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189081

Sigma-Aldrich

cis-1,2-Cyclohexanedimethanol

97%

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About This Item

Linear Formula:
C6H10(CH2OH)2
CAS Number:
Molecular Weight:
144.21
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

Assay

97%

form

solid

mp

43-45 °C (lit.)

SMILES string

OC[C@@H]1CCCC[C@@H]1CO

InChI

1S/C8H16O2/c9-5-7-3-1-2-4-8(7)6-10/h7-10H,1-6H2/t7-,8+

InChI key

XDODWINGEHBYRT-OCAPTIKFSA-N

General description

Enantioselective oxidation of cis-1,2-cyclohexanedimethanol using 4-acetylamino-2,2,7-trimethyl-10-isopropyl-1-azaspiro[5.5]undecane N-oxyl as a chiral nitroxyl radical via non-electrochemical method has been reported.

Application

cis-1,2-Cyclohexanedimethanol was used in the synthesis of 9-{[(Z)-2(hydroxymethyl)cyclohexyl]methyl}guanine (L-653,180).

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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Enantioselective Oxidation of Secondary Alcohols Using a Chiral Nitroxyl (N-Oxoammonium salt) Catalyst.
Rychnovsky SD, et al.
The Journal of Organic Chemistry, 61(4), 1194-1195 (1996)
Sanjiv O Tomer et al.
Organic & biomolecular chemistry, 15(42), 8990-8997 (2017-10-19)
We have experimentally demonstrated that by 'locking' the molecular conformation through the introduction of a double or triple bond in the center of a symmetric diol, enzymatic monoesterification can be achieved selectively. The enzyme Candida antarctica lipase B, generally used
N Bourne et al.
Antimicrobial agents and chemotherapy, 36(9), 2020-2024 (1992-09-01)
Herpes simplex virus (HSV)-coded thymidine kinase (TK) is important in efficient reactivation of latent infection. These studies were designed to investigate whether treatment of latently infected animals with a TK inhibitor altered the natural history of recurrent HSV disease. 9-([(Z)-2-(hydroxymethyl)cyclohexyl]methyl)

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