58386-20-2

Basic information

• Product Name: 2,5-DIMETHOXYTHIOPHENE
• Synonyms: 2,5-DIMETHOXYTHIOPHENE
• CAS NO: 58386-20-2
• Molecular Formula: C₆H₈O₂S
• Molecular Weight: 144.19
• Mol File: 58386-20-2.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 207.1°Cat760mmHg
• Flash Point: 79.1°C
• Appearance: /
• Density: 1.136g/cm³
• Vapor Pressure: 0.329mmHg at 25°C
• Refractive Index: 1.51
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: 2,5-DIMETHOXYTHIOPHENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-DIMETHOXYTHIOPHENE(58386-20-2)
• EPA Substance Registry System: 2,5-DIMETHOXYTHIOPHENE(58386-20-2)

Safety Data

• Hazardous Substances Data: 58386-20-2(Hazardous Substances Data)

Usage

General Description

2,5-DIMETHOXYTHIOPHENE is a chemical compound with the formula C6H6O2S. It is a colorless to pale yellow liquid with a boiling point of 60-62°C. 2,5-DIMETHOXYTHIOPHENE is used in organic synthesis as a building block for the production of various pharmaceuticals, agrochemicals, and other fine chemicals. It is also used as a starting material for the synthesis of polymers and materials for electronic applications. The compound is known for its strong and unique odor, and it should be handled and stored with proper safety precautions due to its potential health hazards. Overall, 2,5-DIMETHOXYTHIOPHENE is an important and versatile chemical with various industrial and research applications.

InChI:InChI=1/C6H8O2S/c1-7-5-3-4-6(8-2)9-5/h3-4H,1-2H3

Upstream product

• 625-88-7 2,5-diiodothiophene 
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Downstream Products

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• 84040-26-6 4-Phenyl-1-(2,5,5-trimethoxy-2,5-dihydro-thiophen-2-yl)-[1,2,4]triazolidine-3,5-dione 
• 251999-88-9 (E)-p-nitrophenyl 3-(2,5-dimethoxy-3-thienyl)acrylate 

Relevant articles and documents

Synthesis and antitumor activity of duocarmycin derivatives: A-ring pyrrole compounds bearing 5-membered heteroarylacryloyl groups

A series of A-ring pyrrole compounds of duocarmycin bearing 5-membered heteroarylacryloyl groups (thienylacryloyl and pyrrolylacryloyl) and heteroarylcarbonyl groups were synthesized and evaluated for in vitro anticellular activity against HeLa S3 cells and in vivo antitumor activity against murine sarcoma 180 in mice. Most of the thienylacrylates displayed in vitro anticellular activity equivalent to 4'-methoxycinnamates. Among the 8- O-[(N-methylpiperazinyl)carbonyl] derivatives of methoxy-thienylacrylates, compound 11b, having 4'-methoxy-2'-thienylacryloyl as segment-B (Seg-B), showed remarkably potent antitumor activity and low peripheral blood toxicity in vivo, which were equal to those of 8-O-[(N-methylpiperazinyl)carbonyl] derivatives of 4'-methoxycinnamates, compared with the A-ring pyrrole derivatives having the trimethoxyindole skeleton in SegB. On the other hand, the 2'-pyrrolylacrylates having a double bond as spacer showed 102- to 103- fold stronger anticellular activity than 2'-pyrrolecarboxylates (IC500.3 nM, 72 h-exposure). The 8-O-acetate and 8-O-[(N-methylpiperazinyl)carbonyl] derivatives of 2'-pyrrolylacrylates exhibited an antitumor effect at a lower dose compared with the 8-O-[(N-methylpiperazinyl)carbonyl] derivatives of 4'- methoxycinnamate (1j). Moreover, it was expected that the antitumor activity would be increased by the strength of the extra hydrogen bond formed between the nitrogen of the pyrrole amido group and DNA, owing to the increase of the number of N-methyl-2'-pyrrolecarboxamide units. However, 2'-pyrrolylacrylates having three N-methyl-2'-pyrrolecarboxamide units showed nearly equal antitumor activity to 2'-pyrrolylacrylates having only one N-methyl-2'- pyrrolecarboxamide unit.

Copper(I) Halide Catalysed Synthesis of Alkyl Aryl and Alkyl Heteroaryl Ethers

A number of alkyl aryl and alkyl heteroaryl ethers have been prepared from (hetero) aryl halides (mainly bromides) and sodium alkoxides, using copper(I)bromide as a catalyst.The influence of the main solvent, the halogen atom, reaction temperature and the presence of oxygen upon the rate and selectivity has been studied.Furthermore the decomposition of the catalyst and the reduction of the aryl halide are studied.

Substitution Effects on Electronic Structure of Thiophene

The He(I) photoelectron (PE) spectra of the following methoxy (-MeO) and nitro (-NO2) thiophenes: 2-MeO, 3-MeO, 2,5-di-MeO, 2-NO2, 3-NO2, 2,4-di-NO2 and 2,5-di-NO2 have been recorded and their electronic structure is discussed in terms of inductive and mesomeric effects of substituent on the electronic energy levels of thiophene. - Key words: Electronic structure, Ionization Energies, Photoelectron Spectra, Methoxy Thiophenes, Nitro Thiophenes