1,4-DIBROMO-2,5-DIIODOBENZENE
- Product Name
- 1,4-DIBROMO-2,5-DIIODOBENZENE
- CAS No.
- 63262-06-6
- Chemical Name
- 1,4-DIBROMO-2,5-DIIODOBENZENE
- Synonyms
- EA088;JACS-63262-06-6;1,4-DIBROMO-2,5-DIIODOBENZENE;1,4-dibroMo-2,5-diiodobenzenex;1,4-Dibromo-2,5-diiodobenzene>Benzene, 1,4-dibromo-2,5-diiodo-;1,4-Dibromo-2,5-diiodobenzene99%;1,4-Dibromo-2,5-diiodobenzene 99%;OC1702, 1,4-Dibromo-2,5-diiodobenzene
- CBNumber
- CB7460245
- Molecular Formula
- C6H2Br2I2
- Formula Weight
- 487.7
- MOL File
- 63262-06-6.mol
1,4-DIBROMO-2,5-DIIODOBENZENE Property
- Melting point:
- 163-165℃
- Boiling point:
- 377.2±42.0 °C(Predicted)
- Density
- 2.938
- storage temp.
- 2-8°C(protect from light)
- solubility
- soluble in Toluene
- form
- powder to crystal
- color
- White to Almost white
- Sensitive
- Light Sensitive
- InChI
- InChI=1S/C6H2Br2I2/c7-3-1-5(9)4(8)2-6(3)10/h1-2H
- InChIKey
- IVKPEQAIHJWGGT-UHFFFAOYSA-N
- SMILES
- C1(Br)=CC(I)=C(Br)C=C1I
Safety
- Hazard Codes
- Xi
- HS Code
- 2903998090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
N-Bromosuccinimide Price
- Product number
- D3904
- Product name
- 1,4-Dibromo-2,5-diiodobenzene
- Packaging
- 5G
- Price
- $135
- Updated
- 2025/07/31
- Product number
- D3904
- Product name
- 1,4-Dibromo-2,5-diiodobenzene
- Packaging
- 25G
- Price
- $457
- Updated
- 2025/07/31
- Product number
- 411304
- Product name
- 1,4-Dibromo-2,5-diiodobenzene
- Packaging
- 1g
- Price
- $355
- Updated
- 2021/12/16
- Product number
- D425260
- Product name
- 1,4-Dibromo-2,5-diiodobenzene
- Packaging
- 25g
- Price
- $1460
- Updated
- 2021/12/16
- Product number
- D425260
- Product name
- 1,4-Dibromo-2,5-diiodobenzene
- Packaging
- 1g
- Price
- $85
- Updated
- 2021/12/16
1,4-DIBROMO-2,5-DIIODOBENZENE Chemical Properties,Usage,Production
Uses
1,4-Dibromo-2,5-diiodobenzene is a useful synthetic intermediate in the synthesis of Benzo[1,2-b:4,5-b'']dithiophene (B200100); a reagent in the synthesis of high-crystalline medium-band-gap polymers used for organic photovoltaic cells. Benzo[1,2-b:4,5-b'']dithiophene is also a precursor in the preparation of benzodithiophene derivatives which are useful as hole injection material, hole transport material, or fluorescent material in organic electroluminescence devices.
Synthesis
106-37-6
63262-06-6
General procedure for the synthesis of 1,4-dibromo-2,5-diiodobenzene from 1,4-dibromobenzene: In a three-necked flask equipped with a 1-liter mechanical stirrer, 16.7 g (73.0 mmol) of periodic acid and 525 ml of sulfuric acid were added. After the periodate was completely dissolved, 36.4 g (219 mmol) of potassium iodide was added in batches. The reaction mixture was cooled to -30°C, followed by the slow addition of 34.5 g (146 mmol) of 1,4-dibromobenzene over 5 min. The resulting mixture was stirred continuously at -25°C for 36 hours. Upon completion of the reaction, the mixture was poured into 2 Kg of ice and the solid product was collected by filtration. The solid was dissolved in chloroform and the organic phase was washed sequentially with 5% aqueous sodium hydroxide and deionized water, then dried with anhydrous magnesium sulfate. After concentration under reduced pressure, the residue was recrystallized by chloroform to give 36.0 g of white crystals (50% yield).1H NMR (CDCl3, 21 °C): δ = 8.02 (s, 2H). The 1H NMR spectrum was consistent with the data reported in the literature for 1,4-dibromo-2,5-diiodobenzene, confirming the successful synthesis of the target product.
References
[1] Organic Letters, 2009, vol. 11, # 20, p. 4656 - 4659
[2] Journal of Organic Chemistry, 2003, vol. 68, # 23, p. 8750 - 8766
[3] Journal of the American Chemical Society, 2011, vol. 133, # 10, p. 3284 - 3287
[4] Patent: CN106543216, 2017, A. Location in patent: Paragraph 0023; 0024; 0036; 0043
[5] Patent: CN108117563, 2018, A. Location in patent: Paragraph 0028; 0029; 0030
1,4-DIBROMO-2,5-DIIODOBENZENE Preparation Products And Raw materials
Raw materials
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View Lastest Price from 1,4-DIBROMO-2,5-DIIODOBENZENE manufacturers
- Product
- 1,4-DIBROMO-2,5-DIIODOBENZENE 63262-06-6
- Price
- US $6.00-1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-03-28
- Product
- 1,4-DIBROMO-2,5-DIIODOBENZENE 63262-06-6
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 40%-99%
- Supply Ability
- 1000kg
- Release date
- 2018-08-20