30923-82-1

Basic information

• Product Name: N-tert-butyldibenzylamine
• Synonyms: N-tert-butyldibenzylamine;N-(1,1-Dimethylethyl)-N-(phenylmethyl)benzenemethanamine;N,N-Dibenzyl tert-butylamine;N,N-Dibenzyl-2-methylpropane-2-amine;N,N-Dibenzyl-tert-butylamine
• CAS NO: 30923-82-1
• Molecular Formula: C₁₈H₂₃N
• Molecular Weight: 253.38192
• EINECS: 250-389-8
• Mol File: 30923-82-1.mol
• Article Data: 12

Chemical Properties

• Melting Point: 68-70 °C
• Boiling Point: 329°Cat760mmHg
• Flash Point: 138.8°C
• Appearance: /
• Density: 0.988g/cm³
• Vapor Pressure: 0.000183mmHg at 25°C
• Refractive Index: 1.557
• PKA: 8.09±0.50(Predicted)
• CAS DataBase Reference: N-tert-butyldibenzylamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-tert-butyldibenzylamine(30923-82-1)
• EPA Substance Registry System: N-tert-butyldibenzylamine(30923-82-1)

Safety Data

• Hazardous Substances Data: 30923-82-1(Hazardous Substances Data)

Usage

General Description

N-tert-butyldibenzylamine is a chemical compound that is used as a catalyst and intermediate in organic synthesis. It is a tertiary amine that is derived from dibenzylamine and tert-butanol. N-tert-butyldibenzylamine has a bulky tert-butyl group and a benzyl group, which makes it a highly hindered amine. N-tert-butyldibenzylamine is commonly used as a ligand in transition metal-catalyzed reactions and as a base in organic reactions due to its strong basicity. It is also used in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. Furthermore, it is known for its low toxicity and is relatively stable under standard laboratory conditions.

InChI:InChI=1/C18H23N/c1-18(2,3)19(14-16-10-6-4-7-11-16)15-17-12-8-5-9-13-17/h4-13H,14-15H2,1-3H3

Upstream product

• 100-44-7 benzyl chloride 
• 3378-72-1 N-tert-butylbenzylamine 
• 87968-03-4 N,N-Dibenzyl-2-chloro-2-methyl-propionamide 
• 75-64-9 tert-butylamine 
• 23402-75-7 lithium di-tertbutyl cuprate 
• 103-49-1 dibenzylamine 
• 6852-58-0 N-benzylidene tert-butylamine 
• 133587-80-1 N-benzyl-N-(tert-butyl)benzamide 
• 71-43-2 benzene 
• 100-39-0 benzyl bromide 
• 52742-32-2 N,N-dibenzyl-O-benzoylhydroxylamine 
• 16636-96-7 di-tert-butylzinc 
• 677-22-5 tert-butylmagnesium chloride 
• 5894-65-5 N-t-butylbenzamide 

Downstream Products

• 20002-25-9 N-benzyl-N-(tert-butyl)nitrous amide 
• 3378-72-1 N-tert-butylbenzylamine 

Relevant articles and documents

N-alkylation of amines by homogeneous ruthenium complexes in the presence of free diphosphines

Chemoselective N-alkylation of amines by ruthenium complexes in the presence of free diphosphine ligands under mild conditions is described. Octyl amine and aniline were chosen as aliphatic and aromatic amines to investigate the effect of different phosphines, reaction times, and temperature on conversion, as well as selectivity towards related secondary and tertiary amines. After optimization of the reaction conditions, this catalytic system was used for N-alkylation of other amines and has shown moderate to very good yields. The reaction products were monitored by GC-MS. The crystal structure of [Ru(NO3)2CO(PPh3)2] with a monodentate and a bidentate nitrate was determined by X-ray crystallographic analysis.

Mechanistic studies of the copper-catalyzed electrophilic amination of diorganozinc reagents and development of a zinc-free protocol

Equation Presented An SN2 mechanism for the copper-catalyzed amination of diorganozinc reagents by O-benzoyl-N,N-dialkylhydroxyamines is supported by following stereochemically defined organometallics through the reaction and by employing the endocyclic restriction test. A copper-catalyzed electrophilic amination of organomagnesium compounds is also described in which the use of zinc halides has been eliminated.

Copper-catalyzed electrophilic amination of diorganozinc reagents: 4-Phenylmorpholine

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