100709-10-2

Basic information

• Product Name: Benzenemethanamine, N-(4-bromophenyl)-N-methyl-
• CAS NO: 100709-10-2
• Molecular Formula: C14H14BrN
• Molecular Weight: 276.176
• Mol File: 100709-10-2.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: Benzenemethanamine, N-(4-bromophenyl)-N-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanamine, N-(4-bromophenyl)-N-methyl-(100709-10-2)
• EPA Substance Registry System: Benzenemethanamine, N-(4-bromophenyl)-N-methyl-(100709-10-2)

Safety Data

• Hazardous Substances Data: 100709-10-2(Hazardous Substances Data)

Upstream product

• 614-30-2 N-methyl-N-phenyl-benzenemethanamine 
• 7726-95-6 bromine 
• 64-19-7 acetic acid 
• 5467-74-3 4-Bromophenylboronic acid 
• 183677-71-6 2-(4-bromophenyl)-5,5-dimethyl-1,3,2-dioxaborinane 
• 947515-73-3 (4-bromophenyl)[2-(hydroxymethyl)phenyl]dimethylsilane 
• 6911-87-1 4-bromo-N-methylaniline 
• 87100-28-5 pinacol benzylboronate 
• 100-39-0 benzyl bromide 
• 100-61-8 N-methylaniline 
• 64-18-6 formic acid 
• 100-52-7 benzaldehyde 
• 106-40-1 4-bromo-aniline 
• 65-85-0 benzoic acid 

Downstream Products

• 19689-37-3 N-benzyl-4-bromo-N-methyl-aniline-N-oxide 
• 1280078-66-1 C₁₈H₂₃BN₂O₂ 
• 1280078-93-4 C₂₁H₁₇N₃O₂S 
• 1280078-92-3 C₂₂H₂₀N₂S 
• 1280078-91-2 C₂₁H₁₇FN₂S 
• 19689-47-5 O-benzyl-N-(4-bromo-phenyl)-N-methyl-hydroxylamine 
• 33046-25-2 4-bromo-N,N,N-trimethylbenzenaminium iodide 
• 93947-48-9 2-methyl-1,1-bis-(4-methylamino-phenyl)-propan-2-ol 

Relevant articles and documents

One-Pot Transfer Hydrogenation Reductive Amination of Aldehydes and Ketones by Iridium Complexes “on Water”

An efficient and practical one-pot transfer hydrogenation reductive amination of aldehydes and ketones with amines has been developed by using iridium complexes as catalysts and formic acid as hydrogen source in aqueous solution, providing an environmentally friendly methodology for the construction of a wide range of functionalized amine compounds in excellent yields (≈ 80 %-95 %). This effective methodology can be scaled up to gram scale with 0.1 mol-% catalyst loading and also be employed in the synthesis of medical substances such as Meclizine.

Regioselective, Photocatalytic α-Functionalization of Amines

Photocatalytic α-functionalization of amines provides a mild and atom-economical means to synthesize α-branched amines. Prior examples featured symmetrical or electronically biased substrates. Here we report a controllable α-functionalization of amines in which regioselectivity can be tuned with minor changes to the reaction conditions.

Air-tolerant direct reductive N-methylation of amines using formic acid via simple inorganic base catalysis

The construction of N-methyl amine moieties is an important reaction that has found numerous applications. Development of new methylation agents that are more environmentally benign than classical agents, such as iodomethane and methyl sulfate, is still highly desirable. Herein, we report a convenient protocol for direct reductive N-methylation of amines using formic acid as the methylation agent via simple inorganic base catalysis. The present protocol operates under transition-metal-free and air-tolerant conditions. Both the catalyst, K2HPO4, and the reductant, polymethylhydrosiloxane (PMHS), are cheap and easily separable from the crude reaction product mixture. Mechanistic investigations suggest that the reaction occur through the formation of an acetal intermediate followed by the C–N bond formation.