4-Cyanostyrene

Base Information

• Chemical Name: 4-Cyanostyrene
• CAS No.: 3435-51-6
• Molecular Formula: C9H7 N
• Molecular Weight: 129.161
• Hs Code.: 29269090
• European Community (EC) Number: 678-723-1
• DSSTox Substance ID: DTXSID60187922
• Nikkaji Number: J330.022F
• Wikidata: Q83059675
• Mol file: 3435-51-6.mol

Synonyms:4-Cyanostyrene;3435-51-6;4-Vinylbenzonitrile;4-Ethenylbenzonitrile;Benzonitrile, 4-ethenyl-;p-Cyanostyrene;4-vinyl-benzonitrile;Benzonitrile, p-vinyl-;p-Vinylbenzonitrile;4-Cyanostyrene, AldrichCPR;SCHEMBL127502;SCHEMBL13333326;DTXSID60187922;MFCD00080445;AKOS025116713;AS-56582;CS-0110672;FT-0618312;EN300-93152;D76989;A822186;24936-57-0

Chemical Property of 4-Cyanostyrene

Chemical Property:

• Vapor Pressure: 0.0294mmHg at 25°C
• Refractive Index: 1.5765-1.5785
• Boiling Point: 245°Cat760mmHg
• Flash Point: 102°C
• PSA: 23.79000
• Density: 1g/cm³
• LogP: 2.20128
• Storage Temp.: Freezer (-20°C)
• Water Solubility.: Immiscible with water.
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 129.057849228
• Heavy Atom Count: 10
• Complexity: 155

Purity/Quality:

98%Min ^*data from raw suppliers

4-Ethenylbenzonitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 23/24/25-36/37/38-23-21/22
• Safety Statements: 45-36/37-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC1=CC=C(C=C1)C#N
• Uses: 4-Cyanostyrene is used as an intermediate in organic synthesis. It is used in the preparation of poly(4-cyanostyrene) polymer , which is a macromolecular device having nanoscale order and finds a wide range of potential applications.

Technology Process of 4-Cyanostyrene

There total 74 articles about 4-Cyanostyrene 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: 99.0%

4-bromobenzenecarbonitrile (623-00-7) + tri-n-butyl(vinyl)tin (7486-35-3) → 4-ethenylbenzonitrile (3435-51-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; for 48h; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2012.09.036

Reference yield: 98.0%

Methyltriphenylphosphonium bromide (1779-49-3) + 4-cyanobenzaldehyde (105-07-7) → 4-ethenylbenzonitrile (3435-51-6)

Guidance literature:

With potassium carbonate; In 1,4-dioxane; at 110 ℃; for 10h;

DOI:10.1002/adsc.201500732

Reference yield: 90.0%

4-cyanophenyl trifluoromethanesulfonate (66107-32-2) + potassium vinyltrifluoroborate → 4-ethenylbenzonitrile (3435-51-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In water; isopropyl alcohol; at 100 ℃; for 0.25h; Microwave irradiation;

DOI:10.1016/j.tetlet.2007.08.002

upstream raw materials:

4-ethylbenzonitrile

norborn-2-ene

4-bromobenzenecarbonitrile

tri-n-butyl(vinyl)tin

Downstream raw materials:

acetic acid

C₁₃H₁₃IN₂O₂

1,2-bis(4-vinylphenyl)acetylene

Refernces

• 1、 Overberger,Allen. "". . p. 722. Retrieved 1946.
• 2、 Su, Mincong,Huang, Xia,Lei, Chuanhu,Jin, Jian. "Nickel-Catalyzed Reductive Cross-Coupling of Aryl Bromides with Vinyl Acetate in Dimethyl Isosorbide as a Sustainable Solvent". supporting information. p. 354 - 358. Retrieved 2022/01/15.
• 3、 Huang, Lingqi,Hu, Kecheng,Ye, Ganggang,Ye, Zhibin. "Highly selective semi-hydrogenation of alkynes with a Pd nanocatalyst modified with sulfide-based solid-phase ligands". . . Retrieved 2021/03/30.