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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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

392529-1G:
392529-BULK:
392529-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
MKBW8455V
MKBC6961
93996KJ
01131KE
13512JU

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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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