ChemicalBook > CAS DataBase List > 2-bromo-3-hexylthiophene
2-bromo-3-hexylthiophene
- Product Name
- 2-bromo-3-hexylthiophene
- CAS No.
- 69249-61-2
- Chemical Name
- 2-bromo-3-hexylthiophene
- Synonyms
- DK888;S1151;TH6-Bra;2-Bromo-3-hexyL;2-Bromo-3-nonylthiophene;2-bromo-3-hexylthiophene;Thiophene,2-broMo-3-hexyl-;2-Bromo-3-hexylthiophene 97%;2-Bromo-3-hexylthiophene >69249-61-2 2-bromo-3-hexylthiophene
- CBNumber
- CB9950397
- Molecular Formula
- C10H15BrS
- Formula Weight
- 247.2
- MOL File
- 69249-61-2.mol
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2-bromo-3-hexylthiophene Property
- Boiling point:
- 75°C/0.5mmHg(lit.)
- Density
- 1.240 g/mL at 25 °C
- refractive index
- n20/D 1.529
- Flash point:
- 110 °C
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- form
- clear liquid
- color
- Colorless to Light yellow to Light orange
- Water Solubility
- Slightly miscible with water.
- InChI
- InChI=1S/C10H15BrS/c1-2-3-4-5-6-9-7-8-12-10(9)11/h7-8H,2-6H2,1H3
- InChIKey
- XQJNXCHDODCAJF-UHFFFAOYSA-N
- SMILES
- C1(Br)SC=CC=1CCCCCC
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N-Bromosuccinimide Price
Sigma-Aldrich
- Product number
- 691925
- Product name
- 2-Bromo-3-hexylthiophene
- Purity
- 97%
- Packaging
- 5g
- Price
- $161
- Updated
- 2025/07/31
Sigma-Aldrich
- Product number
- 691925
- Product name
- 2-Bromo-3-hexylthiophene
- Purity
- 97%
- Packaging
- 1g
- Price
- $56.1
- Updated
- 2023/06/20
TCI Chemical
- Product number
- B3507
- Product name
- 2-Bromo-3-hexylthiophene
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $117
- Updated
- 2025/07/31
TCI Chemical
- Product number
- B3507
- Product name
- 2-Bromo-3-hexylthiophene
- Purity
- >98.0%(GC)
- Packaging
- 25g
- Price
- $360
- Updated
- 2025/07/31
TRC
- Product number
- B686433
- Product name
- 2-Bromo-3-hexylthiophene
- Packaging
- 10mg
- Price
- $45
- Updated
- 2021/12/16
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2-bromo-3-hexylthiophene Chemical Properties,Usage,Production
Chemical Properties
Colorless to yellow liquid
Uses
2-Bromo-3-hexylthiophene is used in the synthesis of End-capped Regioregular Poly(3-hexylthiophene). It is also used to synthesize well-defined head-to-tail-type oligothiophenes which are used in a number of high-technology applications including OLEDs.
General Description
2-Bromo-3-hexylthiophene is a monomeric precursor that forms bromo terminate polymers. It is synthesized by the bromination of hexylthiophene.
Synthesis
1693-86-3
69249-61-2
General procedure for the synthesis of 2-bromo-3-hexylthiophene from 3-hexylthiophene: A 1 M solution of 3-hexylthiophene (8a) in DMF was cooled to 0 °C under light-avoidance conditions, followed by the addition of N-bromosuccinimide (NBS, 1.0 equiv). The reaction mixture was slowly warmed to room temperature with continuous stirring overnight. After completion of the reaction, the reaction solution was diluted with dichloromethane (DCM). The organic phase was washed sequentially with water and brine, the aqueous phase was combined and back-extracted with DCM. All organic phases were combined, dried with anhydrous magnesium sulfate (MgSO4) and concentrated under reduced pressure to remove the solvent. The crude product was purified by silica gel column chromatography (eluent: petroleum ether) to afford 2-bromo-3-hexylthiophene (7a) as a colorless oil in 99% yield.1H NMR (300.13 MHz, CDCl3) δ (ppm): 7.18 (d, 3J = 5.5 Hz, 1H, H-9), 6.79 (d, 3J = 5.5 Hz, 1H, H-8). 2.56 (t, 3J = 7.7 Hz, 2H, H-6), 1.63-1.51 (m, 2H, H-5), 1.40-1.24 (m, 6H, H-4 to H-2), 0.89 (t, 3J = 6.8 Hz, 3H, H-1).
References
[1] Organic and Biomolecular Chemistry, 2007, vol. 5, # 11, p. 1752 - 1763
[2] Patent: WO2015/15397, 2015, A1. Location in patent: Page/Page column 50
[3] Chemistry - A European Journal, 2014, vol. 20, # 49, p. 16128 - 16137
[4] Journal of Materials Chemistry, 2011, vol. 21, # 5, p. 1462 - 1469
[5] Journal of Polymer Science, Part A: Polymer Chemistry, 2011, vol. 49, # 9, p. 1933 - 1941
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View Lastest Price from 2-bromo-3-hexylthiophene manufacturers
Henan Fengda Chemical Co., Ltd
- Product
- 2-Bromo-3-hexylthiophene 69249-61-2
- Price
- US $200.00-1.00/KG
- Min. Order
- 1KG
- Purity
- 99%, 99.5% Sublimated
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2023-12-31
Hebei Zhanyao Biotechnology Co. Ltd
- Product
- 2-bromo-3-hexylthiophene 69249-61-2
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20 Tons
- Release date
- 2021-10-15
Career Henan Chemical Co
- Product
- 2-bromo-3-hexylthiophene 69249-61-2
- Price
- US $1.00/KG
- Min. Order
- 1G
- Purity
- 98%
- Supply Ability
- 1000KG
- Release date
- 2018-08-10
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