5,5'-Dibromo-2,2'-bithiophene
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5,5'-Dibromo-2,2'-bithiophene
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CAS No:
4805-22-5
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Formula:
C8H4Br2S2
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Chemical Name:
5,5'-Dibromo-2,2'-bithiophene
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Synonyms:
SPECSAC-776/41252583;2,5'-DibroMobithiophene;2,2'-Bi(5-bromothiophene);5,5'-DibroMo-2,2'-dithienyl;5,5'-DIBROMO-2,2'-BITHIOPHENE;5,5'-dibromo-2,2'-dithiophene;5,5'-DibroMo-2,2'-bithiophenyl;2,2'-Bithiophene,5,5'-dibromo-;5,5'-Dibromo-2,2'-bithiophene,99%;5,5'-Dibromo-2,2'-bithiophene99%
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CAS No:
Characteristics
56.5
5
2.0±0.1 g/cm3
144-146 °C(lit.)
318.6°C at 760 mmHg
146.5±26.5 °C
1.683
Slightly soluble in water.
Safety Information
NONH for all modes of transport
3
20/21/22
36/37-24/25
Xn
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P322, P330, P363, P501
H302
|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P322, P330, P363, and P501|Aggregated GHS information provided by 2 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
5,5'-Dibromo-2,2'-bithiophene Use and Manufacturing
A mixture of 2, 2'-bithiophene (5.40 g, 32.4 mmol) and NBS (11.57 g, 64.8 mmol, 2 equiv) in a solvent mixture CHClThe compound 2, 2 '- bithiophene (1.66g, 10mmol) was dissolved in N, N-dimethylformamide (20 mL), N-Bromosuccinimide (0.31 g, 1.7 mmol) was dissolved in N, N-dimethylformamide (40 mL), and the latter was slowly added dropwise to the former. After the completion of the addition, the reaction was continued for 8 hours. After the completion of the reaction, a large amount of water was added. The petroleum ether was extracted, dried and filtered. The solvent was removed by rotary evaporation, and the crude product was recrystallized from ethanol as a white solid 19 (3.00 g, 93percent).To a solution of 2, 2'-bithiophene (12 mmol, 2 g) in anhydrousDMF (30 ml), NBS (24 mmol, 4.28 g) was added dropwisely (coolingwith ice-water during addition of NBS solution) and stirred for 3 h.The reaction mixture was then poured into 100 mL of ice water andthe beige solid was separated by vacuum filtration [1]. The crudewas purified with column chromatography (silica gel100e200 mesh), using hexane as eluent to yield yellow solid asproduct (3.6 g, yield 90percent).N-Bromosuccinimide (NBS) (11.65 g, 65.450 mmol) was added in small portions to a solution of 2, 2'-bithiophene 1 (5 g, 29.76 mmol) in DMF at 0 °C. After being stirred over night at room temperature, the reaction mixture was poured into water (200 mL) and extracted with CHIn dimethyl formamide, dissolved was 2- (thiophen-2- yl) thiophene (30 g, 0.18 mol) . Then, with the light shielded, N-bromosuccinimide (70.7 g, 0.4 mol) was diluted with dimethyl formamide, and the dilution was slowly added dropwise to the solution at 0
A termination reagent for polymer ization
Computed Properties
Molecular Weight:324.1
XLogP3:5
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:323.81007
Monoisotopic Mass:321.81212
Topological Polar Surface Area:56.5
Heavy Atom Count:12
Complexity:147
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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