173777-89-4

Usage

Uses

Used in Pharmaceutical Industry:
2,5-Dichlorothiophene is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs with specific therapeutic properties. Its chemical structure allows for the creation of diverse medicinal compounds, enhancing the range of treatments available in the healthcare sector.
Used in Agrochemical Industry:
In the agrochemical industry, 2,5-Dichlorothiophene is employed as a precursor in the production of pesticides and other agrochemicals. Its incorporation into these products helps improve crop protection and yield, contributing to more efficient and sustainable agricultural practices.
Used in Organic Synthesis:
2,5-Dichlorothiophene is used as a building block in organic synthesis for its potential to form complex organic molecules. Its reactivity and structural properties make it a valuable component in the creation of advanced materials and specialty chemicals.
Used in Chemical Research:
As a reagent in chemical research, 2,5-Dichlorothiophene is utilized to explore new chemical reactions and mechanisms. Its unique properties allow researchers to investigate novel pathways and develop innovative approaches in the field of chemistry.

InChI:InChI=1/C4H2Cl2S/c5-3-1-2-4(6)7-3/h1-2H

Upstream product

• 188290-36-0 thiophene 
• 598-49-2 N-chloroacetamide 
• 96-43-5 2-thienyl chloride 
• 527-72-0 2-thiophenylcarboxylic acid 
• 18614-15-8 2,2,3,4,5,5-hexachloro-tetrahydro-thiophene 
• 64048-11-9 2,3,4,5-tetrachloro-tetrahydro-thiophene 
• 18243-72-6 2-(methyldichlorosilyl)thiophene 
• 18145-51-2 trichloro-thiophen-2-yl-silane 
• 7732-18-5 water 
• 7782-50-5 chlorine 
• 64-17-5 ethanol 
• 36157-41-2 2,5-dichlorothiophene-3-carboxylic acid 

Downstream Products

• 99979-31-4 1-(2,5-dichloro-[3]thienyl)-2-phenyl-ethanone 
• 40477-45-0 2,5-dichloro-3,4-dibromothiophene 
• 17019-32-8 2-tert.Butoxy-5-chlorthiophen 
• 61200-60-0 2,5-dichlorothiophene-4-carboxaldehyde 
• 90454-54-9 phenyl N-(2,5,5-trichloro-2,5-dihydro-2-thienyl)-carbamate 
• 90454-56-1 phenyl N-(3,5-dichloro-2-thienyl)-carbamate 
• 32766-64-6 ethyl 2,5-dichloro-3-thienylglyoxylate 
• 57308-89-1 2,5-dichloro-3,4-diiodothiophene 
• 56946-83-9 2,5-dichlorothiophene-3-sulfonyl chloride 
• 3988-99-6 bis(thien-2-yl)sulfide 
• 6911-51-9 2-thienyl disulfide 
• 53595-66-7 2-chlorothiophene-5-sulfonamide 
• 602-25-5 1,4-dichloroanthraquinone 
• 1552295-06-3 4-(2,5-dichlorothiophen-3-yl)benzaldehyde 

Relevant academic research and scientific papers

Synthesis and structural characterization of 2,5-dihalo-3,4- dinitrothiophenes

Using new nitration protocols, we have been able to efficiently dinitrate 2,5-dihalothiophenes with yields of ～80-95%. The resulting products 2,5-dibromo-3,4-dinitrothiophene (1), 2,5-dichloro-3,4-dinitrothiophene (2), 2-bromo-5-chloro-3,4-dinitrothiophene (3), as well as the analogous 2-bromo-3,4-dinitrothiophene (4), all crystallize easily allowing their characterization via X-ray crystallography. Crystallization of 1 occurs in the monoclinic space group C2/c with a=14.547(3)A, b=7.3534(15)A, c=10.775(2)A, β=128.89(3)°, and Z=4. Crystallization of 2 occurs in the tetragonal space group I-42d with a=9.9398(14)A, b=9.9398(14)A, c=16.866(3)A, and Z=8. Crystallization of 3 occurs as a pseudo-merohedral twin in the triclinic space group P-1 with a=7.340(5)A, b=8.094(5)A, c=9.112(5)A, α=82.059(5)°, β=66.232(5)°, γ=63.021(5)°, and Z=2. Crystallization of 4 occurs in the triclinic space group P-1 with a=7.1787(14)A, b=7.4092(15)A, c=8.3151(17)A, α=101.67(3)°, β=96.00(3)°, γ=116.13(3)°, and Z=2. The structures of all compounds exhibit the formation of interesting solid-state assemblies due to halogen-bonding interactions between the halogen and nitro groups. Springer Science+Business Media, LLC 2007.

2, 5-dichloro thiophene preparation method

The present invention discloses a 2, 5-dichloro thiophene preparation method comprising the following steps: (1) an organic solvent and thiophene are added into a reaction vessel and warmed to reflux, under reflux conditions, batches of added N-chlorosucc

Decarboxylative homocoupling of (hetero)aromatic carboxylic acids

A variety of hetero(aromatic) carboxylic acids are shown to undergo decarboxylative homocoupling, mediated by a Pd/Ag system. This novel methodology for the synthesis of symmetrical biaryls avoids the use of haloarenes and organometallic compounds as starting materials.

Halogenation of Aromatic Compounds by N-chloro-, N-bromo-, and N-iodosuccinimide

An efficient and mild method for the halogenation of aromatic compounds using N-chloro-, N-bromo-, and N-iodosuccinimide in the presence of NH 4NO3 or FeCl3 in acetonitrile was developed.

Chlorinated thiophenes. Part 2. Trihalogenated hydroxythiophenes; preparation, reactions and tautomeric properties

2-Hydroxy-3,4,5-trichlorothiophene (4), 3-hydroxy-4-bromo-2,5-dichlorothiophene (5) and 3-hydroxy-2,4,5-trichlorothiophene (6) have been synthesised. It was found that 4 exists in a carbonyl form, whereas 5 and 6 the hydroxy forms were the major tautomers

Mild chlorination of aromatic compounds with tin(IV) chloride and lead tetraacetate

SnCl4/Pb(OAc)4 acts as a safe source of Cl2 for the chlorination of aromatic compounds. A variety of aromatic compounds are effectively chlorinated with SnCl4/Pb(OAc)4 under mild conditions. The mixture is a selective chlorinating agent, particularly with polyalkylbenzenes, polycyclic aromatic compounds and anisoles.

Biphasic Electrophilic Halogenation of Activated Aromatics and Heteroaromatics with N-Halosuccinimides Catalyzed by Perchloric Acid

Catalytic amounts of 70percent perchloric acid (0.1 - 10, mostly 0.1 - 1, mol percent, based on substrate) initiate the regioselective halogenation of activated aromatics and heteroaromatics with N-halosuccinimide (NXS, X = Cl or Br) in two-phase solid-liquid systems (NXS/hexane or NXS/CCl4) at room temperature to give ring-halogenated products in high yields.For example, thiophene is transformed to 2-halo or 2,5-dihalo derivatives (yield 82-98percent) using 1 or 2 equiv of NXS, respectively.Unsymmetrical 2,5-dihalothiophenes are obtained in 70-82percent yield by reacting 2-halothiophenes with an appropriate NXS.The reaction of 3-bromothiophene with NBS affords 2,3-dibromothiophene in 93-99percent yield. 1,3-Dimethoxybenzene and 2,3-dimethylanisole are halogenated regiospecifically at the 4-position to give the corresponding products in 81-94percent yield.

COMPOSITION OF REACTION MIXTURES IN THE OXIDATIVE CHLORINATION OF THIOPHENE IN THE SYSTEM HYDROGEN PEROXIDE - HYDROCHLORIC ACID

The chlorination of thiophene in the system hydrogen peroxide-hydrochloric acid was investigated in order to find the conditions under which mixtures of thiophene and 2-chlorothiophene can be obtained with a relatively high content of chlorothiophene but