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Sigma-Aldrich

4-Methyl-1-indanone

97%

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About This Item

Empirical Formula (Hill Notation):
C10H10O
CAS Number:
24644-78-8
Molecular Weight:
146.19
MDL number:
MFCD00015759
UNSPSC Code:
12352100
PubChem Substance ID:
24867118

assay

97%

form

solid

mp

94-96 °C (lit.)

functional group

ketone

SMILES string

Cc1cccc2C(=O)CCc12

InChI

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

InChI key

RUORWXQKVXTQJJ-UHFFFAOYSA-N

General description

4-Methyl-1-indanone on condensation with 2-lithio-N,N-diethyl-1-napthamide and 2-lithio-N,N-diethyl-8-methoxy-1-napthamide, followed by hydrolysis afforded 2-(1-hydroxy-4-methylindan-1-yl)-1-naphthoic acid lactone and 2-(1-hydroxy-4-methylindan-1-yl)-8-methoxy-1-naphthoic acid lactone respectively.[1]

Application

4-Methyl-1-indanone may be used for the following syntheses:
  • 3,6-dimethylcholanthrene[1]
  • 3,6-dimethyl-7-methoxycholanthrene[1]
  • 3-methyl-7-methoxycholanthrene[1]
  • methyl 4-methyl-1-fluoroindan-1-carboxylate (4-Me-FICA Me ester)[2]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
09402MH
11516AE
11602CU
20225DN
12318TA

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Syntheses of 3, 6-dimethylcholanthrene, 3, 6-dimethyl-7-methoxycholanthrene and 3-methyl-7-methoxycholanthrene.
Newman MS and Sujeeth PK.
The Journal of Organic Chemistry, 49(16), 2841-2843 (1984)
Jyunichi Koyanagi et al.
Chemical & pharmaceutical bulletin, 62(8), 816-819 (2014-06-13)
An improved synthetic route has been developed for the preparation of methyl 1-fluoroindan-1-carboxylate (FICA Me ester) from 1-indanone. Methyl 4-methyl-1-fluoroindan-1-carboxylate (4-Me-FICA Me ester) was also prepared following the same procedure.

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