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C105805

Sigma-Aldrich

Cyclohexanemethanol

ReagentPlus®, ≥99%

Synonym(s):

(Hydroxymethyl)cyclohexane, Cyclohexyl methanol, Hexahydrobenzyl alcohol, NSC 5288

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About This Item

Linear Formula:
C6H11CH2OH
CAS Number:
100-49-2
Molecular Weight:
114.19
Beilstein/REAXYS Number:
773712
EC Number:
202-857-8
MDL number:
MFCD00001510
UNSPSC Code:
12352100
PubChem Substance ID:
24891964
NACRES:
NA.22

product line

ReagentPlus®

assay

≥99%

form

liquid

refractive index

n20/D 1.465 (lit.)

bp

181 °C (lit.)

density

0.928 g/mL at 25 °C (lit.)

SMILES string

OCC1CCCCC1

InChI

1S/C7H14O/c8-6-7-4-2-1-3-5-7/h7-8H,1-6H2

InChI key

VSSAZBXXNIABDN-UHFFFAOYSA-N

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Application

Cyclohexanemethanol (Cyclohexyl methanol) can be used as a starting material for the synthesis of cyclohexanecarboxaldehyde, cyclohexanecarboxylic acid, cyclohexanone, and 1,4-cyclohexadione by photocatalytic oxidation (PCO) using titanium dioxide nanoparticles as a catalyst.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

170.6 °F - closed cup

flash_point_c

77 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

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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Nanoparticles TiO2-photocatalyzed oxidation of selected cyclohexyl alcohols.
Mohamed OS, et al.
Journal of Photochemistry and Photobiology A: Chemistry, 200(2-3), 209-215 (2008)
Yasunori Okada et al.
Organic letters, 9(8), 1573-1576 (2007-03-16)
[reaction: see text] Ethyl 1-thio-2,3,4,6-tetrakis-O-triisopropylsilyl-beta-d-glucopyranoside, ethyl 6-O-benzyl-1-thio-2,3,4-tris-O-triisopropylsilyl-beta-d-glucopyranoside, and ethyl 6-O-pivaloyl-1-thio-2,3,4-tris-O-triisopropylsilyl-beta-d-glucopyranoside induced highly beta-selective O-glucosidations. Among them, the 6-O-pivaloylated substrate provided the best selectivity up to alpha/beta = 3:97 with cyclohexylmethanol, and the substrate was used for glucosidations with secondary and
Rabea Schlüter et al.
Applied microbiology and biotechnology, 103(10), 4137-4151 (2019-04-04)
The cycloalkanes, comprising up to 45% of the hydrocarbon fraction, occur in crude oil or refined oil products (e.g., gasoline) mainly as alkylated cyclohexane derivatives and have been increasingly found in environmental samples of soil and water. Furthermore, short-chain alkylated

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