16216-14-1

Basic information

• Product Name: 1-(2-methoxyphenyl)-2-phenylethane-1,2-dione
• Synonyms: 1-(2-methylphenyl)-2-phenyl-1,2-ethanedione; 1-(2'-methylphenyl)-2-phenylethanedione; 1-phenyl-2-(o-tolyl)ethane-1,2-dione
• CAS NO: 16216-14-1
• Molecular Formula: C₁₅H₁₂O₂
• Molecular Weight: 224.255
• Mol File: 16216-14-1.mol
• Article Data: 37

Chemical Properties

• CAS DataBase Reference: 1-(2-methoxyphenyl)-2-phenylethane-1,2-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-methoxyphenyl)-2-phenylethane-1,2-dione(16216-14-1)
• EPA Substance Registry System: 1-(2-methoxyphenyl)-2-phenylethane-1,2-dione(16216-14-1)

Safety Data

• Hazardous Substances Data: 16216-14-1(Hazardous Substances Data)

Usage

Type of compound

Synthetic estrogen

Purpose

Hormone replacement therapy for menopausal women

Action

Mimics the action of the hormone estrogen in the body

Uses

Alleviates symptoms such as hot flashes, vaginal dryness, and mood swings

Available forms

Tablets and creams

Administration

Typically taken orally

Precaution

Use under the guidance of a healthcare professional

Considerations

Be aware of potential side effects and contraindications

Upstream product

• 16216-13-0 2-phenyl-1-o-tolylethanone 
• 93-58-3 benzoic acid methyl ester 
• 201230-82-2 carbon monoxide 
• 6699-93-0 (2-methylphenyl)lithium 
• 5033-67-0 2-(2-methylphenyl)-1-phenyl-1-ethanone 
• 14309-60-5 1-phenylethynyltoluene 
• 61001-54-5 2-methyldibenzoylmethane 
• 1398122-53-6 C₁₉H₂₀O₄ 
• 103-36-6 ethyl 3-phenyl-2-propenoate 
• 577-16-2 2-Methylacetophenone 
• 1431527-09-1 1-phenyl-3-(o-methylphenyl)-2,3-epoxy-1-propanone 
• 1548157-70-5 C₁₆H₁₄O₂ 
• 529-20-4 2-methylphenyl aldehyde 
• 100-52-7 benzaldehyde 

Downstream Products

• 1146729-41-0 C₁₅H₁₆O₂ 
• 1580052-34-1 C₁₅H₁₆O₂ 
• 1452219-72-5 2-hydroxy-2-(naphthalen-2-yl)-2-phenyl-1-(o-tolyl)ethanone 
• 1452219-71-4 2-hydroxy-2-(naphthalen-1-yl)-2-phenyl-1-(o-tolyl)ethanone 
• 1452219-70-3 2-(4-chlorophenyl)-2-hydroxy-2-phenyl-1-(o-tolyl)ethanone 
• 1452219-68-9 2-hydroxy-2-(4-methoxyphenyl)-2-phenyl-1-(o-tolyl)ethanone 
• 110247-81-9 1,1-diphenyl-2-o-tolylethane-1,2-diol 
• 111681-86-8 2-hydroxy-2-(2-methylphenyl)-1-phenylethanone 
• 111681-86-8 (S)-2-hydroxy-1-phenyl-2-(o-tolyl)ethan-1-one 
• 5448-09-9 2-methylbenzilic acid 
• 102477-86-1 2-hydroxy-2,2-diphenyl-1-o-tolyl-ethanone 

Relevant articles and documents

Visible-Light-Induced Photocatalytic Oxidative Decarboxylation of Cinnamic Acids to 1,2-Diketones

A concerted metallophotoredox catalysis has been realized for the efficient decarboxylative functionalization of α,β-unsaturated carboxylic acids with aryl iodides in the presence of perylene bisimide dye to afford 1,2-diketones.

Catalyst-Free and Transition-Metal-Free Approach to 1,2-Diketones via Aerobic Alkyne Oxidation

A catalyst-free and transition-metal-free method for the synthesis of 1,2-diketones from aerobic alkyne oxidation was reported. The oxidation of various internal alkynes, especially more challenging aryl-alkyl acetylenes, proceeded smoothly with inexpensive, easily handled, and commercially available potassium persulfate and an ambient air balloon, achieving the corresponding 1,2-diketones with up to 85% yields. Meanwhile, mechanistic studies indicated a radical process, and the two oxygen atoms in the 1,2-diketons were most likely from persulfate salts and molecular oxygen, respectively, rather than water.

Rhodium-Catalyzed Aerobic Decomposition of 1,3-Diaryl-2-diazo-1,3-diketones: Mechanistic Investigation and Application to the Synthesis of Benzils

The conversion of 1,3-diaryl-2-diazo-1,3-diketones to 1,2-daryl-1,2-diketones (benzils) is reported based on a rhodium(II)-catalyzed aerobic decomposition process. The reaction occurs at ambient temperatures and can be catalyzed by a few dirhodium carboxylates (5 mol %) under a balloon pressure of oxygen. Moreover, an oxygen atom from the O2 reagent is shown to be incorporated into the product, and this is accompanied by the extrusion of a carbonyl unit from the starting materials. Mechanistically, it is proposed that the decomposition may proceed via the interaction of a ketene intermediate resulting from a Wolff rearrangement of the carbenoid, with a rhodium peroxide or peroxy radical species generated upon the activation of molecular oxygen. The proposed mechanism has been supported by the results from a set of controlled experiments. By using this newly developed strategy, a large array of benzil derivatives as well as 9,10-phenanthrenequinone were synthesized from the corresponding diazo substrates in varying yields. On the other hand, the method did not allow the generation of benzocyclobutene-1,2-dione from 2-diazo-1,3-indandione because of the difficulty of inducing the initial rearrangement.