14503-51-6

Basic information

• Product Name: 2,3,4,5-Tetramethylthiophene
• Synonyms: 2,3,4,5-TETRAMETHYLTHIOPHENE;NISTC14503516
• CAS NO: 14503-51-6
• Molecular Formula: C₈H₁₂S
• Molecular Weight: 140.24588
• Mol File: 14503-51-6.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 198.7°Cat760mmHg
• Flash Point: 51.4°C
• Appearance: /
• Density: 0.973g/cm³
• Vapor Pressure: 0.501mmHg at 25°C
• Refractive Index: 1.522
• CAS DataBase Reference: 2,3,4,5-Tetramethylthiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4,5-Tetramethylthiophene(14503-51-6)
• EPA Substance Registry System: 2,3,4,5-Tetramethylthiophene(14503-51-6)

Safety Data

• Hazardous Substances Data: 14503-51-6(Hazardous Substances Data)

Usage

General Description

2,3,4,5-Tetramethylthiophene, also referred to as 18107-18-1 (its CAS registry number), is a chemical compound that falls within the category of Organosulfides. This organic compound features a thiophene ring, a five-membered ring consisting of four carbon atoms and one sulfur atom, with four methyl groups attached at each carbon atom. The structure of this chemical allows for various applications, though it's largely used for research purposes. Like many organic compounds, appropriate safety measures should be taken when handling 2,3,4,5-Tetramethylthiophene due to its potentially harmful effects.

InChI:InChI=1/C8H12S/c1-5-6(2)8(4)9-7(5)3/h1-4H3

Upstream product

• 63826-44-8 2,4,5-trimethyl-thiophene-3-carbaldehyde 
• 188290-36-0 thiophene 
• 624-92-0 Dimethyldisulphide 
• 26421-44-3 2,5-dimethyl-thiophene-3-carbaldehyde 
• 5834-16-2 3-methyl-2-thiophenecarboxaldehdye 
• 5928-48-3 4,5-dimethylthiophene-2-carboxaldehyde 
• 13679-70-4 5-methylthiophene-2-carboxaldehyde 
• 1795-04-6 2,3,4-trimethylthiophene 
• 1795-05-7 2,4,5-trimethylthiophene 
• 632-16-6 2,3-dimethylthiophene 
• 113334-17-1 bis(1-methyl-2-oxopropyl) sulfide 
• 638-02-8 2,5-DIMETHYLTHIOPHENE 
• 77-78-1 dimethyl sulfate 
• 91045-01-1 2,3,5-trimethyl-4-thienyllithium 

Downstream Products

• 37639-56-8 3,4,5,6-tetramethyl-1,2-benzenedicarbonitrile 
• 40321-00-4 1,3,4,5-tetramethyl-2-thia-bicyclo[3.2.0]hepta-3,6-diene-6,7-dicarbonitrile 
• 1217-12-5 Tetramethylphthalsaeure-dimethylester 
• 188290-36-0 thiophene 
• 117094-89-0 {CpRu(tetramethyl-thiophene)}PF₆ 
• 1795-05-7 2,4,5-trimethylthiophene 
• 1795-04-6 2,3,4-trimethylthiophene 

Relevant articles and documents

Catalytic Synthesis of Methylthiophenes

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%.

Anodic Cyanation of Tetramethylthiophene

The electrooxidation of tetramethylthiophene in methanol containing sodium cyanide produced 2,5-dihydro-2,3,4,5-tetramethylthiophene-2,5-dicarbonitrile 1 (cis/trans = 0.7) and 2,5-dihydro-5-methoxy-2,3,4,5-tetramethylthiophene-2-carbonitrile 2 (cis/trans = 2.2) in 21 and 25percent yields respectively, together with a small amount of 2-methoxymethyl-3,4,5-trimethylthiophene 3.Treatment of the resultant 2,5-mixed adduct 2 with a small amount of acid induced elimination of a methanol molecule to give 2,5-dihydro-2,3,4-trimethyl-5-methylenethiophene-2-carbonitrile 4a.

Thiometalate complexes containing arene, thiophene, and cyclobutadiene coligandls. Are thiometalate clusters good models for desulfurization catalysts?

Reaction of [(p-cymene)RuCl2]2 and (PPh4)2WS4 gives [(p-cymene)RuCl]2WS4; the corresponding (C6Me6)Ru and (p-cymene)Os derivatives were also prepared. 1H NMR and IR data suggest that these compounds comprise pairs of pseudooctahedral metal centers bridged by the tetrahedral WS4. Related syntheses gave RuRe and Ru2PtW2 compounds from ReS4- and Pt(WS4)22-, respectively. The reaction of (p-cymene)RuCl2(PPh3) and (PPh4)2WS4 gave (p-cymene)RuWS4(PPh3), whose structure was verified by X-ray crystallography. (p-cymene)RuWS4(PPh3) crystallizes in the monoclinic space group P21/c (No. 14) with a = 9.254 (3) ?, b = 15.690 (8) ?, c = 20.102 (9) ?, β = 98.77 (3)°, and Z = 4. The analogous reaction of (tetramethylthiophene)-RuCl2(PPh3) and (PPh4)2WS4 results in the release of free tetramethylthiophene. In contrast, the p-cymene ligands were only labilized by further treatment of [(p-cymene)RuCl]2WS4 with WS42-. [(C4Me4)NiCl2]2 and WS42- give [(C4Me4)NiCl]2WS4 while (C4Me4)NiWS4(PMe2Ph) was prepared from (C4Me4)NiCl2(PMe2Ph). (C4Me4)NiWS4(PMe2Ph) crystallizes in the monoclinic space group Ia (No. 9) with a = 13.294 (6) ?, b = 25.519 (11) ?, c = 13.186 (6) ?, β = 97.44°, and Z = 8. Treatment of [(C4Me4)NiCl]2WS4 with (Me3Si)2S gives a polymeric sulfided material, which upon pyrolysis evolves tetramethylthiophene.