4-Pentenenitrile

Base Information

• Chemical Name: 4-Pentenenitrile
• CAS No.: 592-51-8
• Molecular Formula: C5H7N
• Molecular Weight: 81.1173
• European Community (EC) Number: 209-762-0
• UNII: 89HYM37372
• DSSTox Substance ID: DTXSID0027228
• Nikkaji Number: J45.897J
• Wikidata: Q27270043
• ChEMBL ID: CHEMBL1595985
• Mol file: 592-51-8.mol

Synonyms:1-cyano-3-butene

Chemical Property of 4-Pentenenitrile

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 5.99mmHg at 25°C
• Melting Point: 138-139 °C
• Refractive Index: n20/D 1.42(lit.)
• Boiling Point: 140.934 °C at 760 mmHg
• Flash Point: 46.207 °C
• PSA: 23.79000
• Density: 0.815 g/cm³
• LogP: 1.47618
• Storage Temp.: 2-8°C
• Water Solubility.: Insoluble in water
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 81.057849228
• Heavy Atom Count: 6
• Complexity: 75.2

Purity/Quality:

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

4-Pentenenitrile >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 28-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitriles
• Canonical SMILES: C=CCCC#N
• Uses: 4-Pentenenitrile may be used to synthesize 4-pentenylamine.

Technology Process of 4-Pentenenitrile

There total 66 articles about 4-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: 97.0%

3-Tributylstannanyl-cyclopentanone oxime (129266-38-2) → 4-Pentenenitrile (592-51-8)

Guidance literature:

With pyridine; thionyl chloride; In dichloromethane; at 0 ℃;

Reference yield: 93.0%

pent-4-ynenitrile (19596-07-7) → 4-Pentenenitrile (592-51-8)

Guidance literature:

With hydrogen; In ethanol; at 20 ℃; for 3h; under 760.051 Torr;

DOI:10.1021/acscatal.5b02518

Reference yield: 79.0%

1-bromo-4-butene (5162-44-7) + potassium cyanide (151-50-8) → 4-Pentenenitrile (592-51-8)

Guidance literature:

In ethylene glycol; at 100 ℃; for 2h;

DOI:10.1039/b316096c DOI:10.1021/ja058287t

upstream raw materials:

tetrahydrofuran

hydrogen cyanide

piperidin-2-one

Butane-1,4-diol

Downstream raw materials:

hept-6-en-3-one

4-pentenyl-1-amine

4-Acetoxy-5-chlorpentanonitril

4-hydroxy-5-p-tolylthiopentanonitrile

Refernces

• 1、 Chen, Chaohuang,Chen, Pinhong,Hou, Chuanqi,Liu, Guosheng. "Palladium(II)-Catalyzed Aminotrifluoromethoxylation of Alkenes: Mechanistic Insight into the Effect of N-Protecting Groups". supporting information. p. 346 - 350. Retrieved 2020/05/25.
• 2、 Shu, Xiao,Jiang, Yuan-Yuan,Kang, Lei,Yang, Luo. "Ni-Catalyzed hydrocyanation of alkenes with formamide as the cyano source". supporting information. p. 2734 - 2738. Retrieved 2020/06/17.