69687-19-0

Basic information

• Product Name: (R,S)-1-hydroxy-2-methylcyclohexanecarboxylic acid
• Synonyms: (R,S)-1-hydroxy-2-methylcyclohexanecarboxylic acid
• CAS NO: 69687-19-0
• Molecular Weight: 158.197
• Mol File: 69687-19-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (R,S)-1-hydroxy-2-methylcyclohexanecarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (R,S)-1-hydroxy-2-methylcyclohexanecarboxylic acid(69687-19-0)
• EPA Substance Registry System: (R,S)-1-hydroxy-2-methylcyclohexanecarboxylic acid(69687-19-0)

Safety Data

• Hazardous Substances Data: 69687-19-0(Hazardous Substances Data)

Upstream product

• 854447-43-1 1-hydroxy-2-methyl-cyclohexanecarboxylic acid anilide 
• 583-60-8 2-Methylcyclohexanone 
• 933-35-7 (+/-)-1-hydroxy-2c-methyl-cyclohexane-r-carbonitrile 
• 872280-31-4 1-benzoyloxy-2-methyl-cyclohexanecarboxylic acid anilide 
• 933-35-7 2-methylcyclohexane cyanohydrin 

Downstream Products

• 583-60-8 2-Methylcyclohexanone 
• 6129-90-4 1-methyl-2-isopropyl-cyclohexanol-⁽²⁾ 
• 15582-48-6 o-1-menthene 
• 16580-23-7 1-isopropyl-2-methylcyclohexane 
• 61405-06-9 4-methyl-2-oxa-bicyclo[2.2.2]octan-3-one 
• 7077-04-5 2-methyl-1-cyclohexanecarboxylic acid 
• 113749-80-7 (+/-)-1-hydroxy-2t-methyl-cyclohexane-carboxylic acid-(1r)-methyl ester 
• 113749-80-7 (+/-)-1-hydroxy-2c-methyl-cyclohexane-carboxylic acid-(1r)-methyl ester 

Relevant articles and documents

Preparation and reactions of optically active cyanohydrins derived from 4-chlorobenzaldehyde, cyclohexanone and 2-methylcyclohexanone using the (R) hydroxynitrile lyase from Prunus amygdalus

CYANURATION of 4-chlorobenzaldehyde (1), cyclohexanone (2a) and 2-methylcyclo-hexanone (2b) yielded the racemic 2-hydroxy-2-(4-chlorophenyl) ethanenitrile (R,S)-3, cyclohexanone cyanohydrin 21a and (R,S)-2- methylcyclohexanone cyanohydrin (R,S)-21b. The same reaction can be completed by using acetone cyanohydrin (4) as a transcyanating agent. The optically active cyanohydrins (R)-3 and (R)-21b could be respectively obtained by hydrocyanation of 1 and 2b using (R)-hydroxynitrile lyase (R) PaHNL [EC 4.1.2.10] from almonds (Prunus amygdalus) as a chiral catalyst. Cyanohydrins 3 and 21 in their racemic and optically active forms undergo a number of transformations which involve either the hydroxyl group or the cyanide function. Moreover, derivatization of 3 and 21b with (S)-Naproxen chloride (S)-7 gave the respective diastereoisomers 8 and 22b. The optical activities of (R)-3 and 21b as well as their derivatives were recorded. The postulated structures of the new products were supported with compatible elementary and spectroscopic (IR, 1H NMR, 13C NMR, MS and X-ray crystallography) analyses. The antitumor activity of some selected racemic new products and their respective optically active analogues were undertaken. The structure-activity relationship (SAR) was also discussed.