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Sigma-Aldrich

cis-1,2-Cyclohexanediol

99%

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Linear Formula:
C6H10(OH)2
CAS Number:
Molecular Weight:
116.16
Beilstein:
1340578
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

mp

97-101 °C (lit.)

SMILES string

O[C@@H]1CCCC[C@@H]1O

InChI

1S/C6H12O2/c7-5-3-1-2-4-6(5)8/h5-8H,1-4H2/t5-,6+

InChI key

PFURGBBHAOXLIO-OLQVQODUSA-N

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General description

Core-shell-like silica nickel species nanoparticle catalyzed dehydrogenation of 1,2-cyclohexanediol to catechol is reported. Crystal structure of a Cr(V) complex with cis-1,2-cyclohexanediol is reported. Enzymatic oxidation of cis-1,2-cyclohexanediol by Gluconobacter oxydans (ATCC 621) is reported.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Ruben Bartholomäus et al.
Inorganic chemistry, 52(8), 4282-4292 (2013-03-28)
The stabilization of Cr(V) by biological 1,2-diolato ligands, including carbohydrates, glycoproteins, and sialic acid derivatives, is likely to play a crucial role in the genotoxicity of Cr(VI) and has also been implicated in the antidiabetic effect of Cr(III). Previously, such
Oxidation of trans-and cis-1, 2-cyclohexanediol by Gluconobacter oxydans.
Adlercreutz P.
Applied Microbiology and Biotechnology, 30(3), 257-263 (1989)
Bao-Hui Chen et al.
Dalton transactions (Cambridge, England : 2003), 44(3), 1023-1038 (2014-11-20)
A simple and convenient approach denoted as gel-deposition-precipitation (G-D-P) for the preparation of core-shell-like silica@nickel species nanoparticles was studied systematically. Core-shell-like silica@nickel species nanoparticles consisted of a Si-rich core and a Ni-rich shell. The G-D-P process included two steps: one
R J Swift et al.
Applied microbiology and biotechnology, 55(6), 721-726 (2001-08-30)
Benzene dioxygenase (BDO; EC 1.14.12.3) from Pseudomonas putida ML2 dihydroxylates benzene to produce cis-1,2-dihydroxy-cyclohexa-3,5-diene. As well as oxidising benzene and toluene, cell-free extracts of Escherichia coli JM109 expressing recombinant BDO oxidised cyclohexene, 1-methylcyclohexene and 3-methylcyclohexene. In an attempt to construct
Andreas Hartung et al.
The Journal of organic chemistry, 72(26), 10235-10238 (2007-11-16)
Comparison is made between the preparation of trans-1,2-cyclohexanediol in standard glassware (conventional batch production) and in a microreactor (continuous flow production). The reaction sequence involved two exothermic steps where the standard procedure demands slow reagent addition and careful temperature control.

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