24258-63-7

Basic information

• Product Name: 1-(2-HYDROXY-5-METHYLPHENYL)-2-PHENYLETHAN-1-ONE
• Synonyms: 1-(2-HYDROXY-5-METHYLPHENYL)-2-PHENYLETHAN-1-ONE;2'-HYDROXY-5'-METHYL-2-PHENYLACETOPHENONE
• CAS NO: 24258-63-7
• Molecular Formula: C₁₅H₁₄O₂
• Molecular Weight: 226.27
• Mol File: 24258-63-7.mol
• Article Data: 5

Chemical Properties

• Melting Point: 65–66°C
• Appearance: /
• CAS DataBase Reference: 1-(2-HYDROXY-5-METHYLPHENYL)-2-PHENYLETHAN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-HYDROXY-5-METHYLPHENYL)-2-PHENYLETHAN-1-ONE(24258-63-7)
• EPA Substance Registry System: 1-(2-HYDROXY-5-METHYLPHENYL)-2-PHENYLETHAN-1-ONE(24258-63-7)

Safety Data

• Hazardous Substances Data: 24258-63-7(Hazardous Substances Data)

Usage

Preparation

Preparation by Fries rearrangement of p-cresyl phenylacetate with aluminium chloride (68%), ? without solvent at 120–140° for 20 min (82%) , at 130–135° for 30 min (80%) or at 130–140° for 3 h (14%); ? in nitrobenzene at r.t. for 48 h (80%) or at 60° for 4 h (64%) ; ? in 1,2,4-trichlorobenzene at reflux for 30 min (78%); ? in chlorobenzene at reflux for 4 h (23%) or for 30 min (86%).

Upstream product

• 103-80-0 phenylacetyl chloride 
• 103-82-2 phenylacetic acid 
• 7446-70-0 aluminium trichloride 
• 101-94-0 p-tolyl phenylacetate 
• 104-93-8 p-methylanizole 
• 106-44-5 p-cresol 

Downstream Products

• 10366-16-2 4-methyl-2-phenethylphenol 
• 119304-60-8 1-(2-Hydroxy-5-methyl-phenyl)-2-phenyl-3-pyrrolidin-1-yl-propan-1-one 
• 1217-93-2 6-methyl-3-phenyl-4H-chromen-4-one 
• 132593-82-9 4-acetoxy-6-methyl-3-phenyl-coumarin 
• 70977-87-6 6-Amino-4-methyl-2-phenylacetyl-phenol 
• 70978-00-6 1-(4-methoxy-benzyl)-1H-tetrazole-5-carboxylic acid 2-hydroxy-5-methyl-3-phenylacetyl-anilide 
• 70977-65-0 1⁽²⁾H-tetrazole-5-carboxylic acid 2-hydroxy-5-methyl-3-phenylacetyl-anilide 
• 25871-52-7 5-methyl-2-phenylbenzofuran 
• 100733-58-2 Benzyloxy-thiocarbonyl-hydrazon des 2-Hydroxy-5-methyl-phenyl-benzylketons 
• 119304-61-9 3-Diethylamino-1-(2-hydroxy-5-methyl-phenyl)-2-phenyl-propan-1-one 

Relevant articles and documents

Synthesis of 7-hydroxy-6H-naphtho[2,3-c]coumarinviaa TsOH-mediated tandem reaction

A concise and efficient method for the synthesis of 7-hydroxy-6H-naphtho[2,3-c]coumarin using available 1-(2-hydroxyphenyl)-2-phenylethanone and Meldrum's acid has been developed. This transformation involved a tandem aldol reaction/lactonization/Friedel-Crafts reaction to form a lactone ring and a benzene ring. It showed high atom economy with water and acetone as the byproducts. Mechanism studies demonstrated two roles of Meldrum's acid: (i) as the reagent for the tandem reaction, and (ii) as the catalyst for the Friedel-Crafts reaction. Moreover, the hydroxyl group of 7-hydroxy-6H-naphtho[2,3-c]coumarin was further functionalized efficiently by arylethynyl, aryl, and cyano groups to furnish D-π-A compounds with excellent fluorescence emissions (ΦF= 0.14-0.78).

Development of 3-alkyl-6-methoxy-7-hydroxy-chromones (AMHCs) from natural isoflavones, a new class of fluorescent scaffolds for biological imaging

Starting from 7-hydroxyisoflavones, we developed a new class of fluorescent scaffolds, 3-alkyl-6-methoxy-7-hydroxy-chromones (AMHCs, MW ～ 205.19, λab ～ 350 nm, λem ～ 450 nm) via a trial and error process. AMHCs have the advantages of being a small molecular moiety, having strong fluorescence in basic buffers, reasonable solubility and stability, non-toxicity, and are conveniently linked to pharmacophores. AMHCs were successfully used in fluorescence microscopy imaging of cells and tissues. This journal is

The Mannich Reaction of 1-(2-Hydroxyphenyl)-1-ethanone, -1-propanone and -1-butanone, and 1-(2-Hydroxy-5-methylphenyl)-2-phenyl-1-ethanone

The title compounds on reaction with secondary amines in the presence of formaldehyde under acidic condition, gave the corresponding Mannich bases by ω-aminomethylation.