15429-17-1

Basic information

• Product Name: N-benzyl-1-(3-methylphenyl)methanamine
• Synonyms: benzenemethanamine, 3-methyl-N-(phenylmethyl)-
• CAS NO: 15429-17-1
• Molecular Formula: C₁₅H₁₇N
• Molecular Weight: 211.3022
• Mol File: 15429-17-1.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 322.2°C at 760 mmHg
• Flash Point: 151.7°C
• Density: 1.015g/cm³
• Vapor Pressure: 0.000283mmHg at 25°C
• Refractive Index: 1.574
• CAS DataBase Reference: N-benzyl-1-(3-methylphenyl)methanamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-benzyl-1-(3-methylphenyl)methanamine(15429-17-1)
• EPA Substance Registry System: N-benzyl-1-(3-methylphenyl)methanamine(15429-17-1)

Safety Data

• Hazardous Substances Data: 15429-17-1(Hazardous Substances Data)

Upstream product

• 100-47-0 benzonitrile 
• 620-22-4 3-Methylbenzonitrile 
• 100-46-9 benzylamine 
• 100-81-2 3-methyl-benzenemethanamine 
• 100-51-6 benzyl alcohol 
• 100-52-7 benzaldehyde 
• 620-19-9 1-chloromethyl-3-methyl-benzene 
• 620-23-5 m-tolyl aldehyde 
• 1608484-87-2 (S)-N-benzyl-4-methyl-N-(3-methylbenzyl)benzenesulfinamide 
• 41882-53-5 N-benzyl-3-methylbenzamide 
• 587-03-1 3-methylbenzyl alcohol 
• 929109-60-4 benzyl-(3-methyl-benzyliden)-amine 
• 620-13-3 1-bromomethyl-3-methyl-benzene 

Relevant articles and documents

Switching Selectivity in Copper-Catalyzed Transfer Hydrogenation of Nitriles to Primary Amine-Boranes and Secondary Amines under Mild Conditions

A simple and efficient copper-catalyzed selective transfer hydrogenation of nitriles to primary amine-boranes and secondary amines with an oxazaborolidine-BH3 complex is reported. The selectivity control was achieved under mild conditions by switching the solvent and the copper catalysts. More than 30 primary amine-boranes and 40 secondary amines were synthesized via this strategy in high selectivity and yields of up to 95%. The strategy was applied to the synthesis of 15N labeled in 89% yield.

Expanding Water/Base Tolerant Frustrated Lewis Pair Chemistry to Alkylamines Enables Broad Scope Reductive Aminations

Lower Lewis acidity boranes demonstrate greater tolerance to combinations of water/strong Br?nsted bases than B(C6F5)3, this enables Si?H bond activation by a frustrated Lewis pair (FLP) mechanism to proceed in the presence of H2O/alkylamines. Specifically, BPh3has improved water tolerance in the presence of alkylamines as the Br?nsted acidic adduct H2O–BPh3does not undergo irreversible deprotonation with aliphatic amines in contrast to H2O–B(C6F5)3. Therefore BPh3is a catalyst for the reductive amination of aldehydes and ketones with alkylamines using silanes as reductants. A range of amines inaccessible using B(C6F5)3as catalyst, were accessible by reductive amination catalysed by BPh3via an operationally simple methodology requiring no purification of BPh3or reagents/solvent. BPh3has a complementary reductive amination scope to B(C6F5)3with the former not an effective catalyst for the reductive amination of arylamines, while the latter is not an effective catalyst for the reductive amination of alkylamines. This disparity is due to the different pKavalues of the water–borane adducts and the greater susceptibility of BPh3species towards protodeboronation. An understanding of the deactivation processes occurring using B(C6F5)3and BPh3as reductive amination catalysts led to the identification of a third triarylborane, B(3,5-Cl2C6H3)3, that has a broader substrate scope being able to catalyse the reductive amination of both aryl and alkyl amines with carbonyls.

Iodine mediated deprotection of N-tert-butanesulfinyl amines: A functional group compatible method

In the presence of iodine, a functional group compatible method for the deprotection of tert-butanesulfinyl and p-toluenesulfinyl units was developed. This journal is the Partner Organisations 2014.