64-95-9

Basic information

• Product Name: adiphenine
• Synonyms: Difacil;Diphacil;Diphenylacetic acid 2-(diethylamino)ethyl;Patrovine;Trasentine;2,2-di(phenyl)acetic acid 2-diethylaminoethyl ester;2-diethylaminoethyl 2,2-di(phenyl)acetate;2-diethylaminoethyl 2,2-di(phenyl)ethanoate
• CAS NO: 64-95-9
• Molecular Formula: C₂₀H₂₅NO₂
• Molecular Weight: 311.418
• EINECS: 200-599-0
• Mol File: 64-95-9.mol
• Article Data: 6

Chemical Properties

• Melting Point: 113.5°C
• Boiling Point: 451.46°C (rough estimate)
• Flash Point: 133.2°C
• Appearance: /
• Density: 1.0899 (rough estimate)
• Vapor Pressure: 2.31E-07mmHg at 25°C
• Refractive Index: 1.5614 (estimate)
• Water Solubility: 18.36mg/L(37 oC)
• CAS DataBase Reference: adiphenine(CAS DataBase Reference)
• NIST Chemistry Reference: adiphenine(64-95-9)
• EPA Substance Registry System: adiphenine(64-95-9)

Safety Data

• Hazardous Substances Data: 64-95-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C20H25NO2/c1-3-21(4-2)15-16-23-20(22)19(17-11-7-5-8-12-17)18-13-9-6-10-14-18/h5-14,19H,3-4,15-16H2,1-2H3

Upstream product

• 117-34-0 2,2-diphenylacetic acid 
• 100-36-7 N,N-diethylethylenediamine 
• 101-41-7 benzeneacetic acid methyl ester 
• 22979-35-7 Methyl phenyldiazoacetate 
• 3469-00-9 methyl 2,2-diphenylacetate 
• 109-89-7 diethylamine 
• 107-06-2 1,2-dichloro-ethane 
• 5350-57-2 benzophenone hydrazone 
• 1871-76-7 diphenylacetic acid chloride 
• 100-37-8 2-(Diethylamino)ethanol 
• 100-35-6 2-(diethylamino)ethyl chloride 
• 92907-17-0 diphenyl-acetic acid-(2-chloro-ethyl ester) 
• 49808-72-2 diphenyl-acetic acid cyanomethyl ester 
• 525-06-4 diphenyl ketene 

Downstream Products

• 6113-04-8 diethyl-(2-diphenylacetoxy-ethyl)-methyl-ammonium; bromide 
• 100354-71-0 triethyl-(2-diphenylacetoxy-ethyl)-ammonium; bromide 
• 302-40-9 benactyzine 
• 76-93-7 Benzilic acid 
• 3425-17-0 (2-Diphenylacetoxy-ethyl)-diethyl-octyl-ammonium; bromide 
• 66424-12-2 diethyl-(2-diphenylacetoxy-ethyl)-methyl-ammonium; iodide 

Relevant articles and documents

Protecting-group-free synthesis of hydroxyesters from amino alcohols

The synthesis of hydroxyesters from carboxylic acids and unprotected amino alcohols in both continuous flow and batch processes is reported. The formation of a transient diazonium species with a dinitrite reagent is key in this transformation. The reaction conditions are compatible with a variety of functional groups.

Ruthenium-catalyzed umpolung carboxylation of hydrazones with CO2

The first ruthenium-catalyzed umpolung carboxylation of hydrazones with CO2 to generate important aryl acetic acids is reported. Besides aldehyde hydrazones, a variety of ketone hydrazones, which have not been successfully applied in previous umpolung reactions with other reactive electrophiles, also show high reactivity and selectivity under mild conditions. Moreover, this operationally simple protocol features good functional group tolerance, is readily scalable, and offers easy derivation of important structures, including bioactive felbinac and adiphenine. Computational studies reveal that this umpolung reaction proceeds through the generation of a Ru-nitrenoid followed by concerted [4 + 2] cycloaddition with CO2.

Decomposition and stabilization of drugs. XVI. Structure and stability of aminoalkylesters. (8) (author's transl)

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