3004-58-8

Basic information

• Product Name: N,N-diethyl-2,2-diphenylacetamide
• Synonyms: Benzeneacetamide, N,N-diethyl-alpha-phenyl-; N,N-Diethyl-2,2-diphenylacetamide
• CAS NO: 3004-58-8
• Molecular Formula: C₁₈H₂₁NO
• Molecular Weight: 267.3654
• Mol File: 3004-58-8.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 408.7°C at 760 mmHg
• Flash Point: 182.9°C
• Density: 1.042g/cm³
• Vapor Pressure: 6.88E-07mmHg at 25°C
• Refractive Index: 1.556
• CAS DataBase Reference: N,N-diethyl-2,2-diphenylacetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-diethyl-2,2-diphenylacetamide(3004-58-8)
• EPA Substance Registry System: N,N-diethyl-2,2-diphenylacetamide(3004-58-8)

Safety Data

• Hazardous Substances Data: 3004-58-8(Hazardous Substances Data)

Upstream product

• 21954-69-8 diethyl-amidosulfurous acid methyl ester 
• 117-34-0 2,2-diphenylacetic acid 
• 121-44-8 triethylamine 
• 108-90-7 chlorobenzene 
• 685-91-6 diethylacetamide 
• 5411-58-5 ethyl N,N-diethyloxamate 
• 4467-90-7 N-hydroxy-2,2-diphenylacetimidoyl chloride 
• 7647-01-0 hydrogenchloride 
• 10049-90-8 N,N-diethyl-α-hydroxy-α-phenylbenzeneacetamide 
• 109-89-7 diethylamine 
• 81838-75-7 N,N-Diethyl-N'-hydroxy-2,2-diphenyl-acetamidine 
• 1871-76-7 diphenylacetic acid chloride 
• 3699-30-7 potassium diethyldithiocarbamate 
• 2431-96-1 N,N-diethylphenylacetamide 

Downstream Products

• 947-91-1 Diphenylacetaldehyde 
• 78752-20-2 diphenylthioacetic acid diethylamide 
• 119-61-9 benzophenone 
• 124-38-9 carbon dioxide 
• 10049-90-8 N,N-diethyl-α-hydroxy-α-phenylbenzeneacetamide 
• 109-89-7 diethylamine 
• 102894-23-5 2,2-diphenyl-4-piperidino-butyric acid diethylamide 

Relevant articles and documents

Iodobenzene Dichloride in the Esterification and Amidation of Carboxylic Acids: In-Situ Synthesis of Ph3PCl2

A novel, in-situ synthesis of dichlorotriphenylphosphorane (Ph3PCl2) is accomplished upon combining PPh3and the easily prepared hypervalent iodine reagent iodobenzene dichloride (PhICl2). The phosphorane is selectively generated in the presence of carboxylic acid or alcohol residues to rapidly produce acyl chlorides and alkyl chlorides in high yields. Addition of EtOH, PhOH, BnOH, Et2NH or CH2N2results in the direct synthesis of esters, amides and diazo ketones from carboxylic acids.

A general and practical palladium-catalyzed direct a-arylation of amides with aryl halides

An efficient system for the direct catalytic intermolecular α-arylation of acetamide derivatives with aryl bromides and chlorides is presented. The palladium catalyst is supported by Kwong's indolebased phosphine ligand and provides monoarylated amides in up to 95% yield. Excellent chemoselectivities (>10:1) in the mono- and diarylation with aryl bromides were achieved by careful selection of bases, solvents, and stoichiometry. Under the coupling conditions, the weakly acidic α-protons of amides (pK a up to 35) were reversibly depotonated by lithium tert-butoxide (LiO-t-Bu), sodium tert-butoxide (NaO-t-Bu) or sodium bis(trimethylsilyl)amide [NaN(SiMe3)2].

A mild titanium-based system for the reduction of amides to aldehydes

A mild method for the reduction of amides to aldehydes using 1,1,3,3-tetramethyldisiloxane/titanium(IV) isopropoxide reducing system is described. The reaction occurs under mild conditions and allows the reduction of aromatic as well as aliphatic, tertiary amides to the corresponding aldehydes, in good yields. This methodology was extended to the reduction of aromatic secondary and primary amides to the corresponding aldehydes.