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458597

Sigma-Aldrich

Cyclohexanone dimethyl ketal

99%

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Synonym(s):
1,1-Dimethoxycyclohexane
Linear Formula:
C6H10(OCH3)2
CAS Number:
Molecular Weight:
144.21
MDL number:
PubChem Substance ID:

Quality Level

assay

99%

refractive index

n20/D 1.439 (lit.)

bp

83 °C/50 mmHg (lit.)

density

0.948 g/mL at 25 °C (lit.)

SMILES string

COC1(CCCCC1)OC

InChI

1S/C8H16O2/c1-9-8(10-2)6-4-3-5-7-8/h3-7H2,1-2H3

InChI key

XPIJMQVLTXAGME-UHFFFAOYSA-N

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1 of 4

This Item
C10218029140398241
vibrant-m

458597

Cyclohexanone dimethyl ketal

vibrant-m

C102180

Cyclohexanone

vibrant-m

29140

Cyclohexanone

vibrant-m

398241

Cyclohexanone

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

refractive index

n20/D 1.439 (lit.)

refractive index

n20/D 1.450 (lit.)

refractive index

n20/D 1.450 (lit.)

refractive index

n20/D 1.450 (lit.)

density

0.948 g/mL at 25 °C (lit.)

density

0.947 g/mL at 25 °C (lit.)

density

0.947 g/mL at 25 °C (lit.)

density

0.947 g/mL at 25 °C (lit.)

bp

83 °C/50 mmHg (lit.)

bp

155 °C (lit.)

bp

155 °C (lit.)

bp

155 °C (lit.)

General description

Cyclohexanone dimethyl ketal reacts with trimethylsilane in the presence of trimethylsilyl triflate to form the corresponding ether. It can also undergo allylation and propargylation in the presence of indium to form the corresponding homoallylic or homopropargylic alcohol, respectively.

pictograms

Flame

signalword

Warning

hcodes

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

111.2 °F - closed cup

flash_point_c

44 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Trimethysilyl triflate in organic synthesis
Noyori R, et al.
Tetrahedron, 37(23, 3899-3910 (1981)
Preparation of ketone acetals from linear ketones and alcohols.
Lorette NB, et al.
The Journal of Organic Chemistry, 24(11), 1731-1733 (1959)
Indium mediated allylation and propargylation reactions of dimethyl acetals and ketals.
Kwon JS, et al.
Tetrahedron Letters, 42(10), 1957-1959 (2001)
M Ogata et al.
Journal of medicinal chemistry, 30(6), 1054-1068 (1987-06-01)
To find orally active antifungal agents, novel imidazolyl- and 1,2,4-triazolylpropanolones I and related compounds II-IV were synthesized. Compounds I were derived from ketones V (method A), alpha-diketone IX (method B), alpha-hydroxy ketones X (method C), alpha-chloro ketone XII (method D)
Sebastian Krickl et al.
Physical chemistry chemical physics : PCCP, 19(35), 23773-23780 (2017-07-01)
In this contribution, we (i) link the mesoscopic structuring of the binary structured solvent mixture H

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