(S)-(-)-4-METHYLMANDELONITRILE

Base Information

• Chemical Name: (S)-(-)-4-METHYLMANDELONITRILE
• CAS No.: 105452-15-1
• Molecular Formula: C₉H₉NO
• Molecular Weight: 147.177
• Mol file: 105452-15-1.mol

Synonyms:(S)-(-)-4-METHYLMANDELONITRILE

Chemical Property of (S)-(-)-4-METHYLMANDELONITRILE

Chemical Property:

• PSA: 44.02000
• LogP: 1.55198

Purity/Quality:

99% ^*data from raw suppliers

(S)-(-)-4-METHYLMANDELONITRILE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-(-)-4-METHYLMANDELONITRILE

There total 20 articles about (S)-(-)-4-METHYLMANDELONITRILE 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%

4-methyl-benzaldehyde (104-87-0) + 2-hydroxy-2-methylpropanenitrile (75-86-5) → (S)-2-hydroxy(4-methylphenyl)acetonitrile (4815-10-5,10017-04-6,58634-14-3,105452-15-1)

Guidance literature:

In di-isopropyl ether; at 5 ℃; for 99h; Sorghum bicolor shoots oxynitrilase, 0.1 M tartrate buffer, pH 5.4;

DOI:10.1016/0957-4166(96)00116-4

Reference yield: 90.0%

trimethylsilyl cyanide (7677-24-9) + 4-methyl-benzaldehyde (104-87-0) → (S)-2-hydroxy(4-methylphenyl)acetonitrile (4815-10-5,10017-04-6,58634-14-3,105452-15-1)

Guidance literature:

trimethylsilyl cyanide; 4-methyl-benzaldehyde; With cyanex-921; C₄₆H₅₄AlN₂O₂⁽¹⁺⁾*Cl^(1-); In dichloromethane; at 10 ℃; for 12h;

With hydrogenchloride; In water; at 20 ℃; for 4h; optical yield given as %ee; enantioselective reaction;

DOI:10.1002/ejoc.200701161

Reference yield: 75.0%

trimethylsilyl cyanide (7677-24-9) + m-tolyl aldehyde (620-23-5) → (S)-2-hydroxy(4-methylphenyl)acetonitrile (4815-10-5,10017-04-6,58634-14-3,105452-15-1)

Guidance literature:

With titanium complex of binaphthyl Schiff base; In dichloromethane; at -78 ℃; for 120h;

DOI:10.1039/a904330f

upstream raw materials:

hydrogen cyanide

4-methyl-benzaldehyde

trimethylsilyl cyanide

2-hydroxy-2-methylpropanenitrile

Downstream raw materials:

(S)-2-acetyloxy-2-(4-methylphenyl)acetonitrile

(S)-2-hydroxy-2-(p-tolyl)acetic acid

Refernces

• 1、 Thomas, Juliana Christina,Aggio, Bruno Bernardi,Marques de Oliveira, Alfredo Ricardo,Piovan, Leandro. "High-Throughput Preparation of Optically Active Cyanohydrins Mediated by Lipases". . p. 5964 - 5970. Retrieved 2016/12/26.
• 2、 Wei, Yun-Long,Huang, Wei-Sheng,Cui, Yu-Ming,Yang, Ke-Fang,Xu, Zheng,Xu, Li-Wen. "Enantioselective cyanosilylation of aldehydes catalyzed by a multistereogenic salen-Mn(III) complex with a rotatable benzylic group as a helping hand". . p. 3098 - 3103. Retrieved 2015/02/02.