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102261

Sigma-Aldrich

2,6-Dimethylcyclohexanone, mixture of isomers

98%

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Linear Formula:
(CH3)2C6H8(=O)
CAS Number:
2816-57-1
Molecular Weight:
126.20
Beilstein:
1099000
EC Number:
220-570-6
MDL number:
MFCD00001637
PubChem Substance ID:
24846570
NACRES:
NA.22

Quality Level

100

Assay

98%

refractive index

n20/D 1.447 (lit.)

bp

174-176 °C (lit.)

density

0.925 g/mL at 25 °C (lit.)

SMILES string

CC1CCCC(C)C1=O

InChI

1S/C8H14O/c1-6-4-3-5-7(2)8(6)9/h6-7H,3-5H2,1-2H3

InChI key

AILVYPLQKCQNJC-UHFFFAOYSA-N

Related Categories

General description

2,6-Dimethylcyclohexanone, mixture of isomers is a clear, light yellow liquid. The adsorption of traces of 2,6-dimethylcyclohexanone, a volatile organic compound, from liquid toluene was studied. cis- and trans-isomers of 2,6-Dimethylcyclohexanonereacts with hydroxylamine hydrochloride and potassium hydroxide in methanol solution gives cis- and trans-dimethylcyclohexanone oxime .

Application

2,6-Dimethylcyclohexanone was used in tetraoxane synthesis and in evaluation of their anti-malarial activity.

Pictograms

Flame
GHS02

Signal Word

Warning

Hazard Statements

H226

Hazard Classifications

Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

123.8 °F - closed cup

Flash Point(C)

51 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Photochemistry of Oximes III. The Photochemical Beckmann Rearrangement.
Cunningham M, et al.
Canadian Journal of Chemistry, 49(17), 2891-2896 (1971)
Adsorption of Volatile Organic Compounds. Experimental and Theoretical Study.
Brunchi CC, et al.
Industrial & Engineering Chemistry Research, 51(51), 16697-16708 (2012)
K J McCullough et al.
Journal of medicinal chemistry, 43(6), 1246-1249 (2000-03-29)
Two tetramethyl-substituted dispiro-1,2,4,5-tetraoxanes (7,8,15, 16-tetraoxadispiro[5.2.5.2]hexadecanes) 3 and 4 were designed as metabolically stable analogues of the dimethyl-substituted dispiro-1, 2,4,5-tetraoxane prototype WR 148999 (2). For a positive control we selected the sterically unhindered tetraoxane 5 (7,8,15, 16-tetraoxadispiro[5.2.5.2]hexadecane), devoid of any substituents.

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