3140-92-9

Basic information

• Product Name: 2,4-Dibromothiophene
• Synonyms: 2,4-DIBROMOTHIOPHENE;2,4-Dibromothiophene,94%;2,4-DIBROMOTHIOPHENE, 90+%;2,4-DIBROMOTHIOPHENE 96%;2,4-DIBROMOTHIOPHENE,96%
• CAS NO: 3140-92-9
• Molecular Formula: C₄H₂Br₂S
• Molecular Weight: 241.93
• EINECS: 1312995-182-4
• Product Categories: Thiophene&Benzothiophene;Thiophens;Heterocycle-oher series
• Mol File: 3140-92-9.mol
• Article Data: 5

Chemical Properties

• Melting Point: -26.3°C
• Boiling Point: 215°C
• Flash Point: 215°C
• Appearance: /liquid
• Density: 2.14
• Vapor Pressure: 0.24mmHg at 25°C
• Refractive Index: 1.631-1.633
• Storage Temp.: 0-10°C
• Water Solubility: It is insoluble in water.
• BRN: 107651
• CAS DataBase Reference: 2,4-Dibromothiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Dibromothiophene(3140-92-9)
• EPA Substance Registry System: 2,4-Dibromothiophene(3140-92-9)

Safety Data

• Hazard Codes: Xn,Xi,T
• Statements: 36/37/38-20/21/22-41-37/38-25
• Safety Statements: 36/37/39-26-36-45-39
• RIDADR: UN2810
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 3140-92-9(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless to light brown liquid

Uses

2,4-Dibromothiophene is used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff. It is also used as an intermediate in organic synthesis.

InChI:InChI=1/C4H2Br2S/c5-3-1-4(6)7-2-3/h1-2H

Upstream product

• 3141-27-3 2,5-dibromothiophen 
• 100-52-7 benzaldehyde 
• 696-62-8 para-iodoanisole 
• 3141-24-0 2,3,5-tribromothiophene 
• 5713-61-1 thiophen-2-yl magnesium bromide 
• 925-90-6 ethylmagnesium bromide 

Downstream Products

• 3172-56-3 3,3'-bithiophene 
• 105124-99-0 4-bromo-2,3'-bithienyl 
• 105124-97-8 3,2':4',3-terthiophen 
• 932-93-4 thiophene-2,4-dicarbaldehyde 
• 19780-41-7 3-ethylheptan-3-ol 
• 874915-40-9 C₁₄H₂₄O₂S 
• 185329-76-4 4-bromothiophene-2-sulfonyl chloride 
• 125143-53-5 3,3',5,5'-tetrabromo-2,2'-bithiophene 
• 38071-57-7 4-bromo-2-(1-cyclohexenyl)thiophene 
• 16694-18-1 4-bromo-thiophene-2-carboxylic acid 
• 156538-37-3 4'-(4-bromothien-2-ylthio)acetophenone ethylene acetal 
• 87310-65-4 4-bromo-2-(methylthio)thiophene 
• 153143-05-6 2,4-diethynylthiophene 
• 117366-86-6 (3,5-Dibrom-2-thienyl)phenylmethanon 

Relevant articles and documents

Sterics vs electronics: Revisiting the catalytic regioselective hydrodebromination of 2,3,5-tribromothiophene

The application of sterically hindered palladium catalysts to the regioselective hydrodebromination of 2,3,5-tribromothiophene has been studied in detail, including the effects of catalyst choice, solvent, reaction time, and temperature, as well as the method of NaBH4 addition and the role of chelating additives to effect NaBH4 solubility. Ultimately it was determined that the background reaction between NaBH4 and bromothiophenes is too facile to allow both total conversion and high selectivity. Optimized conditions finally allowed a selectivity of ca. 16:1 with overall conversion of 100%. However, complications of overdebromination under these conditions still limit the yield of the desired 2,3-dibromothiophene to 65%.

One-Pot Halogen Dance/Negishi Coupling of Dibromothiophenes for Regiocontrolled Synthesis of Multiply Arylated Thiophenes

One-pot halogen dance/Negishi cross-coupling of readily available 2,5-dibromothiophenes is described. A lithium diisopropylamide (LDA)-mediated halogen dance reaction resulted in the formation of thermodynamically stable α-lithiodibromothiophenes, which w

Regioselective Debromination of 2,3,5-Tribromothiophene: A Facile Synthesis of Isomerically Pure 2,3- and 2,4-Dibromothiophene

The regioselective preparative debromination of 2,3,5-tribromothiophene to isomerically pure 2,3- and 2,4-dibromothiophene was effected by the use of sodium borohydride in the presence and absence of transition metal catalyst using predetermined optimum conditions from GC trials.