616-44-4 Usage
Description
3-Methylthiophene is a clear, colorless to light yellow liquid that belongs to the thiophene family of heterocyclic compounds. It is a derivative of thiophene with a methyl group attached to the third carbon atom, which gives it unique chemical properties and potential applications in various industries.
Uses
Used in Conducting Polymer Research:
3-Methylthiophene is used as an electropolymerization monomer in conducting polymer research. Its unique properties make it a valuable component in the development of new materials with enhanced electrical conductivity.
Used in Chemical Synthesis:
3-Methylthiophene serves as a conducting polymer precursor, which is essential for the synthesis of various polymers with specific properties. These polymers can be used in a wide range of applications, from electronics to energy storage.
Used in Inhibiting Polymerization:
3-Methylthiophene acts as an inhibitor for the polymerization of trichloroethylene in a solvent used for the degreasing of iron and aluminum. This polymerization is catalyzed by the contact of the solvent with the metals, and the use of 3-methylthiophene helps control the process and prevent unwanted reactions.
Used in Coffee and Coffee Products:
3-Methylthiophene is found in coffee and coffee products, where it contributes to the unique aroma of roast coffee. As a maillard product, it is a result of the complex chemical reactions that occur during the roasting process, adding to the rich flavor and aroma profile of coffee.
Used in Copolymerization:
The copolymerization of 3-alkylthiophene and 3-methylthiophene is a promising approach to create polymers with both solution processible properties and high electrical conductivity. These polymers can be utilized in various applications, such as in the development of electronic devices and sensors.
Purification Methods
Dry it with Na2SO4, then distil it from sodium. [Beilstein 17 III/IV 277, 17/1 V 331.]
Check Digit Verification of cas no
The CAS Registry Mumber 616-44-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,1 and 6 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 616-44:
(5*6)+(4*1)+(3*6)+(2*4)+(1*4)=64
64 % 10 = 4
So 616-44-4 is a valid CAS Registry Number.
InChI:InChI=1/C5H6S/c1-5-2-3-6-4-5/h2-4H,1H3
616-44-4Relevant articles and documents
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Sheppard et al.
, p. 1355 (1934)
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Catalytic Synthesis of Methylthiophenes
Mashkina,Khairulina
, p. 1794 - 1797 (2019/03/26)
The gas-phase reaction of dimethyl disulfide with thiophene over Co/HZSM-5 catalyst in a helium medium under atmospheric pressure at 250–350°C gave a mixture of mono-, di-, tri-, and tetramethylthiophenes with an overall selectivity of 94–96%.
Hydrodecarboxylation of Carboxylic and Malonic Acid Derivatives via Organic Photoredox Catalysis: Substrate Scope and Mechanistic Insight
Griffin, Jeremy D.,Zeller, Mary A.,Nicewicz, David A.
supporting information, p. 11340 - 11348 (2015/09/21)
A direct, catalytic hydrodecarboxylation of primary, secondary, and tertiary carboxylic acids is reported. The catalytic system consists of a Fukuzumi acridinium photooxidant with phenyldisulfide acting as a redox-active cocatalyst. Substoichiometric quantities of Hünigs base are used to reveal the carboxylate. Use of trifluoroethanol as a solvent allowed for significant improvements in substrate compatibilities, as the method reported is not limited to carboxylic acids bearing α heteroatoms or phenyl substitution. This method has been applied to the direct double decarboxylation of malonic acid derivatives, which allows for the convenient use of dimethyl malonate as a methylene synthon. Kinetic analysis of the reaction is presented showing a lack of a kinetic isotope effect when generating deuterothiophenol in situ as a hydrogen atom donor. Further kinetic analysis demonstrated first-order kinetics with respect to the carboxylate, while the reaction is zero-order in acridinium catalyst, consistent with another finding suggesting the reaction is light limiting and carboxylate oxidation is likely turnover limiting. Stern-Volmer analysis was carried out in order to determine the efficiency for the carboxylates to quench the acridinium excited state.