5-Hexenenitrile

Base Information

• Chemical Name: 5-Hexenenitrile
• CAS No.: 5048-19-1
• Molecular Formula: C6H9 N
• Molecular Weight: 95.1442
• Hs Code.: 2926909090
• European Community (EC) Number: 624-976-8
• DSSTox Substance ID: DTXSID50198502
• Nikkaji Number: J27.727D
• Wikidata: Q83071270
• Mol file: 5048-19-1.mol

Synonyms:5-Hexenenitrile;5048-19-1;hex-5-enenitrile;5-Cyano-1-pentene;MFCD00067056;4-Pentenyl cyanide;hex-1-ene-6-nitrile;5-Hexenenitrile, 95%;DTXSID50198502;AKOS009157709;FT-0620447;H0836;D90957;EN300-139487;J-640295;J-800299

Chemical Property of 5-Hexenenitrile

Chemical Property:

• Appearance/Colour: clear colorless to pale yellow liquid
• Refractive Index: n20/D 1.427(lit.)
• Boiling Point: 165 °C(lit.)
• Flash Point: 105 °F
• PSA: 23.79000
• Density: 0.837 g/mL at 25 °C(lit.)
• LogP: 1.86628
• Water Solubility.: Insoluble in water. Soluble in alcohol.
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 95.073499291
• Heavy Atom Count: 7
• Complexity: 85.6

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Hexenenitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 37/38
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=CCCCC#N
• Uses: 5-Hexenenitrile may be used in the synthesis of 1,8-dicyano-4-octene.

Technology Process of 5-Hexenenitrile

There total 11 articles about 5-Hexenenitrile 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: 93.0%

cyclohexanone-oxime (100-64-1) → caprolactam (105-60-2,9012-16-2) + hex-5-enenitrile (5048-19-1) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4)

Guidance literature:

silica-boria catalyst; at 250 ℃;

DOI:10.1246/cl.1985.277

Reference yield: 90.4%

cyclohexanone-oxime (100-64-1) → caprolactam (105-60-2,9012-16-2) + hexanenitrile (628-73-9) + hex-5-enenitrile (5048-19-1) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4)

Guidance literature:

With boron(III) phosphate; In benzene; at 300 ℃; for 2.66667h; under 750.06 Torr; Further Variations:; Catalysts; Solvents; Product distribution;

DOI:10.1246/cl.2005.1232

Reference yield:

cyclohexanone-oxime (100-64-1) → caprolactam (105-60-2,9012-16-2) + hexanenitrile (628-73-9) + hex-5-enenitrile (5048-19-1)

Guidance literature:

With silica gel-supported (H₃O)₂[(W₆Cl₈)Cl₆]*6H₂O; In propan-1-ol; at 300 ℃; for 3h; under 760.051 Torr;

DOI:10.1016/j.cattod.2010.10.088

upstream raw materials:

cyclohexanone-oxime

5-hexynonitrile

carbon dioxide

Downstream raw materials:

Ni(5-hexenenitrile)(P(O-o-tolyl)3)2

tri(O-methylphenyl)phosphite

N-(1-phenylethyl)hex-5-enamide

hex-5-en-1-amine

Refernces

• 1、 Nagashima, Sayoko,Kamiguchi, Satoshi,Ohguchi, Satoshi,Chihara, Teiji. "Vapor-phase Beckmann rearrangement of cyclohexanone oxime over halide cluster catalysts". experimental part. p. 135 - 138. Retrieved 2012/02/03.
• 2、 Tsuji, Hideto,Setoyama, Tohru. "Gas-phase catalytic Beckmann rearrangement over crystalline BPO4 of dehydration ability". . p. 1232 - 1233. Retrieved 2007/10/03.