1918-82-7

Basic information

• Product Name: 2-Vinylthiophene
• Synonyms: 2-Vinylthiophene;1-(2-Thienyl)ethene;2-Ethenylthiophene;Thien-2-ylethene;Thiophene, 2-ethenyl-;2-vinylthiophène;SA023802
• CAS NO: 1918-82-7
• Molecular Formula: C₆H₆S
• Molecular Weight: 110.17684
• Mol File: 1918-82-7.mol
• Article Data: 38

Chemical Properties

• Boiling Point: 152℃
• Flash Point: 29℃
• Appearance: /
• Density: 1.050
• Storage Temp.: Keep in dark place,Sealed in dry,Store in freezer, under -20°C
• Solubility: DMSO (Soluble), Methanol (Slightly)
• Stability: Light Sensitive
• CAS DataBase Reference: 2-Vinylthiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Vinylthiophene(1918-82-7)
• EPA Substance Registry System: 2-Vinylthiophene(1918-82-7)

Safety Data

• Hazardous Substances Data: 1918-82-7(Hazardous Substances Data)

Usage

General Description

2-Vinylthiophene is a chemical compound with the molecular formula C6H6S. It is a colorless to light yellow liquid with a strong, unpleasant odor. 2-Vinylthiophene is used in the production of polymers, resins, and other organic compounds. It is also utilized as a starting material for the synthesis of various pharmaceuticals and agrochemical products. Additionally, 2-Vinylthiophene is used in the manufacture of dyes, fragrances, and flavorings. It is considered to have low toxicity, but exposure to high concentrations of the chemical can cause irritation to the skin, eyes, and respiratory system.

Upstream product

• 5402-55-1 2-thiophenethanol 
• 75-01-4 chloroethylene 
• 5713-61-1 thiophen-2-yl magnesium bromide 
• 188290-36-0 thiophene 
• 123-63-7 paracetaldehyde 
• 115510-91-3 1-(thien-2-yl)ethanol 
• 4298-52-6 2-ethynyl-thiophene 
• 98-03-3 thiophene-2-carbaldehyde 
• 75-24-1 trimethylaluminum 
• 917-64-6 methyl magnesium iodide 
• 31404-12-3 2-thiophen-2-yl-[1,3]dithiolane 
• 593-60-2 Vinyl bromide 
• 81745-84-8 2-thienylzinc chloride 
• 872-55-9 2-ethylthiophene 

Downstream Products

• 4461-29-4 2-(thiophen-2-yl)acetamide 
• 53631-87-1 5,9a-dihydro-2-phenylthieno<3,2-c><1,2,4>triazolo<1,2-a>pyridazine-1,3-dione 
• 22390-25-6 Thieno<3,2-c>pyridazin 
• 91319-36-7 5,6-dihydro-2-phenyl-6-(3,5-dioxo-4-phenyl-1,2,4-triazolin-1-yl)thieno<3,2-c><1,2,4>triazolo<1,2-a>pyridazine-1,3-dione 
• 83927-06-4 dimethyl 2-(thiophen-2-yl)cyclopropane-1,1-dicarboxylate 
• 100590-43-0 methyl benzothiophen-4-carboxylate 
• 100590-44-1 dimethyl 7-(2-propenoato)-6,7-dihydrobenzothiophen-4-carboxylate 
• 101360-69-4 methyl 4,6-di(2-thienyl)cyclohex-1-en-1-carboxylate 
• 100590-45-2 dimethyl benzothiophen-4,7-dicarboxylate 
• 100590-40-7 dimethyl benzothiophen-4,5-dicarboxylate 
• 100590-41-8 dimethyl-3,5-di(2-thienyl)cyclohex-1-en-1,2-dicarboxylate 
• 100590-42-9 tetramethyl (E)-2-(2-butendionato)-6,7-dihydrobenzothiophen-4,5-dicarboxylate 
• 100590-42-9 tetramethyl (Z)-2-(2-butendionato)-6,7-dihydrobenzothiophen-4,5-dicarboxylate 
• 571-60-8 1,4-Dihydroxynaphthalene 

Relevant articles and documents

OXIDATIVE DEHYDROGENATION OF ALKYLHETEROAROMATIC COMPOUNDS. 2. DEHYDROGENATION OF ALKYLTHIOPHENES

The dehydrogenation of a series of alkylthiophenes has been studied on vanadium-magnesium systems in the presence of atmospheric oxygen, and zinc-chromium oxide catalysts in the absence of oxygen.Optimum conditions heve been determined for bringing this about enabling vinylthiophenes to be obtained in high yield and with high selectivity.The advantages of the oxidative dehydrogenation method have been shown in the synthesis of vinyl derivatives of thiophene.

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Stereoselective Gold(I)-Catalyzed Vinylcyclopropanation via Generation of a Sulfur-Substituted Vinyl Carbene Equivalent

A stereoselective gold(I)-catalyzed vinylcyclopropanation of alkenes has been developed. A gold-coordinated cationic vinyl carbene species, readily generated via a rearrangement of the ethylenedithioacetal of propargyl aldehyde, reacts with a wide range of alkenes to afford thio-substituted vinylcyclopropanes. The gold-catalyzed vinyl cyclopropanation proceeds under mild conditions at room temperature and is generally selective for the formation of cis-substituted cyclopropanes. The reaction allows the formal introduction of a “naked” vinyl carbene, by subsequent chemoselective hydrodesulfurisation of the ethylenedithio-bridge. The synthetic utility of the new method is demonstrated by a short, racemic formal synthesis of the alkaloid cephalotaxin, hinging on a key vinyl cyclopropane-cyclopentene rearrangement.

Selective Transfer Semihydrogenation of Alkynes with H2O (D2O) as the H (D) Source over a Pd-P Cathode

We reported a selective semihydrogenation (deuteration) of numerous terminal and internal alkynes using H2O (D2O) as the H (D) source over a Pd-P alloy cathode at a lower potential. P-doping caused the enhanced specific adsorption of alkynes and the promoted intrinsic activity for producing adsorbed atomic hydrogen (H*ads) from water electrolysis. The semihydrogenation of alkynes could be accomplished at a lower potential with up to 99 % selectivity and 78 % Faraday efficiency of alkene products, outperforming pure Pd and commercial Pd/C. This electrochemical semihydrogenation of alkynes might proceed via a H*ads addition pathway rather than a proton-coupled electron transfer process. The decreased amount of H*ads at a lower potential and the more preferential adsorption of the Pd-P to C≡C π bond than C=C moiety resulted in the excellent alkene selectivity. This method was capable of producing mono-, di-, and tri-deuterated alkenes with up to 99 % deuterium incorporation.

Br?nsted Acid Catalyzed Peterson Olefinations

A mild and facile Peterson olefination has been developed employing low catalyst loading of the Br?nsted acid HNTf2. The reactions are typically performed at room temperature, with the reaction tolerant to a range of useful functionalities. Furthermore, we have extended this methodology to the synthesis of enynes.