4-(4-PHENYL-1,3-BUTADIENYL)BENZONITRILE

Base Information

• Chemical Name: 4-(4-PHENYL-1,3-BUTADIENYL)BENZONITRILE
• CAS No.: 37985-14-1
• Molecular Formula: C17H13N
• Molecular Weight: 231.297
• Mol file: 37985-14-1.mol

Synonyms:4-((1E,3E)-4-phenylbuta-1,3-dienyl)benzonitrile;(E,E)-1-(4-cyanophenyl)-4-phenylbuta-1,3-diene;1-p-Cyanophenyl-4-phenylbuta-1E,3E-diene;4-(4-phenylbuta-1,3-dienyl)benzonitrile;trans,trans-1-(p-cyanophenyl)-4-phenyl-butadiene;4-((1E,3E)-4-Phenyl-buta-1,3-dienyl)-benzonitrile;1-(para-cyanophenyl)-4-phenylbuta-1E,3E-diene;

Chemical Property of 4-(4-PHENYL-1,3-BUTADIENYL)BENZONITRILE

Chemical Property:

• Melting Point: 158 - 159 °C
• PSA: 23.79000
• LogP: 4.28488

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(4-PHENYL-1,3-BUTADIENYL)BENZONITRILE

There total 12 articles about 4-(4-PHENYL-1,3-BUTADIENYL)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: 82.0%

4-ethenylbenzonitrile (3435-51-6) + [(E)-2-bromoethenyl]benzene (588-72-7,1340-14-3) → 4-((1E,3E)-4-phenylbuta-1,3-dien-1-yl)benzonitrile (37985-14-1)

Guidance literature:

With potassium carbonate; (1RS,2RS,3SR,4SR)-1,2,3,4-tetrakis((diphenylphosphanyl)methyl)cyclopentane; bis(η3-allyl-μ-chloropalladium(II)); In N,N-dimethyl-formamide; at 130 ℃; for 20h;

Reference yield: 82.0%

4-ethenylbenzonitrile (3435-51-6) + bromostyrene (103-64-0,1340-14-3) → 4-((1E,3E)-4-phenylbuta-1,3-dien-1-yl)benzonitrile (37985-14-1)

Guidance literature:

With potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)); In N,N-dimethyl-formamide; at 130 ℃; for 20h;

DOI:10.1055/s-2008-1032124

Reference yield: 64.0%

4-ethenylbenzonitrile (3435-51-6) + (E)-6-phenyl-12-styryl-5,6,7,12-tetrahydrodibenzo[c,f][1,5]azastibocine → C17H13N (1552-40-5,37985-14-1) + 4-((1E,3E)-4-phenylbuta-1,3-dien-1-yl)benzonitrile (37985-14-1) + 4-(4-phenylbuta-1,3-dien-1-yl)benzonitrile + 4-(4-phenylbuta-1,3-dien-1-yl)benzonitrile + 1,4-diphenyl-1,3-butadiene (886-65-7,82598-07-0)

Guidance literature:

With 1,10-Phenanthroline; water; copper diacetate; palladium diacetate; sodium hydrogencarbonate; In dimethyl sulfoxide; at 100 ℃; for 8h; regioselective reaction; Schlenk technique;

DOI:10.1021/acs.orglett.1c01532

upstream raw materials:

Dihydroxy-styryl-boran

4-ethenylbenzonitrile

(E)-3-phenylpropenal

(p-cyanobenzyl)triphenylphosphonium bromide

Downstream raw materials:

cis-2-(p-cyanophenyl)-5-phenyl-8-oxabicyclo<4.3.0>non-3-ene-7,9-dione

(E)-4-(4-phenylbut-1-en-1-yl)benzonitrile

trans-1-(p-Cyanophenyl)-4-phenylbut-2-en