17249-76-2

Basic information

• Product Name: 3,4-Dichlorothiophene
• Synonyms: 3,4-Dichlorothiophene
• CAS NO: 17249-76-2
• Molecular Formula: C₄H₂Cl₂S
• Molecular Weight: 153.0297
• Mol File: 17249-76-2.mol

Chemical Properties

• Melting Point: 1°C
• Boiling Point: 185°C
• Flash Point: 77.2°C
• Appearance: /liquid
• Density: 1.487
• Vapor Pressure: 0.976mmHg at 25°C
• Refractive Index: 1.5821
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: 3,4-Dichlorothiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-Dichlorothiophene(17249-76-2)
• EPA Substance Registry System: 3,4-Dichlorothiophene(17249-76-2)

Safety Data

• Hazardous Substances Data: 17249-76-2(Hazardous Substances Data)

Usage

Uses

3,4-dichlorothiophene is a useful research chemical.

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

Upstream product

• 188290-36-0 thiophene 
• 38458-33-2 3,4-dichloro-2,5-thiophenedicarboxylic acid 
• 64048-11-9 2,3,4,5-tetrachloro-tetrahydro-thiophene 
• 17249-75-1 2,4-dichlorothiophene 
• 3172-52-9 2,5-diclorothiophene 
• 17249-78-4 2,3,4-trichlorothiophene 
• 64-17-5 ethanol 
• 3141-26-2 3,4-dibromothiophene 

Downstream Products

• 577-67-3 2,3-dichloro-1,4-naphthoquinone 

Relevant articles and documents

2-AMINO-N-(AMINO-OXO-ARYL-LAMBDA6-SULFANYLIDENE)ACETAMIDE COMPOUNDS AND THEIR THERAPEUTIC USE

The present invention pertains generally to the field of therapeutic compounds. More specifically the present invention pertains to certain 2-amino-N-(amino-oxo-aryl-λ6- sulfanylidene)acetamide compounds (referred to herein as ANASIA compounds) that, inter alia, inhibit (e.g., selectively inhibit) bacterial aminoacyl-tRNA synthetase (aaRS) (e.g., bacterial leucyl-tRNA synthetase, LeuRS). The present invention also pertains to pharmaceutical compositions comprising such compounds, and the use of such compounds and compositions, both in vitro and in vivo, to inhibit (e.g., selectively inhibit) bacterial aminoacyl-tRNA synthetase; to treat disorders that are ameliorated by the inhibition (e.g., selective inhibition) of bacterial aminoacyl-tRNA synthetase; to treat bacterial infections; etc.

Simple organic donors based on halogenated oligothiophenes for all small molecule solar cells with efficiency over 11%

Recent work has emphasized the pivotal role of halogen substituents in the development of polymer donors or small-molecule (SM) acceptors for efficient bulk-heterojunction (BHJ) solar cells. However, the application of-F or-Cl substitutions in the design of SM donors is yet to receive similar considerations. In this contribution, we report a set of oligothiophene derivatives (2F7T and 2Cl7T) with halogenation at the central thienyl moiety. Such halogenation is shown to induce a sufficient increase in ionization potential (IP; i.e. deeper HOMO) to modify the electron-donating and-transporting characteristics of the molecules. When combined with a low-bandgap SM acceptor (Y6), the devices with 2Cl7T achieved power conversion efficiencies (PCEs) of up to ca. 11.5% (vs. ca. 2.5% for non-halogenated donor DRCN7T based devices), representing the best photovoltaic performance of oligothiophene donors.

PROTONATION AND ELECTROPHILIC TRICHLOROMETHYLATION OF 2,5- AND 2,4-DICHLOROTHIOPHENES

Trichloromethylation of 2,5-dichlorothiophene, 1, and 2,4-dichlorothiophene, 2, with CCl4 and AlCl3 has been studied.It could be shown that in the case of 1 the reaction was directed to position 3 with formation of 2,5-dichloro-3-(trichloromethyl)thiophene, 3, the process being complicated by the formation of the isomeric 3,5-dichloro-2-(trichloromethyl)thiophene, 4, and 4,5-dichloro-2-(trichloromethyl)thiophene, 5, as well as linked products, i.e. a mixture of bis(dichlorothienyl)dichloromethanes (6).Trichloromethylation of 3 smoothly leads to 4, along with a small amount of bis(3,5-dichloro-2-thienyl)dichloromethane.It has also been found that, as a result of protonation, under the effect of HCl and AlCl3, the 2,5-dichloro derivative 1 was converted into the 2,4-dichloro isomer 2, which, under the reaction conditions, exist in the form of ?-complex, i.e. the 2H-3,5-dichlorothiophenium ion, stable at room temperature.The mechanism of trichloromethylation of 1, including the ipso-attack by the CCl3+ cation and isomerization during protonation, is discussed.

The Reaction of 2,3,4-Trichlorothiophene with Alkyllithium Reagents

2,3,4-Trichlorothiophene undergoes metal-hydrogen exchange with one equivalent of butyllithium in THF at -78 deg C to give trichloro-2-thienyllithium in 91percent yield.No metal-halogen exchange is observed to have taken place.With t-butyllithium under similar conditions, however, the metal-halogen exchange reaction occurs but only to the extent of 8percent; the main reaction remains to be the metal-hydrogen exchange. 2,3,4-Trichlorothiophene reacts with two equivalents of butyllithium in ether at -5 deg C to give 3,4-dichloro-2,5-dilithiothiophene in 96percent yield. - Keywords: 3,4-Dichloro-2,5-dilithiothiophene; Lithium-chlorine exchange; Trichloro-2-thienyllithium; 2,3,4-Trichlorothiophene