1,2-cyclohexane diol
2-hydroxycyclohexanol
Identification
| Name | 1,2-cyclohexane diol |
| CAS Number | 931-17-9 |
| EINECS | 213-229-8 |
| FDA UNII | Search |
| Molecular Formula | C6 H12 O2 |
| Molecular Weight | 116.16004000 |
| MDL Number | MFCD00003861 |
| Nikkaji Number | J39.508K |
| Beilstein | 2036627 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Soluble in | water, 6.592e+004 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for 1,2-cyclohexane diol usage levels up to | not for fragrance use. |
| Recommendation for 1,2-cyclohexane diol flavor usage levels up to | not for flavor use. |
Potential Uses
Natural Occurrence
Synonyms
brenzcatechin
cyclohexane-1,2-diol
1,2-
cyclohexanediol
1,2-
dihydroxycyclohexane
2-
hydroxycyclohexanol
PubMed:
Practical synthesis of the C-ring precursor of paclitaxel from 3-methoxytoluene.
PubMed:
A Mild Catalytic Oxidation System: FePcOTf/H2O2 Applied for Cyclohexene Dihydroxylation.
PubMed:
Encapsulation of enzyme via one-step template-free formation of stable organic-inorganic capsules: A simple and efficient method for immobilizing enzyme with high activity and recyclability.
PubMed:
A simple and convenient approach for preparing core-shell-like silica@nickel species nanoparticles: highly efficient and stable catalyst for the dehydrogenation of 1,2-cyclohexanediol to catechol.
PubMed:
Effect of hydroxyl groups and rigid structure in 1,4-cyclohexanediol on percutaneous absorption of metronidazole.
PubMed:
Isolation, characterization, and nuclease activity of biologically relevant chromium(V) complexes with monosaccharides and model diols. Likely intermediates in chromium-induced cancers.
PubMed:
Assessment of the nuclear pore dilating agent trans-cyclohexane-1,2-diol in differentiated airway epithelium.
PubMed:
Structural organization of the nuclear pore permeability barrier.
PubMed:
Contribution of flavonoids and catechol to the reduction of ICAM-1 expression in endothelial cells by a standardised Willow bark extract.
PubMed:
Cyclohexane-1,2-dione hydrolase from denitrifying Azoarcus sp. strain 22Lin, a novel member of the thiamine diphosphate enzyme family.
PubMed:
Theoretical study of oxidation of cyclohexane diol to adipic anhydride by [Ru(IV)(O)(tpa)(H2O)]2+ complex (tpa â tris(2-pyridylmethyl)amine).
PubMed:
Theoretical insights into heme-catalyzed oxidation of cyclohexane to adipic acid.
PubMed:
Exceptional structural and mechanical flexibility of the nuclear pore complex.
PubMed:
A very active cu-catalytic system for the synthesis of aryl, heteroaryl, and vinyl sulfides.
PubMed:
Microwave-assisted Ullmann C-S bond formation: synthesis of the P38alpha MAPK clinical candidate VX-745.
PubMed:
On the origins of kinetic resolution of cyclohexane-1,2-diols through stereoselective acylation by chiral tetrapeptides.
PubMed:
Oxidation of cyclohexanediol derivatives with 12-tungstophosphoric acid-hydrogen peroxide system.
PubMed:
From simple diols to carbohydrate derivatives of phenylarsonic acid.
PubMed:
Oxidation of p-chlorotoluene and cyclohexene catalysed by polymer-anchored oxovanadium(IV) and copper(II) complexes of amino acid derived tridentate ligands.
PubMed:
New strategies for nucleic acid delivery to conquer cellular and nuclear membranes.
PubMed:
An interlaboratory comparison of methods used to assess antioxidant potentials.
PubMed:
An unexpected co-crystal with a variable degree of order: 1:1 rac-1,2-cyclohexanediol/triphenylphosphine oxide.
PubMed:
Advantages of synthesizing trans-1,2-cyclohexanediol in a continuous flow microreactor over a standard glass apparatus.
PubMed:
Is adamantane a suitable substituent to pre-organize the acid orientation in E-selectin antagonists?
PubMed:
Nuclear accumulation of plasmid DNA can be enhanced by non-selective gating of the nuclear pore.
PubMed:
Solid-state compounds of stereoisomers: cis and trans isomers of 1,2-cyclohexanediol and 2,3-tetralindiol.
PubMed:
Dovyalicin-type spermidine alkaloids from Dovyalis species.
PubMed:
Zr(IV)-monosubstituted Keggin-type dimeric polyoxometalates: synthesis, characterization, catalysis of H2O2-based oxidations, and theoretical study.
PubMed:
Hydrophobic and hydrophilic yoctowells.
PubMed:
Biocatalytic production of enantiopure cyclohexane-trans-1,2-diol using extracellular lipases from Bacillus subtilis.
PubMed:
Towards carbohydrate derivatives of the ReI(CO)3 fragment.
PubMed:
Preparation and evaluation of a chiral stationary phase covalently bound with chiral pseudo-1 8-crown-6 ether having 1-phenyl-1,2-cyclohexanediol as a chiral unit.
PubMed:
Determination of the mode and efficacy of the cross-linking of guar by borate using MAS 11B NMR of borate cross-linked guar in combination with solution 11B NMR of model systems.
PubMed:
Synthesis of a new oxime and its application to the construction of a highly selective and sensitive Co(II) PVC-based membrane sensor.
PubMed:
Absence of interactive effects of trans-1,2-cyclohexanediol, a major metabolite of the side-chain of candesartan cilexetil, on digoxin-induced arrhythmias in dogs.
PubMed:
Tin(II) chloride catalyzed reactions of diazodiphenylmethane with vicinal diols in an aprotic solvent. The reactions with cis- and trans-1,2-cyclohexanediols and 1,2-propanediol.
PubMed:
[Enantiomeric resolution of trans-1,2-disubstituted cyclopropane by high performance liquid chromatography].
PubMed:
Chiral separation of enantiomeric 1,2-diamines using molecular imprinting method and selectivity enhancement by addition of achiral primary amines into eluents.
PubMed:
Electronic Effects in Asymmetric Catalysis: Structural Studies of Precatalysts and Intermediates in Rh-Catalyzed Hydrogenation of Dimethyl Itaconate and Acetamidocinnamic Acid Derivatives Using C(2)-Symmetric Diarylphosphinite Ligands.
PubMed:
Photoinitiated catalysis in Nafion membranes containing palladium(II) meso-tetrakis(N-methyl-4-pyridyl)porphyrin and iron(III) meso-tetrakis-(2,6-dichlorophenyl)porphyrin for O2-mediated oxidations of alkenes.
PubMed:
Expression of benzene dioxygenase from Pseudomonas putida ML2 in cis-1,2-cyclohexanediol-degrading pseudomonads.
PubMed:
Asymmetric synthesis of alpha,alpha-disubstituted alpha-amino acids using (S,S)-cyclohexane-1,2-diol as a chiral auxiliary.
PubMed:
Insight into acid-mediated asymmetric spirocyclization in the presence of a chiral diol.
PubMed:
Stereochemical differentiation of cyclic glycols by ion-molecule reactions in a quadrupole mass spectrometer using dimethyl ether acetonitrile and 2-S-pyrrolidinemethanol
PubMed:
Effect of ethanol on the urinary excretion of cyclohexanol and cyclohexanediols, biomarkers of the exposure to cyclohexanone, cyclohexane and cyclohexanol in humans.
PubMed:
Biological monitoring of occupational exposure to cyclohexane by urinary 1,2- and 1,4-cyclohexanediol determination.
PubMed:
Monitoring of occupational exposure to cyclohexanone by diffusive sampling and urinalysis.
PubMed:
1,2- and 1,4-Cyclohexanediol: major urinary metabolites and biomarkers of exposure to cyclohexane, cyclohexanone, and cyclohexanol in humans.
PubMed:
Simultaneous determination of cyclohexene oxide and its metabolites in rat plasma and urine by gas chromatography.
PubMed:
Absorption, disposition kinetics, and metabolic pathways of cyclohexene oxide in the male Fischer 344 rat and female B6C3F1 mouse.
PubMed:
Simple and sensitive determination of 2,3-butanediol in biological samples by gas chromatography with electron-capture detection.
PubMed:
Modulation of superoxide anion generation by manoalide, arachidonic acid and staurosporine in liver infiltrated neutrophils in a rat model of endotoxemia.
PubMed:
Metabolism and disposition of cyclohexanone oxime in male F-344 rats.
PubMed:
Cyclohexane diester analogues of phorbol ester as potential activators of protein kinase C.
PubMed:
Urinary excretion of cyclohexanediol, a metabolite of the solvent cyclohexanone, by infants in a special care unit.
PubMed:
Saturated analogues of poison ivy allergens. Synthesis of trans,trans- and cis,trans-3-alkyl-1,2-cyclohexanediols and sensitizing properties in allergic contact dermatitis.
PubMed:
The role of arginyl residues in estrogen receptor activation and transformation.
PubMed:
Myo-inositol transport in Saccharomyces cerevisiae.
PubMed:
A study on the mutagenic activity of styrene and styrene oxide.
PubMed:
[Suitability of the O-diphenol oxidase test using catechol for the differentiation of Cryptococcus neoformans].
PubMed:
The metabolites of cyclohexylamine in man and certain animals.
PubMed:
Comparison of metal-binding properties of trans-1,2-cyclohexanediol diphosphate and deacylated phosphoinositides.
PubMed:
Cis-Cyclohexane-1,2-diol in the beaver gland.