20619-23-2

Basic information

• Product Name: N,N-diphenylpropanamide
• CAS NO: 20619-23-2
• Molecular Formula: C₁₅H₁₅NO
• Molecular Weight: 225.2857
• Mol File: 20619-23-2.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 421.7°C at 760 mmHg
• Flash Point: 202.2°C
• Density: 1.103g/cm³
• Vapor Pressure: 2.55E-07mmHg at 25°C
• Refractive Index: 1.597
• CAS DataBase Reference: N,N-diphenylpropanamide(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-diphenylpropanamide(20619-23-2)
• EPA Substance Registry System: N,N-diphenylpropanamide(20619-23-2)

Safety Data

• Hazardous Substances Data: 20619-23-2(Hazardous Substances Data)

Upstream product

• 10467-10-4 ethylmagnesium iodide 
• 60-29-7 diethyl ether 
• 83-01-2 diphenylcarbamic chloride 
• 925-90-6 ethylmagnesium bromide 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 620-71-3 N-(phenyl)-2-methylacetamide 
• 591-50-4 iodobenzene 
• 66003-76-7 Diphenyliodonium triflate 
• 530-48-3 1,1-Diphenylethylene 
• 30481-05-1 2-bromo-N,N-diphenylpropanamide 
• 62-53-3 aniline 
• 23210-21-1 N,N-diphenyl-2-chloropropionamide 
• 67888-69-1 (E)-[1-phenylpropylidene]phenylamine 
• 105-37-3 Ethyl propionate 

Downstream Products

• 1021327-12-7 (R)-2-methyl-N,N-diphenylpent-4-enamide 
• 1021327-10-5 (S)-2-methyl-N,N-diphenylpent-4-enamide 
• 1021327-13-8 2-methyl-N,N-diphenylpent-4-enamide 
• 1523440-95-0 2-(4-(diphenylamino)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane) 

Relevant articles and documents

Solid Superbase-Catalyzed Stereoselective 1,4-Addition Reactions of Simple Amides in Batch and Continuous-Flow Systems

The utilization of a catalytic solid superbase in fine synthesis is challenging. Here, we employed K/γ-Al2O3 catalytically as a highly efficient solid superbase to perform direct 1,4-addition reactions of simple amides with α,β-unsaturated carbonyls. The desired 1,5-dicarbonyl compounds were obtained in high yields with excellent anti-diastereoselectivities. K/γ-Al2O3 showed a Hammett basicity of 37>H_≥35. The solid base was characterized by using TGA-DTA, 27Al solid-state NMR spectroscopy, and XPS to determine the origin of the superbasicity. Continuous-flow synthesis of a 1,5-dicarbonyl compound was demonstrated by using the novel solid superbase-catalyzed 1,4-addition methodology. We have also uncovered the potential of K/γ-Al2O3 in asymmetric 1,4-addition reactions. (Figure presented.).

Visible light photoredox-catalysed intermolecular radical addition of α-halo amides to olefins

We present α-chloro amides as a new class of α-acetyl radical precursors, which undergo a tin-free, photoredox-catalysed intermolecular α-alkylation with various olefins exclusively in an anti-Markovnikov fashion. The reaction represents a reductive atom

Synthesis of indolones via radical cyclization of N-(2-halogenoalkanoyl)- substituted anilines

The radical reactions of N-(2-halogenoalkanoyl)-substituted anilines (anilides) of type 1 have been investigated under various conditions. Treatment of compounds 1a-1o with Bu3SnH in the presence of (2,2′-azobis(isobutyronitrile) (AIBN) afforded a mixture of the indolones (oxindoles) 2a-2o and the reduction products 5a-5o (Table 1). In contrast, the N-unsubstituted anilides 1p-1s, 1u, and 1v gave the corresponding reduction products exclusively (Table 1). Similar results were obtained by treatment of 1 with Ni powder (Table 2) or wth Et3B (Table 3). Anilides with longer N-(phenylalkyl) chains such as 6 and 7 were inert towards radical cyclization, with the exception of N-benzyl-2-bromo-N,2-dimethylpropanamide (6b), which, upon treatment with Ni powder in i-PrOH, afforded the cyclized product 9b in low yield (Table 4). Upon irradiation, the extended anilides 6, 7, 10, and 11 yielded the corresponding dehydrobromination products exclusively (Table 5).