17249-80-8

Basic information

• Product Name: 3-CHLOROTHIOPHENE
• Synonyms: 3-CHLOROTHIOPHENE;3-thienyl chloride;3-Chlorothiophene,98%;3-Chlorothiophene, 98% 5GR;3-Chlorothiophene, 98%, May contain up to 2% DiMethyl forMaMide;3-Chlorothiophene,98%,maycontainupto2%DMF;3-Chlorothiophene 98%;Thiophene, 3-chloro-
• CAS NO: 17249-80-8
• Molecular Formula: C₄H₃ClS
• Molecular Weight: 118.58
• EINECS: -0
• Product Categories: Thiophenes;Thiophene&Benzothiophene;Thiophens;Functional Materials;Reagents for Conducting Polymer Research;Thiophene Derivatives (for Conduting Polymer Research);Thiophen;Halogenated Heterocycles;Heterocyclic Building Blocks;ThiophenesBuilding Blocks;Heterocycle-oher series
• Mol File: 17249-80-8.mol

Chemical Properties

• Melting Point: -62 °C
• Boiling Point: 137-139 °C(lit.)
• Flash Point: 99 °F
• Appearance: Clear colorless to light yellow/Liquid
• Density: 1.276 g/mL at 25 °C(lit.)
• Vapor Pressure: 10.2mmHg at 25°C
• Refractive Index: n20/D 1.553(lit.)
• Storage Temp.: Flammables area
• BRN: 105255
• CAS DataBase Reference: 3-CHLOROTHIOPHENE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-CHLOROTHIOPHENE(17249-80-8)
• EPA Substance Registry System: 3-CHLOROTHIOPHENE(17249-80-8)

Safety Data

• Hazard Codes: T,F,Xi
• Statements: 61-10-36-36/37/38-41-37/38-22
• Safety Statements: 53-16-26-45-36-7/9-37/39-39
• RIDADR: UN 1993 3/PG 3
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 17249-80-8(Hazardous Substances Data)

Usage

Uses

Used in Polymer Synthesis:
3-Chlorothiophene is used as a monomer in the synthesis of poly(3-chlorothiophene) films. The application reason is that it can be directly oxidized in mixed electrolytes of boron trifluoride diethyl etherate and trifluoroacetic acid, leading to the formation of polymer films with potential applications in various industries.
Used in Electrochemical Research:
3-Chlorothiophene is used as a subject of study in electrochemical homopolymerization and copolymerization with 3-methylthiophene in ionic liquid. The application reason is to investigate its electrochemical properties and potential uses in the development of new materials and technologies.
Used in Chemical Synthesis:
3-Chlorothiophene can be used as a building block in the synthesis of various organic compounds and materials. The application reason is its unique chemical structure, which allows for further functionalization and the creation of new molecules with specific properties and applications.
Used in Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, 3-chlorothiophene could potentially be used in the pharmaceutical industry as a starting material for the synthesis of various drugs and drug candidates. The application reason would be its reactivity and the possibility to create new therapeutic agents with desired pharmacological properties.
Used in Electronics Industry:
The electrochemical properties of 3-chlorothiophene and its polymers could make it a candidate for use in the electronics industry, particularly in the development of new materials for electronic devices such as sensors, batteries, or solar cells. The application reason would be its potential to contribute to the advancement of electronic materials with improved performance and functionality.

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 14, p. 281, 1977 DOI: 10.1002/jhet.5570140224

InChI:InChI=1/C4H3ClS/c5-4-1-2-6-3-4/h1-3H

Upstream product

• 188290-36-0 thiophene 
• 126714-85-0 2,3-dichlorothiophene-5-sulfonyl chloride 
• 96-43-5 2-thienyl chloride 
• 75-35-4 1,1-Dichloroethylene 
• 872-31-1 3-Bromothiophene 
• 540-59-0 1,2-Dichloroethylene 
• 74-86-2 acetylene 
• 126-99-8 chloroprene 

Downstream Products

• 89581-82-8 2-acetyl-3-chlorothiophene 
• 3172-56-3 3,3'-bithiophene 
• 17249-79-5 2,3-Dichlorothiophene 
• 77893-68-6 2-bromo-3-chlorothiophene 
• 22913-26-4 methyl thiophene-3-carboxylate 
• 88-13-1 3-Thiophene carboxylic acid 
• 17249-77-3 2,3,5-trichlorothiophene 
• 188290-36-0 thiophene 
• 16939-08-5 3-(2-methylphenyl)thiophene 
• 110851-66-6 3-n-tetradecylthiophene 
• 1006-76-4 4-(thiophen-3-yl)morpholine 
• 2404-87-7 3-phenylthiophene 
• 172035-83-5 4-(thiophen-3-yl)-benzoic acid ethyl ester 
• 21308-81-6 3-(thiophen-3-yl)pyridine 

Related news

Probing the adsorption structure of a multifunctional organic molecule: a NIXSW and NEXAFS study of 3-CHLOROTHIOPHENE (cas 17249-80-8) on Cu(111)08/30/2019

The adsorption structure of 3-chlorothiophene on Cu(111) has been investigated using a combination of normal incidence X-ray standing wavefield absorption (NIXSW) and near edge X-ray absorption fine structure (NEXAFS) spectroscopy. For coverages up to saturation of the chemisorbed layer, the 3-c...detailed

Low potential electrochemical polymerization of 3-CHLOROTHIOPHENE (cas 17249-80-8) in mixed electrolytes of boron trifluoride diethyl etherate and trifluoroacetic acid08/25/2019

Poly(3-chlorothiophene) (PCT) films were synthesized electrochemically by direct oxidation of 3-chlorothiophene (CT) in mixed electrolytes of boron trifluoride diethyl etherate (BFEE) and trifluroacetic acid (TFA). The oxidation potential of 3-chlorothiophene in pure BFEE was measured to be only...detailed

Relevant articles and documents

Iron(III)-mediated photocatalytic selective substitution of aryl bromine by chlorine with high chloride utilization efficiency

An iron(III)-mediated photocatalytic method for the conversion of aryl, heteroaryl and polycyclic aromatic bromides to the corresponding chlorides with high selectivity has been achieved successfully. The mild reaction conditions and high chloride utilization efficiency promise a bright future for chlorination reactions. The Royal Society of Chemistry 2014.

Competitive reactivities of vinylthiyl radicals thermally generated from haloethylenes and hydrogen sulfide

Acetylene and its derivatives have been used for the first time as "traps" for vinylthiyl radicals generated in situ from hydrogen sulfide and haloethylenes in gas-phase processes. The competitive reactivity of the vinylthiyl radicals has been studied at 500-570 °C in the presence of two chemical "traps." The efficiency of chemical "traps" for the vinylthiyl radicals decreases in the following sequence: HC≡CPh > HC≡CH > MeC≡CH > CH2=CHCl. Acetylene is a more efficient "trap" for the vinylthiyl radicals than 1,2-dichloroethylene, from which they have been generated. The β-phenylvinylthiyl radicals generated during cothermolysis of halostyrene-hydrogen sulfide-acetylene component ternary systems undergo first of all intramolecular ring closure to give benzothiophene, which is a thermodynamically favorable system; the reaction of these radicals with acetylene and its derivatives occurs much more slowly than heterocyclization. Phenylacetylene is a more efficient "trap" than acetylene. α-Phenylvinylthiyl radicals mostly react with acetylene to yield 2-phenylthiophene.

ELECTROPHILIC TRICHLOROMETHYLATION OF SOME HALOGENATED THIOPHENES

The electrophilic trichloromethylation of 3-chloro-, 3-bromo-, and 3,4-dibromothiophene was studied. It is shown that reaction is directed towards position 2, accompanied by frequent formation of the corresponding substituted di-(2-thienyl)dichloromethane. Trichloromethylation of β-bromothiophenes is complicated by exchange of chlorine for bromine under the reaction conditions.