3-Hexenedinitrile

Base Information

• Chemical Name: 3-Hexenedinitrile
• CAS No.: 1119-85-3
• Molecular Formula: C6H6 N2
• Molecular Weight: 106.127
• Hs Code.: 2926909090
• European Community (EC) Number: 214-287-7,242-519-7
• UNII: FMI3J48MFI
• DSSTox Substance ID: DTXSID201314365
• Nikkaji Number: J151.259E,J27.804A
• Mol file: 1119-85-3.mol

Synonyms:1,4-Dicyano-2-butene;1119-85-3;3-HEXENEDINITRILE;(E)-Hex-3-enedinitrile;18715-38-3;trans-3-Hexenedinitrile;beta-Hydromucononitrile;(3E)-hex-3-enedinitrile;3-Hexenedinitrile, (3E)-;trans-1,4-Dicyano-2-butene;HSDB 5790;(E)-3-Hexenedinitrile;(3E)-3-Hexenedinitrile;EINECS 214-287-7;UNII-FMI3J48MFI;UNII-W0IHU4R7XO;NSC 11685;FMI3J48MFI;BRN 1720228;EINECS 242-519-7;4-02-00-02238 (Beilstein Handbook Reference);.beta.-Hydromucononitrile;1,4-dicyano-trans-2-butene;Dihydromucononitrile;1,4-Dicyano butene-2;W0IHU4R7XO;3-Hexenedinitrile, (E)-;(3E)-3-Hexenedinitrile #;1,4-Dicyano-2-butene,trans;SCHEMBL818468;SCHEMBL819793;trans-3-Hexenedinitrile, 97%;BSVZXPLUMFUWHW-OWOJBTEDSA-N;DTXSID201314365;BAA11985;MFCD00001964;AKOS015913693;TRANS-.BETA.-HYDROMUCONONITRILE;AS-57327;LS-75550;CS-0374361;H0357;D78348;EN300-1705948;J-002681;Q27278075;InChI=1/C6H6N2/c7-5-3-1-2-4-6-8/h1-2H,3-4H2/b2-1

Chemical Property of 3-Hexenedinitrile

Chemical Property:

• Appearance/Colour: Tan to brown crystals
• Vapor Pressure: 0.00217mmHg at 25°C
• Melting Point: 77.5 - 78.2ºC
• Refractive Index: 1.5400 (estimate)
• Boiling Point: 289.6 °C at 760 mmHg
• Flash Point: 146.2 °C
• PSA: 47.58000
• Density: 0.983 g/cm³
• LogP: 1.36996
• Solubility.: soluble in Methanol
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 106.053098200
• Heavy Atom Count: 8
• Complexity: 142

Purity/Quality:

99% ^*data from raw suppliers

1,4-Dicyano-2-butene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21-36/37/38-20/21/22
• Safety Statements: 23-37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitriles
• Canonical SMILES: C(C=CCC#N)C#N
• Isomeric SMILES: C(/C=C/CC#N)C#N

Technology Process of 3-Hexenedinitrile

There total 8 articles about 3-Hexenedinitrile 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:

trans-3-Hexene (13269-52-8) + but-3-enenitrile (109-75-1) → crotononitrile (4786-20-3,627-26-9) + ethene (74-85-1) + 1,4-dicyano-2-butene (1119-85-3)

Guidance literature:

aluminum oxide; rhenium(VII) oxide on aluminum oxide; tetraethyltin; tetramethylstannane; for 24h; Product distribution; Ambient temperature; heterogeneous self-metathesis, co-metathesis;

DOI:10.1039/c39830000262

Reference yield:

but-3-enenitrile (109-75-1) → ethene (74-85-1) + 1,4-dicyano-2-butene (1119-85-3)

Guidance literature:

With 1,1,3,3-tetramethyl-1,3-disiletane; tungsten(IV) chloride; In benzene; at 60 ℃; for 10h; under 0.001 Torr; other temperature; metathesis of allyl cyanide;

DOI:10.1007/BF01455511

Reference yield:

but-3-enenitrile (109-75-1) → 1,4-dicyano-2-butene (1119-85-3)

Guidance literature:

1,1,3,3-tetramethyl-1,3-disiletane; tungsten(VI) chloride; In benzene; at 60 ℃; for 10h;

DOI:10.1007/BF00963022

upstream raw materials:

1,4-dichloro-2-butene

sodium cyanide

trans-3-Hexene

but-3-enenitrile

Downstream raw materials:

Re₂Cl₃((C₆H₅)2PCH₂P(C₆H₅)2)2(NCC₄H₆NC)2⁽¹⁺⁾*PF₆^(1-)=Re₂Cl₃(P(C₆H₅)2CH₂P(C₆H₅)2)2(NCC₄H₆CN)2PF₆

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

hexane-1,3,6-triyltriamine

butane-1,2,4-tricarbonitrile

Refernces

• 1、 Bespalova, N. B.,Bovina, M. A.,Vdovin, V. M.. "METATHESIS OF ALLYL CYANIDE IN THE PRESENCE OF A CATALYTIC SYSTEM CONTAINING TUNGSTEN HEXACHLORIDE AND 1,1,3,3-TETRAMETHYL-1,3-DISILACYCLOBUTANE". . p. 799 - 800. Retrieved 1988.
• 2、 Baird,Surridge. "". . p. 2898. Retrieved 1971.
• 3、 Hall, C. Dennis,Lowther, Nicholas,Tweedy, Bruce R.,Kayhanian, Robert,Piffl, Michaela,Shaw, Gordon. "The kinetics and mechanism of the phosphorus-catalysed dimerisation of acrylonitrile". . p. 521 - 524. Retrieved 2007/10/03.