65376-04-7

Basic information

• Product Name: (-)-(1R,2R)-trans-2-(hydroxyMethyl)cyclohexanoic acid
• Synonyms: (-)-(1R,2R)-trans-2-(hydroxyMethyl)cyclohexanoic acid
• CAS NO: 65376-04-7
• Molecular Formula: C₈H₁₄O₃
• Molecular Weight: 158.19496
• Mol File: 65376-04-7.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (-)-(1R,2R)-trans-2-(hydroxyMethyl)cyclohexanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-(1R,2R)-trans-2-(hydroxyMethyl)cyclohexanoic acid(65376-04-7)
• EPA Substance Registry System: (-)-(1R,2R)-trans-2-(hydroxyMethyl)cyclohexanoic acid(65376-04-7)

Safety Data

• Hazardous Substances Data: 65376-04-7(Hazardous Substances Data)

Upstream product

• 76155-27-6 (+/-)-trans-2-(hydroxymethyl)cyclohexylmethanol 
• 14166-21-3 (+/-)-trans-1,2-cyclohexanedicarboxylic anhydride 
• 610-10-6 (1S,2S)-cyclohexane-1,2-dicarboxylic acid 
• 31982-85-1 (1S,2S)-trans-1,2-cyclohexanedicarboxylic anhydride 
• 89395-29-9 (3aR,7aS)-hexahydroisobenzofuran-1-one 
• 65376-03-6 (3aR,7aS)-1,3,3a,4,7,7a-hexahydroisobenzofuran-1-one 
• 15753-50-1 cis-1,2-cyclohexanedimethanol 
• 439919-46-7 cis-1,6-dihydroxymethyl-3-cyclohexene 
• 13149-00-3 1,2-cis-cyclohexanedicarboxylic anhydride 
• 46022-05-3 (1R,2R)-(-)-trans-cyclohexane-1,2-dicarboxylic acid 
• 85-42-7 trans-1,2-cyclohexanedicarboxylic anhydride 

Downstream Products

• 65376-05-8 (+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane 

Relevant articles and documents

RECYCLABLE POLYMERS BASED ON RING-FUSED GAMMA-BUTYROLACTONES

The invention discloses a class of new polymers, trans-ring-fused poly(4-hydroxybutyrate)s (RF-P4HB) that exhibit a unique set of properties, including robust thermal stability and mechanical strength, quantitative recyclability to the building block monomers via thermolysis and/or chemical catalysis, and convenient production from the chemical ring-opening polymerization under ambient temperature and pressure. Another unique property is the formation of crystalline stereocomplexed polymers with high melting temperature upon mixing the two enantiomeric RF-P4HB chains via stereocomplexing co-crystallization. This invention also provides the corresponding ring-fused lactone monomer structures that enable the synthesis of the RF-P4HB polymers, through trans-fusing of rings to the parent γ-butyrolactone ring. Furthermore, a polymerization or copolymerization process for the synthesis of RF-P4HB polymers and copolymers is disclosed.

Enzymes in Organic Synthesis. 24. Preparations of Enantiomerically Pure Chiral Lactones via Stereospecific Horse Liver Alcohol Dehydrogenase Catalyzed Oxidations of Monocyclic Meso Diols

Preparative-scale horse liver alcohol dehydrogenase catalyzed oxidation of monocyclic meso diols provides a direct and convenient one-step route to a broad range of chiral γ-lactones of value as synthons in asymmetric synthesis.The general applicability of the method is demonstrated by oxidations of cis-1,2-bis(hydroxymethyl) substrates of the cyclohexyl, cyclohexenyl, cyclopentyl, cyclobutyl, cyclopropyl, and dimethylcyclopropyl series.For each diol, oxidation of the hydroxymethyl group attached to the S chiral center occurs exclusively, and the pure γ-lactone products are isolated in high (68-90percent) yields and of 100percent ee.In contrast, the enzyme does not exhibit significant enantiomeric selectivity in its catalysis of oxidations of the corresponding racemic trans diols.The stereospecificities observed, or lack thereof, are as predicted by the active-site model.