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423734

Sigma-Aldrich

6-Methyl-1-indanone

99%

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About This Item

Empirical Formula (Hill Notation):
C10H10O
CAS Number:
Molecular Weight:
146.19
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

99%

form

solid

bp

70 °C/0.4 mmHg (lit.)

mp

60-62 °C (lit.)

functional group

ketone

SMILES string

Cc1ccc2CCC(=O)c2c1

InChI

1S/C10H10O/c1-7-2-3-8-4-5-10(11)9(8)6-7/h2-3,6H,4-5H2,1H3

InChI key

DBOXRDYLMJMQBB-UHFFFAOYSA-N

General description

6-Methyl-1-indanone is a substituted indanone. It has been synthesized in high quantum yields by the photolysis of α-chloro-2′,5′-dimethylacetophenone. It is formed as one of the photoproduct during the irradiation of 2,5-dimethylphenacyl (DMP) esters. It is reported to be one of the semivolatile component of lamina cigarette smoke.

Application

6-Methyl-1-indanone was used as a starting material for the synthesis of branched alkyl indanes (BINs).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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A laser flash photolysis study of the mechanism of the photocyclization of. alpha.-chloro-ortho-methylacetophenones.
Netto-Ferreira JC and Scaiano JC.
Journal of the American Chemical Society, 113(15), 5800-5803 (1991)
Comparisons of Smoke Components in the Semivolatile Phase from Lamina and Midrib Cigarettes of Flue-cured Tobacco Leaves.
Ishiguro S and Sugawara S.
Agricultural and Biological Chemistry, 42(8), 1527-1531 (1978)
2, 5-Dimethylphenacyl as a new photoreleasable protecting group for carboxylic acids.
Klan P, et al.
Organic Letters, 2(11), 1569-1571 (2000)
Andrew M Booth et al.
Environmental science & technology, 42(21), 8122-8126 (2008-11-27)
Previously, comprehensive two-dimensional gas chromatography-time of flight-mass-spectrometry (GCxGC-ToF-MS) revealed that the unresolved complex mixtures (UCMs) of contaminant hydrocarbons accumulated by health-affected mussels Mytilus edulis (up to 125 microg g dry weight(-1)) collected from around U.K. coasts, included many isomeric branched
Rapid Photochemical Synthesis of 6-Methyl-1-Indanone.
Wang S, et al.
Advanced Materials Research, 634-638, 416-419 (2013)

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