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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;Lasmiditan Impurity 46;Pyridine, 2,6-dibromo-;2,6-Dibromopyridine,98%;2,6-Dibromopyridine >2,6-DibroMopyridine, 98% 25GR;2,6-Dibromopyridine CAS 626-05-1;2,6-Dibromopyridine ISO 9001：2015 REACH
CBNumber
CB2299002
Molecular Formula
C5H3Br2N
Formula Weight
236.89
MOL File
626-05-1.mol
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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)
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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
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
D43115
Product name
2,6-Dibromopyridine
Purity
98%
Packaging
25g
Price
$118
Updated
2024/03/01
Sigma-Aldrich
Product number
D43115
Product name
2,6-Dibromopyridine
Purity
98%
Packaging
100g
Price
$208
Updated
2024/03/01
TCI Chemical
Product number
D1555
Product name
2,6-Dibromopyridine
Purity
>98.0%(GC)
Packaging
25g
Price
$34
Updated
2024/03/01
TCI Chemical
Product number
D1555
Product name
2,6-Dibromopyridine
Purity
>98.0%(GC)
Packaging
250g
Price
$230
Updated
2024/03/01
Alfa Aesar
Product number
A15397
Product name
2,6-Dibromopyridine, 98%
Packaging
25g
Price
$72.6
Updated
2024/03/01
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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)CBr 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-Bromo-6-methoxypyridine 6-Methoxypyridine-2-carbaldehyde 2-BROMO-6-(1H-PYRAZOL-1-YL)PYRIDINE (6-BROMO-2-PYRIDINYL)-CARBAMIC ACID,1,1-DIMETHYLETHYL ESTER 2-Amino-6-bromopyridine 6-ETHOXY-2-PYRIDINAMINE 6-Bromopyridine-2-carbaldehyde 6-TERT-BUTOXYPYRIDINE-2-CARBOXALDEHYDE 2-Amino-6-methoxypyridine Acrivastine 2,6-Dihydroxypyridine 4-AMINO-2,6-DIBROMOPYRIDINE
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2,6-Dibromopyridine Suppliers

Americas 1 Belgium 3 Canada 1 China 415 Europe 4 France 4 Germany 10 India 55 Ireland 1 Japan 6 Jordan 1 Russia 1 Slovakia 1 South Korea 1 Switzerland 3 The Netherlands 1 Ukraine 2 United Kingdom 22 United States 74 Global 606
TCI Europe
Tel
320-37350700
Fax
+32 (0)37350701
Email
sales@tcieurope.eu
Country
Europe
ProdList
23671
Advantage
75
ecochem international chemical broker
Tel
--
Fax
--
Email
export@ecochem.dk
Country
Europe
ProdList
6371
Advantage
66
kemikalieimport
Tel
--
Fax
--
Email
Sales@kemikalieimport.dk
Country
Europe
ProdList
6685
Advantage
47
Camida
Tel
--
Fax
--
Email
info@camida.com
Country
Europe
ProdList
3704
Advantage
71
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View Lastest Price from 2,6-Dibromopyridine manufacturers

Anhui Dexinjia Biopharm Co., Ltd
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
Hebei Weibang Biotechnology Co., Ltd
Product
2,6-Dibromopyridine 626-05-1
Price
US $19.90/kg
Min. Order
1kg
Purity
99%
Supply Ability
10 mt
Release date
2024-11-13
Honest Joy Holdings Limited
Product
2,6-Dibromopyridine 626-05-1
Price
US $0.00/KG
Min. Order
1KG
Purity
98.7%
Supply Ability
100 tons
Release date
2022-02-20

626-05-1, 2,6-DibromopyridineRelated Search:

2,6-Dibromopyridine 2,6-Dibromopyridine oxide 3-Amino-2,6-dibromopyridine ,98% 2,6-Dibromo-3-nitropyridine 1,3-DIBROMOISOQUINOLINE 2,4,6-Tribromopyridine 2,5-DIBROMOPYRIDINE-3-BORONIC ACID 3,5-DIBROMOPYRIDINE 2,3-DIBROMOPYRIDINE,2,3-DIBROMOPYRIDINE 98% 2,6-Dibromopyridine-4-carboxylic acid 3,5-DIBROMOPYRIDINE 1-OXIDE,3,5-DIBROMOPYRIDINE-PYRIDIN 1-OXIDE, 98+% 4-Methyl-3,5-dibromopyridine 3,5-DIBROMO-2-FLUOROPYRIDINE/2-FLUORO-3,5-DIBROMOPYRIDINE 3,5-Dibromopyridine-2(1H)-one 3,5-DIBROMOPYRIDINE-2-CARBOXYLIC ACID 3,5-Dibromopyridine-4-carboxaldehyde 3,4-DIBROMOPYRIDINE 2,6-DIBROMOPYRIDINE-4-CARBOXALDEHYDE

  • 2,6-DIBROMOPYRIDINE
  • 2,6-dibromo-pyridin
  • 2,6-Dibromopyridine,98%
  • Pyridine, 2,6-dibromo-
  • 2,6-DibroMopyridine, 98% 25GR
  • 2,4-dibroMo-6-nitropyridine
  • 2,6-Dibromopyridine &gt
  • 2,6-Dibromopyridine, 98%, for synthesis
  • 2,6-Dibromopyridine ISO 9001：2015 REACH
  • 2,6-Dibromopyridine CAS 626-05-1
  • Lasmiditan Impurity 46
  • 626-05-1
  • 626-89-3
  • 626-05-3
  • 625-05-1
  • 626-06-1
  • C5H3BrN
  • Building Blocks
  • Pyridines
  • Halogenated Heterocycles
  • Heterocyclic Building Blocks
  • Bromopyridines
  • Halopyridines
  • 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