20849-95-0

Basic information

• Product Name: N,N-dicinnamylamine
• Synonyms: N,N-dicinnamylamine
• CAS NO: 20849-95-0
• Molecular Weight: 249.356
• Mol File: 20849-95-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: N,N-dicinnamylamine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-dicinnamylamine(20849-95-0)
• EPA Substance Registry System: N,N-dicinnamylamine(20849-95-0)

Safety Data

• Hazardous Substances Data: 20849-95-0(Hazardous Substances Data)

Upstream product

• 4360-51-4 cinnamylamine 
• 2687-12-9 cinnamyl chloride 
• 4360-47-8 cinnamonitrile 
• 4393-06-0 1-Phenyl-2-propen-1-ol 
• 104-54-1 3-Phenylpropenol 
• 100-46-9 benzylamine 
• 111-26-2 hexan-1-amine 

Downstream Products

• 20870-50-2 Chloressigsaeure-dicinnamylamid 

Relevant articles and documents

Chemoselective hydrogenation of unsaturated nitriles to unsaturated primary amines: Conversion of cinnamonitrile on metal-supported catalysts

The liquid-phase hydrogenation of cinnamonitrile to selectively obtain the unsaturated primary amine (cinnamylamine) was studied at 383 K and 13 bar on Ni, Co, Ru and Cu metals supported on a commercial silica. Ni/SiO2 and Co/SiO2 were the most active catalysts for cinnamonitrile conversion but formed only small amounts of cinnamylamine. In contrast, Cu/SiO2 and Ru/SiO2 presented low activity for cinnamonitrile hydrogenation but formed selectively cinnamylamine in the liquid phase; nevertheless, on both samples the carbon balance was only about 40%. In an attempt of promoting the rate and yield to cinnamylamine, additional catalytic runs were carried out at higher temperatures and H2 pressures on a highly dispersed Cu(11%)/SiO2 catalyst prepared by the chemisorption-hydrolysis method. Results showed that when cinnamonitrile hydrogenation was performed at 403 K and 40 bar on Cu(11%)/SiO2, the yield to cinnamylamine was 74% giving as by-product only the unsaturated secondary amine (dicinnamylamine).

METHOD FOR PRODUCING PRIMARY AMINE COMPOUND

Disclosed is a method for producing a primary amine compound represented by the formula (2) below, which is characterized in that a halogen compound represented by the formula (1) below, ammonia and formaldehyde are reacted with each other, and then the thus-obtained reaction product is [1] brought into contact with an aqueous solution of an acid or [2] reacted with a hydroxylamine under acidic conditions. By this method, a primary amine compound can be commercially advantageously produced by using a low-cost ammonia while suppressing production of a secondary amine as a by-product. (1) (In the formula, R1 and R2 independently represent a hydrogen atom, a C1-C5 alkyl group which may be substituted by a halogen atom or the like, a C1-C5 alkoxy group which may be substituted by a halogen atom, a cyano group, a C2-C11 alkenyl group or a phenyl group or the like; R3 represents a hydrogen atom, a linear or branched C1-C5 alkyl group or a cyano group; and X represents a halogen atom.) (2) (In the formula, R1, R2 and R3 are as defined above.)

Rapid reduction of nitriles to primary amines with nickel boride at ambient temperature

Reduction of a variety of nitriles to their corresponding primary amines can be achieved with nickel boride generated in situ in dry ethanol at ambient temperature. The reductions are very rapid and chemoselective.