3-Pentenenitrile

Base Information

• Chemical Name: 3-Pentenenitrile
• CAS No.: 4635-87-4
• Molecular Formula: C5H7N
• Molecular Weight: 81.1173
• Hs Code.: 2926909090
• European Community (EC) Number: 225-060-7,605-402-5
• UN Number: 3275
• UNII: 80L2GJH2P2
• DSSTox Substance ID: DTXSID901019314
• Nikkaji Number: J298.912C,J38.121G
• Wikidata: Q27269157
• Metabolomics Workbench ID: 123305
• ChEMBL ID: CHEMBL1322495
• Mol file: 4635-87-4.mol

Synonyms:4 pentenenitrile;4-pentenenitrile;trans-3-pentenenitrile

Chemical Property of 3-Pentenenitrile

Chemical Property:

• Appearance/Colour: clear colorless to amber liquid
• Vapor Pressure: 24.9 mm Hg ( 50 °C)
• Refractive Index: n20/D 1.422
• Boiling Point: 115.5 °C at 760 mmHg
• Flash Point: 40 °C
• PSA: 23.79000
• Density: 0.827 g/cm³
• LogP: 1.47618
• Water Solubility.: <0.1 g/100 mL at 19 C
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 81.057849228
• Heavy Atom Count: 6
• Complexity: 83.4
• Transport DOT Label: Poison Flammable Liquid

Purity/Quality:

99.9% ^*data from raw suppliers

3-PENTENENITRILE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 10-23/24/25-36/37/38
• Safety Statements: 45-41-36/37/39-14

MSDS Files:

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 3-Pentenenitrile

There total 33 articles about 3-Pentenenitrile 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: 100.0%

[(1,1,1-tris(diphenylphosphinomethyl)ethane)Co(III)(η3-crotyl)(CN)][PF6] (904285-63-8) → 3-pentenenitrile (4635-87-4) + 1,1,1-tris(diphenylphosphinomethyl)ethane cobalt hexafluorophosphate

Guidance literature:

In not given; at 60°C;

DOI:10.1016/j.molcata.2005.11.006

Reference yield: 53.0%

4-Pentenenitrile (592-51-8) + 2-hydroxy-2-methylpropanenitrile (75-86-5) → 3-pentenenitrile (4635-87-4) + hexanedinitrile (111-69-3)

Guidance literature:

With Lewis acid; C₇₀H₈₄O₈P₂; In tetrahydrofuran; at 90 ℃; for 4h;

Reference yield: 50.6%

buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) → 3-pentenenitrile (4635-87-4)

Guidance literature:

With hydrogen isocyanide; copper(I) chloride; In propyl sulfide;

upstream raw materials:

trans-3-pentenamide

2-cyano-pent-2-enoic acid

(E/Z)-crotyl bromide

tetraethylammoniumcyanide

Downstream raw materials:

hexanedinitrile

4-Pentenenitrile

2,4-dicyano-1-butene

alpha-ethylsuccinonitrile

Refernces

• 1、 -. "A process for preparing 3 - pentenenitrile method". Page/Page column 9-13. . Retrieved 2019/05/16.
• 2、 -. "A synthesis section of the mixed solution directly isomerization of 2-methyl-2-crotonization method". Paragraph 0004. . Retrieved 2017/02/09.