141712
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
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
EC Number:
215-956-6
Beilstein/REAXYS Number:
3193810
MDL number:
InChI key
PFURGBBHAOXLIO-PHDIDXHHSA-N
InChI
1S/C6H12O2/c7-5-3-1-2-4-6(5)8/h5-8H,1-4H2/t5-,6-/m1/s1
SMILES string
O[C@@H]1CCCC[C@H]1O
assay
98%
form
solid
mp
101-104 °C (lit.)
Quality Level
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Related Categories
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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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
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.
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
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
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