74707-05-4

Usage

Chemical compound

2,5-Dibromo-3,4-dimethylthiophene

Structure

Thiophene derivative with two bromine atoms and two methyl groups attached to the carbon atoms in the third and fourth positions

Primary use

Intermediate in the synthesis of other organic compounds, particularly in the production of pharmaceuticals and agrochemicals

Other use

Development of materials for organic electronic devices

Odor

Strong

Potential harm

Potentially harmful if ingested, inhaled, or absorbed through the skin

Safety precautions

Proper safety precautions should be taken when handling this chemical

Upstream product

• 632-15-5 3,4-dimethylthiophene 
• 3141-26-2 3,4-dibromothiophene 
• 75-16-1 methylmagnesium bromide 

Downstream Products

• 55342-12-6 3,4-dimethyl-2,5-diphenylthiophene 
• 74714-03-7 2-Bromo-3,4-dimethyl-5-phenyl-thiophene 
• 77150-78-8 2,5-bis(4-methoxyphenyl)-3,4-dimethylthiophene 
• 56319-03-0 1,4-bis(p-methoxyphenyl)-2,3-dimethylbutane 
• 5701-82-6 1,4-bis(3,4-dimethoxyphenyl)-2,3-dimethylbutane 
• 25347-40-4 2,3-dimethyl-1,4-diphenylbutane 
• 1592480-71-1 C₂₆H₃₂O₄S 

Relevant academic research and scientific papers

Electrochromic device having a novel organic compound and

An organic compound having the following general formula [1]: wherein A1 and A2 independently denote a hydrogen atom or a substituent, R7 denotes a hydrogen atom or a substituent, R2 to R5 denote a substituent, R1 and R6 independently denote a hydrogen at

Synthesis, computational and electrochemical characterization of a family of functionalized dimercaptothiophenes for potential use as high-energy cathode materials for lithium/lithium-ion batteries

We present a family of a novel class of organosulfur compounds based on dimercaptothiophene and its derivatives, with a variety of functional groups (electron-donating or electron-withdrawing groups) and regiochemistries, designed as potential high-energy cathode materials with sufficient charge/discharge cyclability for lithium/lithium-ion rechargeable batteries. This study uses as a point of departure the electrochemical and computational understanding of the electrocatalytic effect of poly(3,4-ethylenedioxythiophene) (PEDOT) towards the redox reactions of 2,5-dimercapto-1,3,4-thiadiazole (DMcT). The effective redox potentials of these materials exhibited good correlation with the highest-occupied molecular orbital (HOMO) levels predicted via computational modeling. Furthermore, the redox reactions of all the compounds studied were electrocatalytically accelerated at PEDOT film-coated glassy carbon electrodes (GCEs), although some materials exhibited higher energy output than others. By using this approach we have identified several compounds that exhibit clear promise as potential cathode materials and have characterized the molecular interactions between the organosulfur compounds and PEDOT film surfaces involved in the electrocatalytic reactions. The Royal Society of Chemistry 2007.

Porphyrin compositions

Novel metal porphyrin compositions useful as organic phosphors are provided. The novel compositions are prepared from commercially available porphyrin-containing starting materials. In one instance a novel palladium-containing porphyrin composition having a number average molecular weight of greater than 12,000 grams per mole was prepared from 5,10,15,20-tetrakis(3′,5′-di(hydroxy)phenyl)-21H-23H-porphyrin by reaction first with palladium(II) acetylacetonate, followed by reaction with 2-bromo-2-methylpropionyl bromide, and subsequent group transfer reaction of the alpha-bromo ester groups with 9,9-dioctyl-2-vinylfluorene in the presence of CuBr as a radical initiator. The product polymer exhibited a number average molecular weight of 12,884 grams per mole, a weight average molecular weight of 14,338 grams per mole, and a robust red phosphorescent emission. Porphyrin containing copoylmers comprising structural units derived from 9,9-dioctyl-2-vinylfluorene and 9-anthracenylmethyl methacrylate were prepared in a similar fashion.

SYNTHESIS OF A LIGNAN SKELETON VIA NICKEL- AND PALLADIUM-PHOSPHINE COMPLEX CATALYZED GRINGARD COUPLING REACTION OF HALOTHIOPHENES

A lignan skeleton is prepared in good yield through desulfurization of 3,4-dibenzylthiophene or 2,5-diaryl-3,4-dimethylthiophenes which are obtained by nickel- or palladium-phosphine complex catalyzed Gringard cross-coupling reaction of halothiophenes.