2,6-Dibromopyridine

ChemicalBook > CAS DataBase List > 2,6-Dibromopyridine

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

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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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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 Duling International Trade Co. LTD

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

Hebei Guanlang Biotechnology Co., Ltd.

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

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

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

Chemical Synthesis

Halogenated Heterocycles

Heterocyclic Building Blocks

Pyridines

Pyridine

Pyridine Series

Pyridines, Pyrimidines, Purines and Pteredines

bc0001