373613
2,2-Dimethylcyclohexanone
92%
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About This Item
Linear Formula:
(CH3)2C6H8(=O)
CAS Number:
Molecular Weight:
126.20
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
92%
Product Name
2,2-Dimethylcyclohexanone, 92%
InChI
1S/C8H14O/c1-8(2)6-4-3-5-7(8)9/h3-6H2,1-2H3
SMILES string
CC1(C)CCCCC1=O
InChI key
KNSPBSQWRKKAPI-UHFFFAOYSA-N
assay
92%
refractive index
n20/D 1.448 (lit.)
bp
169-170 °C/768 mmHg (lit.)
mp
−20 °C (lit.)
density
0.912 g/mL at 25 °C (lit.)
functional group
ketone
Quality Level
Related Categories
Application
2,2-Dimethylcyclohexanone may be used in the preparation of 6,6-dimethyl-1-vinylcyclohexene.
General description
2,2-Dimethylcyclohexanone is a sterically hindered ketone. Mg-TiCl4-catalyzed CH2-transfer reaction of 2,2-dimethylcyclohexanone with CH2Cl2 is reported.
Other Notes
Remainder 2-methylcyclohexanone
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Synthesis and antioxidant activity of rosmariquinone and several analogues.
Hall CA, et al.
Journal of Agricultural and Food Chemistry, 46(4), 1303-1310 (1998)
Tu-Hsin Yan et al.
Organic letters, 6(26), 4961-4963 (2004-12-21)
[reaction: see text] This Mg-TiCl4-promoted CH2-transfer reaction of CH2Cl2 represents an extremely simple, practical, and efficient methylenation of a variety of ketones and aldehydes, especially in enolizable or sterically hindered ketones such as 2,2-dimethylcyclohexanone, camphor, and fenchone.
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