262371-18-6

Basic information

• Product Name: 1-([1,1’-biphenyl]-4-yl)-N-benzyl-N-methylmethanamine
• Synonyms: 1-([1,1’-biphenyl]-4-yl)-N-benzyl-N-methylmethanamine
• CAS NO: 262371-18-6
• Molecular Weight: 287.404
• Mol File: 262371-18-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1-([1,1’-biphenyl]-4-yl)-N-benzyl-N-methylmethanamine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-([1,1’-biphenyl]-4-yl)-N-benzyl-N-methylmethanamine(262371-18-6)
• EPA Substance Registry System: 1-([1,1’-biphenyl]-4-yl)-N-benzyl-N-methylmethanamine(262371-18-6)

Safety Data

• Hazardous Substances Data: 262371-18-6(Hazardous Substances Data)

Upstream product

• 3597-91-9 biphenyl-4-yl methanol 
• 2567-29-5 p-phenylbenzyl bromide 
• 103-67-3 benzyl-methyl-amine 
• 238428-24-5 [1,1'-biphenyl-4-yl]methanamine monohydrochloride 
• 89-93-0 ortho-methylbenzylamine 
• 1667-11-4 biphenyl-4-methylchloride 

Downstream Products

• 34065-04-8 N-benzyl-N-methyl cyanamide 
• 2567-29-5 p-phenylbenzyl bromide 

Relevant articles and documents

Thiourea-Catalyzed C?F Bond Activation: Amination of Benzylic Fluorides

We describe the first thiourea-catalyzed C?F bond activation. The use of a thiourea catalyst and Ti(OiPr)4 as a fluoride scavenger allows the amination of benzylic fluorides to proceed in moderate to excellent yields. Preliminary results with S- and O-based nucleophiles are also presented. DFT calculations reveal the importance of hydrogen bonds between the catalyst and the fluorine atom of the substrate to lower the activation energy during the transition state.

Triol-promoted activation of C-F bonds: Amination of benzylic fluorides under highly concentrated conditions mediated by 1,1,1-tris(hydroxymethyl) propane

Activation of the C-F bond of benzylic fluorides was achieved using 1,1,1-tris(hydroxymethyl)propane (2) as a hydrogen bonddonating agent. Investigations demonstrated that hydrogen bond-donating solvents are promoting the activation and hydrogen bondaccepting ones are hindering it. However, the reaction is best run under highly concentrated conditions, where solvents cannot interfere with the interaction between the organofluorine compound and the triol. Various benzylic fluorides react with secondary amines or anilines to form benzylic amines in good yields.