Cyclohexane-1,2-diol

Cyclohexane-1,2-diol

Names
Preferred IUPAC name Cyclohexane-1,2-diol
Other names cis-Cyclohexane-1,2-diol trans-Cyclohexane-1,2-diol
Identifiers
CAS Number	931-17-9  Y cis: 1792-81-0 trans: 1460-57-7
3D model (JSmol)	Interactive image cis: Interactive image trans: Interactive image
ChEBI	CHEBI:24567 cis: CHEBI:32329 trans: CHEBI:16931
ChemSpider	5413674 cis: 83866 trans: 83850
ECHA InfoCard	100.012.027
EC Number	213-229-8
KEGG	cis: C12313 trans: C03739
PubChem CID	13601 cis: 92903 trans: 92886
UNII	P27V53MH26  Y cis: G9FB3QY86K trans: 89G7G95Z1Y
CompTox Dashboard (EPA)	DTXSID50871843
InChI InChI=1S/C6H12O2/c7-5-3-1-2-4-6(5)8/h5-8H,1-4H2 Key: PFURGBBHAOXLIO-UHFFFAOYSA-N cis:InChI=1S/C6H12O2/c7-5-3-1-2-4-6(5)8/h5-8H,1-4H2/t5-,6+ Key: PFURGBBHAOXLIO-OLQVQODUSA-N trans:InChI=1S/C6H12O2/c7-5-3-1-2-4-6(5)8/h5-8H,1-4H2/t5-,6-/m1/s1 Key: PFURGBBHAOXLIO-PHDIDXHHSA-N
SMILES C1CCC(C(C1)O)O cis:C1CC[C@@H]([C@@H](C1)O)O trans:C1CC[C@H]([C@@H](C1)O)O
Properties
Chemical formula	C6H12O2
Molar mass	116.15 g/mol
Melting point	100-103 °C (trans) 98-102 °C (cis)
Hazards
Safety data sheet (SDS)	External MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Cyclohexane-1,2-diol is a chemical compound found in castoreum. ^[1] It can exist in either cis- or trans-isomers.

The enzyme cyclohexane-1,2-diol dehydrogenase uses trans-cyclohexane-1,2-diol and NAD⁺ to produce 2-hydroxycyclohexan-1-one, NADH and H⁺.

References

1. Valenta, Z.; Khaleque, A.; Rashid, M. H. (1961). "Cis-cyclohexane-1,2-diol in the beaver gland". Experientia. 17 (3): 130. doi: 10.1007/BF02160827 . PMID   13779722.