But-2-enenitrile

Base Information

• Chemical Name: But-2-enenitrile
• CAS No.: 4786-20-3
• Molecular Formula: C4H5N
• Molecular Weight: 67.0904
• Hs Code.: 29269090
• Mol file: 4786-20-3.mol

Synonyms:but-2-enenitrile;2-Butenonitrilo;AKOS025243186;FT-0624104

Chemical Property of But-2-enenitrile

Chemical Property:

• Appearance/Colour: Clear light yellow liquid
• Vapor Pressure: 6.06E-13mmHg at 25°C
• Melting Point: -51.5ºC
• Refractive Index: n20/D 1.419(lit.)
• Boiling Point: 120.5 °C at 760 mmHg
• Flash Point: 20 °C
• PSA: 23.79000
• Density: 0.822 g/cm³
• LogP: 1.08608
• Storage Temp.: Flammables area
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 67.042199164
• Heavy Atom Count: 5
• Complexity: 72.9

Purity/Quality:

99.9% ^*data from raw suppliers

Crotononitrile, mixture of cis and trans 99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, Xn
• Hazard Codes: F,Xn
• Statements: 11-22-36/37/38-26-16
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC=CC#N

Technology Process of But-2-enenitrile

There total 161 articles about But-2-enenitrile 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: 89.0%

trans-2-propenyl bromide (590-15-8) + potassium cyanide (151-50-8) → crotononitrile (4786-20-3,627-26-9)

Guidance literature:

With 18-crown-6 ether; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In benzene; at 80 ℃; for 50h; Rate constant; Product distribution;

Reference yield: 78.0%

trans-Crotonaldehyde (123-73-9,4170-30-3) → crotononitrile (4786-20-3,627-26-9)

Guidance literature:

With aluminum oxide; potassium fluoride; hydroxylamine hydrochloride; In N,N-dimethyl-formamide; at 100 ℃; for 9h;

DOI:10.1016/j.tetlet.2005.08.007

Reference yield: 30.0%

cis-4-cyano-3-methyl-1-(p-tolyl)azetidin-2-one → (Z)-2-butenenitrile (1190-76-7,627-26-9) + crotononitrile (4786-20-3,627-26-9) + (p-tolyl)iminoacetonitrile (1204614-43-6) + p-Tolylisocyanate (622-58-2,374675-64-6)

Guidance literature:

at 720 ℃; under 0.0015 Torr; regioselective reaction;

DOI:10.1016/j.tet.2009.10.080

upstream raw materials:

4-Chlorobutyronitrile

2-hydroxybutanenitrile

(+-)-3-amino-butyronitrile

3-hydroxybutanenitrile

Downstream raw materials:

3-(pyrrolidin-1-yl)butanenitrile

crotylamine

3-dibenzylphosphinoyl-butyronitrile

3-tosylbutanenitrile

Refernces

• 1、 Bordwell, Frederick G.,Hughes, David L.. "Base-Catalyzed Isomerization of 3-Butenenitrile. Relative Nucleophilicities of Carbanions, Nitranions, Oxanions, and Thianions toward Hydrogen". . p. 4737 - 4744. Retrieved 1985.
• 2、 Hannus, Istvan,Foerster, Horst,Tasi, Gyula,Kiricsi, Imre,Molnar, Arpad. "Spectra of carbanions formed from ally1 cyanide during isomerization in zeolite Nay-FAU with strong basic sites". . p. 345 - 348. Retrieved 1995.
• 3、 -. "LJ reaction in the preparation wittich reagent and application of glufosinate in". Paragraph 0094; 0095. . Retrieved 2017/12/04.
• 4、 Cai, Chaoxian,Yu, Shichao,Cao, Bonan,Zhang, Xumu. "New tetraphosphorus ligands for highly linear selective hydroformylation of allyl and vinyl derivatives". experimental part. p. 9992 - 9998. Retrieved 2012/09/07.