22462-79-9

Basic information

• Product Name: 1,5-dimethylhex-4-enylamine
• Synonyms: 1,5-dimethylhex-4-enylamine;6-Methyl-5-hepten-2-amine;N-Desmethylisometheptene;(2RS)-6-Methylhept-5-en-2-amine
• CAS NO: 22462-79-9
• Molecular Formula: C₈H₁₇N
• Molecular Weight: 127.22728
• EINECS: 245-016-0
• Mol File: 22462-79-9.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 167.2°Cat760mmHg
• Flash Point: 51.3°C
• Appearance: /
• Density: 0.804g/cm³
• Vapor Pressure: 1.72mmHg at 25°C
• Refractive Index: 1.45
• CAS DataBase Reference: 1,5-dimethylhex-4-enylamine(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-dimethylhex-4-enylamine(22462-79-9)
• EPA Substance Registry System: 1,5-dimethylhex-4-enylamine(22462-79-9)

Safety Data

• Hazardous Substances Data: 22462-79-9(Hazardous Substances Data)

Usage

Uses

Heptaminol EP impurity A is related to Heptaminol (H281170), which is used in the preparation of drugs for treating cardiovascular and cerebrovascular diseases. Heptaminol EP impurity A is also a converted metabolite of Isometheptene in human urine which can be detected via gas chromatography-mass spectrometry in doping control.

InChI:InChI=1/C8H17N/c1-7(2)5-4-6-8(3)9/h5,8H,4,6,9H2,1-3H3

Upstream product

• 110-93-0 6-Methyl-hept-5-en-2-on 
• 64-17-5 ethanol 
• 7664-41-7 ammonia 
• 22418-73-1 6-methylhept-5-en-2-one oxime 

Downstream Products

• 503-01-5 isometheptene 
• 913539-58-9 N-(1,5-dimethylhex-4-en-1-yl)(4-methylphenyl)sulfonamide 
• 124920-20-3 2-Isopropyl-5-methyl-1-(toluene-4-sulfonyl)-pyrrolidine 
• 69169-44-4 N-(4-Bromo-1,5-dimethyl-hex-4-enyl)-benzamide 

Relevant articles and documents

Reductive amination of ketonic compounds catalyzed by Cp*Ir(III) complexes bearing a picolinamidato ligand

Cp*Ir complexes bearing a 2-picolinamide moiety serve as effective catalysts for the direct reductive amination of ketonic compounds to give primary amines under transfer hydrogenation conditions using ammonium formate as both the nitrogen and hydrogen source. The clean and operationally simple transformation proceeds with a substrate to catalyst molar ratio (S/C) of up to 20,000 at relatively low temperature and exhibits excellent chemoselectivity toward primary amines.

Piperidines from acid-catalysed cyclisations: Pitfalls, solutions and a new ring contraction to pyrrolidines

The success of acid-catalysed cyclisations of alka-4-enylamine derivatives to piperidines depends very much on the nature of the amine protecting group: while carbamates and related amides can usually be readily and cleanly transformed, the corresponding sulfonamides react further by ring contraction leading to pyrrolidines, especially when such substrates are sterically crowded.

CATALYST COMPOUNDS

The present invention relates to an iridium-based catalyst compound for hydrogenating reducible moieties, especially imines and iminiums, the catalyst compounds being defined by the formulas: where ring B is either itself polycyclic, or ring B together with R is polycyclic. The catalysts of the invention are particularly effective in reductive amination procedures 10 which involve the in situ generation of the imine or iminium under reductive hydrogenative conditions.