5417-68-5

Basic information

• Product Name: 4-methyl-N-pentylaniline
• Synonyms: 4-methyl-N-pentylaniline;NSC 7953;Pentyl-p-tolyl-amine
• CAS NO: 5417-68-5
• Molecular Formula: C₁₂H₁₉N
• Molecular Weight: 177.28596
• Mol File: 5417-68-5.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 273.2 °C at 760 mmHg
• Flash Point: 118.5 °C
• Appearance: /
• Density: 0.927 g/cm³
• Vapor Pressure: 0.00582mmHg at 25°C
• Refractive Index: 1.531
• CAS DataBase Reference: 4-methyl-N-pentylaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methyl-N-pentylaniline(5417-68-5)
• EPA Substance Registry System: 4-methyl-N-pentylaniline(5417-68-5)

Safety Data

• Hazardous Substances Data: 5417-68-5(Hazardous Substances Data)

Usage

General Description

4-methyl-N-pentylaniline, also known as 4-methylpentan-1-amine, is an organic chemical compound with the molecular formula C11H17N. It is a primary aromatic amine with a pentyl chain attached to the amino group, making it a member of the aniline class of compounds. This chemical is commonly used in the synthesis of pharmaceuticals, dyes, and other organic compounds. It is a clear, colorless to pale yellow liquid that is insoluble in water but soluble in organic solvents. 4-methyl-N-pentylaniline is also known to have potential health hazards and should be handled and stored with caution.

InChI:InChI=1/C12H19N/c1-3-4-5-10-13-12-8-6-11(2)7-9-12/h6-9,13H,3-5,10H2,1-2H3

Upstream product

• 6876-71-7 N-(p-tolyl)pentanethioamide 
• 624-31-7 4-tolyl iodide 
• 110-58-7 n-Pentylamine 
• 110-53-2 1-Bromopentane 
• 106-49-0 p-toluidine 
• 628-17-1 amyl iodide 

Relevant articles and documents

Lewis Base-Boryl Radicals Enabled the Desulfurizative Reduction and Annulation of Thioamides

A new protocol for radical transformations of thioamides promoted by Lewis base-boryl radicals is reported. The desulfurizative reduction to access organic amines was enabled utilizing 4-dimethylaminopyridine-BH3 as the boryl radical precursor and PhSH as the polarity reversal catalyst. Alternatively, the chain process for unsaturated thioamides was switched to an annulation reaction using N-heterocyclic carbene-BH3 as the boryl radical precursor and sterically bulky Ph3CSH as the catalyst, allowing for the construction of N-heterocyclic and carbocyclic skeletons.

C-N bond formation catalysed by CuI Bonded to polyaniline nanofiber

Polyaniline nanofiber as a macroligand for the supported cuprous iodide catalyst (CuI-PANInf) has been developed for the coupling of aryl halides (including aryl chlorides) with aliphatic, aromatic, and N(H)-heterocyclic amines under ambient conditions (80 °C for aryl chlorides) has been developed. This simple and efficient method for coupling reactions is highly versatile, convenient, and also the catalyst can be used for several cycles with good-to-excellent yields.

CuBr/rac-BINOL-catalyzed N-arylations of aliphatic amines at room temperature

We have developed an efficient and readily available catalyst system CuBr/racemic BINOL ( 1,1′-binaphthyl-2,2′-diol) that catalyzes N-arylation of aliphatic amines at room temperature, and this inexpensive catalyst system is of high selectivity and tolerance toward various functional groups in the substrates.