13638-89-6

Basic information

• Product Name: MESO-2,3-DIPHENYL-SUCCINIC ACID DIETHYL ESTER
• Synonyms: MESO-2,3-DIPHENYL-SUCCINIC ACID DIETHYL ESTER
• CAS NO: 13638-89-6
• Molecular Formula: C₂₀H₂₂O₄
• Molecular Weight: 326.39
• Mol File: 13638-89-6.mol

Chemical Properties

• Melting Point: 139-140.5 °C
• Boiling Point: 418.6°C at 760 mmHg
• Flash Point: 202.5°C
• Appearance: /
• Density: 1.123g/cm³
• Vapor Pressure: 3.25E-07mmHg at 25°C
• Refractive Index: 1.543
• CAS DataBase Reference: MESO-2,3-DIPHENYL-SUCCINIC ACID DIETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: MESO-2,3-DIPHENYL-SUCCINIC ACID DIETHYL ESTER(13638-89-6)
• EPA Substance Registry System: MESO-2,3-DIPHENYL-SUCCINIC ACID DIETHYL ESTER(13638-89-6)

Safety Data

• Hazardous Substances Data: 13638-89-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C20H22O4/c1-3-23-19(21)17(15-11-7-5-8-12-15)18(20(22)24-4-2)16-13-9-6-10-14-16/h5-14,17-18H,3-4H2,1-2H3/t17-,18+

Upstream product

• 64-17-5 ethanol 
• 129320-23-6 meso-2.3-diphenyl-succinic acid-dichloride 
• 2882-19-1 ethyl 2-phenyl-2-bromoacetate 
• 2303-76-6 sodium diethyl phosphite 
• 71-43-2 benzene 
• 101-97-3 Ethyl 2-phenylethanoate 
• 865-47-4 potassium tert-butylate 
• 75-03-6 ethyl iodide 
• 7584-72-7 meso-2,3-diphenylsuccinic acid 
• 611-71-2 MANDELIC ACID 
• 103-82-2 phenylacetic acid 
• 151-50-8 potassium cyanide 
• 4870-65-9 2-bromophenylacetic acid 

Downstream Products

• 131252-50-1 meso-1,4-diiodo-2,3-diphenyl-butane 
• 7584-72-7 meso-2,3-diphenylsuccinic acid 
• 1225-13-4 erythro-2,3-diphenylsuccinic acid 
• 1225-13-4 threo-2,3-diphenylsuccinic acid 
• 21037-34-3 (2R₃R)-2,3-Diphenylbernsteinsaeure 
• 74431-38-2 (2S,3S)-(+)-2,3-Diphenylsuccinic acid 
• 1225-13-4 (2S,3S)-(dl)-2,3-diphenylsuccinic acid 
• 6287-98-5 meso-2,3-bis-(4-nitro-phenyl)-succinic acid diethyl ester 
• 6583-62-6 (2R,3S)-2,3-diphenylbutane-1,4-diol 
• 286936-47-8 N-(α-Methylbenzyl)-3,4-diphenylpyrrolidin-2,5-dione 
• 4209-77-2 N-Benzyl-3,4-diphenylpyrrolidine 

Relevant articles and documents

Dynamic kinetic resolution of bis-aryl succinic anhydrides: Enantioselective synthesis of densely functionalised γ-butyrolactones

The efficient Dynamic Kinetic Resolution (DKR) of disubstituted anhydrides has been shown to be possible for the first time. Using an ad hoc designed organocatalyst and an enantio- and diastereoselective cycloaddition process with aldehydes, stereochemically complex γ-butyrolactone derivatives can be obtained-with control over three contiguous stereocentres, one of which is all carbon quaternary.

Convenient synthetic methods to C2 symmetric 3,4-diphenylpyrrolidines

Convenient methods of synthesis of racemic and optically pure 3,4- diphenylpyrrolidine derivatives, involving oxidative coupling of ethyl phenylacetate using TiCl4/Et3N and reduction of the dl-2,3-diphenylsuccinic acid or the corresponding cyclic imide with NaBH4/I2 reagent in crucial steps, are described.

Electroreduction of Methyl 2-Bromo-2-phenylpropanoate on a Vitreous Carbon Electrode: meso- and DL-Dimethyl 2,3-Dimethyl-2,3-diphenylsuccinate

The electrochemical reduction of ethyl α-bromophenylacetate (1) and methyl 2-bromo-2-phenylpropanoate (5) in dry dimethylformamide on a vitreous carbon electrode has been studied.Dimeric products are formed as a consequence of controlled potential electrolysis of (1) and (5) on a reticulated vitreous carbon electrode.By this route, meso- and DL-diethyl 2,3-diphenylsuccinate and -dimethyl 2,3-dimethyl-2,3-diphenylsuccinate are obtained from ester (1) and (5), respectively.A triester is also obtained among the products.The spectral data (n.m.r., mass spectra) show the structure of this triester to be almost certainly MeO2CCMePhC6H4CMeCO2MeCMePhCO2Me (9).To explain the results, a mechanism is proposed, involving the formation of dimer (10) as an intermediate.