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

Description

1,5-Dimethylhex-4-enylamine is an organic compound with the molecular formula C8H17N. It is characterized by the presence of a long carbon chain with two methyl groups attached to different carbon atoms and an amine functional group at the end. 1,5-dimethylhex-4-enylamine is known for its potential applications in various industries due to its unique chemical properties.

Uses

1. Used in Pharmaceutical Industry:
1,5-Dimethylhex-4-enylamine is used as an intermediate in the synthesis of various pharmaceutical compounds for the treatment of cardiovascular and cerebrovascular diseases. Its structural features make it a versatile building block for the development of new drugs with improved efficacy and safety profiles.
2. Used in Doping Control:
1,5-Dimethylhex-4-enylamine is also a converted metabolite of Isometheptene, which can be detected in human urine via gas chromatography-mass spectrometry. This detection capability is crucial in doping control, as it helps identify the use of banned substances in sports and ensures fair competition.
3. Used in Chemical Research:
Due to its unique structure and reactivity, 1,5-dimethylhex-4-enylamine can be employed as a research compound in various chemical studies. It can be used to investigate the effects of different functional groups on the properties and reactivity of organic molecules, contributing to the advancement of chemical knowledge and the development of new materials and applications.

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 
• 22418-73-1 6-methylhept-5-en-2-one oxime 
• 64-17-5 ethanol 
• 7664-41-7 ammonia 

Downstream Products

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

Relevant articles and documents

Reusable Nickel Nanoparticles-Catalyzed Reductive Amination for Selective Synthesis of Primary Amines

The preparation of nickel nanoparticles as efficient reductive amination catalysts by pyrolysis of in situ generated Ni-tartaric acid complex on silica is presented. The resulting stable and reusable Ni-nanocatalyst enables the synthesis of functionalized and structurally diverse primary benzylic, heterocyclic and aliphatic amines starting from inexpensive and readily available carbonyl compounds and ammonia in presence of molecular hydrogen. Applying this Ni-based amination protocol, -NH2 moiety can be introduced in structurally complex compounds, for example, steroid derivatives and pharmaceuticals.

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.