3-Phenyllactonitrile

Base Information

• Chemical Name: 3-Phenyllactonitrile
• CAS No.: 50353-47-4
• Molecular Formula: C9H9 N O
• Molecular Weight: 147.177
• Hs Code.: 2926909090
• Mol file: 50353-47-4.mol

Synonyms:Lactonitrile,3-phenyl- (6CI); 2-Hydroxy-3-phenylpropanenitrile;2-Hydroxy-3-phenylpropionitrile; 3-Phenyllactonitrile; NSC 155550; a-Hydroxybenzenepropanenitrile; a-Hydroxyphenylpropionitrile

Chemical Property of 3-Phenyllactonitrile

Chemical Property:

• Vapor Pressure: 9.18E-05mmHg at 25°C
• Boiling Point: 325.8°C at 760 mmHg
• PKA: 11.31±0.20(Predicted)
• Flash Point: 150.8°C
• PSA: 44.02000
• Density: 1.131g/cm³
• LogP: 1.11358
• Storage Temp.: 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

3-Phenyllactonitrile 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Use Description: 3-Phenyllactonitrile is a chemical compound with applications in different fields. In the field of organic synthesis and pharmaceuticals, it serves as a key building block for the synthesis of various organic molecules and pharmaceutical intermediates. Its role is pivotal in the development of specialty chemicals and pharmaceutical compounds, contributing to the production of medications for a wide range of medical conditions. Additionally, in the realm of chemical research, this compound can be utilized as a reference compound for the study of nitrile-containing compounds and their reactivity, aiding in the advancement of synthetic methodologies and chemical understanding. Its multifaceted utility underscores its significance in advancing pharmaceuticals, chemical synthesis, and scientific research, where it plays a crucial role in drug discovery, chemical processes, and scientific investigation.

Technology Process of 3-Phenyllactonitrile

There total 22 articles about 3-Phenyllactonitrile 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%

phenylacetaldehyde (122-78-1) + 2-hydroxy-2-methylpropanenitrile (75-86-5) → phenyl acetaldehyde cyanohydrin (50353-47-4)

Guidance literature:

With potassium carbonate; In ethanol; for 2h; Ambient temperature;

DOI:10.1007/BF00763273

Reference yield: 98.0%

potassium cyanide (151-50-8) + phenylacetaldehyde (122-78-1) → phenyl acetaldehyde cyanohydrin (50353-47-4)

Guidance literature:

With acetic acid; In ethanol; water; at 0 - 25 ℃; for 2h;

DOI:10.1139/v89-161

Reference yield: 95.0%

1-cyano-2-phenylethyl diphenylphosphinate → phenyl acetaldehyde cyanohydrin (50353-47-4)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; at -78 ℃; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.9b00569

upstream raw materials:

styrene oxide

hydrogen cyanide

phenylacetaldehyde

potassium cyanide

Downstream raw materials:

L-3-phenyllactic acid

(R)-2-hydroxy-3-phenylpropionitrile

(S)-(-)-2-acetoxy-3-phenylpropanenitrile

(S)-(-)-2-hydroxy-3-phenylpropanenitrile

Refernces

• 1、 Zhang, Dapeng,Lian, Mingming,Liu, Jia,Tang, Shukun,Liu, Guangzhi,Ma, Cunfei,Meng, Qingwei,Peng, Haisheng,Zhu, Daling. "Preparation of O-Protected Cyanohydrins by Aerobic Oxidation of α-Substituted Malononitriles in the Presence of Diarylphosphine Oxides". . p. 2597 - 2601. Retrieved 2019/04/17.
• 2、 Kadunce, Nathaniel T.,Reisman, Sarah E.. "Nickel-Catalyzed Asymmetric Reductive Cross-Coupling between Heteroaryl Iodides and α-Chloronitriles". supporting information. p. 10480 - 10483. Retrieved 2015/09/28.