2,6-DIBROMO-1,5-DIHYDROXYNAPHTHALENE
- CAS No.
- 84-59-3
- Chemical Name:
- 2,6-DIBROMO-1,5-DIHYDROXYNAPHTHALENE
- Synonyms
- 2,6-dibromo-5-naphthalenediol;2,6-dibromonaphthalene-1,5-diol;2,6-DIBROMO-1,5-NAPHTHALENEDIOL;1,5-Naphthalenediol, 2,6-dibromo-;2,6-DIBROMO-1,5-DIHYDROXYNAPHTHALENE;1,5-DIHYDROXY-2,6-DIBROMONAPHTHALENE;2,6-Dibromo-1,5-dihydroxynaphthalene>
- CBNumber:
- CB3347579
- Molecular Formula:
- C10H6Br2O2
- Molecular Weight:
- 317.96
- MDL Number:
- MFCD00021473
- MOL File:
- 84-59-3.mol
- MSDS File:
- SDS
| Product description | Number | Pack Size | Price |
| 2,6-DIBROMO-1,5-DIHYDROXYNAPHTHALENE AldrichCPR | S348775 | 1 unit | $197 |
| 2,6-Dibromo-1,5-dihydroxynaphthalene >93.0%(T) | D2593 | 5g | $193 |
| 2,6-Dibromo-1,5-dihydroxynaphthalene >93.0%(T) | D2593 | 25g | $753 |
| 2,6-Dibromo-1,5-naphthalenediol | D425665 | 5G | $155 |
| 2,6-Dibromo-1,5-dihydroxynaphthalene | 3009AC | 25g | $812 |
| More product size | |||
| Boiling point | 397.4±37.0 °C(Predicted) |
|---|---|
| Density | 2.081±0.06 g/cm3(Predicted) |
| storage temp. | Sealed in dry,Room Temperature |
| form | powder to crystal |
| pka | 6.19±0.50(Predicted) |
| color | Light yellow to Amber to Dark green |
| CAS DataBase Reference | 84-59-3(CAS DataBase Reference) |
| FDA UNII | D3BHJ6NH78 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P233-P260-P261-P264-P271-P280-P302+P352-P304-P304+P340-P305+P351+P338-P312-P321-P332+P313-P337+P313-P340-P362-P403-P403+P233-P405-P501 | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 26-36/37/39 | |||||||||
| HS Code | 2908.19.6000 | |||||||||
| NFPA 704 |
|
2,6-DIBROMO-1,5-DIHYDROXYNAPHTHALENE price More Price(16)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | S348775 | 2,6-DIBROMO-1,5-DIHYDROXYNAPHTHALENE AldrichCPR | 84-59-3 | 1 unit | $197 | 2026-03-19 | Buy |
| TCI Chemical | D2593 | 2,6-Dibromo-1,5-dihydroxynaphthalene >93.0%(T) | 84-59-3 | 5g | $193 | 2026-03-19 | Buy |
| TCI Chemical | D2593 | 2,6-Dibromo-1,5-dihydroxynaphthalene >93.0%(T) | 84-59-3 | 25g | $753 | 2026-03-19 | Buy |
| TRC | D425665 | 2,6-Dibromo-1,5-naphthalenediol | 84-59-3 | 5G | $155 | 2021-12-16 | Buy |
| AK Scientific | 3009AC | 2,6-Dibromo-1,5-dihydroxynaphthalene | 84-59-3 | 25g | $812 | 2021-12-16 | Buy |
2,6-DIBROMO-1,5-DIHYDROXYNAPHTHALENE Chemical Properties,Uses,Production
Uses
2,6-Dibromo-1,5-naphthalenediol is a useful synthetic intermediate. It is used to prepare semiconducting polyphenyls and polythiophenes via microwave-assisted Suzuki and Stille cross-coupling reactions. It is also used to prepare and polymerize adamantane or phenylenevinylene or naphthalenevinylene-containing monomers.
Synthesis
83-56-7
84-59-3
Example 17- Synthesis of 2,6-dibromonaphthalene-1,5-diol: 1,5-dihydroxynaphthalene (115.2 g) was suspended in acetonitrile (800 mL) under nitrogen protection. Subsequently, N,N-dimethylformamide (DMF) solution of N-bromosuccinimide (NBS) (400 mL containing 254 g of NBS) was added slowly and dropwise. The reaction mixture was stirred at room temperature and the reaction progress was monitored by gas chromatography-mass spectrometry (GC-MS). Upon completion of the reaction, the reaction was quenched by the addition of water. The resulting precipitate was collected by filtration and washed with plenty of water to give 2,6-dibromonaphthalene-1,5-diol in 80% yield. Mass spectrometry (electrospray ionization, ESI) analysis resulted in a calculated value (C10H6Br2O2) of 317.9614 and a measured value of 317.9.
References
[1] Journal of Organic Chemistry, 2017, vol. 82, # 15, p. 8234 - 8241
[2] Patent: US2011/224445, 2011, A1. Location in patent: Page/Page column 19
[3] Patent: WO2013/149001, 2013, A2. Location in patent: Paragraph 00139
[4] Tetrahedron Letters, 2017, vol. 58, # 40, p. 3854 - 3858
[5] Organic Electronics: physics, materials, applications, 2014, vol. 15, # 12, p. 3558 - 3567
2,6-DIBROMO-1,5-DIHYDROXYNAPHTHALENE Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Alchem Pharmtech,Inc. | 8485655694 | sales@alchempharmtech.com | United States | 63687 | 58 |
| Richest Group Ltd | 18017061086 | oled@richest-group.com | CHINA | 5600 | 58 |
| Career Henan Chemica Co | +86-0371-86658258 +8613203830695 | laboratory@coreychem.com | China | 30228 | 58 |
| Unipharm pharmaceutical industry Co., Ltd | 536-8266195 +8613953676784 | lee@unipharm-sd.com | China | 1202 | 58 |
| Dayang Chem (Hangzhou) Co.,Ltd. | +86-0571-88938639 +8617705817739 | info@dycnchem.com | China | 52705 | 58 |
| HANGZHOU LEAP CHEM CO., LTD. | +86-571-87711850 | market18@leapchem.com | China | 43333 | 58 |
| Shanghai Acmec Biochemical Technology Co., Ltd. | +86-18621343501; +undefined18621343501 | product@acmec-e.com | China | 33324 | 58 |
| Aladdin Scientific | tp@aladdinsci.com | United States | 57505 | 58 | |
| SHANGHAI KEAN TECHNOLOGY CO., LTD. | +8613817748580 | cooperation@kean-chem.com | China | 40066 | 58 |
| Amadis Chemical Company Limited | 571-89925085 | sales@amadischem.com | China | 131957 | 58 |
