Α-PHENYLCINNAMONITRILE

Base Information

• Chemical Name: Α-PHENYLCINNAMONITRILE
• CAS No.: 16610-80-3
• Molecular Formula: C15H11N
• Molecular Weight: 205.259
• Hs Code.: 2926909090
• Mol file: 16610-80-3.mol

Synonyms:Α-PHENYLCINNAMONITRILE;;(E)-2,3-Diphenylacrylonitrile;;(E)-2,3-Diphenylpropenenitrile;[E]-2,3-Diphenylacrylonitrile;

Chemical Property of Α-PHENYLCINNAMONITRILE

Chemical Property:

• Melting Point: 48-48.5 °C
• Boiling Point: 148-156 °C(Press: 0.035 Torr)
• PSA: 23.79000
• Density: 1.104±0.06 g/cm3(Predicted)
• LogP: 3.75078
• Storage Temp.: 2-8°C

Purity/Quality:

≥99% ^*data from raw suppliers

α-Phenylcinnamonitrile 99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Α-PHENYLCINNAMONITRILE

There total 44 articles about Α-PHENYLCINNAMONITRILE 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: 100.0%

(E)-1-bromo-1,2-diphenylethene (14447-41-7,40389-50-2) + potassium ferrocyanide → (E)-2,3-diphenylacrylonitrile (16610-80-3)

Guidance literature:

With sodium carbonate; In 1-methyl-pyrrolidin-2-one; at 100 ℃; for 14h; Inert atmosphere;

DOI:10.1039/c6nj02345b

Reference yield: 99.0%

phenylacetonitrile (140-29-4) + benzaldehyde (100-52-7) → (E)-2,3-diphenylacrylonitrile (16610-80-3)

Guidance literature:

With cesiumhydroxide monohydrate; In ethanol; at 25 ℃; for 0.0333333h; regioselective reaction; Schlenk technique;

DOI:10.1002/ejoc.201701710

Reference yield: 93.0%

hydrogen cyanide (74-90-8) + diphenyl acetylene (501-65-5) → (E)-2,3-diphenylacrylonitrile (16610-80-3)

Guidance literature:

With triphenyl phosphite; tetrakis(triphenylphosphite)nickel⁽⁰⁾; In benzene; at 120 ℃; for 18h;

upstream raw materials:

piperidine

phenylacetonitrile

benzaldehyde

(Z)-2,3-diphenylacrylonitrile

Downstream raw materials:

2-ethyl-2,3-diphenyl-valeronitrile

2,3-diphenyl-valeronitrile

meso-1,2-dicyano-1,2-diphenylethane

(+/-)-1,2-dicyano-1,2-diphenylethane

Refernces

• 1、 Hecht, Stefan,K?nig, Niklas F.,Mutruc, Dragos. "Accelerated Discovery of α-Cyanodiarylethene Photoswitches". supporting information. p. 9162 - 9168. Retrieved 2021/07/01.
• 2、 Yang, Luo,Liu, Yu-Ting,Park, Yoonsu,Park, Sung-Woo,Chang, Sukbok. "Ni-Mediated Generation of "cN" Unit from Formamide and Its Catalysis in the Cyanation Reactions". . p. 3360 - 3365. Retrieved 2019/03/26.