- 2,6-Dibromopyridine
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- $15.00 / 1kg
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2024-04-19
- CAS:626-05-1
- Min. Order: 1kg
- Purity: NLT98%
- Supply Ability: 5 ton per month
- 2,6-Dibromopyridine
-
- $15.00 / 1kg
-
2023-02-16
- CAS:626-05-1
- Min. Order: 1kg
- Purity: 99%
- Supply Ability: 5000 Ton
- 2,6-Dibromopyridine
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- $100.00 / 25kg
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2023-01-31
- CAS:626-05-1
- Min. Order: 1kg
- Purity: 99
- Supply Ability: 300tons
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| | 2,6-Dibromopyridine Basic information |
| Product Name: | 2,6-Dibromopyridine | | Synonyms: | 2,6-DIBROMOPYRIDINE;2,6-dibromo-pyridin;2,6-Dibromopyridine,98%;Pyridine, 2,6-dibromo-;2,6-DibroMopyridine, 98% 25GR;2,6-Dibromopyridine >;2,6-Dibromopyridine, 98%, for synthesis;2,6-Dibromopyridine ISO 9001：2015 REACH | | CAS: | 626-05-1 | | MF: | C5H3Br2N | | MW: | 236.89 | | EINECS: | 210-926-9 | | Product Categories: | alkyl bromide;Bromopyridines;Halopyridines;C5Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Building Blocks;C5;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyridines;Pyridine;Pyridine Series;Pyridines, Pyrimidines, Purines and Pteredines;bc0001 | | Mol File: | 626-05-1.mol |  |
| | 2,6-Dibromopyridine Chemical Properties |
| Melting point | 117-119 °C (lit.) | | Boiling point | 255°C | | density | 2.0383 (rough estimate) | | refractive index | 1.5800 (estimate) | | Fp | 213 °C | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | Chloroform (Slightly), Methanol (Slightly) | | pka | -3.65±0.10(Predicted) | | form | Crystalline Powder | | color | White to gray or buff | | Water Solubility | insoluble | | BRN | 108922 | | InChI | InChI=1S/C5H3Br2N/c6-4-2-1-3-5(7)8-4/h1-3H | | InChIKey | FEYDZHNIIMENOB-UHFFFAOYSA-N | | SMILES | C1(Br)=NC(Br)=CC=C1 | | CAS DataBase Reference | 626-05-1(CAS DataBase Reference) |
| | 2,6-Dibromopyridine Usage And Synthesis |
| Chemical Properties | White to light yellow crystalline powder | | Uses | 2,6-Dibromopyridine is used as a tridentate chelating ligand and in the formation of macrocycles containing the terpyridine moiety. It is also used to produce 6-bromo-2-methoxypyridine. | | Application | 2,6-Dibromopyridine is an important organic chemical reagent with a wide range of uses:
(1) Spectroscopic studies: There is a satisfactory correlation between the normal Raman spectra of 2,6-dibromopyridine in aqueous solution and the surface enhanced Raman (SER) spectra in silver-pure sols. In the SER spectra, the compounds are notable for the stretching of the vibrational modes of (py)CBr and (CC,CN)(py) in 2,6-dibromopyridine to give enhanced vibrational intensities at 1175 and 1369 cm-1 , respectively[1].
(2) Reaction reagent: Friedel–Crafts-type acylation of alkenes with acyl chlorides has been successfully conducted with a wide substrate scope by the combined use of AlCl3 and 2,6-dibromopyridine. Trisubstituted alkenes afford allylketones or vinylketones depending on the presence or absence of hydrogen atom(s) at the β-position to the acylation site, while monosubstituted alkenes exclusively afford vinylketones[2]. In addition, 2,6-Dibromopyridine can be brominated to form 2,4,6-tribromopyridine by reacting with a mixture of bromine at 450~ 550 °C[3]. It can also be lithiated with butyl lithium for the synthesis of L-739,010[4].
(3) A selective palladium-catalysed arylation of 2,6-dibromopyridine has been developed by employing N-heterocyclic carbene ligands. Selective mono-arylation was performed in water/acetonitrile solvent system at ambient temperature with catalyst loading of 0.1 mol%. This reaction was also found to proceed smoothly in water although at a slightly elevated temperature of 80 °C. 2,6-Disubstituted and diversely substituted 2,6-pyridines were also obtained in high yields which will be of importance to organic and medicinal chemists[5].
| | Purification Methods | Purify 2,6-dibromopyridine by steam distillation, then recrystallise it twice from EtOH. It does not form an HgCl2 salt. [den Hertog & Wibaut Recl Trav Chim Pays Bas 51 381 1932, Beilstein 20/5 V 435.] | | References | [1] S. CHATTOPADHYAY S. K B. Surface-enhanced Raman spectroscopy of 2,5-dibromopyridine and 2,6-dibromopyridine[J]. Spectrochimica acta. Part A: Molecular spectroscopy, 1992. DOI:10.1016/0584-8539(92)80253-S.
[2] SHINYA TANAKA*. Acylation of Alkenes with the Aid of AlCl3 and 2,6-Dibromopyridine[J]. Organic Letters, 2019. DOI:10.1021/acs.orglett.9b02688.
[3] H. J. HERTOG C. R K ;W Combe. Substitution reactions in the pyridine nucleus at elevated temperatures (I). The bromination of 2,6‐dibromopyridine[J]. Recueil des Travaux Chimiques des Pays-Bas, 2010. DOI:10.1002/RECL.19580770109.
[4] D. CAI T. V D Hughes. A study of the lithiation of 2,6-dibromopyridine with butyllithium, and its application to synthesis of L-739,010[J]. Tetrahedron Letters, 1996. DOI:10.1016/0040-4039(96)00336-X.
[5] PRAJAPATI D, SCHULZKE C, KINDERMANN M K, et al. Selective palladium-catalysed arylation of 2,6-dibromopyridine using N-heterocyclic carbene ligands?[J]. RSC Advances, 2015. DOI:10.1039/C5RA10561G.
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| | 2,6-Dibromopyridine Preparation Products And Raw materials |
| Raw materials | 2,3,4,5,6-PENTABROMOPYRIDINE-->6-BROMO-1-METHYLPYRIDIN-2(1H)-ONE-->2,6-Dibromopyridine oxide-->3-Aminopyridine-->2,6-Dibromopyridin-3-amine-->2,6-Dichloropyridine | | Preparation Products | 6-Bromopyridine-2-carbaldehyde-->6-Methoxypyridine-2-carbaldehyde-->6-TERT-BUTOXYPYRIDINE-2-CARBOXALDEHYDE-->2-Bromo-6-methoxypyridine-->2-Amino-6-methoxypyridine-->2,6-Dihydroxypyridine-->4-AMINO-2,6-DIBROMOPYRIDINE-->Acrivastine-->2-Amino-6-bromopyridine-->2-BROMO-6-(1H-PYRAZOL-1-YL)PYRIDINE-->6-ETHOXY-2-PYRIDINAMINE-->(6-BROMO-2-PYRIDINYL)-CARBAMIC ACID,1,1-DIMETHYLETHYL ESTER-->2,6-DIETHYNYLPYRIDINE |
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