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About This Item
Linear Formula:
C4H7COCH3
CAS Number:
Molecular Weight:
98.14
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
98%
form
liquid
refractive index
n20/D 1.432 (lit.)
bp
137-139 °C/754 mmHg (lit.)
density
0.902 g/mL at 25 °C (lit.)
SMILES string
CC(=O)C1CCC1
InChI
1S/C6H10O/c1-5(7)6-3-2-4-6/h6H,2-4H2,1H3
InChI key
JPJOOTWNILDNAW-UHFFFAOYSA-N
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General description
Cyclobutyl methyl ketone (CMK, methyl cyclobutyl ketone) is an alicyclic ketone. It has been synthesized by reacting cyclobutanecarbonyl chloride with magnesium salt of malonic ester. The mechanism of the photochemical reaction of gaseous mixtures of cyclobutyl methyl ketone diluted in argon has been studied by steady-state and pulsed (laser) photolysis. It′s infrared (3500 to 30cm-1) and Raman (3200 to 30cm-1) spectra in gaseous and solid state has been recorded. The UV spectra have been measured in alcohol and isooctane solution. Study on the vapour phase thermal and photodecomposition of methyl cyclobutyl ketone shows that the mode of decomposition is free radical in nature.
Application
Cyclobutyl methyl ketone may be used as a model compound to study the oxidation mechanism of pinonic acid by hydroxyl radicals.
Signal Word
Warning
Hazard Statements
Hazard Classifications
Flam. Liq. 3
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
84.2 °F - closed cup
Flash Point(C)
29 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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The Thermal Decomposition of Methyl Cyclobutyl Ketone1,2.
Daignault LG and Walters WD
Journal of the American Chemical Society, 80(3), 541-545 (1958)
The photochemistry of cyclobutyl methyl ketone. Part 1.-Room-temperature results and the general mechanism.
Baldwin PJ, et al
J. Chem. Soc., Faraday II, 83(6), 1049-1058 (1987)
Azo-bis Nitriles. 1 Decomposition of Azo Compounds. A Special Case of Carbon-Carbon Hyperconjugation in a Free Radical Reaction.
Overberger CG and Lebovits A
Journal of the American Chemical Society, 76(10), 2722-2725 (1954)
Structure and Reactivity in the Vapor Phase Photolysis of Ketones. III. Methyl Cyclobutyl Ketone1,2.
Norman I and Pitts Jr. JN
Journal of the American Chemical Society, 77(23), 6104-6107 (1955)
Spectra and structure of small ring molecules: Part XLIV. Vibrational spectra and conformational stability of cyclobutylmethyl ketone.
Durig JR, et al
Journal of Molecular Structure, 125(3-4), 211-227 (1984)
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