458597
Cyclohexanone dimethyl ketal
99%
Synonym(s):
1,1-Dimethoxycyclohexane
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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
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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
Related Categories
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.
Signal Word
Warning
Hazard Statements
Precautionary 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)
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Trimethysilyl triflate in organic synthesis
Noyori R, et al.
Tetrahedron, 37(23, 3899-3910 (1981)
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)
A systematic study of the influence of mesoscale structuring on the kinetics of a chemical reaction.
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
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)
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