3-(4-Cyanophenyl)-1-propene

Base Information

• Chemical Name: 3-(4-Cyanophenyl)-1-propene
• CAS No.: 51980-05-3
• Molecular Formula: C10H9N
• Molecular Weight: 143.188
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID30431803
• Nikkaji Number: J1.339.148C
• Wikidata: Q82245779
• Mol file: 51980-05-3.mol

Synonyms:3-(4-CYANOPHENYL)-1-PROPENE;51980-05-3;4-allylbenzonitrile;4-prop-2-enylbenzonitrile;4-allyl-benzonitrile;4-(prop-2-en-1-yl)benzonitrile;MFCD01319568;SCHEMBL991288;DTXSID30431803;ULDJSHVPTSCBDW-UHFFFAOYSA-N;AKOS006280100;CS-0530877;EN300-698367

Chemical Property of 3-(4-Cyanophenyl)-1-propene

Chemical Property:

• Vapor Pressure: 0.03mmHg at 25°C
• Boiling Point: 244.766oC at 760 mmHg
• Flash Point: 101.801oC
• PSA: 23.79000
• Density: 0.991g/cm3
• LogP: 2.28678
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 143.073499291
• Heavy Atom Count: 11
• Complexity: 167

Purity/Quality:

99%, ^*data from raw suppliers

3-(4-Cyanophenyl)-1-propene 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCC1=CC=C(C=C1)C#N

Technology Process of 3-(4-Cyanophenyl)-1-propene

There total 50 articles about 3-(4-Cyanophenyl)-1-propene 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%

4-bromobenzenecarbonitrile (623-00-7) + allyl bromide (106-95-6) + lithium dibutyl(isopropyl)magnesate → 4-allylbenzonitrile (51980-05-3)

Guidance literature:

4-bromobenzenecarbonitrile; lithium dibutyl(isopropyl)magnesate; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

allyl bromide; With CuCN*2LiCl; In tetrahydrofuran; hexane; at -78 ℃; Further stages.;

DOI:10.1021/jo015597v

Reference yield: 85.0%

terephthalonitrile (623-26-7) + tetramethylammonium bis(2,3-naphthalenediolato)allylsiliconate → 4-allylbenzonitrile (51980-05-3)

Guidance literature:

With anthracene; In N,N-dimethyl-formamide; at 20 ℃; for 7h; Reagent/catalyst; Wavelength; Irradiation; Inert atmosphere; High pressure;

DOI:10.1246/cl.140940

Reference yield: 83.0%

4-Cyanochlorobenzene (623-03-0) + Allyl acetate (591-87-7) → 4-allylbenzonitrile (51980-05-3) + benzonitrile (100-47-0)

Guidance literature:

With pyridine; manganese; iron(II) bromide; cobalt(II) bromide; In acetonitrile; at 50 ℃; for 24h;

DOI:10.1021/ol0340641

upstream raw materials:

terephthalonitrile

allyltributylstanane

allyl-trimethyl-silane

triethylallylsilane

Downstream raw materials:

4-oxiranylmethyl-benzonitrile

(E)-4-(3-azidoprop-1-enyl)benzonitrile

(E)-4-phenyl-1-(3-(4-vinylphenyl)allyl)-1H-1,2,3-triazole

4-(4-oxobutyl)benzonitrile

Refernces

• 1、 Antonietti, Markus,Ghosh, Indrajit,K?nig, Burkhard,Khamrai, Jagadish,Savateev, Aleksandr. "Photo-Ni-Dual-Catalytic C(sp2)-C(sp3) Cross-Coupling Reactions with Mesoporous Graphitic Carbon Nitride as a Heterogeneous Organic Semiconductor Photocatalyst". . p. 3526 - 3532. Retrieved 2020/04/09.
• 2、 Utsumi, Tatsuki,Noda, Kenta,Kawauchi, Daichi,Ueda, Hirofumi,Tokuyama, Hidetoshi. "Nitrile Synthesis by Aerobic Oxidation of Primary Amines and in situ Generated Imines from Aldehydes and Ammonium Salt with Grubbs Catalyst". supporting information. p. 3583 - 3588. Retrieved 2020/08/05.