ChemicalBook > CAS DataBase List > 5,7-Dibromo-2,3-dihydrothieno[3,4-b][1,4]dioxine

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
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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
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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
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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..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
759791
Product name
2,5-Dibromo-3,4-ethylenedioxythiophene
Purity
97%
Packaging
5g
Price
$116
Updated
2023/01/07
TCI Chemical
Product number
D4056
Product name
2,5-Dibromo-3,4-ethylenedioxythiophene
Purity
>98.0%(GC)
Packaging
1g
Price
$65
Updated
2025/07/31
TCI Chemical
Product number
D4056
Product name
2,5-Dibromo-3,4-ethylenedioxythiophene
Purity
>98.0%(GC)
Packaging
5g
Price
$255
Updated
2025/07/31
TRC
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
Matrix Scientific
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
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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

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5,7-Dibromo-2,3-dihydrothieno[3,4-b][1,4]dioxine Suppliers

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View Lastest Price from 5,7-Dibromo-2,3-dihydrothieno[3,4-b][1,4]dioxine manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
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
Zhuozhou Wenxi import and Export Co., Ltd
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
Zhuozhou Wenxi import and Export Co., Ltd
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

174508-31-7, 5,7-Dibromo-2,3-dihydrothieno[3,4-b][1,4]dioxineRelated Search:

Tetrabutylammonium perchlorate Triethoxyvinylsilane N-Vinyl-2-pyrrolidone 4-(4-CHLORO-BENZYLOXY)-PHENYLAMINE 3,4-Ethylenedioxythiophene Isobutyl vinyl ether VINYL PROPIONATE Silicone rubber,methyl-vinyl Vinyl ester resin Vinyl resin 2,5-Dibromothiophene 3,4-Dimethoxythiophene 5-BROMO-2,3-DIHYDROTHIENO[3,4-B][1,4]DIOXINE 5,7-Dibromo-2,3-dihydrothieno[3,4-b][1,4]dioxine

  • 5,7-DIBROMO-2,3-DIHYDROTHIENO[3,4-B][1,4]DIOXINE
  • 5,7-Dibromo-2,3-dihydrothieno[3,4-b][1,4]dioxine 97%
  • 5,7-dibroMo-2H,3H-thieno[3,4-b][1,4]dioxine
  • 2,3-Dihydro[2,5-dibroMothioeno] [3,4-b]-1,4-dioxin
  • 4-b][1
  • 2,5-Dibromo-3,4-ethylenedioxythiophene 97%
  • 5,7-Dibromo-2,3-dihydrothieno[3,4-b][1,4]dioxine97%
  • 2,5-Dibromo-3,4-ethylenedioxythiophene&gt
  • Thieno[3,4-b]-1,4-dioxin, 5,7-dibromo-2,3-dihydro-
  • 5,7-Dibromo-2,3-dihydrothieno[3,4-b][1,4]dioxine ISO 9001：2015 REACH
  • CAS:174508-31-7
  • 5,7-Dibromo-2,3-dihydrothieno[3,4-b]-1,4-dioxin
  • 174508-31-7
  • C6H4Br2O2S
  • Thiophen
  • Materials Science
  • New Products for Materials Research and Engineering
  • Organic and Printed Electronics
  • Synthetic Intermediates
  • Synthetic Tools and Reagents
  • Thiophene Monomers and Building Blocks
  • Thiophens
  • Heterocyclic Compounds