(Z)-2-Butenenitrile

Base Information

• Chemical Name: (Z)-2-Butenenitrile
• CAS No.: 1190-76-7
• Molecular Formula: C4H5 N
• Molecular Weight: 67.0904
• Hs Code.: 2926909090
• NSC Number: 165574
• UNII: F827TLS5FM
• DSSTox Substance ID: DTXSID801030723
• Nikkaji Number: J149.596H
• Wikidata: Q90626644
• Mol file: 1190-76-7.mol

Synonyms:cis-Crotononitrile;(Z)-2-Butenenitrile;cis-Cyanopropene;Isocrotonic nitrile;(Z)-Crotononitrile;cis-2-Butenenitrile;Crotononitrile, (Z)-;2-Butenenitrile, (Z)-;1190-76-7;cis-1-Propenyl cyanide;(Z)-but-2-enenitrile;isocrotononitrile;cis-beta-Methylacrylonitrile;2-butenenitrile, (2Z)-;BRN 1719746;F827TLS5FM;4-02-00-01507 (Beilstein Handbook Reference);2-Butenonitrilo;cis-but-2-enenitrile;(2Z)-but-2-enenitrile;UNII-F827TLS5FM;(Z)-CH3CH=CHCN;2-Butenenitrile, (2Z )-;Isocrotononitrile (6CI,7CI);2-BUTENENITRILE, CIS-;DTXSID801030723;NSC165574;CIS-.BETA.-METHYLACRYLONITRILE;NSC-165574;LS-47059

Chemical Property of (Z)-2-Butenenitrile

Chemical Property:

• Vapor Pressure: 15.2mmHg at 25°C
• Melting Point: -72.6°C
• Refractive Index: 1.4134
• Boiling Point: 120.5°Cat760mmHg
• Flash Point: 20°C
• PSA: 23.79000
• Density: 0.822g/cm³
• LogP: 1.08608
• 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:

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

CIS-CROTONONITRILE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=CC#N
• Isomeric SMILES: C/C=C\C#N

Technology Process of (Z)-2-Butenenitrile

There total 75 articles about (Z)-2-Butenenitrile 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: 33.0%

cis-1-(p-fluorophenyl)-4-cyano-3-methylazetidin-2-one → (Z)-2-butenenitrile (1190-76-7,627-26-9) + crotononitrile (4786-20-3,627-26-9) + (p-fluorophenyl)iminoacetonitrile (1204614-44-7) + para-fluorophenyl isocyanate (1195-45-5)

Guidance literature:

at 720 ℃; under 0.0015 Torr; regioselective reaction;

DOI:10.1016/j.tet.2009.10.080

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

Reference yield: 30.0%

cis-1-(p-chlorophenyl)-4-cyano-3-methylazetidin-2-one → (Z)-2-butenenitrile (1190-76-7,627-26-9) + crotononitrile (4786-20-3,627-26-9) + (p-chlorophenyl)iminoacetonitrile (1204614-45-8) + p-chlorphenylisocyanate (104-12-1)

Guidance literature:

at 720 ℃; under 0.0015 Torr; regioselective reaction;

DOI:10.1016/j.tet.2009.10.080

upstream raw materials:

pyridine

acetaldehyde

cyanoacetic acid

quinoline

Downstream raw materials:

crotylamine

(Z)-but-2-enamide

Z-3-bromo-1-cyano-1-propene

4-bromo-2-butenenitrile

Refernces

• 1、 Yazaki, Ryo,Kumagai, Naoya,Shibasaki, Masakatsu. "Direct catalytic asymmetric addition of allyl cyanide to ketones via soft lewis acid/hard bronsted base/hard lewis base catalysis". supporting information; experimental part. p. 5522 - 5531. Retrieved 2010/07/04.
• 2、 Hore, Nathan R.,Russell, Douglas K.. "The thermal decomposition of 5-membered rings: A laser pyrolysis study". . p. 606 - 613. Retrieved 2007/10/03.