772-54-3

Basic information

• Product Name: N-BENZYLDIETHYLAMINE
• Synonyms: AURORA KA-7522;BENZYLDIETHYLAMINE;N-BENZYLDIETHYLAMINE;N,N-DIETHYLBENZYLAMINE;Benzenemethanamine, N,N-diethyl-;Benzylamine, N,N-diethyl-;Diethylbenzylamine;N-Benzyl-N-ethylethanamine
• CAS NO: 772-54-3
• Molecular Formula: C₁₁H₁₇N
• Molecular Weight: 163.26
• EINECS: 212-251-5
• Mol File: 772-54-3.mol
• Article Data: 84

Chemical Properties

• Boiling Point: 208.3 °C at 760 mmHg
• Flash Point: 77°C
• Appearance: /
• Density: 0,89 g/cm3
• Vapor Pressure: 0.215mmHg at 25°C
• Refractive Index: 1.4960-1.4990
• Storage Temp.: 0-10°C
• Solubility: Chloroform, Methanol
• PKA: pK1:9.48(+1) (25°C)
• CAS DataBase Reference: N-BENZYLDIETHYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-BENZYLDIETHYLAMINE(772-54-3)
• EPA Substance Registry System: N-BENZYLDIETHYLAMINE(772-54-3)

Safety Data

• Statements: 34
• Safety Statements: 26-36/37/39
• RIDADR: 2735
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 772-54-3(Hazardous Substances Data)

Usage

Uses

N-Benzyldiethylamine-d4 is an intermediate in the synthesis of labelled N-Nitrosodiethylamine (N525465), a widely occurring nitrosamine that is one of the most important environmental carcinogens primarily inducing tumors of liver.

InChI:InChI=1/C11H17N/c1-3-12(4-2)10-11-8-6-5-7-9-11/h5-9H,3-4,10H2,1-2H3

Upstream product

• 109-72-8 n-butyllithium 
• 5197-95-5 benzyltriethylammonium bromide 
• 60-29-7 diethyl ether 
• 15931-59-6 diethylamino-methanol 
• 1696-17-9 N,N-diethylbenzamide 
• 14321-27-8 N-ethylbenzylamine 
• 75-07-0 acetaldehyde 
• 617-84-5 N-formyldiethylamine 
• 100-52-7 benzaldehyde 
• 75-04-7 ethylamine 
• 109-89-7 diethylamine 
• 100-44-7 benzyl chloride 
• 15285-42-4 benzyl nitrate 
• 5775-33-7 N-chlorodiethylamine 

Downstream Products

• 5197-95-5 benzyltriethylammonium bromide 
• 100-39-0 benzyl bromide 
• 20689-96-7 N-benzyl-N-ethylnitrous amide 
• 854182-24-4 diethyl-benzyl-amine oxide 
• 27959-08-6 N-ethyl-N-(4-nitrobenzyl)ethanamine 
• 27958-92-5 diethyl(3-nitrobenzyl)amine 
• 27958-79-8 diethyl-(2-nitro-benzyl)-amine 
• 558-75-8 perfluoro(diethylbenzylamine) 
• 114225-16-0 diethyl-benzyl-[2]naphthylmethyl-ammonium; bromide 
• 96550-96-8 diethylmethyl(α-tolyl)ammonium iodide 
• 108808-08-8 Octadecyl-benzyl-diaethyl-ammoniumchlorid 
• 4217-54-3 9,10-dihydro-10-methylacridine 
• 719-54-0 10-methyl-9, 10-dihydro-9-acridinone 
• 100-52-7 benzaldehyde 

Relevant articles and documents

Desymmetric enantioselective reduction of cyclic 1,3-diketones catalyzed by a recyclable p-chiral phosphinamide organocatalyst

The P-stereogenic phosphinamides are a structurally novel skeletal class which has not been investigated as chiral organocatalysts. However, chiral cyclic 3-hydroxy ketones are widely used as building blocks in the synthesis of natural products and bioactive compounds. However, general and practical methods for the synthesis of such chiral compounds remain underdeveloped. Herein, we demonstrate that the P-stereogenic phosphinamides are powerful organocatalysts for the desymmetric enantioselective reduction of cyclic 1,3-diketones, providing a useful method for the synthesis of chiral cyclic 3-hydroxy ketones. The protocol displays a broad substrate scope that is amenable to a series of cyclic 2,2-disubstituted five- and six-membered 1,3-diketones. The chiral cyclic 3-hydroxy ketone products bearing an all-carbon chiral quaternary center could be obtained with high enantioselectivities (up to 98% ee) and diastereoselectivities (up to 99:1 dr). Most importantly, the reactions could be practically performed on the gram scale and the catalysts could be reused without compromising the catalytic efficiency. Mechanistic studies revealed that an intermediate formed from P-stereogenic phosphinamide and catecholborane is the real catalytically active species. The results disclosed herein bode well for designing and developing other reactions using P-stereogenic phosphinamides as new organocatalysts.

Reductive amination of ketones/aldehydes with amines using BH3N(C2H5)3as a reductant

Herein, we report the first example of efficient reductive amination of ketones/aldehydes with amines using BH3N(C2H5)3 as a catalyst and a reductant under mild conditions, affording various tertiary and secondary amines in excellent yields. A mechanistic study indicates that BH3N(C2H5)3 plays a dual function role of promoting imine and iminium formation and serving as a reductant in reductive amination. This journal is