2,6-Dibromopyridine
- Product Name
- 2,6-Dibromopyridine
- CAS No.
- 626-05-1
- Chemical Name
- 2,6-Dibromopyridine
- Synonyms
- 2,4-dibroMo-6-nitropyridine;2,6-dibromo-pyridin;2,6-DIBROMOPYRIDINE;Pyridine, 2,6-dibromo-;2,6-Dibromopyridine >2,6-Dibromopyridine,98%;2,6-DibroMopyridine, 98% 25GR;2,6-Dibromopyridine CAS 626-05-1;2,6-Dibromopyridine ISO 9001：2015 REACH;2,6-Dibromopyridine, 98%, for synthesis
- CBNumber
- CB2299002
- Molecular Formula
- C5H3Br2N
- Formula Weight
- 236.89
- MOL File
- 626-05-1.mol
2,6-Dibromopyridine Property
- Melting point:
- 117-119 °C (lit.)
- Boiling point:
- 255°C
- Density
- 2.0383 (rough estimate)
- refractive index
- 1.5800 (estimate)
- Flash point:
- 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)
Safety
- Hazard Codes
- Xi,T,T+
- Risk Statements
- 36/37/38-25-20/21-52-28-52/53-36/38
- Safety Statements
- 26-37/39-45-36/37/39-36-36/37-28-61
- RIDADR
- 2811
- WGK Germany
- 3
- RTECS
- US7883000
- Hazard Note
- Irritant
- HazardClass
- 6.1
- PackingGroup
- II
- HS Code
- 29333999
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H300Fatal if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- D43115
- Product name
- 2,6-Dibromopyridine
- Purity
- 98%
- Packaging
- 25g
- Price
- $118
- Updated
- 2024/03/01
- Product number
- D43115
- Product name
- 2,6-Dibromopyridine
- Purity
- 98%
- Packaging
- 100g
- Price
- $208
- Updated
- 2024/03/01
- Product number
- D1555
- Product name
- 2,6-Dibromopyridine
- Purity
- >98.0%(GC)
- Packaging
- 25g
- Price
- $34
- Updated
- 2024/03/01
- Product number
- D1555
- Product name
- 2,6-Dibromopyridine
- Purity
- >98.0%(GC)
- Packaging
- 250g
- Price
- $230
- Updated
- 2024/03/01
- Product number
- A15397
- Product name
- 2,6-Dibromopyridine, 98%
- Packaging
- 25g
- Price
- $72.6
- Updated
- 2024/03/01
2,6-Dibromopyridine Chemical Properties,Usage,Production
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.
2,6-Dibromopyridine Preparation Products And Raw materials
Raw materials
Preparation Products
2,6-Dibromopyridine Suppliers
- Tel
- 021-58099652-8005 13585536065
- Fax
- 021-58099609
- bin.wu@shlschem.com
- Country
- China
- ProdList
- 9816
- Advantage
- 59
- Tel
- 025-52614296 17761738099
- Fax
- 025-52614296
- cychemical@126.com
- Country
- China
- ProdList
- 53
- Advantage
- 55
- Tel
- 021-58892003
- info@qiaochem.com
- Country
- China
- ProdList
- 5881
- Advantage
- 65
- Tel
- 0531-8237592 15562613975
- Fax
- 0531-82375893
- 3416953599@qq.com
- Country
- China
- ProdList
- 1172
- Advantage
- 58
- Tel
- 18072846723
- caigou1@witofly.com
- Country
- China
- ProdList
- 18926
- Advantage
- 58
- Tel
- 0513-82104991 18912868322
- Fax
- QQ1907456386
- sales10@btcpharm.com
- Country
- China
- ProdList
- 1362
- Advantage
- 58
- Tel
- 010-82848833 400-666-7788
- Fax
- 86-10-82849933
- jkinfo@jkchemical.com
- Country
- China
- ProdList
- 96815
- Advantage
- 76
- Tel
- 4006608290; 18621169109
- Fax
- 86-21-61259102
- market03@meryer.com
- Country
- China
- ProdList
- 40241
- Advantage
- 62
- Tel
- +49 3493/605464
- Fax
- +49 3493/605470
- sales@intatrade.de
- Country
- Germany
- ProdList
- 3576
- Advantage
- 66
- Tel
- 821-50328103-801 18930552037
- Fax
- 86-21-50328109
- 3bsc@sina.com
- Country
- China
- ProdList
- 15848
- Advantage
- 69
View Lastest Price from 2,6-Dibromopyridine manufacturers
- Product
- 2,6-Dibromopyridine 626-05-1
- Price
- US $15.00-50.00/kg
- Min. Order
- 1kg
- Purity
- NLT98%
- Supply Ability
- 5 ton per month
- Release date
- 2023-04-02
- Product
- 2,6-Dibromopyridine 626-05-1
- Price
- US $15.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 5000 Ton
- Release date
- 2023-02-14
- Product
- 2,6-Dibromopyridine 626-05-1
- Price
- US $19.90/Kg/Drum
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10 mt
- Release date
- 2021-04-23