5-Methylhex-5-enenitrile

Base Information

• Chemical Name: 5-Methylhex-5-enenitrile
• CAS No.: 50592-60-4
• Molecular Formula: C7H11N
• Molecular Weight: 109.171
• Hs Code.: 2926909090
• European Community (EC) Number: 256-629-8
• DSSTox Substance ID: DTXSID20198630
• Nikkaji Number: J261.541J
• Wikidata: Q83071447
• Mol file: 50592-60-4.mol

Synonyms:5-Methylhex-5-enenitrile;50592-60-4;5-Methyl-5-hexenenitrile;EINECS 256-629-8;MFCD00671840;SCHEMBL1004124;DTXSID20198630;AKOS016016606

Chemical Property of 5-Methylhex-5-enenitrile

Chemical Property:

• Vapor Pressure: 1.16mmHg at 25°C
• Refractive Index: 1.426
• Boiling Point: 175.3 °C at 760 mmHg
• Flash Point: 66.5 °C
• PSA: 23.79000
• Density: 0.824 g/cm³
• LogP: 2.25638
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 109.089149355
• Heavy Atom Count: 8
• Complexity: 116

Purity/Quality:

98%Min ^*data from raw suppliers

5-Methyl-5-hexenenitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,T
• Hazard Codes: F,T

MSDS Files:

Useful:

• Canonical SMILES: CC(=C)CCCC#N

Technology Process of 5-Methylhex-5-enenitrile

There total 7 articles about 5-Methylhex-5-enenitrile 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: 70.0%

sodium cyanide (143-33-9,25596-52-5) + 4-methyl-pent-4-enyl methanesulfonate (79320-73-3) → 5-methylhex-5-enenitrile (50592-60-4)

Guidance literature:

In dimethyl sulfoxide; at 50 ℃; for 7h;

DOI:10.1021/jo701497e

Reference yield: 60.0%

5-oxohexanenitrile (10412-98-3) + Methyltriphenylphosphonium bromide (1779-49-3) → 5-methylhex-5-enenitrile (50592-60-4)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; 1.) -78 deg C, 1 h, 2.) r.t., 24 h;

DOI:10.1055/s-1998-5920

Reference yield:

acrylonitrile (107-13-1,25014-41-9) + tert-butyl alcohol (75-65-0) → 5-methylhex-5-enenitrile (50592-60-4)

Guidance literature:

With xylene; 2-hydroxyresorcinol; at 300 ℃;

upstream raw materials:

acrylonitrile

isobutene

tert-butyl alcohol

3-(propan-2-yloxy)propanonitrile

Downstream raw materials:

5-methylene-1,9-nonanedinitrile

5,5'-dimethyl-5,5'-p-phenylene-di-hexanenitrile

5-methylhex-5-enoic acid

6-bromo-2-methyl-1-hexene

Refernces

• 1、 Weinreb, Steven M.,Smith, Daniel T.,Jin, Jian. "Thermal and lewis acid catalyzed intramolecular ene reactions of allenylsilanes". . p. 509 - 521. Retrieved 2007/10/03.