18361-03-0

Basic information

• Product Name: 2,5-Dicarboxylic acid-3,4-ethylene dioxythiophene
• Synonyms: 2,3-Dihydrothieno[3,4-b][1,4]dioxine-5,7-dicarboxylic acid;2, 5 - dicarboxylic acid - 3, 4 - thiophene ethylene 2 oxygen;3,4-Ethylenedioxythiophene-2,5-dicarboxylic Acid;3,4-ETHYLENEDIOXOTHIOPHENE-2,5-DICARBOXYLIC ACID;2,3-Dihydro-thieno[3,4-b]-p-dioxin-5,7-dicarboxylic acid;Thieno[3,4-B]-1,4-Dioxin-5,7-DicarboxylicAcid,2,3-Dihydro-;3,4-Ethylendioxythiophen-2,5-dicarbonsure;2,5-Dicarboxylic acid-3,4-ethylene dioxythiophene
• CAS NO: 18361-03-0
• Molecular Formula: C₈H₆O₆S
• Molecular Weight: 230.19464
• EINECS: 201-215-5
• Product Categories: API intermediates;Thiophenes
• Mol File: 18361-03-0.mol
• Article Data: 8

Chemical Properties

• Melting Point: 319.5-321.2 °C
• Boiling Point: 482.6 °C at 760 mmHg
• Flash Point: 245.6 °C
• Appearance: /
• Density: 1.732 g/cm³
• Vapor Pressure: 4.01E-10mmHg at 25°C
• Refractive Index: 1.663
• Solubility: slightly sol. in Dimethylformamide
• PKA: 3.56±0.20(Predicted)
• CAS DataBase Reference: 2,5-Dicarboxylic acid-3,4-ethylene dioxythiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Dicarboxylic acid-3,4-ethylene dioxythiophene(18361-03-0)
• EPA Substance Registry System: 2,5-Dicarboxylic acid-3,4-ethylene dioxythiophene(18361-03-0)

Safety Data

• Hazardous Substances Data: 18361-03-0(Hazardous Substances Data)

Usage

Uses

2,3-Dihydrothieno[3,4-b][1,4]dioxine-5,7-dicarboxylic acid is a useful reactant for a metal-?organic framework biosensor that was used to detect ascorbic acid (AA).

InChI:InChI=1/C8H6O6S/c9-7(10)5-3-4(14-2-1-13-3)6(15-5)8(11)12/h1-2H2,(H,9,10)(H,11,12)

Upstream product

• 553-90-2 Dimethyl oxalate 
• 925-47-3 diethyl thioglycolate 
• 14282-56-5 diethyl 3,4-dihydroxythiophene-2,5-dicarboxylate disodium salt 
• 107-06-2 1,2-dichloro-ethane 
• 95-92-1 oxalic acid diethyl ester 
• 75-34-3 1,1-dichloroethane 
• 58416-04-9 3,4-dihydroxythiophene-2,5-dicarboxylic acid dimethyl ester 
• 67-63-0 isopropyl alcohol 
• 1822-66-8 3,4-dihydroxythiophene-2,5-dicarboxylic acid diethyl ester 
• 154934-13-1 2,3-dihydro-thieno[3,4-b][1,4]dioxine-5,7-dicarboxylic acid diethyl ester 

Downstream Products

• 1263307-13-6 N,N'-bis(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-ylthiocarbamoyl)-2,3-dihydro-thieno[3,4-b][1,4]dioxine-5,7-dicarboxamide 
• 1263307-11-4 N,N'-bis(benzylthiocarbamoyl)-2,3-dihydrothieno[3,4-b][1,4]dioxine-5,7-dicarboxamide 
• 1263307-10-3 N,N'-bis(2,6-dimethylphenylthiocarbamoyl)-2,3-dihydrothieno[3,4-b][1,4]dioxine-5,7-dicarboxamide 
• 1263307-09-0 C₂₂H₁₈N₄O₄S₃ 
• 1263307-08-9 C₃₀H₂₈N₆O₆S 
• 1263307-06-7 C₂₂H₂₀N₂O₄S 
• 1263307-05-6 N,N'-bis(2,6-dimethylphenyl)-2,3-dihydrothieno[3,4-b][1,4]dioxine-5,7-dicarboxamide 
• 1269935-37-6 2,5-bis(N-phenylamidino)-3,4-ethylenedioxythiophene 
• 1269767-32-9 C₂₀H₁₄Cl₂N₂O₂S 
• 1263307-04-5 N,N'-diphenyl-2,3-dihydrothieno[3,4-b][1,4]dioxine-5,7-dicarboxamide 
• 174508-31-7 5,7-dibromo-2,3-dihydrothieno[3,4-b][1,4]dioxine 
• 126213-50-1 3,4-(ethylenedioxy)thiophene 

Relevant articles and documents

Preparation method of 3,4-ethylene dioxy thiophene

The invention relates to a preparation method of organic matter, in particular to a preparation method of 3,4-ethylene dioxy thiophene.With chloracetate as the initial raw material, 3,4-ethylene dioxy thiophene is preparated through vulcanization reaction, condensation, etherification, saponification and decarboxylic reaction.The method is easy to operate, low in cost, safe, environmentally friendly, high and stable in product yield, good in product color and luster, simple in process during reaction, not strict in reaction condition and quite suitable for industrial production.

An improved procedure for the synthesis of 3,4-ethylenedioxythiophene

An improved procedure for the synthesis of 3,4-ethylenedioxythiophene is reported starting from ethyl chloroacetate. Reaction with sodium sulfide gave diethyl thiodiglycolate which was then reacted with diethyl oxalate, and then 1,2-dibromoethane to give 2,5-dicarbethoxy-3,4-ethylenedioxythiophene. Hydrolysis, and decarboxylation gave 3,4-ethylenedioxythiophene in 16% overall yield. The structures of the key intermediates in synthetic routes were confirmed, and every step was optimised, to give a procedure suitable for large-scale industrial production.

Process for the alkylation of 3,4-dihydroxythiophene-2,5-dicarboxylic esters

The invention relates to a process for the alkylation of 3,4-dihydroxythiophene-2, 5-dicarboxylic esters or their alkali metal or alkaline earth metal salts with alkylating agents in a polar diluent in the presence of quaternary onium salts.