53439-93-3

Basic information

• Product Name: Cyclohexanone, 2-hydroxy-, (S)-
• CAS NO: 53439-93-3
• Molecular Formula: C6H10O2
• Molecular Weight: 114.144
• Mol File: 53439-93-3.mol
• Article Data: 34

Chemical Properties

• CAS DataBase Reference: Cyclohexanone, 2-hydroxy-, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexanone, 2-hydroxy-, (S)-(53439-93-3)
• EPA Substance Registry System: Cyclohexanone, 2-hydroxy-, (S)-(53439-93-3)

Safety Data

• Hazardous Substances Data: 53439-93-3(Hazardous Substances Data)

Upstream product

• 1072-86-2 (1R,2R)-trans-1,2-cyclohexanediol 
• 286-20-4 cyclohexane-1,2-epoxide 
• 1460-57-7 trans-1,2-cyclohexandiol 
• 1072-21-5 hexanedial 
• 765-87-7 cyclohexane-1,2-dione 
• 1638623-52-5 (cyclohex-1-en-1-yloxy)dimethylsilanol 
• 58101-72-7 C₈H₁₅ClOSi 
• 533-60-8 cyclohexanone-2-ol 
• 108-94-1 cyclohexanone 
• 121898-55-3 (2R,4R)-4-(cyclohex-1-en-1-yloxy)pentan-2-ol 
• 931-57-7 1-methoxy-cyclohex-1-ene 
• 147168-86-3 (2R,4R,7R)-2,4-Dimethyl-1,5-dioxa-spiro[5.5]undecan-7-ol 
• 174591-74-3 trans-hexahydro-2,2-dimethyl-1,3-benzodioxole 
• 147253-89-2 (2R,4R,7S)-2,4-Dimethyl-1,5-dioxa-spiro[5.5]undecan-7-ol 

Downstream Products

• 1072-86-2 (1R,2R)-trans-1,2-cyclohexanediol 
• 1792-81-0 cis-1,2-cyclohexane 
• 57794-08-8 (1S,2S)-trans-1,2-Cyclohexanediol 

Relevant articles and documents

SYNTHESIS AND APPLICATION OF CHIRAL SUBSTITUTED POLYVINYLPYRROLIDINONES

Chiral polyvinylpyrrolidinone (CSPVP), complexes of CSPVP with a core species, such as a metallic nanocluster catalyst, and enantioselective oxidation reactions utilizing such complexes are disclosed. The CSPVP complexes can be used in asymmetric oxidation of diols, enantioselective oxidation of alkenes, and carbon-carbon bond forming reactions, for example. The CSPVP can also be complexed with biomolecules such as proteins, DNA, and RNA, and used as nanocarriers for siRNA or dsRNA delivery.

One-Pot Enzymatic Synthesis of Cyclic Vicinal Diols from Aliphatic Dialdehydes via Intramolecular C?C Bond Formation and Carbonyl Reduction Using Pyruvate Decarboxylases and Alcohol Dehydrogenases

An enzymatic cascade reaction was developed for one-pot enantioselective conversion of aliphatic dialdehydes to chiral vicinal diols using pyruvate decarboxylases (PDCs) and alcohol dehydrogenases (ADHs). The PDCs showed promiscuity in catalysing the cyclization of aliphatic dialdehydes through intramolecular stereoselective carbon-carbon bond formation. Consequently, 1,2-cyclopentanediols in three different stereoisomeric forms and 1,2-cyclohexanediols in two different stereoisomeric forms could be prepared with high conversion and stereoisomeric ratio from the respective initial substrates, glutaraldehyde and adipaldehyde. These cascade reactions represent a promising approach to the biocatalytic synthesis of important chiral vicinal diols. (Figure presented.).

Regio- and enantioselective reduction of diketones: Preparation of enantiomerically pure hydroxy ketones catalysed by Candida parapsilosis ATCC 7330

Enantiomerically enriched hydroxy ketones were prepared by the reduction of the corresponding diketones with excellent enantiomeric excess (98%) and in good yields (up to 75%) using whole cells of Candida parapsilosis ATCC 7330. Cyclic diketones, such as 1,2-cyclohexanedione and 1,4-cyclohexanedione, resulted in hydroxy ketones as products. Cyclohexane-1,3-dione and 5,5-dimethylcyclohexane-1,3-dione gave dimerised products, such as 2,2′-(ethane-1,1-diyl)bis(3-hydroxycyclohex-2-enone) and 2,2′-(ethane-1,1-diyl)bis(3-hydroxy-5,5-dimethylcyclohex-2-enone) with acetaldehyde generated in situ from whole cells of Candida parapsilosis ATCC 7330, which is reported here for the first time.