62921-46-4

Basic information

• Product Name: trans-2-acetoxy-1-cyclohexanol
• Synonyms: trans-2-acetoxy-1-cyclohexanol
• CAS NO: 62921-46-4
• Molecular Weight: 158.197
• Mol File: 62921-46-4.mol
• Article Data: 52

Chemical Properties

• CAS DataBase Reference: trans-2-acetoxy-1-cyclohexanol(CAS DataBase Reference)
• NIST Chemistry Reference: trans-2-acetoxy-1-cyclohexanol(62921-46-4)
• EPA Substance Registry System: trans-2-acetoxy-1-cyclohexanol(62921-46-4)

Safety Data

• Hazardous Substances Data: 62921-46-4(Hazardous Substances Data)

Upstream product

• 286-20-4 cyclohexane-1,2-epoxide 
• 110-83-8 cyclohexene 
• 64-19-7 acetic acid 
• 1460-57-7 trans-1,2-cyclohexandiol 
• 108-24-7 acetic anhydride 
• 2754-27-0 trimethylsilyl acetate 
• 100-51-6 benzyl alcohol 
• 71-36-3 butan-1-ol 
• 1792-81-0 cis-1,2-cyclohexane 
• 1759-71-3 trans-1,2-cyclohexanediol diacetate 
• 75-36-5 acetyl chloride 
• 108-05-4 vinyl acetate 
• 141-78-6 ethyl acetate 
• 130464-07-2 (R,R)-1,2-diacetoxycyclohexane 

Downstream Products

• 57794-08-8 (1S,2S)-trans-1,2-Cyclohexanediol 
• 1072-86-2 (1R,2R)-trans-1,2-cyclohexanediol 
• 13858-62-3 (+)-(1S,2S)-2-acetoxy-1-cyclohexanol 
• 1759-71-3 trans-1,2-cyclohexanediol diacetate 
• 108138-86-9 trans-2-acetoxy-1-methylthiomethoxycyclohexane 
• 64363-90-2 (+)-(2R)-2-acetoxycyclohexanone 
• 130464-07-2 (R,R)-1,2-diacetoxycyclohexane 
• 13858-62-3 (1R,2R)-1-acetoxy-2-cyclohexanol 
• 38932-04-6 trans-1,2-bis(methanesulphonyl)cyclohexane 
• 113391-96-1 trans-2-hydroxycyclohexyl methanesulfonate 
• 6628-80-4 trans-2-chlorocyclohexanol 
• 85260-37-3 trans-2-methylthiomethoxycyclohexanol 
• 139346-54-6 2-Prop-2-en-(E)-ylidene-cyclohexanol 
• 139166-33-9 1-Methylene-2-allylidenecyclohexane 

Relevant articles and documents

Kinetic resolution of trans-2-acetoxycycloalkan-1-ols by lipase-catalysed enantiomerically selective acylation

Kinetic resolution of a series of racemic trans-cycloalkane-1,2-diol monoacetates rac-2a-d was performed by enantiomerically selective transesterification with vinyl acetate catalysed by commercial and our own-prepared fungal lipases to yield diacetates (

Regioselective lithiation of benzyl imidazole: Synthesis and evaluation of new organocatalysts for trans-diol functionalization.

Benzyl imidazole was successfully lithiated using n-BuLi at ?78 °C and verified by deuterium incorporation. The chemical reaction of the lithiated benzimidazole was explored with a series of different electrophiles. This approach was utilized to synthesiz

Uncovering Key Structural Features of an Enantioselective Peptide-Catalyzed Acylation Utilizing Advanced NMR Techniques

We report on a detailed NMR spectroscopic study of the catalyst-substrate interaction of a highly enantioselective oligopeptide catalyst that is used for the kinetic resolution of trans-cycloalkane-1,2-diols via monoacylation. The extraordinary selectivity has been rationalized by molecular dynamics as well as density functional theory (DFT) computations. Herein we describe the conformational analysis of the organocatalyst studied by a combination of nuclear Overhauser effect (NOE) and residual dipolar coupling (RDC)-based methods that resulted in an ensemble of four final conformers. To corroborate the proposed mechanism, we also investigated the catalyst in mixtures with both trans-cyclohexane-1,2-diol enantiomers separately, using advanced NMR methods such as T1relaxation time and diffusion-ordered spectroscopy (DOSY) measurements to probe molecular aggregation. We determined intramolecular distance changes within the catalyst after diol addition from quantitative NOE data. Finally, we developed a pure shift EASY ROESY experiment using PSYCHE homodecoupling to directly observe intermolecular NOE contacts between the trans-1,2-diol and the cyclohexyl moiety of the catalyst hidden by spectral overlap in conventional spectra. All experimental NMR data support the results proposed by earlier computations including the proposed key role of dispersion interaction.