55386-59-9

Basic information

• Product Name: Benzenemethanamine, N-hexyl-a-methyl-
• Synonyms: n-(1-Phenylethyl)hexan-1-amine;N-HEXYL-N-(1-PHENYLETHYL)AMINE
• CAS NO: 55386-59-9
• Molecular Formula: C₁₄H₂₃N
• Molecular Weight: 205.34
• Mol File: 55386-59-9.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzenemethanamine, N-hexyl-a-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanamine, N-hexyl-a-methyl-(55386-59-9)
• EPA Substance Registry System: Benzenemethanamine, N-hexyl-a-methyl-(55386-59-9)

Safety Data

• Hazardous Substances Data: 55386-59-9(Hazardous Substances Data)

Upstream product

• 111-26-2 hexan-1-amine 
• 98-85-1 1-Phenylethanol 
• 100-41-4 ethylbenzene 
• 98-86-2 acetophenone 
• 99-91-2 para-chloroacetophenone 
• 66521-29-7 N-(1-phenylethylidene)hexan-1-amine 

Relevant articles and documents

Highly economical and direct amination of sp3carbon using low-cost nickel pincer catalyst

Developing more efficient routes to achieve C-N bond coupling is of great importance to industries ranging from products in pharmaceuticals and fertilizers to biomedical technologies and next-generation electroactive materials. Over the past decade, improvements in catalyst design have moved synthesis away from expensive metals to newer inexpensive C-N cross-coupling approaches via direct amine alkylation. For the first time, we report the use of an amide-based nickel pincer catalyst (1) for direct alkylation of amines via activation of sp3 C-H bonds. The reaction was accomplished using a 0.2 mol% catalyst and no additional activating agents other than the base. Upon optimization, it was determined that the ideal reaction conditions involved solvent dimethyl sulfoxide at 110 °C for 3 h. The catalyst demonstrated excellent reactivity in the formation of various imines, intramolecularly cyclized amines, and substituted amines with a turnover number (TON) as high as 183. Depending on the base used for the reaction and the starting amines, the catalyst demonstrated high selectivity towards the product formation. The exploration into the mechanism and kinetics of the reaction pathway suggested the C-H activation as the rate-limiting step, with the reaction second-order overall, holding first-order behavior towards the catalyst and toluene substrate.

Ruthenium-Catalyzed Amination of Secondary Alcohols Using Borrowing Hydrogen Methodology

A new ruthenium complex catalyzes the amination of primary and secondary alcohols and the regioselective mono- and sequential diamination of diols via the borrowing hydrogen pathway. Several variations on new intra- and intermolecular cyclizations of aminoalcohols, diols, and diamines lead to heterocyclic ring systems.

An efficient palladium-catalyzed N-alkylation of amines using primary and secondary alcohols

PdCl2 in the presence of dppe or Xantphos(t-Bu) as the ligand is found to be an efficient catalyst for the N-alkylation of various primary and cyclic secondary amines using primary alcohols at 90-130 C under neat conditions. Interestingly, good to excellent yields were achieved when more challenging secondary alcohols were used as alkylating agents at 130-150 C. The reaction could be easily scaled up, as demonstrated for a 10 mmol scale achieving yields up to 90% with a TON of 900.