3,3'-Dibromo-2,2'-bithiophene CAS 51751-44-1

Introduction：Basic information about 3,3'-Dibromo-2,2'-bithiophene CAS 51751-44-1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

3,3'-Dibromo-2,2'-bithiophene Basic information

• Product Name: 3,3'-Dibromo-2,2'-bithiophene
• Synonyms: 3,3'-Dibromo-2,2'-bithiophene;3,3'-Dibromo-2,2'-dithiophene;3,3'-DibroMo-2,2'-bithiop...;3-bromo-2-(3-bromothiophen-2-yl)thiophene;3,3'-Dibromo-2,2'-bithiophene 97%;2TH-2Bra;-bithiophenyl;-Sulfonylbis(N-(4-cyano-3-(trifluoromethyl)phenyl)-2-hydroxy-2-methylpropanamide)|(Mixture of Diastereomers)
• CAS: 51751-44-1
• MF: C8H4Br2S2
• MW: 324.06
• EINECS: 663-413-0
• Product Categories: Thiophene
• Mol File: 51751-44-1.mol

3,3'-Dibromo-2,2'-bithiophene Chemical Properties

• Melting point: 103°C
• Boiling point: 318.6±37.0 °C(Predicted)
• density: 1.951±0.06 g/cm3(Predicted)
• storage temp.: Keep in dark place,Sealed in dry,Room Temperature
• solubility: soluble in Toluene
• form: powder
• color: White to Yellow to Orange
• InChI: InChI=1S/C8H4Br2S2/c9-5-1-3-11-7(5)8-6(10)2-4-12-8/h1-4H
• InChIKey: KBRZCEVRNLKHAZ-UHFFFAOYSA-N
• SMILES: C1(C2SC=CC=2Br)SC=CC=1Br

Safety Information

• Hazard Codes: T
• Risk Statements: 25-41
• Safety Statements: 26-39
• RIDADR: 2811
• WGK Germany: 3
• HazardClass: IRRITANT
• PackingGroup: Ⅲ
• HS Code: 29339900
• Storage Class: 6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects
• Hazard Classifications: Acute Tox. 3 Oral Eye Dam. 1

3,3'-Dibromo-2,2'-bithiophene Usage And Synthesis

Chemical Properties

Colorless solid

Uses

3,3'-Dibromo-2,2'-dithiophene is used in the preparation of benzothiadiazole copolymers which direct charge transport in thin-film transistors. Used in the synthesis of solar cells which are dithienop yrrole / anthracene based.

Uses

3,3’-Dibromo-2,2’-dithiophene is used in the preparation of benzothiadiazole copolymers which direct charge transport in thin-film transistors. Used in the synthesis of solar cells which are dithienopyrrole / anthracene based.

Uses

suzuki reaction

Application

3,3'-Dibromo-2,2'-bithiophene can be used as organic synthesis intermediates and pharmaceutical intermediates, mainly used in laboratory research and development processes and pharmaceutical and chemical production processes.

Synthesis

The freshly prepared LDA solution (prepared by the addition ofn-BuLi (2.5 M in hexanes, 100 mmol, 40 mL) and diisopropylamine(11.1 g, 110 mmol) in 50 mL of anhydrous THF (78 C to roomtemperature)) was added drop wise to a solution of 3-bromothiophene (16.30 g, 100 mmol) in anhydrous THF (100 mL)at 78 C under nitrogen atmosphere. The reaction mixture wasstirred for 1 h at 78 C and CuCl2 (14.11 g, 105 mmol)was added inone portion. The reaction mixture was allowed towarm up to roomtemperature and treated with aqueous HCl. The organic phaseseparated was collected and the aqueous phase was extracted withdiethyl ether several times. The combined organic phase was driedover anhydrous Na2SO4 and the solution was filtered, concentratedand the residue was purified by silica gel column chromatography(hexane eluent) to afford a the required compound as white solid(yield 85%).1H NMR (500 MHz, CDCl3, d ppm): 7.08 (d, J 5.0 Hz, 2H), 7.40(d, J 5.0 Hz, 2H).

References

[1] Organic Letters, 2010, vol. 12, # 18, p. 4054 - 4057
[2] Journal of Physical Organic Chemistry, 2017, vol. 30, # 9,
[3] Organic Electronics: physics, materials, applications, 2016, vol. 37, p. 312 - 325
[4] Physical Chemistry Chemical Physics, 2016, vol. 18, # 47, p. 32096 - 32106
[5] Journal of Organic Chemistry, 2012, vol. 77, # 23, p. 10931 - 10937

3,3'-Dibromo-2,2'-bithiophene Preparation Products And Raw materials

• Raw materials: 3-Bromothiophene-->3,3',5,5'-Tetrabromo-2,2'-bithiophene-->Lithium diisopropylamide-->Hexane-->Copper(II) chloride-->Tetrahydrofuran
• Preparation Products: 3,4-Dithia-7H-cyclopenta[a]pentalene-->4-(2-Ethylhexyl)-4H-dithieno[3,2-b:2',3'-d]pyrrole-->4,4-Dihexyl-4H-cyclopenta[1,2-b:5,4-b']dithiophene-->3,3'-Dibromo-5,5'-bis(trimethylsilyl)-2,2'-bithiophene-->4,4-Dioctyl-4H-silolo[3,2-b:4,5-b']dithiophene-->4-(tert-Butyl)-4H-dithieno[3,2-b:2',3'-d]pyrrole-->3,3'-diiodo-2,2'-bithiophene-->[2,2'-bithiophene]-3,3'-dicarboxylic acid