4-(Prop-1-EN-2-YL)benzonitrile

Base Information

• Chemical Name: 4-(Prop-1-EN-2-YL)benzonitrile
• CAS No.: 19956-03-7
• Molecular Formula: C10H9N
• Molecular Weight: 143.188
• DSSTox Substance ID: DTXSID40558257
• Nikkaji Number: J815.542I
• Wikidata: Q82440487
• Mol file: 19956-03-7.mol

Synonyms:19956-03-7;4-(PROP-1-EN-2-YL)BENZONITRILE;SCHEMBL8254440;DTXSID40558257

Chemical Property of 4-(Prop-1-EN-2-YL)benzonitrile

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 143.073499291
• Heavy Atom Count: 11
• Complexity: 188

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C)C1=CC=C(C=C1)C#N

Technology Process of 4-(Prop-1-EN-2-YL)benzonitrile

There total 23 articles about 4-(Prop-1-EN-2-YL)benzonitrile 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: 90.0%

4-bromobenzenecarbonitrile (623-00-7) + 6-tert-butyl-12-isopropenyl-5,6,7,12-tetrahydro-6-aza-12-bisma-dibenzo[a,d]cyclooctene → 2-(4-cyanophenyl)propene (19956-03-7)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; tetrakis(triphenylphosphine) palladium⁽⁰⁾; at 80 ℃; for 3h;

DOI:10.1002/anie.200250205

Reference yield: 84.0%

isopropenylboronic acid (14559-87-6) + 4-bromobenzenecarbonitrile (623-00-7) → 2-(4-cyanophenyl)propene (19956-03-7)

Guidance literature:

With cis,cis,cis-tetrakis[(diphenylphosphanyl)methyl]cyclopentane; potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)); In xylene; at 130 ℃; for 20h;

DOI:10.1002/ejoc.200300627

Reference yield: 80.0%

4-cyanophenyl methyl ketone (1443-80-7) + Methyltriphenylphosphonium bromide (1779-49-3) → 2-(4-cyanophenyl)propene (19956-03-7)

Guidance literature:

Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexanes; at 0 ℃; for 1h;

4-cyanophenyl methyl ketone; In tetrahydrofuran; hexanes;

upstream raw materials:

methyl magnesium iodide

4-cyanophenyl methyl ketone

p-cyano-α-chlorocumene

lithium 1-nitroethan-1-ide

Downstream raw materials:

4-(2-tert-Butylamino-1-hydroxy-1-methyl-ethyl)-benzonitrile

anthracene

p-Cyanocumen

1,2-Bis-(dimethylamino)-2-(p-cyanophenyl)-propan