(2Z)-3-hydroxy-2-phenylprop-2-enenitrile

Base Information

• Chemical Name: (2Z)-3-hydroxy-2-phenylprop-2-enenitrile
• CAS No.: 22252-92-2
• Molecular Formula: C9H7 N O
• Molecular Weight: 145.161
• Hs Code.: 2926909090
• European Community (EC) Number: 244-871-7
• Mol file: 22252-92-2.mol

Synonyms:(2Z)-3-hydroxy-2-phenylprop-2-enenitrile;62914-59-4;(2Z)-3-Hydroxy-2-phenylacrylonitrile;2-CYANO-2-PHENYLVINYLALCOHOL;3-Hydroxy-2-phenylacrylonitrile;(Z)-3-hydroxy-2-phenylacrylonitrile;SCHEMBL4900509;AKOS005084697;(2Z)-3-hydroxy-2-phenyl-2-propenenitrile;CS-0319682;2G-025

Chemical Property of (2Z)-3-hydroxy-2-phenylprop-2-enenitrile

Chemical Property:

• Vapor Pressure: 0.00185mmHg at 25°C
• Boiling Point: 280°Cat760mmHg
• Flash Point: 123.2°C
• PSA: 44.02000
• Density: 1.164g/cm³
• LogP: 2.10908
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 145.052763847
• Heavy Atom Count: 11
• Complexity: 193

Purity/Quality:

99% ^*data from raw suppliers

3-Hydroxy-2-phenylacrylonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=CO)C#N
• Isomeric SMILES: C1=CC=C(C=C1)/C(=C/O)/C#N

Technology Process of (2Z)-3-hydroxy-2-phenylprop-2-enenitrile

There total 3 articles about (2Z)-3-hydroxy-2-phenylprop-2-enenitrile 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%

Methyl formate (107-31-3) + phenylacetonitrile (140-29-4) → 3-hydroxy-2-phenylacrylonitrile (22252-92-2)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 12h;

Reference yield:

phenylacetonitrile (140-29-4) + formic acid ethyl ester (109-94-4) → 3-hydroxy-2-phenylacrylonitrile (22252-92-2)

Guidance literature:

With sodium ethanolate; In ethanol; for 12h; Ambient temperature;

Reference yield:

→ 3-hydroxy-2-phenylacrylonitrile (22252-92-2)

Guidance literature:

aus Benzylcyanid, 1) Na-Methoxid in DMF bei 80 und 120grad, 2) Ansaeuern mit wss. HCl (neben ueberwiegender Menge von Dimer und vergleichbarer Menge von Trimer);

upstream raw materials:

phenylacetonitrile

formic acid ethyl ester

Methyl formate

Downstream raw materials:

3,4,5,6-tetrahydroacridine-1,8(2H,7H)-dione

3-phenyl-7,8-dihydroquinoline-2,5(1H,6H)-dione

2-amino-3-phenyl-7,8-dihydroquinolin-5(6H)-one

2-phenyl-1,3-propanedial

Refernces

• 1、 Kim, Minjoo,Kim, Youngjae,Seo, Seon Hee,Baek, Du-Jong,Min, Sun-Joon,Keum, Gyochang,Choo, Hyunah. "Synthesis and biological evaluation of N3-alkyl-thienopyrimidin-4-ones as mGluR1 antagonists". . p. 1439 - 1451. Retrieved 2015/07/15.
• 2、 Kim, Youngjae,Kim, Jeeyeon,Kim, Sora,Ki, Yooran,Seo, Seon Hee,Tae, Jinsung,Ko, Min Kyung,Jang, Hyun-Seo,Lim, Eun Jeong,Song, Chiman,Cho, Yoonjeong,Koh, Hae-Young,Chong, Youhoon,Choo, Il Han,Keum, Gyochang,Min, Sun-Joon,Choo, Hyunah. "Novel thienopyrimidinones as mGluR1 antagonists". . p. 629 - 637. Retrieved 2014/09/17.