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55640

Cyclohexanemethanol

Name: Cyclohexanemethanol
Brand: SIAL

purum, ≥95.0% (GC)

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

EC Number:

202-857-8

UNSPSC Code:

12352100

PubChem Substance ID:

24879554

Beilstein/REAXYS Number:

773712

MDL number:

MFCD00001510

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Properties

grade

purum

assay

≥95.0% (GC)

refractive index

n20/D 1.464, 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

Description

Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

170.6 °F - closed cup

flash_point_c

77 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Highly beta-selective O-glucosidation due to the restricted twist-boat conformation.

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