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Sigma-Aldrich

trans-1,2-Cyclohexanediol

98%

Synonym(s):

1,2-trans -Cyclohexanediol, 1,2-trans -Dihydroxycyclohexane, trans -2-Hydroxycyclohexanol

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About This Item

Linear Formula:
C6H10(OH)2
CAS Number:
Molecular Weight:
116.16
Beilstein:
3193810
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

Assay

98%

form

solid

mp

101-104 °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-/m1/s1

InChI key

PFURGBBHAOXLIO-PHDIDXHHSA-N

Storage Class Code

11 - Combustible Solids

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
C B Shinisha et al.
Organic letters, 11(15), 3242-3245 (2009-09-02)
The relative energies of cyclohexane-1,2-diols and chiral tetrapeptide (2 (Boc) or 3 (Moc)) complexes calculated using DFT indicate a thermodynamic preference for chiral recognition toward (1R,2R)(e,e)-alpha isomer. The barrier for stereoselective acyl transfer is identified as lower for trans-(1R,2R)-cyclohexane-1,2-diol, leading
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.
T Kiguchi et al.
Chemical & pharmaceutical bulletin, 48(10), 1536-1540 (2000-10-25)
Asymmetric spirocyclization based on intramolecular conjugate addition using a combination of a Lewis acid and an optically active cyclohexane-1,2-diol has been studied in connection with 1) the effect of substituents on the cyclohexane-1,2-diol and 2) the effect of substituents on
Sigthor Petursson
Carbohydrate research, 338(9), 963-968 (2003-04-12)
The paper reports the tin(II) chloride catalyzed reactions of diazodiphenylmethane with the cis- and trans-1,2-cyclohexanediols and R,S-1,2-propanediol in 1,2-dimethoxyethane and the identification of the monodiphenylmethyl ethers formed. The catalyst is shown to work for both the cis- and trans-cyclohexanediols, but

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