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
InChI: 1S/C6H4Br2O2S/c7-5-3-4(6(8)11-5)10-2-1-9-3/h1-2H2
InChIKey: FHMRWRBNAIDRAP-UHFFFAOYSA-N
SMILES: Brc1sc(Br)c2OCCOc12
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
Storage Class: 13 - Non Combustible Solids
Hazard Classifications: Acute Tox. 4 Oral

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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: $55
Updated: 2026/03/19

TCI Chemical

Product number: D4056
Product name: 2,5-Dibromo-3,4-ethylenedioxythiophene
Purity: >98.0%(GC)
Packaging: 5g
Price: $217
Updated: 2026/03/19

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

Apolloscientific

Product number: OR9626
Product name: 5,7-Dibromo-2,3-dihydrothieno[3,4-b][1,4]dioxine
Purity: 97%
Packaging: 250mg
Price: $27
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

Americas 1 Belgium 1 Canada 1 China 129 Europe 1 France 1 India 3 Japan 1 South Korea 1 United Kingdom 2 United States 20 Global 161

J & K SCIENTIFIC LTD.

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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:

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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

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