5,7-Dibromo-2,3-dihydrothieno[3,4-b][1,4]dioxine
- Product Name
- 5,7-Dibromo-2,3-dihydrothieno[3,4-b][1,4]dioxine
- CAS No.
- 174508-31-7
- Chemical Name
- 5,7-Dibromo-2,3-dihydrothieno[3,4-b][1,4]dioxine
- Synonyms
- 4-b][1;CAS:174508-31-7;2,5-Dibromo-3,4-ethylenedioxythiophene>2,5-Dibromo-3,4-ethylenedioxythiophene 97%;5,7-dibroMo-2H,3H-thieno[3,4-b][1,4]dioxine;5,7-Dibromo-2,3-dihydrothieno[3,4-b]-1,4-dioxin;5,7-DIBROMO-2,3-DIHYDROTHIENO[3,4-B][1,4]DIOXINE;Thieno[3,4-b]-1,4-dioxin, 5,7-dibromo-2,3-dihydro-;2,3-Dihydro[2,5-dibroMothioeno] [3,4-b]-1,4-dioxin;5,7-Dibromo-2,3-dihydrothieno[3,4-b][1,4]dioxine97%
- CBNumber
- CB0231453
- Molecular Formula
- C6H4Br2O2S
- Formula Weight
- 299.97
- MOL File
- 174508-31-7.mol
5,7-Dibromo-2,3-dihydrothieno[3,4-b][1,4]dioxine Property
- Melting point:
- 98 °C
- Boiling point:
- 306.5±42.0 °C(Predicted)
- Density
- 2.139±0.06 g/cm3(Predicted)
- storage temp.
- -20°C
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Solid
- color
- Grey to Dark Blue
- CAS DataBase Reference
- 174508-31-7
Safety
- Hazard Codes
- Xn
- Risk Statements
- 20/21/22-36/37/38-22
- Safety Statements
- 22-26-36/37/39-24/25
- WGK Germany
- 3
- Hazard Note
- Irritant
- HS Code
- 29349990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- 759791
- Product name
- 2,5-Dibromo-3,4-ethylenedioxythiophene
- Purity
- 97%
- Packaging
- 5g
- Price
- $116
- Updated
- 2023/01/07
- Product number
- D4056
- Product name
- 2,5-Dibromo-3,4-ethylenedioxythiophene
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $65
- Updated
- 2025/07/31
- Product number
- D4056
- Product name
- 2,5-Dibromo-3,4-ethylenedioxythiophene
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $255
- Updated
- 2025/07/31
- Product number
- D425540
- Product name
- 5,7-Dibromo-2,3-dihydrothieno[3,4-b]-1,4-dioxine
- Packaging
- 10g
- Price
- $1055
- Updated
- 2021/12/16
- Product number
- 088833
- Product name
- 5,7-Dibromo-2,3-dihydrothieno[3,4-b][1,4]dioxine
- Packaging
- 5g
- Price
- $1103
- Updated
- 2021/12/16
5,7-Dibromo-2,3-dihydrothieno[3,4-b][1,4]dioxine Chemical Properties,Usage,Production
Chemical Properties
Needle-like solid
Uses
5,7-Dibromo-2,3-dihydrothieno[3,4-b]-1,4-dioxine is used in the preparation of 3,4-ethylenedioxythiophene oligomers with optical and redox properties.
Uses
Used as a monomer in the synthesis of poly(3,4-ethylenedioxythiophene) (PEDOT) polymer which are used in electrochromic devices.
General Description
2,5-Dibromo-3,4-ethylenedioxythiophene (DBEDOT) is a monomer which is used in the synthesis of highly conducting poly(3,4-ethylenedioxythiophene) (PEDOT) polymer. This polymer is formed by solid-state polymerisation of DBEDOT and is used widely in organic-light emitting diodes and polymer field effect transistors. DBEDOT is a well-ordered crystalline monomer and produces PEDOT polymer which has a high degree of order.
Synthesis
126213-50-1
174508-31-7
The general procedure for the synthesis of 2,5-dibromo-3,4-ethenyldioxythiophene from 3,4-ethenyldioxythiophene was as follows: a solution of tetrahydrofuran (THF, 20 mL) with 3,4-ethenyldioxythiophene (1.42 g, 10.60 mmol), N-bromosuccinimide (3.74 g, 12.80 mmol), and acetic acid (20 mL) was added sequentially to a round bottomed flask. The reaction mixture was stirred at room temperature for 2 hours. Upon completion of the reaction, the mixture was poured into distilled water and stirred with a glass rod to promote the formation of the precipitate. Subsequently, the precipitate was collected by filtration to afford the target product 2,5-dibromo-3,4-vinyl dioxythiophene (A4) as a white solid (2.50 g, 8.30 mmol, 83% yield). The product was characterized by 1H NMR (400 MHz, CDCl3) with chemical shift δ = 4.27 (s, 4H).
References
[1] Journal of the American Chemical Society, 2000, vol. 122, # 28, p. 6746 - 6753
[2] Journal of Organic Chemistry, 2003, vol. 68, # 13, p. 5357 - 5360
[3] Organic Letters, 2018, vol. 20, # 16, p. 4728 - 4731
[4] Journal of the American Chemical Society, 2000, vol. 122, # 41, p. 10121 - 10125
[5] Macromolecules, 2004, vol. 37, # 11, p. 4087 - 4098
5,7-Dibromo-2,3-dihydrothieno[3,4-b][1,4]dioxine Preparation Products And Raw materials
Raw materials
Preparation Products
5,7-Dibromo-2,3-dihydrothieno[3,4-b][1,4]dioxine Suppliers
- Tel
- 03-36680489
- Fax
- 03-3668-0520
- Sales-JP@TCIchemicals.com
- Country
- Japan
- ProdList
- 28387
- Advantage
- 80
View Lastest Price from 5,7-Dibromo-2,3-dihydrothieno[3,4-b][1,4]dioxine manufacturers
- Product
- 5,7-Dibromo-2,3-dihydrothieno[3,4-b][1,4]dioxine 174508-31-7
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-10
- Product
- 5,7-Dibromo-2,3-dihydrothieno[3,4-b][1,4]dioxine 174508-31-7
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-08
- Product
- 2,5-Dibromo-3,4-ethylenedioxythiophene 174508-31-7
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-06-27