22675-83-8

Basic information

• Product Name: N-(tert-butyl)-N-(4-methoxybenzyl)amine
• Synonyms: N-(tert-butyl)-N-(4-methoxybenzyl)amine;AKOS BBV-016479;N-(4-METHOXYPHENYLMETHYL)TERT-BUTYLAMINE;UKRORGSYN-BB BBV-016479
• CAS NO: 22675-83-8
• Molecular Formula: C₁₂H₁₉NO
• Molecular Weight: 193.29
• Mol File: 22675-83-8.mol
• Article Data: 25

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-(tert-butyl)-N-(4-methoxybenzyl)amine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(tert-butyl)-N-(4-methoxybenzyl)amine(22675-83-8)
• EPA Substance Registry System: N-(tert-butyl)-N-(4-methoxybenzyl)amine(22675-83-8)

Safety Data

• Hazardous Substances Data: 22675-83-8(Hazardous Substances Data)

Upstream product

• 97-93-8 triethylaluminum 
• 75-24-1 trimethylaluminum 
• 123-11-5 4-methoxy-benzaldehyde 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 75-64-9 tert-butylamine 
• 105-13-5 4-Methoxybenzyl alcohol 
• 824-94-2 p-methoxybenzyl chloride 
• 15875-74-8 N-(4-methoxybenzylidene)-2-methylpropan-2-amine 

Downstream Products

• 22675-85-0 tert-butyl[(4-methoxyphenyl)methyl]amine hydrochloride 
• 1072846-07-1 diethyl ((tert-butylamino)(4-methoxyphenyl)methyl)phosphonate 
• 1612841-65-2 N-(tert-butyl)-N-(4-methoxybenzyl)methacrylamide 
• 1394173-08-0 C₁₆H₂₃NO₃ 
• 22246-66-8 6-methoxy-2,3-dihydro-isoindol-1-one 

Relevant articles and documents

Pathways of the reaction between N,N-disubstituted propargylic amines and cationic zirconium complexes

The reaction of N-tert-alkyl-substituted propargylic amines with trialkylalanes in the presence of 20 mol.% Cp2ZrCl2 was studied. The pattern of the products depended on the nature of substituents at the nitrogen atom. N-tert-Alkyl-N-arylmethyl-substituted propargylic amines when reacted in CH2Cl2 aff ord a mixture of N-tert-alkyl-N-(arylmethyl)alkylamines and N-tertalkyl-N-(arylmethyl)amines at ratios from {2: 3 to {3: 2 in total yield of 70–95%. In hexane, N-tert-alkyl-N-(arylmethyl)amines are produced selectively. N-Alkyl-N-tert-alkyl-substituted propargylic amines similar to N-isoalkyl-substituted ones underwent a Zr-promoted hydride transfer to aff ord (2E)-alkenylamines in good yield (58–69%).

Heterometallic Mg?Ba Hydride Clusters in Hydrogenation Catalysis

Reaction of a MgN“2/BaN”2 mixture (N“=N(SiMe3)2) with PhSiH3 gave three unique heterometallic Mg/Ba hydride clusters: Mg5Ba4H11N”7 ? (benzene)2 (1), Mg4Ba7H13N“9 ? (toluene)2 (2) and Mg7Ba12H26N”12 (3). Product formation is controlled by the Mg/Ba ratio and temperature. Crystal structures are described. While 3 is fully insoluble, clusters 1 and 2 retain their structures in aromatic solvents. DFT calculations and AIM analyses indicate highly ionic bonding with Mg?H and Ba?H bond paths. Also unusual H????H? bond paths are observed. Catalytic hydrogenation with MgN“2, BaN”2 and the mixture MgN“2/BaN”2 has been studied. Whereas MgN“2 is only active in imine hydrogenation, alkene and alkyne hydrogenation needs the presence of Ba. The catalytic activity of the MgN”2/BaN“2 mixture lies in general between that of its individual components and strong cooperative effects are not evident.

Electrochemical Approach for Direct C-H Phosphonylation of Unprotected Secondary Amine

Direct α-phosphonylation of an unprotected secondary amine in a single step is of practical importance to amino phophophates. However, this protocol is limited due to the high redox barrier of unprotected amine. In this paper, we report C-H phosphonylation of an unprotected secondary amine via an electrochemical approach in the presence of catalytic carboxylate salt. This metal-free and exogenous oxidant-free method furnishes diverse target molecules with satisfactory yield under mild reaction conditions. Successful application of the protocol in a gram-scale experiment demonstrates the potential utility for further functionalization.