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392529

Sigma-Aldrich

4-Methoxy-1-indanone

99%

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About This Item

Empirical Formula (Hill Notation):
C10H10O2
CAS Number:
13336-31-7
Molecular Weight:
162.19
MDL number:
MFCD00077816
UNSPSC Code:
12352100
PubChem Substance ID:
24864462
NACRES:
NA.22

Quality Level

100

Assay

99%

bp

115-120 °C/0.5 mmHg (lit.)

mp

105-107 °C (dec.) (lit.)

SMILES string

COc1cccc2C(=O)CCc12

InChI

1S/C10H10O2/c1-12-10-4-2-3-7-8(10)5-6-9(7)11/h2-4H,5-6H2,1H3

InChI key

BTYSYELHQDGJAB-UHFFFAOYSA-N

General description

4-Methoxy-1-indanone, a benzo-fused ketone is a 1-indanone derivative. Its synthesis has been reported.

Application

4-Methoxy-1-indanone is suitable for use in the comparative study of the effect of different substituents on various benzo-fused ketones on the reaction kinetics by studying the biocatalysed oxidation reaction.
It may be used in the following studies:
  • Synthesis of isomeric mixture of oximes.
  • As a starting material in the synthesis of benzo-fused indolizidine and 4-methoxy-1-indanyl compound.
  • Synthesis of 4-methoxy-5-nitro-1-indanone by nitration reaction.
  • As one of the reactant in the synthesis of E-2-chloro-8-methyl-3-[(4′-methoxy-1′-indanoyl)-2′-methyliden]-quinoline (IQ), a quinoline derivative.

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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W H Pearson et al.
The Journal of organic chemistry, 65(21), 7158-7174 (2000-10-14)
The intramolecular capture of benzocyclobutyl, benzocyclopentyl, and benzocyclohexyl carbocations 7 by azides produces spirocyclic aminodiazonium ions 8, which undergo 1,2-C-to-N rearrangement with loss of dinitrogen to produce benzo-fused iminium ions resulting from either aryl (9) or alkyl (10) migration to
Juan Rodrigues et al.
Memorias do Instituto Oswaldo Cruz, 104(6), 865-870 (2009-10-31)
E-2-chloro-8-methyl-3-[(4'-methoxy-1'-indanoyl)-2'-methyliden]-quinoline (IQ) is a new quinoline derivative which has been reported as a haemoglobin degradation and ss-haematin formation inhibitor. The haemoglobin proteolysis induced by Plasmodium parasites represents a source of amino acids and haeme, leading to oxidative stress in infected
Enzymatic Baeyer-Villiger Oxidation of Benzo-Fused Ketones: Formation of Regiocomplementary Lactones.
Rioz-Martinez A, et al.
European Journal of Organic Chemistry, 2009(15), 2526-2532 (2009)
Beckmann rearrangements of 1-indanone oxime derivatives using aluminum chloride and mechanistic considerations.
Lee BS, et al.
Bull. Korean Chem. Soc., 21(9), 860-866 (2000)
Ju-Ok Lim et al.
European journal of medicinal chemistry, 44(1), 322-331 (2008-04-15)
A series of bicyclic analogues having indan and tetrahydronaphthalene templates in the A-region were designed as conformationally constrained analogues of our previously reported potent TRPV1 antagonists (1, 3). The activities for rat TRPV1 of the conformationally restricted analogues were moderately

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