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DIETHYL 3,4-DIMETHYLTHIENO[2,3-B]THIOPHENE-2,5-DICARBOXYLATE is a chemical compound with the molecular formula C14H16O4S2. It is a diester derivative of thiophene, containing two carboxylate groups. DIETHYL 3,4-DIMETHYLTHIENO[2,3-B]THIOPHENE-2,5-DICARBOXYLATE is characterized by its unique structure and properties, making it a versatile building block in various chemical and pharmaceutical applications.

152487-69-9

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  • Thieno[2,3-b]thiophene-2,5-dicarboxylicacid, 3,4-dimethyl-, 2,5-diethyl ester

    Cas No: 152487-69-9

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152487-69-9 Usage

Uses

Used in Pharmaceutical Industry:
DIETHYL 3,4-DIMETHYLTHIENO[2,3-B]THIOPHENE-2,5-DICARBOXYLATE is used as a building block for the synthesis of various organic compounds. Its unique structure and properties make it a valuable component in the development of new pharmaceuticals, potentially leading to the discovery of novel therapeutic agents.
Used in Chemical Industry:
In the chemical industry, DIETHYL 3,4-DIMETHYLTHIENO[2,3-B]THIOPHENE-2,5-DICARBOXYLATE serves as a precursor in the production of materials for electronic devices. Its versatile chemical properties allow it to be incorporated into the synthesis of various compounds, contributing to the advancement of technology and materials science.
Used in Electronic Devices:
DIETHYL 3,4-DIMETHYLTHIENO[2,3-B]THIOPHENE-2,5-DICARBOXYLATE is used as a precursor in the production of materials for electronic devices such as OLEDs (organic light-emitting diodes) and OPVs (organic photovoltaics). Its unique properties make it suitable for these applications, contributing to the development of more efficient and sustainable electronic technologies.
Used in Organic Synthesis:
DIETHYL 3,4-DIMETHYLTHIENO[2,3-B]THIOPHENE-2,5-DICARBOXYLATE has potential applications in the field of organic synthesis. Its unique structure and properties make it a valuable component in the synthesis of various organic compounds, potentially leading to the discovery of new chemical reactions and products.
Used in Medicinal Chemistry:
In medicinal chemistry, DIETHYL 3,4-DIMETHYLTHIENO[2,3-B]THIOPHENE-2,5-DICARBOXYLATE is used as a building block for the synthesis of various organic compounds with potential therapeutic applications. Its unique properties and versatility make it a promising candidate for the development of new drugs and pharmaceutical agents.

Check Digit Verification of cas no

The CAS Registry Mumber 152487-69-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,5,2,4,8 and 7 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 152487-69:
(8*1)+(7*5)+(6*2)+(5*4)+(4*8)+(3*7)+(2*6)+(1*9)=149
149 % 10 = 9
So 152487-69-9 is a valid CAS Registry Number.
InChI:InChI=1/C14H16O4S2/c1-5-17-12(15)10-7(3)9-8(4)11(13(16)18-6-2)20-14(9)19-10/h5-6H2,1-4H3

152487-69-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name Diethyl 3,4-Dimethylthieno[2,3-b]Thiophene-2,5-Dicarboxylate

1.2 Other means of identification

Product number -
Other names Diethyl 3,4-dimethylthieno[2,3-b]thiophene-2,5-dicarboxylate

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

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:152487-69-9 SDS

152487-69-9Relevant articles and documents

Introduction of Molecular Building Blocks to Improve the Stability of Metal-Organic Frameworks for Efficient Mercury Removal

Jiang, Shu-Yi,He, Wen-Wen,Li, Shun-Li,Su, Zhong-Min,Lan, Ya-Qian

, p. 6118 - 6123 (2018)

With expanding human needs, many heavy metals were mined, smelted, processed, and manufactured for commercialization, which caused serious environmental pollutions. Currently, many adsorption materials are applied in the field of adsorption of heavy metals. Among them, the principle of many mercury adsorbents is based on the interaction between mercury and sulfur. Here, a S-containing metal-organic framework NENU-400 was synthesized for effective mercury extraction. Unfortunately, the skeleton of NENU-400 collapsed easily when exposed to the mercury liquid solution. To improve the stability, a synthetic strategy installing molecular building blocks (MBBs) into the channels was used. Modified by the MBBs, a more stable nanoporous framework was synthesized, which not only exhibits a high capacity of saturation mercury uptake but also shows high selectivity and efficient recyclability.

Phenyl Groups Result in the Highest Benzene Storage and Most Efficient Desulfurization in a Series of Isostructural Metal-Organic Frameworks

He, Wen-Wen,Yang, Guang-Sheng,Tang, Yu-Jia,Li, Shun-Li,Zhang, Shu-Ran,Su, Zhong-Min,Lan, Ya-Qian

, p. 9784 - 9789 (2015)

A series of isoreticular metal-organic frameworks (MOFs; NENU-511-NENU-514), which all have high surface areas and strong adsorption capacities, have been successfully constructed by using mixed ligands. NENU-513 has the highest benzene capacity of 1687 m

Design, synthesis and fluorescence behavior of novel chemosensor with a thieno[2,3-b] thiophene fluorophore

Cao, Jing,Yan, Wanghui,Huang, Yiling

, p. 101313 - 101317 (2016)

A novel fluorescent chemosensor, a thieno[2,3-b]thiophene derivative carrying two oxazoline groups (DTTO) was designed and synthesized, which was discovered to exhibit good selectivity to dichromate anions (Cr2O72-). We also found that if the oxazoline group was replaced with a chiral one, for example, (S)-DTTO acted as a chiral fluorescent chemosensor, which exhibited a distinguishing fluorescent response to the enantiomers of mandelic acid.

Copper(II)-catalyzed Domino Reaction of the Acyclic Ketene-(S,S)-Acetals with Diazo Compounds: Convenient Synthesis of Poly-substituted Thiophenes

Sun, Ran,Du, Yang,Tian, Cui,Li, Lei,Wang, He,Zhao, Yu-Long

, p. 5684 - 5689 (2019)

Copper(II)-catalyzed domino reaction between the acyclic ketene-(S,S)-acetals and diazo compounds has been successfully developed. This reaction proceeds through a sequential formation of electrophilic copper carbenoid, sulfur ylide and subsequent C?S bon

A highly selective fluorescence chemosensor for Pb(II) in neutral buffer aqueous solution

Cao, Jing,Deng, Hai Yan,Wang, Chen Hui,Xiao, Yao,Ren, Ming,Zhang, You Wei

, p. 777 - 781 (2011)

A 3,4-dimethylthieno[2,3-b]thiophene-based fluorogenic probe bearing benzo[d]-thiazole-2-thio unit (sodium 3,4-bis ((benzo[d]thiazol-2-ylthio)methyl) thieno [2, 3-b]thio-phene-2, 5-dicarboxylate) was developed as a novel fluorescent chemosensor with high selectivity towards Pb(II) over other cations tested. The new probe exhibited good water solubility and only sensed Pb(II) among metal ions examined in neutral 4-(2-hydroxyethyl)-1- piperazineethanesulfonic acid buffer solution. The selectivity and sensitivity of fluorogenic probe to Pb(II) were discussed on the basis of experimental results. Copyright

A convenient one-pot synthesis of 2,5-functionalized thieno[2,3-b]- thiophenes using anhydrous potassium fluoride in dimethylformamide

Mashraqui, Sabir H.,Hariharasubrahmanian, Harini,Kumar, Sukeerthi

, p. 2030 - 2032 (1999)

A simple one-pot synthesis of 2,5-functionalized thieno[2,3-b]thiophenes by the condensation of 1,3-diketones with CS2 and alkylating agents carrying an electron-withdrawing group such as CO2Et, COR or CN in the presence of anhydrous potassium fluoride as the condensation promoter in anhydrous DMF is described. The process is mild, convenient and offers reasonable yields.

Synthesis of novel benzo-substituted macrocyclic ligands containing thienothiophene subunits

Mekky, Ahmed E. M.,Elwahy, Ahmed H. M.

, p. E34-E41 (2014)

A facile synthetic approach was adopted toward the synthesis of benzo-fused macrocyclic ligands with thienothiophene group incorporated into the ring system. Thus, treatment of bis(bromomethyl) compound 2 with the K salt of the appropriate bis(phenol)s 3a, 3b, 3c, 3d in boiling DMF led to the formation of the novel macrocyclic diamides 4a, 4b, 4c, 4d in 39-58% yield. Reaction of 2 with the potassium salt (obtained upon treatment of salicylaldehyde 5 with ethanolic potassium hydroxide) in refluxing DMF afforded the novel bis(aldehyde) 6 in 73% yield. Cyclocondensation of 6 with the appropriate bis(N-substituted) cyanoacetamide derivatives 7a and 7b afforded the target macrocycles 8a and 8b in 48 and 55% yields, respectively. Reaction of the bis(aldehyde) 6 with 1,3- and 1,4-diaminopropane 9a and 9b in refluxing ethanol under high-dilution conditions afforded the corresponding macrocyclic Schiff bases 10a and 10b in 41 and 37% yields, respectively. Cyclocondensation of 6 with 1,3-bis(4-amino-5- phenyl-3-ylsulfanylmethyl)propane (15) in glacial acetic acid under high-dilution conditions gave the macrocyclic Schiff base 14 in 46% yield. On the other hand, cyclocondensation of bis(aldehydes) 17 and 20 with 3,4-bis(4-amino-5-phenyl-3-ylsulfanylmethyl)thienothiophene 16 in refluxing acetic acid under high-dilution conditions afforded unexpectedly the novel condensed heteromacrocycles 18 and 21 in 33 and 28%, respectively. The novel bis(amine) 16 was obtained in 50% yield upon treatment of 2 with 4-amino-1,2,4-triazol-3-thione 11 in ethanol/water mixture containing potassium hydroxide.

Synthesis, complexation, and fluorescence behavior of 3,4-dimethylthieno[2, 3-b]thiophene carrying two monoaza-15-crown-5 ether groups

Wu, Yong Xiang,Cao, Jing,Deng, Hai Yan,Feng, Jun Xiang

, p. 340 - 344 (2011)

A novel fluoroionophore 1 based on 3,4-dimethylthieno[2,3-b]thiophene bearing two monoaza-15-crown-5 ethers at 3- and 4-positions was prepared. UV-vis and fluorescence responses of compound 1 upon the addition of alkali and alkaline earth metal cations were evaluated in acetonitrile solution. Receptor 1 showed unique response for Ba2+ due to the formation of an intramolecular sandwich complex.

A facile and convenient one-pot synthesis of polysubstituted thiophenes from 1,3-dicarbonyl compounds in water

Wang, Yan,Dong, Dewen,Yang, Yang,Huang, Jie,Ouyang, Yan,Liu, Qun

, p. 2724 - 2728 (2007)

A facile and convenient one-pot synthesis of polysubstituted thiophenes 2 and polysubstituted thieno[2,3-b]thiophenes 3 from 1,3-dicarbonyl compounds 1 has been achieved in high yields catalyzed by tetrabutylammonium bromide (TBAB) in the presence of Ksu

Copper-Catalyzed Annulative Coupling of S,S-Disubstituted Enones with Diazo Compounds to Access Highly Functionalized Thiophene Derivatives

He, Yuan,Lou, Jiang,Wu, Ping,Yu, Zhengkun,Zhou, Yong-Gui

, (2020/01/31)

An efficient protocol toward fully substituted thiophenes and thieno[2,3-b]thiophenes has been developed through CuCl2-catalyzed annulative coupling of S,S-disubstituted enones with diazo compounds under mild conditions. Tetrasubstituted thiophenes and thieno[2,3-b]thiophenes were efficiently accessed by variation of the feed ratio of the reactants in good to excellent yields, respectively. The synthetic methodology has demonstrated the potential for the construction of diverse thiophene derivatives.

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