3,5-Dibromopyridine
- CAS No.
- 625-92-3
- Chemical Name:
- 3,5-Dibromopyridine
- Synonyms
- NSC 6209;3,5-Dibrompyridin;IFLAB-BB F1995-0190;3,5-DIBROMOPYRIDINE;3,5-dibormopyridine;TIMTEC-BB SBB003237;Pyridine, 3,5-dibromo-;3,5-Dibromopyridine>Perampanel Impurity 12;3,5-Dibromopyridine,99%
- CBNumber:
- CB1333488
- Molecular Formula:
- C5H3Br2N
- Molecular Weight:
- 236.89
- MOL File:
- 625-92-3.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/7/2 14:09:54
| Melting point | 110-115 °C (lit.) |
|---|---|
| Boiling point | 222 °C |
| Density | 2.0383 (rough estimate) |
| refractive index | 1.5800 (estimate) |
| storage temp. | Inert atmosphere,Room Temperature |
| solubility | DMSO (Slightly, Heated), Methanol (Slightly) |
| pka | 0.52±0.20(Predicted) |
| form | Needle-Like Crystals |
| color | White to light beige |
| Water Solubility | Soluble in Chloroform and Methanol. Insoluble in water. |
| BRN | 108477 |
| InChIKey | SOSPMXMEOFGPIM-UHFFFAOYSA-N |
| CAS DataBase Reference | 625-92-3(CAS DataBase Reference) |
| NIST Chemistry Reference | 3,5-Dibromopyridine(625-92-3) |
| EPA Substance Registry System | 3,5-Dibromopyridine (625-92-3) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319 | |||||||||
| Precautionary statements | P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313 | |||||||||
| Hazard Codes | Xi,Xn | |||||||||
| Risk Statements | 36/37/38-20/21/22 | |||||||||
| Safety Statements | 26-36-36/37/39 | |||||||||
| RIDADR | UN2811 | |||||||||
| WGK Germany | 3 | |||||||||
| HazardClass | IRRITANT | |||||||||
| HS Code | 29333999 | |||||||||
| NFPA 704 |
|
3,5-Dibromopyridine price More Price(6)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | 120162 | 3,5-Dibromopyridine ≥98.0% | 625-92-3 | 10G | ₹7815.65 | 2022-06-14 | Buy |
| ALFA India | ALF-A10875-22 | 3,5-Dibromopyridine, 98+% | 625-92-3 | 100g | ₹16739 | 2022-05-26 | Buy |
| ALFA India | ALF-A10875-14 | 3,5-Dibromopyridine, 98+% | 625-92-3 | 25g | ₹6908 | 2022-05-26 | Buy |
| ALFA India | ALF-A10875-06 | 3,5-Dibromopyridine, 98+% | 625-92-3 | 5g | ₹3444 | 2022-05-26 | Buy |
| TCI Chemicals (India) | D2573 | 3,5-Dibromopyridine min. 98.0 % | 625-92-3 | 5G | ₹4800 | 2022-05-26 | Buy |
3,5-Dibromopyridine Chemical Properties,Uses,Production
Chemical Properties
Light-Yellow Solid
Uses
3-Acetylamino-5-ethoxypyridine was prepared by converting 3, 5-dibromopyridine with sodium ethylate into 3-bromo-5-ethoxypyridine, allowing this substance to interact with ammonia and acetylating the aminoethoxypyridine thus formed with acetic anhydride. Lithiation of 3, 5-dibromopyridine with LDA and subsequent reaction with electrophiles provided 4-alkyl-3, 5-dibromopyridines 2 in high yield. Ligand was prepared by a Pd(0)-catalyzed cross-coupling reaction of 3,5-dibromopyridine and 5-tributylstannyl-3,3?-bipyridine. The synthesis of 3, 5-bis (2-indolyl) pyridine and 3-[(2-indolyl)-5-phenyl] pyridine derivatives as includes Stille or Suzuki type reactions, which were realized on the 3,5-dibromopyridine.
Application
3,5-Dibromopyridine (3,5-DBP) can be used for:
(1) Spectroscopic analysis: FTIR and FT Raman spectra in the solid phase of 3,5-DBP and 3,5- dichloro-2,4,6-trifluoropyridine (3,5-DCTFP) were recorded in the regions of 4000-400 cm-1 and 3500-100 cm-1, respectively[1].
(2) Chemical reactions: 3,5-DBP can be reacted with phenyl isocyanate. chemoselective Staudinger-Phosphite reaction of 2,4,6-triazido-3,5-dibromopyridine azide moiety[2-3].
(3) Organic synthesis: Using 3,5-dibromopyridine as raw material can be used to prepare 3-acetamido-5-ethoxypyridine[4].
General Description
3,5-Dibromopyridine undergoes lithiation with lithium diisopropylamide and on subsequent reaction with electrophiles yields 4-alkyl-3,5-dibromopyridines.
References
[1] V. KRISHNAKUMAR R. J X. Density functional theory calculations and vibrational spectra of 3,5-dibromopyridine and 3,5-dichloro-2,4,6-trifluoropyridine[J]. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 2005. DOI:10.1016/j.saa.2004.03.038.
[2] SERGEI V. CHAPYSHEV Igor K Y Alexander V Chernyak. Chemoselective Staudinger-Phosphite Reaction on the Azido Groups of 2,4,6-Triazido-3,5-dibromopyridine[J]. Journal of Heterocyclic Chemistry, 2015. DOI:10.1002/jhet.2339.
[3] T. HISANO M. I Toshikazu Matsuoka. THE REACTION OF 3,5-DIBROMOPYRIDINE N-OXIDE WITH PHENYL ISOCYANATE[J]. ChemInform, 1974. DOI:10.1002/CHIN.197448358.
[4] H. J. HERTOG A. V D L A W M Falter. The reactivity of bromine atoms in brominated pyridines. The preparation of 3-acetylamino-5-ethoxypyridine from 3,5-dibromopyridine?[J]. Recueil des Travaux Chimiques des Pays-Bas, 1948. DOI:10.1002/RECL.19480670507.
3,5-Dibromopyridine Preparation Products And Raw materials
Raw materials
Preparation Products
1of4
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