6-Methylhept-5-en-2-amine

Base Information

• Chemical Name: 6-Methylhept-5-en-2-amine
• CAS No.: 22462-79-9
• Molecular Formula: C8H17 N
• Molecular Weight: 127.23
• Hs Code.: 2921199090
• European Community (EC) Number: 245-016-0
• UNII: 909MSN4AOL
• DSSTox Substance ID: DTXSID00945144
• Nikkaji Number: J49.440B
• Wikidata: Q27895469
• Mol file: 22462-79-9.mol

Synonyms:6-methylhept-5-en-2-amine;22462-79-9;1,5-Dimethylhex-4-enylamine;1,5-Dimethyl-4-hexenylamine;BRN 1740112;4-HEXENYLAMINE, 1,5-DIMETHYL-;EINECS 245-016-0;909MSN4AOL;5-Hepten-2-amine, 6-methyl-;6-Methylhept-5-en-2-amine, (+/-)-;EC 245-016-0;N-Desmethylisometheptene;UNII-909MSN4AOL;SCHEMBL3363343;DTXSID00945144;6-METHYL-5-HEPTEN-2-AMINE;(2RS)-6-Methylhept-5-en-2-amine;(+/-)-6-methylhept-5-en-2-amine;AKOS006222727;(1,5-DIMETHYL-4-HEXENYL)AMINE;LS-75634;HEPTAMINOL IMPURITY A [EP IMPURITY];EN300-233398;Q27895469;Z57959337;2-Dehydroxy-3-dehydro-heptaminol (Heptaminol EP impurity A)

Chemical Property of 6-Methylhept-5-en-2-amine

Chemical Property:

• Vapor Pressure: 1.72mmHg at 25°C
• Boiling Point: 167.2°Cat760mmHg
• Flash Point: 51.3°C
• PSA: 26.02000
• Density: 0.804g/cm³
• LogP: 2.78030
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 127.136099547
• Heavy Atom Count: 9
• Complexity: 90.7

Purity/Quality:

99.9% ^*data from raw suppliers

2-Dehydroxy-3-dehydro-heptaminol(HeptaminolEPimpurityA) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCC=C(C)C)N
• 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.

Technology Process of 6-Methylhept-5-en-2-amine

There total 8 articles about 6-Methylhept-5-en-2-amine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

6-Methyl-hept-5-en-2-on (110-93-0,129085-68-3) → 6-methylhept-5-en-2-amine (22462-79-9)

Guidance literature:

With formic acid; C₂₆H₃₄ClIrN₄O; ammonium formate; In methanol; at 80 ℃; for 4h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.9b01565

Reference yield: 86.0%

→ 6-methylhept-5-en-2-amine (22462-79-9)

Guidance literature:

With ammonium formate; In methanol; at 80 ℃; for 0.166667h; Inert atmosphere;

With formic acid; C₂₉H₃₂ClIrNO; triethylamine; In methanol; at 80 ℃;

Reference yield: 85.0%

6-methylhept-5-en-2-one oxime (22418-73-1) → 6-methylhept-5-en-2-amine (22462-79-9)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 - 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2017.07.058

upstream raw materials:

6-Methyl-hept-5-en-2-on

6-methylhept-5-en-2-one oxime

ethanol

ammonia

Downstream raw materials:

N-(1,5-dimethylhex-4-en-1-yl)(4-methylphenyl)sulfonamide

2-Isopropyl-5-methyl-1-(toluene-4-sulfonyl)-pyrrolidine

N-(4-Bromo-1,5-dimethyl-hex-4-enyl)-benzamide

isometheptene

Refernces

• 1、 Murugesan, Kathiravan,Beller, Matthias,Jagadeesh, Rajenahally V.. "Reusable Nickel Nanoparticles-Catalyzed Reductive Amination for Selective Synthesis of Primary Amines". supporting information. p. 5064 - 5068. Retrieved 2019/03/19.
• 2、 Jagadeesh, Rajenahally V.,Murugesan, Kathiravan,Alshammari, Ahmad S.,Neumann, Helfried,Pohl, Marga-Martina,Radnik, J?rg,Beller, Matthias. "MOF-derived cobalt nanoparticles catalyze a general synthesis of amines". . p. 326 - 332. Retrieved 2017/09/28.