4,4'-didodecyl-2,2'-bithiophene
- Product Name
- 4,4'-didodecyl-2,2'-bithiophene
- CAS No.
- 345633-76-3
- Chemical Name
- 4,4'-didodecyl-2,2'-bithiophene
- Synonyms
- S1021;4,4'-didodecyl-2,2'-bithiophene;2,2'-Bithiophene, 4,4'-didodecyl-;4-dodecyl-2-(4-dodecylthiophen-2-yl)thiophene
- CBNumber
- CB52657250
- Molecular Formula
- C32H54S2
- Formula Weight
- 502.9
- MOL File
- 345633-76-3.mol
4,4'-didodecyl-2,2'-bithiophene Property
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 8776CZ
- Product name
- 4,4'-Didodecyl-2,2'-bithiophene
- Packaging
- 100mg
- Price
- $93
- Updated
- 2021/12/16
- Product number
- 8776CZ
- Product name
- 4,4'-Didodecyl-2,2'-bithiophene
- Packaging
- 5g
- Price
- $525
- Updated
- 2021/12/16
- Product number
- CD43000425
- Product name
- 4,4'-Didodecyl-2,2'-bithiophene
- Purity
- 97%
- Packaging
- 1g
- Price
- $673
- Updated
- 2021/12/16
- Product number
- 345633763
- Product name
- 4,4'-Didodecyl-2,2'-bithiophene
- Packaging
- 1g
- Price
- $714
- Updated
- 2021/12/16
- Product number
- A315188
- Product name
- 4,4'-Didodecyl-2,2'-bithiophene
- Purity
- 97%
- Packaging
- 25g
- Price
- $1218
- Updated
- 2021/12/16
4,4'-didodecyl-2,2'-bithiophene Chemical Properties,Usage,Production
Synthesis
104934-52-3
345633-76-3
General procedure for the synthesis of 4,4'-didodecyl-2,2'-bithiophene from 3-dodecylthiophene: rt-BuLi (7.04 mL, 2.5 M hexane solution) was slowly added dropwise under stirring to a solution containing 3-dodecylthiophene (4.000 g, 15.8 mmol) and N,N,N',N'-tetramethylethylenediamine (2.75 mL, 17.6 mmol) in solution. Subsequently, 80.0 mL of anhydrous ether was added at -78 °C. The reaction mixture was gradually warmed to room temperature and refluxed for 1 hour. Upon completion of the reaction, the mixture was cooled to -78 °C and CuCl2 (2.640 g, 19.6 mmol) was added all at once. The reaction mixture was stirred overnight, during which the temperature naturally increased to room temperature. At the end of the reaction, the reaction was quenched with water and the mixture was extracted with chloroform. The organic layers were combined, washed with water, dried with MgSO4, filtered and concentrated to dryness. The crude product was purified by silica gel column chromatography using hexane as eluent to give a mixture of 4,4'- and 3,3'-bisdodecylthiophene (about 15% of the target product in the mixture as determined by 1H NMR). Finally, purified 4,4'-bidodecyl-2,2'-bithiophene (25) was obtained as a white solid (2.200 g, 55% yield) by recrystallization from a solvent mixture of acetone:ethanol (1:1).1H NMR (CDCl3) data: δ 0.91 (t, 6H), 1.33 (m, 36H), 1.66 (q, 4H), 2.60 (t , 4H), 6.80 (s, 2H), 7.01 (s, 2H) ppm.
References
[1] Macromolecules, 2012, vol. 45, # 2, p. 735 - 742
[2] Journal of the American Chemical Society, 2008, vol. 130, # 27, p. 8580 - 8581
[3] Patent: WO2009/17798, 2009, A1. Location in patent: Page/Page column 69-70
[4] Journal of the American Chemical Society, 2011, vol. 133, # 5, p. 1405 - 1418
[5] Patent: US2009/36643, 2009, A1
4,4'-didodecyl-2,2'-bithiophene Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 4,4'-didodecyl-2,2'-bithiophene manufacturers
- Product
- 4,4'-didodecyl-2,2'-bithiophene 345633-76-3
- Price
- US $1.10-9.90/kg
- Min. Order
- 1kg
- Purity
- 99%min
- Supply Ability
- 100kg
- Release date
- 2025-08-18
- Product
- 4,4'-didodecyl-2,2'-bithiophene 345633-76-3
- Price
- US $7.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 1000kg
- Release date
- 2020-01-12