3-HYDROXY-3-PHENYL-PROPIONITRILE

Base Information

• Chemical Name: 3-HYDROXY-3-PHENYL-PROPIONITRILE
• CAS No.: 17190-29-3
• Molecular Formula: C₉H₉NO
• Molecular Weight: 147.177
• Hs Code.: 2926909090
• Mol file: 17190-29-3.mol

Synonyms:3-Hydroxy-3-phenylpropionitrile;3-Hydroxy-3-phenylpropanenitrile;Hydracrylonitrile,3-phenyl- (6CI,7CI,8CI);b-Hydroxy-benzenepropanenitrile;

Chemical Property of 3-HYDROXY-3-PHENYL-PROPIONITRILE

Chemical Property:

• Vapor Pressure: 2.72E-05mmHg at 25°C
• Melting Point: 110 °C
• Refractive Index: n20/D 1.5420(lit.)
• Boiling Point: 343.302 °C at 760 mmHg
• PKA: 13.00±0.20(Predicted)
• Flash Point: 161.423 °C
• PSA: 44.02000
• Density: 1.129 g/cm³
• LogP: 1.63368
• Storage Temp.: -20?C Freezer

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Phenyl-3-hydroxypropanenitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 3-Phenyl-3-hydroxypropanenitrile (cas# 17190-29-3) is a compound useful in organic synthesis.

Technology Process of 3-HYDROXY-3-PHENYL-PROPIONITRILE

There total 87 articles about 3-HYDROXY-3-PHENYL-PROPIONITRILE 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%

Benzoylacetonitrile (614-16-4) → 3-hydroxy-3-phenylpropanenitrile (73627-97-1,121617-17-2,132203-26-0,17190-29-3)

Guidance literature:

With formic acid; C₁₈H₂₄ClIrN₃; In water; at 80 ℃; for 3h; chemoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1039/c8gc00348c

Reference yield: 98.0%

styrene oxide (96-09-3) + potassium cyanide → 3-hydroxy-3-phenylpropanenitrile (73627-97-1,121617-17-2,132203-26-0,17190-29-3)

Guidance literature:

styrene oxide; potassium cyanide; In acetonitrile; at 20 ℃; for 0.0833333h;

With 2,2'-(1,2-phenylenediylbisnitrilomethylidine)bis(4-hydroxyphenolato)nickel(II); In acetonitrile; at 20 ℃; for 0.416667h; Reagent/catalyst; Time; Solvent; regioselective reaction;

DOI:10.1016/j.poly.2012.10.019

Reference yield: 96.0%

benzaldehyde (100-52-7) + acetonitrile (75-05-8,26809-02-9) → cinnamonitrile (4360-47-8) + 3-hydroxy-3-phenylpropanenitrile (73627-97-1,121617-17-2,132203-26-0,17190-29-3)

Guidance literature:

With P(i-PrNCH₂CH₂)3N; magnesium sulfate; at 0 ℃; for 6h; Product distribution; other reagent, temperature, reaction time;

DOI:10.1021/jo981858y

upstream raw materials:

Benzoylacetonitrile

benzaldehyde

acetonitrile

cyanomethyl bromide

Downstream raw materials:

β-chlorobenzenepropanenitrile

(1R)-3-amino-1-phenyl-1-propanol

(1S)-3-amino-1-phenyl-1-propanol

(+/-)-3-acetyloxy-3-phenylpropanenitrile

Refernces

• 1、 Zhou, Lijie,Han, Biao,Zhang, Yaoyao,Li, Bojie,Wang, Liansheng,Wang, Jianying,Wang, Xianbao,Zhu, Lei. "Cellulosic CuI Nanoparticles as a Heterogeneous, Recyclable Catalyst for the Borylation of α,β-Unsaturated Acceptors in Aqueous Media". . p. 3220 - 3229. Retrieved 2021/03/06.
• 2、 Asano, Yasuhisa,Zheng, Daijun. "Biocatalytic asymmetric ring-opening of dihydroisoxazoles: a cyanide-free route to complementary enantiomers of β-hydroxy nitriles from olefins". supporting information. p. 4930 - 4936. Retrieved 2020/08/25.