Thiophene

Base Information

• Chemical Name: Thiophene
• CAS No.: 110-02-1
• Deprecated CAS: 8014-23-1
• Molecular Formula: C₄H₄S
• Molecular Weight: 84.1418
• Hs Code.: 29349990
• European Community (EC) Number: 203-729-4
• ICSC Number: 1190
• NSC Number: 405073
• UN Number: 2414
• UNII: SMB37IQ40B
• DSSTox Substance ID: DTXSID8026145
• Nikkaji Number: J1.228.367I,J1.162.593B,J3.378.468F,J2.445G
• Wikipedia: Thiophene
• Wikidata: Q305364
• Metabolomics Workbench ID: 44008
• ChEMBL ID: CHEMBL278958
• Mol file: 110-02-1.mol

Synonyms:Thiophene;Thiophenes

Chemical Property of Thiophene

Chemical Property:

• Appearance/Colour: colourless to pale yellow liquid
• Vapor Pressure: 40 mm Hg ( 12.5 °C)
• Melting Point: -38 °C
• Refractive Index: n20/D 1.529(lit.)
• Boiling Point: 84.16 °C at 760 mmHg
• Flash Point: -9oC
• PSA: 28.24000
• Density: 1.051 g/cm³
• LogP: 1.74810
• Storage Temp.: Flammables area
• Solubility.: Miscible with carbon tetrachloride, heptane, pyrimidine, dioxane, toluene, and many organic solvents (quoted, Keith and Walters, 1992)
• Water Solubility.: INSOLUBLE
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 84.00337130
• Heavy Atom Count: 5
• Complexity: 22.8
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

Thiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xn
• Hazard Codes: F,Xn,Xi,T
• Statements: 45-46-11-20/21/22-41-52/53-36-20/22-37/38-22-48/20/21/22
• Safety Statements: 53-26-39-45-61-36/37/39-16-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Thiophenes
• Canonical SMILES: C1=CSC=C1
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes and skin.
• Uses: 1. It is used not only for the synthesis of cephalosporin drugs, but also for the production of dyes, synthetic resins, solvents, etc. 2. It is used for making drugs and plasticizers; thiophene is an important organic chemical raw material which has broad range of applications. It is mainly used for dyes, medicines and resins. It can be used for synthesis of new broad-spectrum cephalosporin antibiotic, and is an important pharmaceutical and chemical additive. It can also be applied for the manufacture of color films and trick photography and synthesizing a complicated reagent used for the extraction and separation of uranium and other metals. 3. It is used as the raw material and a plasticizer of medicine, dyes, and plastics. 4. It is mainly used as the intermediates of pharmaceutical industry used for preparing thiophene acetic pyridine, and pyrantel. It can also been used as a raw material for synthesizing resin and dye industry. It is also be used as an organic solvent. As a chemical reagent, it is used as a standard reagent for chromatography analysis. 5. It is used as a solvent, standard reference agent for chromatography analysis, and also for organic synthesis. 6. Thiophene can be used for the manufacture of dyes, pharmaceuticals and resin; used for the synthesis of new broad-spectrum cephalosporin antibiotics; used for the manufacture of color films and trick photography; used for the synthesis of some complex reagent; it is an important intermediate in the synthesis of Bakelite and resins. Thiophene itself is a good dewaxing solvents and paint cleaners. The derivatives of thiophene have a variety of pharmacological activities. There are a variety of thiophene-azo dyes with excellent performance. The sulfonylurea derivatives of thiophene are new herbicides of ultra-efficient as well as low toxicity. Other derivatives can also be used as insecticides, fungicides, and animal and plant growth-promoting agent. In addition, some derivatives of thiophene are also the component of organic semiconductors. In short, thiophene and its derivatives have a very important position in the pharmaceutical industry, dye industry, pesticide industry, resin industry, and chemical industry. Thiophene is an important building block in dyes, agrochemicals and pharmaceuticals synthesis. It is involved in the chloroalkylation reactions in 2,5-positions. It is also used to prepare butane by reduction with raney nickel, 2-vinylthiophene, dithienyl, and 2-halo thiophenes by reacting with halogens. Thiophene is used as a building block of various organic molecules and pharmaceuticals providing functional properties. Solvent similar to benzene, but suitable for lower and higher temps; manufacture of resins from thiophene-phenol mixtures and formaldehyde; manufacture of dyes and pharmaceuticals.
• Physical properties: Clear, colorless liquid with an aromatic odor resembling benzene. An odor threshold concentration of 0.056 ppbv was reported by Nagata and Takeuchi (1990).

Technology Process of Thiophene

There total 2 articles about Thiophene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

thiophene (188290-36-0,8014-23-1,25233-34-5) → thiophene radical cation (110-02-1,84341-37-7)

Guidance literature:

With thallium(III) trifluoroacetate; In trifluoroacetic acid; Irradiation;

Reference yield:

thiophene (188290-36-0,8014-23-1,25233-34-5) → thiophene radical cation (110-02-1,84341-37-7)

Guidance literature:

aluminum oxide; molybdenum; In cyclohexane; Product distribution; ESR study of radical cations formed on catalyst surface; various thermal treatments;

DOI:10.1021/j100446a019

upstream raw materials:

thiophene

Refernces

• 1、 Fabian, J.,Mayer, R.,Bleisch, S.,Zahradnik, R.. "ELECTRONIC EXCITATION OF ORGANOSULFUR RADICALS". . p. 107 - 118. Retrieved 2007/10/02.