2,6-Dimethylhept-5-enenitrile

Base Information

• Chemical Name: 2,6-Dimethylhept-5-enenitrile
• CAS No.: 54088-65-2
• Molecular Formula: C9H15N
• Molecular Weight: 137.225
• Hs Code.: 2926909090
• European Community (EC) Number: 258-968-7
• DSSTox Substance ID: DTXSID70968946
• Nikkaji Number: J279.577I
• Mol file: 54088-65-2.mol

Synonyms:54088-65-2;EINECS 258-968-7;2,6-Dimethylhept-5-ene-1-nitrile;2,6-dimethylhept-5-enenitrile;5-Heptenenitrile,2,6-dimethyl-;2,6-Dimethyl-5-heptenenitrile;SCHEMBL14331466;DTXSID70968946

Chemical Property of 2,6-Dimethylhept-5-enenitrile

Chemical Property:

• Vapor Pressure: 0.183mmHg at 25°C
• Refractive Index: 1.442
• Boiling Point: 211.4 °C at 760 mmHg
• Flash Point: 87.9 °C
• PSA: 23.79000
• Density: 0.835 g/cm³
• LogP: 2.89248
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 137.120449483
• Heavy Atom Count: 10
• Complexity: 155

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCC=C(C)C)C#N

Technology Process of 2,6-Dimethylhept-5-enenitrile

There total 16 articles about 2,6-Dimethylhept-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: 94.0%

rac-2,6-dimethylhept-5-enaldehyde oxime → rac-2,6-dimethylhept-5-enenitrile (54088-65-2)

Guidance literature:

With trichloro(trifluoromethanesulfonato)titanium(IV); at 80 ℃; for 10h;

DOI:10.1080/00397919908086440

Reference yield: 94.0%

N'-[2,6-Dimethyl-hept-5-en-(E)-ylidene]-N,N-dimethyl-hydrazine → rac-2,6-dimethylhept-5-enenitrile (54088-65-2)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 2h;

DOI:10.1002/prac.19943360516

Reference yield: 85.0%

(+/-)-6-chloro-2-methyl-2-heptene (80325-37-7) + tetra-n-butylammonium cyanide (10442-39-4) → rac-2,6-dimethylhept-5-enenitrile (54088-65-2)

Guidance literature:

With copper(l) iodide; In acetonitrile; at 20 ℃; for 24h; Inert atmosphere; UV-irradiation;

DOI:10.1021/jacs.5b08452

upstream raw materials:

(1R,E)-(+)-camphorquinone 3-oxime

6-methylhept-5-en-2-ol

sodium cyanide

1-bromo-4-methylpent-3-ene

Downstream raw materials:

2-methylbutanedioic acid

2-methylglutaric acid

acetone

Benzoic acid (E)-1-(1-benzenesulfonyl-3-methyl-but-2-enyl)-6-cyano-2,6-dimethyl-hex-2-enyl ester

Refernces

• 1、 Ratani, Tanvi S.,Bachman, Shoshana,Fu, Gregory C.,Peters, Jonas C.. "Photoinduced, Copper-Catalyzed Carbon-Carbon Bond Formation with Alkyl Electrophiles: Cyanation of Unactivated Secondary Alkyl Chlorides at Room Temperature". . p. 13902 - 13907. Retrieved 2016/01/15.
• 2、 Xiao, Zejun,Timberlake, Jack W.. "An elimination reaction of N-carbomethoxy-N,N-dimethylhydrazonium salts to alkyl nitriles". . p. 12715 - 12720. Retrieved 2007/10/03.