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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.)

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.

Application

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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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