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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.)

functional group

ketone

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKBW8455V
MKBC6961
93996KJ
01131KE
03826CZ

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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
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)
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)
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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