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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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.)
functional group
ether
ketal
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.
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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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)
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)
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
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