Skip to Content
Merck
All Photos(1)

Documents

458597

Sigma-Aldrich

Cyclohexanone dimethyl ketal

99%

Synonym(s):

1,1-Dimethoxycyclohexane

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
C6H10(OCH3)2
CAS Number:
Molecular Weight:
144.21
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

111.2 °F - closed cup

Flash Point(C)

44 °C - closed cup

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Trimethysilyl triflate in organic synthesis
Noyori R, et al.
Tetrahedron, 37(23, 3899-3910 (1981)
Indium mediated allylation and propargylation reactions of dimethyl acetals and ketals.
Kwon JS, et al.
Tetrahedron Letters, 42(10), 1957-1959 (2001)
Preparation of ketone acetals from linear ketones and alcohols.
Lorette NB, et al.
The Journal of Organic Chemistry, 24(11), 1731-1733 (1959)
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service