Hex-2-enedinitrile

Base Information

• Chemical Name: Hex-2-enedinitrile
• CAS No.: 13042-02-9
• Molecular Formula: C6H6 N2
• Molecular Weight: 106.127
• European Community (EC) Number: 235-914-0
• UNII: 5LDZ47PQME
• Nikkaji Number: J1.005.638A,J317.775K
• Mol file: 13042-02-9.mol

Synonyms:hex-2-enedinitrile;2141-59-5;5LDZ47PQME;2-Hexenedinitrile, (2E)-;13042-02-9;2-Hexenodinitrilo;(E)-hex-2-enedinitrile;alpha-Hydromucononitrile (6CI);1,4-dicyanobutene;(E)-2-Hexenedinitrile;2-Hexenedinitrile, E-;UNII-5LDZ47PQME;SCHEMBL2190216;2-HEXENEDINITRILE, (E)-;TRANS-1,4-DICYANO-1-BUTENE;AKOS006272314;.ALPHA.-HYDROMUCONONITRILE, TRANS-

Chemical Property of Hex-2-enedinitrile

Chemical Property:

• Vapor Pressure: 0.00136mmHg at 25°C
• Melting Point: 74 °C(Solv: ethanol (64-17-5))
• Refractive Index: 1.4560 (estimate)
• Boiling Point: 297.3°Cat760mmHg
• Flash Point: 151.6°C
• PSA: 47.58000
• Density: 0.983g/cm³
• LogP: 1.36996
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 106.053098200
• Heavy Atom Count: 8
• Complexity: 162

Purity/Quality:

98%Min ^*data from raw suppliers

2-HEXENEDINITRILE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CC#N)C=CC#N
• Isomeric SMILES: C(CC#N)/C=C/C#N

Technology Process of Hex-2-enedinitrile

There total 5 articles about Hex-2-enedinitrile 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:

acrylonitrile (107-13-1,25014-41-9) → 1,4-dicyano-1,3-butadiene (821-60-3) + hexanedinitrile (111-69-3) + 2-hexenedinitrile (13042-02-9)

Guidance literature:

With sodium proprionate; dichlorotetrakis(dimethyl sulfoxide)ruthenium(II); In diethyl ether; dimethyl sulfoxide; at 150 ℃; for 9h;

DOI:10.1246/cl.2007.1384

Reference yield:

2-Benzoylbenzoic acid (85-52-9) + acrylonitrile (107-13-1,25014-41-9) → 2-benzoyl-benzoic acid 2-cyano-ethyl ester + 1,4-dicyano-1,3-butadiene (821-60-3) + hexanedinitrile (111-69-3) + 2-hexenedinitrile (13042-02-9)

Guidance literature:

With sodium proprionate; dimethyl sulfoxide; ruthenium(II) chloride; at 150 ℃; for 6h; Further Variations:; Reaction partners; Reagents; Product distribution;

DOI:10.1246/cl.2006.186

Reference yield:

acrylonitrile (107-13-1,25014-41-9) → 1,4-dicyano-2-butene (1119-85-3) + 2-hexenedinitrile (13042-02-9) + 2,4-dicyano-1-butene (1572-52-7) + 4,7-Bis-<2-cyan-aethyl>-4,7-dicyan-decen-(5)-disaeure-dinitril (68334-52-1)

Guidance literature:

With isopropyl diphenylphosphinite; isopropyl alcohol; In toluene; at 60 ℃; Rate constant; Equilibrium constant; Thermodynamic data; other phosphinite catalysts; activation parameters (E_A, ΔS(act., 298 K); kinetics and mechanism of the phosphinite-catalyzed dimerization of acrylonitrile;

DOI:10.1080/10426509608545205

upstream raw materials:

acrylonitrile

2-Benzoylbenzoic acid

Downstream raw materials:

3-ethoxycarbonylhexane-1,6-dioic acid diethyl ester

Diethyl trans-hex-3-enedioate

3-(6-cyano-cyclohex-3-enyl)-propionitrile

(+/-)-trans-6-(2-methoxycarbonyl-ethyl)-cyclohex-3-ene-r-carboxylic acid methyl ester