug candidate cytosporone B. Mechanistic studies provide insight on parameters affecting decarbonylation, a side reaction that limits the turnover number for catalytic hydroacylation. Deuterium labeling studies show that branched hydride insertion is fully reversible, whereas linear hydride insertion is largely irreversible and turnover-limiting. We propose that ligand (R a,R,R)-SIPHOS-PE effectively suppresses decarbonylation, and helps favor a turnover-limiting insertion, by lowering the barrier for reductive elimination in the linear-selective pathway. Together, these factors enable high reactivity and regioselectivity.

Synthesis of α-methyldeoxybenzoins

Reduction of hydroxy and/or methoxy-substituted isoflavones using LiAlH4 in refluxing THF provides an easy access to a number of α-methyldeoxybenzoins, possible metabolites of phytoestrogens in man. The synthesis of O-demethylangolensin 2b, 6′-hydroxyangolensin 2c, angolensin 2d, 1-(2,4-dihydroxyphenyl)-2-phenylpropan-1-one 2e, 1-(2-hydroxy-4-methoxyphenyl)-2-(4-hydroxyphenyl)propan-1-one2f, 4′-O-methylangolensin 2g, 1-(2-hydroxy-4-methoxyphenyl)-2-phenylpropan-1-one 2h, and 1-(2-hydroxyphenyl)-2-phenylpropan-1-one 2i is described. The Royal Society of Chemistry 1999.