3469-00-9

Basic information

• Product Name: METHYL DIPHENYLACETATE
• Synonyms: METHYL DIPHENYLACETATE;LABOTEST-BB LT00160162;DIPHENYLACETIC ACID METHYL ESTER;RARECHEM AL BF 0122;Acetic acid, diphenyl-, methyl ester;Benzeneacetic acid, alpha-phenyl-, methyl ester;Methyldiphenylacetate98%;Methyldiphenylacetate 98%
• CAS NO: 3469-00-9
• Molecular Formula: C₁₅H₁₄O₂
• Molecular Weight: 226.27
• EINECS: 222-431-5
• Product Categories: C12 to C63;Carbonyl Compounds;Esters;Building Blocks;C12 to C63;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 3469-00-9.mol
• Article Data: 56

Chemical Properties

• Melting Point: 59-62 °C(lit.)
• Boiling Point: 321.4 °C at 760 mmHg
• Flash Point: 131.1 °C
• Appearance: /
• Density: 1.097 g/cm³
• Vapor Pressure: 0.000299mmHg at 25°C
• Refractive Index: 1.559
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Soluble in methanol.
• CAS DataBase Reference: METHYL DIPHENYLACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL DIPHENYLACETATE(3469-00-9)
• EPA Substance Registry System: METHYL DIPHENYLACETATE(3469-00-9)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 3469-00-9(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 3469-00-9 differently. You can refer to the following data:
1. Methyl diphenylacetate is used as a chemical, organic intermediate.
2. methyl 2,2-diphenylacetate is a useful research chemical.

Synthesis Reference(s)

Tetrahedron, 46, p. 1839, 1990 DOI: 10.1016/S0040-4020(01)89753-2Tetrahedron Letters, 25, p. 4943, 1984 DOI: 10.1016/S0040-4039(01)91265-1

InChI:InChI=1/C15H14O2/c1-17-15(16)14(12-8-4-2-5-9-12)13-10-6-3-7-11-13/h2-11,14H,1H3

Upstream product

• 67-56-1 methanol 
• 117-34-0 2,2-diphenylacetic acid 
• 6632-43-5 methyl α-acetoxy-α-phenylbenzeneacetate 
• 451-40-1 phenyl benzyl ketone 
• 149-73-5 trimethyl orthoformate 
• 108-86-1 bromobenzene 
• 101-41-7 benzeneacetic acid methyl ester 
• 591-50-4 iodobenzene 
• 501-65-5 diphenyl acetylene 
• 3469-17-8 2-diazo-1,2-diphenylethan-1-one 
• 74-88-4 methyl iodide 
• 1871-76-7 diphenylacetic acid chloride 
• 3262-89-3 triphenylboroxine 
• 22979-35-7 Methyl phenyldiazoacetate 

Downstream Products

• 7476-11-1 1,1,3,3-tetraphenylpropane-2-one 
• 72727-35-6 2,2,N-triphenyl-3-thio-malonamic acid methyl ester 
• 13027-73-1 methyl 2-cyclohexyl-2-phenylacetate 
• 83004-43-7 methyl 2,2-bis(4-nitrophenyl)ethanoate 
• 104488-36-0 Bromdiphenylessigsaeure-methylester 
• 7770-42-5 diphenyl-malonic acid dimethyl ester 
• 93008-37-8 N-(2-Hydroxyethyl)-2,2-diphenylacetamid 
• 24056-59-5 3,3-Diphenylpiperidin-2-one 
• 57272-44-3 methyl α-hydroperoxy-α,α-diphenylacetate 
• 91614-23-2 Diphenyl-acetic acid 1-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-piperidin-4-yl ester 
• 1883-32-5 2,2-diphenyl ethanol 
• 137627-60-2 3-Hydroxy-2,2-dimethyl-4,4-diphenyl-butyric acid ethyl ester 
• 66892-79-3 3-Hydroxy-4,4-diphenyl-butyric acid ethyl ester 
• 119-61-9 benzophenone 

Relevant articles and documents

Iodoarene-Catalyzed Oxyamination of Unactivated Alkenes to Synthesize 5-Imino-2-Tetrahydrofuranyl Methanamine Derivatives

Reported here is the room-temperature metal-free iodoarene-catalyzed oxyamination of unactivated alkenes. In this process, the alkenes are difunctionalized by the oxygen atom of the amide group and the nitrogen in an exogenous HNTs2 molecule. This mild and open-air reaction provided an efficient synthesis to N-bistosyl-substituted 5-imino-2-tetrahydrofuranyl methanamine derivatives, which are important motifs in drug development and biological studies. Mechanistic study based on experiments and density functional theory calculations showed that this transformation proceeds via activation of the substrate alkene by an in situ generated cationic iodonium(III) intermediate, which is subsequently attacked by an oxygen atom (instead of nitrogen) of amides to form a five-membered ring intermediate. Finally, this intermediate undergoes an SN2 reaction by NTs2 as the nucleophile to give the oxygen and nitrogen difunctionalized 5-imino-2-tetrahydrofuranyl methanamine product. An asymmetric variant of the present alkene oxyamination using chiral iodoarenes as catalysts also gave promising results for some of the substrates.

Visible-light photoredox-catalyzed selective carboxylation of C(sp3)?F bonds with CO2

It is highly attractive and challenging to utilize carbon dioxide (CO2), because of its inertness, as a nontoxic and sustainable C1 source in the synthesis of valuable compounds. Here, we report a novel selective carboxylation of C(sp3)?F bonds with CO2 via visible-light photoredox catalysis. A variety of mono-, di-, and trifluoroalkylarenes as well as α,α-difluorocarboxylic esters and amides undergo such reactions to give important aryl acetic acids and α-fluorocarboxylic acids, including several drugs and analogs, under mild conditions. Notably, mechanistic studies and DFT calculations demonstrate the dual role of CO2 as an electron carrier and electrophile during this transformation. The fluorinated substrates would undergo single-electron reduction by electron-rich CO2 radical anions, which are generated in situ from CO2 via sequential hydride-transfer reduction and hydrogen-atom-transfer processes. We anticipate our finding to be a starting point for more challenging CO2 utilization with inert substrates, including lignin and other biomass.