2,3-Dibromothiophene

Base Information

• Chemical Name: 2,3-Dibromothiophene
• CAS No.: 3140-93-0
• Molecular Formula: C4H2Br2S
• Molecular Weight: 241.934
• Hs Code.: 29349990
• European Community (EC) Number: 221-542-6
• NSC Number: 99003
• DSSTox Substance ID: DTXSID80185324
• Nikkaji Number: J80.647A
• Wikidata: Q72465134
• Mol file: 3140-93-0.mol

Synonyms:2,3-Dibromothiophene;3140-93-0;Thiophene, 2,3-dibromo-;2,3-dibromo-thiophene;dibromothiophene;2,3-Dibromo thiophene;EINECS 221-542-6;NSC 99003;MFCD00005418;NSC99003;Thiophene,3-dibromo-;2,3-Dibromothiophene, 97%;BIDD:GT0084;SCHEMBL134132;ATRJNSFQBYKFSM-UHFFFAOYSA-;DTXSID80185324;BCP01021;STR00399;BBL103786;GEO-00974;NSC-99003;STL557596;AKOS000280131;AC-4920;CS-W019996;FD14054;PS-4318;AM20090446;D1548;FT-0609532;EN300-86459;W-106906;F8889-7018

Chemical Property of 2,3-Dibromothiophene

Chemical Property:

• Appearance/Colour: clear yellowish to brownish liquid
• Vapor Pressure: 0.155mmHg at 25°C
• Melting Point: -17.5oC
• Refractive Index: n20/D 1.632(lit.)
• Boiling Point: 221.9 °C at 760 mmHg
• Flash Point: 51.7 °C
• PSA: 28.24000
• Density: 2.174 g/cm³
• LogP: 3.27310
• Storage Temp.: Flammables area
• Sensitive.: Light Sensitive
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 241.82235
• Heavy Atom Count: 7
• Complexity: 66.7

Purity/Quality:

99% ^*data from raw suppliers

2,3-Dibromothiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,F,Xi
• Hazard Codes: Xn,F,Xi,T
• Statements: 10-36/37/38-20/21/22-36-25
• Safety Statements: 23-24/25-36/37/39-26-16-36-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC(=C1Br)Br
• Uses: 2,3-Dibromothiophene (cas# 3140-93-0) is a compound useful in organic synthesis.

Technology Process of 2,3-Dibromothiophene

There total 11 articles about 2,3-Dibromothiophene 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: 99.0%

3-Bromothiophene (872-31-1) → 2,3-dibromothiophen (3140-93-0)

Guidance literature:

With N-Bromosuccinimide; perchloric acid; In tetrachloromethane; for 24h; Ambient temperature;

DOI:10.1021/jo00063a028

Reference yield: 83.0%

2,3,5-tribromothiophene (3141-24-0) → 2,3-dibromothiophen (3140-93-0)

Guidance literature:

With sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In acetonitrile; for 24h; Heating;

Reference yield:

(4,5-dibromothiophen-2-yl)trimethylsilane (77998-63-1) → 2,3-dibromothiophen (3140-93-0)

Guidance literature:

With sodium methylate; In methanol; at 50 ℃; Rate constant; deuterium isotope effect;

DOI:10.1016/S0022-328X(00)84581-7

upstream raw materials:

3-Bromothiophene

2,3,5-tribromothiophene

ethylmagnesium bromide

4,5-Dibromo-thiophene-2-carboxylic acid

Downstream raw materials:

3-bromo-2-thiophenecarboxaldehyde

3-bromo-2-t-butoxythiophene

3-bromothiophene-2-carboxylic acid

thiophene

Refernces

The effect of thiophene ring substitution position on the properties and electrochemical behaviour of alkyne-dicobaltcarbonylthiophene complexes

10.1016/j.jorganchem.2008.08.005

The research investigates the electrochemical behavior and properties of alkyne–dicobaltcarbonylthiophene complexes, specifically focusing on the effects of thiophene ring substitution positions. Various complexes were synthesized using reactants such as dibromothiophene, trimethylsilylacetylene (TMSA), and dicobalt octacarbonyl (Co2(CO)8), employing palladium-catalyzed cross-coupling reactions. The synthesized compounds were characterized through techniques including cyclic and square-wave voltammetry, NMR spectroscopy, infrared spectroscopy, and mass spectrometry. The study also involved controlled potential electrolysis and detailed spectroscopic analyses to evaluate the electronic interactions and redox properties of the complexes, highlighting the influence of substituent positions on their electrochemical behavior.