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5-[(4-Methylphenyl)sulfonyl]-3-oxopentanoic acid ethyl ester, also known as Ethyl 5-[(4-methylphenyl)sulfonyl]-3-oxopentanoate, is an organic compound that serves as a versatile reactant in various chemical reactions. It is characterized by the presence of an ester group, a sulfonyl group, and a ketone functional group, which contribute to its reactivity and potential applications in the synthesis of complex organic molecules.

1093348-62-9

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1093348-62-9 Usage

Uses

Used in Organic Synthesis:
5-[(4-Methylphenyl)sulfonyl]-3-oxopentanoic acid ethyl ester is used as a reactant for the preparation of Ethyl 3-oxopent-4-enoate, which is a key intermediate in the Nazarov cyclization reaction. This reaction is a powerful method for constructing cyclopentenes and is widely used in the synthesis of natural products and pharmaceuticals.
Used in Nazarov Cyclization:
In the field of organic chemistry, 5-[(4-Methylphenyl)sulfonyl]-3-oxopentanoic acid ethyl ester is used as a reactant to generate Nazarov's reagent, which is employed as an annulating agent in Robinson annulation of cyclic β-diketones and cycloalkanones. This reaction is a valuable tool for constructing complex polycyclic structures and has applications in the synthesis of bioactive natural products and pharmaceutical agents.
Used in γ-pyrones Synthesis:
5-[(4-Methylphenyl)sulfonyl]-3-oxopentanoic acid ethyl ester is also used as a reactant in the synthesis of γ-pyrones through a triflic anhydride-mediated electrophilic condensation reaction. γ-pyrones are important structural motifs found in various natural products and pharmaceuticals, and their synthesis has potential applications in the development of new drugs and agrochemicals.

Check Digit Verification of cas no

The CAS Registry Mumber 1093348-62-9 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,0,9,3,3,4 and 8 respectively; the second part has 2 digits, 6 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 1093348-62:
(9*1)+(8*0)+(7*9)+(6*3)+(5*3)+(4*4)+(3*8)+(2*6)+(1*2)=159
159 % 10 = 9
So 1093348-62-9 is a valid CAS Registry Number.

1093348-62-9 Well-known Company Product Price

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  • Aldrich

  • (718327)  Ethyl5-[(4-methylphenyl)sulfonyl]-3-oxopentanoate  95%

  • 1093348-62-9

  • 718327-1G

  • 1,171.17CNY

  • Detail

1093348-62-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name ethyl 5-(4-methylphenyl)sulfonyl-3-oxopentanoate

1.2 Other means of identification

Product number -
Other names Ethyl 5-[(4-methylphenyl)sulfonyl]-3-oxopentanoate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

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More Details:1093348-62-9 SDS

1093348-62-9Upstream product

1093348-62-9Relevant academic research and scientific papers

Ethyl 5-[(4-methylphenyl)sulfonyl]-3-oxopentanoate: A bench-stable synthon for ethyl 3-oxopent-4-enoate (Nazarov's Reagent)

Benetti, Simonetta,Carli, Stefano,De Risi, Carmela,Pollini, Gian P.,Veronese, Augusto C.,Zanirato, Vinicio

experimental part, p. 2609 - 2612 (2009/04/17)

The easily available adducts of sodium p-toluenesulfinate to both acrylonitrile or acrylic acid were efficiently transformed through a two-step, high-yielding sequence into ethyl 5-[(4-methylphenyl)sulfonyl]-3-oxopentanoate, a convenient source for the popular Nazarov's reagent, ethyl 3-oxopent-4-enoate, which could be generated in situ by base-induced β-elimination and used for annulation reactions.

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