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2,5-Dibromopyridine

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2,5-Dibromopyridine Basic information
Product Name:2,5-Dibromopyridine
Synonyms:2,5-DIBROMOPYRIDINE;PYRIDINE, 2,5-DIBROMO-;Dibromopyridine;2,5-Dibromopyridine, 97+%;2,5-dibromopyridin;2,5-DIBROMOPYRIDINE 2,5-DIBROMOPYRIDINE;2,5-Dibromo pyridine ,98%;2,5-DibroMopyridine, 97% 10GR
CAS:624-28-2
MF:C5H3Br2N
MW:236.89
EINECS:210-839-6
Product Categories:alkyl bromide;Building Blocks;C5;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks;Brominated heterocyclic series;Aromatics;Bases & Related Reagents;Nucleotides;Aromatics Compounds;Bromopyridines;Halopyridines;Pyridine series;C5Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Nitrogen cyclic compounds;blocks;Bromides;Pyridines;pyridine derivative;Pyridines, Pyrimidines, Purines and Pteredines;Halides;Pyridine;Pyridines derivates;bc0001;624-28-2
Mol File:624-28-2.mol
2,5-Dibromopyridine Structure
2,5-Dibromopyridine Chemical Properties
Melting point 92-95 °C (lit.)
Boiling point 235 °C / 772mmHg
density 2.0383 (rough estimate)
refractive index 1.5800 (estimate)
Fp 62℃
storage temp. Inert atmosphere,Room Temperature
solubility Chloroform (Slightly), Methanol (Slightly)
pka-1.57±0.10(Predicted)
form Crystalline Powder
color Almost white or light beige to brown
Water Solubility insoluble
BRN 109099
InChIInChI=1S/C5H3Br2N/c6-4-1-2-5(7)8-3-4/h1-3H
InChIKeyZHXUWDPHUQHFOV-UHFFFAOYSA-N
SMILESC1(Br)=NC=C(Br)C=C1
CAS DataBase Reference624-28-2(CAS DataBase Reference)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 36/37/38-20/21/22
Safety Statements 26-37/39-36/37/39-36
RIDADR UN2811
WGK Germany 3
HazardClass IRRITANT
HS Code 29333999
Storage Class11 - Combustible Solids
MSDS Information
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2,5-Dibromopyridine Usage And Synthesis
Description Pyridine and its derivatives are distributed widely by nature. Many plant constituents are as contain pyridine ring compounds in the structure of alkaloids, etc.; they are the bases producing many vital compounds and are indispensable raw materials during medicine, agricultural chemicals, dyestuff, tension-active agents, rubber ingredients, fodder additives, foodstuff additives, tackiness agents, etc. are produced.2,5-dibromo pyridine is an important intermediate of organic synthesis and is mainly used in medicine intermediate, organic synthesis, and organic solvent, can also be applicable to aspects such as DYE PRODUCTION, pesticide production and spices. Selective monolithiation of 2,5-dibromopyridine at either the 2-position or the 5-position is reported. Solvent and concentration strongly influence the selectivity. Coordinating solvents and higher concentration favour the 5-position, while non-coordinating solvents and lower concentration favour the 2-position[1].
Chemical Properties2,5-Dibromopyridine is an off-white crystalline solid. It is insoluble in water but soluble in strong polar organic solvents. It exhibits strong alkalinity.
Uses2,5-Dibromopyridine (cas# 624-28-2) is a compound useful in organic synthesis.
PreparationTo synthesize 2,5-dibromopyridine, follow these steps:
Add 2-amino-5-bromopyridine (13.0 kg) into a water-cooled solution at 10 °C.
Slowly add 47% aqueous hydrogen bromide (37 L) to the mixture.
Introduce liquid bromine (11 L) into the mixture.
Maintain the reaction temperature below 10 °C.
Prepare a solution of NaNO2 (16.1 kg) and H2O (19 L) and add it dropwise to the mixture while keeping the temperature between 0-5 °C.
Stir the reaction mixture for 30 minutes.
Treat the mixture with a solution of NaOH (28.0 kg) in water (30 L) at a controlled rate below 20-25 °C.
Extract the reaction mixture with diethyl ether (3 × 40 L).
Dry the organic layer with anhydrous Na2SO4.
Remove the desiccant by filtration.
Evaporate the resulting filtrate under reduced pressure to dryness.
Suspend the residue in heptane (10 L).
Collect the target product molecule, 2,5-dibromopyridine, by filtration.
Synthesis method of 2,5-dibromopyridine
Application2,5-Dibromopyridine is the important intermediate of organic synthesis, is mainly used in medicine intermediate, organic synthesis, organic solvent, also can be applicable to the aspects such as DYE PRODUCTION, pesticide producing and spices.
References [1] Xin Wang. “Selective monolithiation of 2,5-dibromopyridine with butyllithium.” Tetrahedron Letters 41 1 (2000): 4335–4338.
Tag:2,5-Dibromopyridine(624-28-2) Related Product Information
3,5-DIBROMOPYRIDINE 1,2-DIBROMOETHYLENE 1,3-Bis(bromomethyl)benzene 2,2-Bis(bromomethyl)propane-1,3-diol DBDCB 1,3-Dibromo-5,5-dimethylhydantoin 2,3-Dibromosuccinic acid 2,4-DIBROMOPENTANE 2-Chloro-3-cyanopyridine 1,2-Dibromopropane 2-PHENYL-1,3,2-DIOXABORINANE PeraMpanel 6'-Methoxy-2,3'-bipyridine PeraMpanel 5'-(2-cyanophenyl)-6'-oxo-1'-phenyl-1',6'-dihydro-[2,3'-bipyridine] 1-oxide 4-(6'-oxo-1'-phenyl-1',6'-dihydro-[2,3'-bipyridin]-5'-yl)benzonitrile 2-bromo-3-(1,3,2-dioxaborinan-2-yl)benzonitrile 2-Cyanophenylboronic acid

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