2,5-Dibrompyridin

2,5-Dibromopyridine

HCID 69353CAS 624-28-2

Grundinformationen

Standard-SMILES
Brc1ccc(Br)nc1
InChIKey
ZHXUWDPHUQHFOV-UHFFFAOYSA-N
Summenformel
C5H3Br2N
Durchschnittliche Molmasse
236,89 g/mol
Monoisotopische Masse
234,8632233

Namen und Bezeichner

Bevorzugter Name
2,5-Dibromopyridine
IUPAC
2,5-dibromopyridine
Lokaler Name
2,5-Dibrompyridin
Englischer Name
2,5-Dibromopyridine
Summenformel
C5H3Br2N
Molmasse
236.89

Namen und Synonyme

2,5-Dibromopyridine624-28-2Pyridine, 2,5-dibromo-EINECS 210-839-6(2,5-DBrPyr)DTXSID00211452NSC 76597RefChem:82777DTXCID00133943210-839-6ZHXUWDPHUQHFOV-UHFFFAOYSA-N2,5-dibromo-pyridine
Weitere Namen anzeigen
Dibromopyridine5-DibroMop2,5-DBr-Py5-DibroMopyridine2,5-Dibrompyridin2,5 dibromopyrdine
2,5-DIBROMOPYRIDINMFCD00006221NSC-765972,5-Dibromo Pyridine67987-57-93,6-DIBROMOPYRIDINENSC765972,5-dibrompyridine

Datenbank-Bezeichner

CAS
624-28-2
PubChem CID
69353
DTXSID
DTXSID00211452
UNII
V4W4Z4K29X
EC Number
210-839-6
Nikkaji
J79.763D

Eigenschaften

Berechnete Struktureigenschaften

XLogP
2,6
Polarare Oberfläche (TPSA)
12,9 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
1
Frei drehbare Bindungen
0
Schwere Atome
8

Experimentelle und physikochemische Eigenschaften

Chemical ClassesNitrogen Compounds -> Pyridines
Physical DescriptionDark brown powder; [Sigma-Aldrich MSDS]

Physikochemische Eigenschaften

Schmelzpunkt
92 · 92-95 °C (lit.)
Siedepunkt
235 °C · 235 °C / 772mmHg
Dichte
2.0383 · 2.0383 (rough estimate)
Brechungsindex
1.58 · 1.5800 (estimate)
Flammpunkt
62 ℃ · 62℃
storage temp.
Inert atmosphere,Room Temperature

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 48 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 2 Einträge

Status: No longer Valid Update: 17-10-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/30054

2,5-Dibromopyridine: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryA skin and strong eye irritant; [Sigma-Aldrich MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Sicherheitsdaten

wgk
3
ridadr
UN2811
hs_code
29333999
risk_code
36/37/38-20/21/22
hazard_code
Xi,Xn
safety_code
26-37/39-36/37/39-36

Chemie und Industrie

Anwendungen · 2 Einträge

BeschreibungPyridine 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].

Verwenden2,5-Dibromopyridine (cas# 624-28-2) is a compound useful in organic synthesis.

Darstellung · 1 Eintrag

synthetischeTo 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

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