75599-81-4

Basic information

• Product Name: α-acetoxy-2-(4-methylphenyl)acetonitrile
• Synonyms: α-acetoxy-2-(4-methylphenyl)acetonitrile
• CAS NO: 75599-81-4
• Molecular Weight: 189.214
• Mol File: 75599-81-4.mol
• Article Data: 17

Chemical Properties

• CAS DataBase Reference: α-acetoxy-2-(4-methylphenyl)acetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: α-acetoxy-2-(4-methylphenyl)acetonitrile(75599-81-4)
• EPA Substance Registry System: α-acetoxy-2-(4-methylphenyl)acetonitrile(75599-81-4)

Safety Data

• Hazardous Substances Data: 75599-81-4(Hazardous Substances Data)

Upstream product

• 7677-24-9 trimethylsilyl cyanide 
• 2929-93-3 p-tolylmethylenediacetate 
• 104-87-0 4-methyl-benzaldehyde 
• 108-24-7 acetic anhydride 
• 631-57-2 Acetyl cyanide 
• 143-33-9 sodium cyanide 
• 4815-10-5 2-hydroxy-2-(4-methylphenyl)acetonitrile 

Downstream Products

• 99-75-2 4-methyl-benzoic acid methyl ester 
• 75920-45-5 (+/-)-2-(4'-methylphenyl)-propionitrile 
• 4815-10-5 (S)-2-hydroxy(4-methylphenyl)acetonitrile 
• 119904-34-6 (R)-(-)-1-cyano-1-(4-methylphenyl)methyl acetate 
• 10017-04-6 2-hydroxy-2-p-tolylacetonitrile 
• 1228319-58-1 N-[2-acetoxy-3-(4-methylphenyl)-2-propen-1-ylidene]-3,5-diphenyl-2-furanamine 
• 589-18-4 4-Methylbenzyl alcohol 
• 53360-85-3 2-amino-1-(4-methylphenyl)ethanol 

Relevant articles and documents

3-Methyl-6-methylene-3-nitrocyclohexa-1,4-diene and (4-methyl-4- nitrocyclohexa-2,5-dienylidene)acetonitrile, intermediates in the rearomatizations of 1,4-dimethyl-4-nitrocyclohexa-2,5-dienyl acetate and (1-acetoxy-4-methyl-4-nitrocyclohexa-2,5-dienyl)acetonitrile

4-Methyl-4-nitro-1-trimethylsilylmethyl- (1e) and 4-methyl-4-nitro-1- cyanomethyl-cyclohexa-2,5-dienol (1c) in acidified acetic anhydride give 3-methyl-6-methylene-3-nitrocyclohexa-1,4-diene (3a) and (4-methyl-4- nitrocyclohexa-2,5-dienylidene)acetonitrile (3c), respectively.

TBD- or PS-TBD-catalyzed one-pot synthesis of cyanohydrin carbonates and cyanohydrin acetates from carbonyl compounds

Cyanation reactions of carbonyl compounds with methyl cyanoformate or acetyl cyanide catalyzed by 5 mol % of 1,5,7-triazabicyclo[4,4,0]dec-5-ene (TBD) were examined. Using methyl cyanoformate, the corresponding cyanohydrin carbonates were readily obtained in high yield for aromatic and aliphatic aldehydes and ketones. Similar results were obtained when acetyl cyanide was used as the cyanide source. The polymer-supported catalyst, PS-TBD, also acted as a good catalyst for this reaction. PS-TBD was easily recovered and reused with minimal activity loss.

A simple separation method for (S)-hydroxynitrile lyase from cassava and its application in asymmetric cyanohydrination

Using an acetone precipitation method, crude (S)-hydroxynitrile lyase [(S)-MeHNL] was separated from Munihot esculenta (cassava) leaves, and used directly as biocatalyst to catalyze asymmetric cyanohydrination and produce cyanohydrins with enantiomeric purities (≥90% ee) significantly greater than those previously reported. The use of a water/i-Pr2O system with an enzyme, NaCN, and appropriate amounts of acetic acid is crucial in improving the stereoselectivity of cyanohydrin formation by minimizing the non-enzymatic reaction and the racemization of the chiral products. The proposed isolation method for crude (S)-MeHNL has a high value because of its simplicity, and low cost as well as the high activity of the crude (S)-MeHNL.