5830-31-9

Basic information

• Product Name: N,N-dimethylhydrocinnamide
• Synonyms: N,N-dimethylhydrocinnamide;N,N-Dimethyl-3-phenylpropionamide;N,N-Dimethylbenzenepropanamide;N,N-Dimethylbenzenepropionamide
• CAS NO: 5830-31-9
• Molecular Formula: C₁₁H₁₅NO
• Molecular Weight: 177.24
• Mol File: 5830-31-9.mol
• Article Data: 50

Chemical Properties

• Melting Point: 62-63 °C
• Boiling Point: 294.7°Cat760mmHg
• Flash Point: 129.4°C
• Appearance: /
• Density: 1.006g/cm³
• Vapor Pressure: 0.00159mmHg at 25°C
• Refractive Index: 1.518
• PKA: -0.50±0.70(Predicted)
• CAS DataBase Reference: N,N-dimethylhydrocinnamide(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-dimethylhydrocinnamide(5830-31-9)
• EPA Substance Registry System: N,N-dimethylhydrocinnamide(5830-31-9)

Safety Data

• Hazardous Substances Data: 5830-31-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H15NO/c1-12(2)11(13)9-8-10-6-4-3-5-7-10/h3-7H,8-9H2,1-2H3

Upstream product

• 68-12-2 N,N-dimethyl-formamide 
• 501-52-0 3-Phenylpropionic acid 
• 58131-63-8 <(N,N-dimethylcarbamoyl)methylene>triphenylphosphorane 
• 100-51-6 benzyl alcohol 
• 2680-03-7 N,N-Dimethylacrylamide 
• 98-80-6 phenylboronic acid 
• 17431-39-9 N,N-dimethyl-3-phenylacrylamide 
• 127-19-5 N,N-dimethyl acetamide 
• 104-53-0 3-phenyl-propionaldehyde 
• 124-40-3 dimethyl amine 
• 100-42-5 styrene 
• 64-17-5 ethanol 
• 201230-82-2 carbon monoxide 
• 611-74-5 N,N-dimethylbenzamide 

Downstream Products

• 61930-93-6 5-Phenyl-2-(phenylmethyl)-l-pentene 
• 61930-91-4 ((E)-2-Benzyl-5-phenyl-pent-2-enyl)-dimethyl-amine 
• 2021-28-5 ethyl dihydrocinnamate 
• 101781-09-3 N,N-dimethyl-1,4-diphenylbut-2-ylamine 
• 56583-95-0 1-(dimethyl(phenyl)silyl)ethanone 
• 2550-26-7 4-Phenyl-2-butanone 
• 103-05-9 4-phenyl-2-methyl-2-butanol 
• 612816-84-9 2-benzyl-4-(dimethylphenylsilyl)-5,5-difluoro-N,N-dimethyl-4-pentenamide 
• 1246788-83-9 5-phenyl-2-(trifluoromethyl)penta-1-en-3-one 
• 645-59-0 dihydrocinnamonitrile 
• 17428-96-5 1,1-d2-3-phenylpropan-1-ol 

Relevant articles and documents

METHOD FOR PRODUCING AMIDE COMPOUND

PROBLEM TO BE SOLVED: To provide a method whereby, while using a catalyst that contains a transition metal and can be relatively easily synthesized, even with a small amount of the transition metal, an amide compound can be produce efficiently by the α-alkylation of the amide compound. SOLUTION: A method for producing an amide compound includes the step of: causing a primary alcohol compound and an amide compound to react with each other in a reaction liquid containing a transition metal nanoparticle (M-NPs) of at least one of a ruthenium nanoparticle or an iridium nanoparticle, and a base, to produce an amide compound. SELECTED DRAWING: None COPYRIGHT: (C)2021,JPOandINPIT

method for alpha-alkylation of acetamides and thioacetamides under catalysis of nickel

The invention discloses a method for alpha-alkylation of acetamide and thioacetamide under the catalysis of nickel. The method comprises the following steps: by taking a complex generated in situ by adivalent nickel salt and a phosphine ligand as a catalyst and primary alcohol as an alkylation reagent, performing alpha-alkylation reaction on acetamide or thioacetamide in an alkaline environment to prepare amide or thioamide. According to the alpha-alkylation reaction of acetamide and thioacetamide, the active catalyst can be generated in situ from a bivalent nickel salt and a phosphine ligand, so that the catalyst is prevented from being prepared in advance, the operation is simple and convenient, and experimental steps and cost are saved.

Efficient Organoruthenium Catalysts for α-Alkylation of Ketones and Amide with Alcohols: Synthesis of Quinolines via Hydrogen Borrowing Strategy and their Mechanistic Studies

A new family of phosphine free organometallic ruthenium(II) catalysts (Ru1–Ru4) supported by bidentate NN Schiff base ligands (L1–L4 where L1=N,N-dimethyl-4-((2-phenyl-2-(pyridin-2-ylmethyl)hydrazineylidene)methyl) aniline, L2=N,N-diethyl-4-((2-phenyl-2-(pyridin-2-ylmethyl)hydrazineylidene)methyl)aniline, L3=N,N-dimethyl-4-((2-phenyl-2-(pyridin-2-yl)hydrazineylidene)methyl)- aniline and L4=N,N-diethyl-4-((2-phenyl-2-(pyridin-2-yl)hydrazineylidene)methyl) aniline) was prepared and characterized. These half-sandwich complexes acted as catalysts for C?C bond formation and exhibited excellent performance in the dehydrogenative coupling of ketones and amides. In the synthesis of C–C bonds, alcohols were utilized as the alkylating agent. A broad range of substrates, including sterically hindered ketones and alcohols, were well tolerated under the optimized conditions (TON up to 47000 and TOF up to 11750 h?1). This ruthenium (II) catalysts were also active towards the dehydrogenative cyclization of o-amino benzyl alcohol for the formation of quinolines derivatives. Various polysubstituted quinolines were synthesized in moderate to excellent yields (TON up to 71000 and TOF up to 11830 h?1). Control experiments were carried out and the ruthenium hydride intermediate was characterized to support the reaction mechanism and a probable reaction pathway of dehydrogenative coupling for the C?C bond formation has been proposed.