4,4'-Dicyanostilbene

Base Information

• Chemical Name: 4,4'-Dicyanostilbene
• CAS No.: 6292-62-2
• Molecular Formula: C16H10 N2
• Molecular Weight: 230.269
• European Community (EC) Number: 228-548-8
• Nikkaji Number: J129.464D,J407.929I
• ChEMBL ID: CHEMBL3088207
• Mol file: 6292-62-2.mol

Synonyms:4,4'-Dicyanostilbene;4,4'-(Ethene-1,2-diyl)dibenzonitrile;5216-36-4;(E)-4,4'-(ethene-1,2-diyl)dibenzonitrile;6292-62-2;Stilbene-4,4'-dicarbonitrile;4,4'-Stilbenedicarbonitrile;5216-37-5;4-[(E)-2-(4-cyanophenyl)ethenyl]benzonitrile;Benzonitrile, 4,4'-(1,2-ethenediyl)bis-;4-[(1E)-2-(4-cyanophenyl)ethenyl]benzonitrile;EINECS 228-548-8;4?4'-dicyanostilbene;4,4`-Dicyanostilbene;SCHEMBL8699093;Stilbene-4,4''-dicarbonitrile;CHEMBL3088207;RNIZPDIBRXCMRD-OWOJBTEDSA-N;HMS1369E09;HY-W112166A;NSC 9918;MFCD00438701;STK368433;AKOS000513785;4-[2-(4-cyanophenyl)vinyl]benzonitrile;NCGC00336776-01;BS-52184;4,4'-(E)-ethene-1,2-diyldibenzonitrile;(E)-4,4-(ethene-1,2-diyl)dibenzonitrile;CS-0169878;CS-0514382;F52514;AB00375134-03;A828952;AE-641/02517058;SR-01000389097;3-methyl-1,2-oxazol-5-yl)methanamine hydrochloride;SR-01000389097-1

Chemical Property of 4,4'-Dicyanostilbene

Chemical Property:

• Melting Point: 278 °C
• Boiling Point: 445.0±34.0 °C(Predicted)
• Flash Point: 218.6oC
• PSA: 47.58000
• Density: 1.17±0.1 g/cm3(Predicted)
• LogP: 3.60036
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 230.084398327
• Heavy Atom Count: 18
• Complexity: 338

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=CC2=CC=C(C=C2)C#N)C#N
• Isomeric SMILES: C1=CC(=CC=C1/C=C/C2=CC=C(C=C2)C#N)C#N

Technology Process of 4,4'-Dicyanostilbene

There total 12 articles about 4,4'-Dicyanostilbene 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: 89.0%

diethyl [(4-cyanophenyl)methyl]phosphonate (1552-41-6) + 4-cyanobenzaldehyde (105-07-7) → 4,4'-dicyano-stilbene (6292-62-2)

Guidance literature:

diethyl [(4-cyanophenyl)methyl]phosphonate; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.5h;

4-cyanobenzaldehyde; In tetrahydrofuran; for 2h;

Reference yield: 82.0%

4-bromobenzenecarbonitrile (623-00-7) + potassium vinyltrifluoroborate → 4-ethenylbenzonitrile (3435-51-6) + 4,4'-dicyano-stilbene (6292-62-2)

Guidance literature:

With 2C₈H₈NO₂^(1-)*2Cl^(1-)*2Pd⁽²⁺⁾; tetrabutylammomium bromide; potassium carbonate; In water; at 120 ℃; for 14h; Sealed vessel;

DOI:10.1021/jo802356n

Reference yield: 66.0%

(4-cyanophenyl)diazomethane (70135-28-3) + ethyl vinyl ether (109-92-2,25104-37-4) → 4,4'-dicyano-stilbene (6292-62-2) + 4-(2-ethoxy-cyclopropyl)-benzonitrile

Guidance literature:

[Ru2(CO)4(μ-OAc)2]n; In dichloromethane; at -20 ℃;

DOI:10.1016/S0040-4039(01)01221-7

upstream raw materials:

diethyl [(4-cyanophenyl)methyl]phosphonate

para-methylbenzonitrile

1-phenylethyl isocyanide

(4-cyanophenyl)diazomethane

Downstream raw materials:

4-cyanobenzaldehyde