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

• 188290-36-0 thiophene 
• 123-63-7 paracetaldehyde 
• 1003-09-4 2-bromothiophene 
• 7486-35-3 tri-n-butyl(vinyl)tin 
• 527-72-0 2-thiophenylcarboxylic acid 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 98-03-3 thiophene-2-carbaldehyde 
• 13170-43-9 (trimethylsilyl)methylmagnesium chloride 
• 3437-95-4 2-Iodothiophene 
• 67-71-0 dimethylsulfone 
• 636-72-6 2-thiophenemethanol 
• 74-85-1 ethene 
• 2065-66-9 methyl-triphenylphosphonium iodide 
• 3112-85-4 methylphenylsulfonate 

Downstream Products

• 4461-29-4 2-(thiophen-2-yl)acetamide 
• 17595-86-7 methyl 4-(2-thienyl)benzoate 
• 13640-78-3 1,2-di-[2]thienyl-ethylene 
• 1124-65-8 3-(2-thienyl)-2-propenoic acid 
• 42970-79-6 (E)-2-[2-(4-nitrophenyl)ethenyl]thiophene 
• 3783-65-1 (E)-2-(2-phenylethenyl)thiophene 
• 35836-45-4 (E)-2-[2-(4-methylbenzene)sulfonylvinyl]thiophene 
• 88-15-3 2-Acetylthiophene 
• 1003-31-2 thiophene-2-carbonitrile 
• 1415610-06-8 2-Phenyl-5-(thiophen-2-yl)oxazole 

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.

Iron-Catalyzed Direct Julia-Type Olefination of Alcohols

Herein, we report an iron-catalyzed, convenient, and expedient strategy for the synthesis of styrene and naphthalene derivatives with the liberation of dihydrogen. The use of a catalyst derived from an earth-abundant metal provides a sustainable strategy to olefins. This method exhibits wide substrate scope (primary and secondary alcohols) functional group tolerance (amino, nitro, halo, alkoxy, thiomethoxy, and S- A nd N-heterocyclic compounds) that can be scaled up. The unprecedented synthesis of 1-methyl naphthalenes proceeds via tandem methenylation/double dehydrogenation. Mechanistic study shows that the cleavage of the C-H bond of alcohol is the rate-determining step.

Biocatalytic asymmetric ring-opening of dihydroisoxazoles: a cyanide-free route to complementary enantiomers of β-hydroxy nitriles from olefins

By combination of the cyanide-free synthesis of chiral nitriles and the Kemp elimination reaction catalyzed by aldoxime dehydratases, we herein report a new application of aldoxime dehydratase in the asymmetric ring-opening of 5-sub-4,5-dihydroisoxazoles