2-Bromo-5-iodopyridine

Bezeichnung:2-Bromo-5-iodopyridine

CAS-Nr73290-22-9

Englisch Name:2-Bromo-5-iodopyridine

CBNumberCB0338941

SummenformelC5H3BrIN

Molgewicht283.89

MOL-Datei73290-22-9.mol

2-Bromo-5-iodopyridine physikalisch-chemischer Eigenschaften

Schmelzpunkt	121-123 °C (lit.)
Siedepunkt	278.6±20.0 °C(Predicted)
Dichte	2.347±0.06 g/cm3(Predicted)
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
Aggregatzustand	Powder
pka	-1.23±0.10(Predicted)
Farbe	White to off-white
Sensitive	Light Sensitive
BRN	109100
InChI	InChI=1S/C5H3BrIN/c6-5-2-1-4(7)3-8-5/h1-3H
InChIKey	LLKRSJVPTKFSLS-UHFFFAOYSA-N
SMILES	C1(Br)=NC=C(I)C=C1
CAS Datenbank	73290-22-9(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xn,Xi
R-Sätze:	22-37/38-41
S-Sätze:	26-36/39
WGK Germany	3
HazardClass	IRRITANT
HS Code	29333990
Speicherklasse	11 - Combustible Solids
Hazard Classifications	Acute Tox. 4 Oral Eye Dam. 1 Skin Irrit. 2 STOT SE 3

Gefahreninformationscode (GHS)

2-Bromo-5-iodopyridine Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
R37/38:Reizt die Atmungsorgane und die Haut.
R41:Gefahr ernster Augenschäden.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/39:Bei der Arbeit geeignete Schutzkleidung und Schutzbrille/Gesichtsschutz tragen.
Chemische Eigenschaften
White crystalline
Verwenden
2-Bromo-5-iodopyridine can be used to develop fluorescent compounds (manisyl-substituted terpyridine, bipyridine, and phenanthroline). It is also a useful reagent for investigating the structure/activity relationships of non-nucleoside adenosine kinase inhibitors.
Synthese

20511-12-0

73290-22-9

General procedure for the synthesis of 2-bromo-5-iodopyridine from 2-amino-5-iodopyridine: Bromine (3 mL) was slowly added dropwise to a mixture of 2-amino-5-iodopyridine (5 g, 20 mmol) dissolved in 48% aqueous hydrobromic acid (10 mL), and the reaction system was cooled by an ice bath to maintain the reaction at low temperature. Subsequently, sodium nitrite (3.4 g, dissolved in 5 mL of water) solution was added dropwise, and the reaction temperature was controlled not to exceed 15 °C. After the dropwise addition, a solution of sodium hydroxide (16 g) in water (40 mL) was added. A brown solid precipitated from the reaction mixture and was extracted with dichloromethane (50 mL). The organic phases were combined, washed sequentially with water and saturated saline, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to afford the target product 2-bromo-5-iodopyridine (4.4 g, 78% yield).
Einzelnachweise
[1] Journal of Heterocyclic Chemistry, 2017, vol. 54, # 5, p. 2656 - 2663
[2] Journal of Organic Chemistry, 2009, vol. 74, # 15, p. 5228 - 5236
[3] Bioorganic and Medicinal Chemistry, 1999, vol. 7, # 3, p. 467 - 479
[4] Patent: WO2005/92304, 2005, A2. Location in patent: Page/Page column 42
[5] Tetrahedron, 2002, vol. 58, # 14, p. 2885 - 2890

2-Bromo-5-iodopyridine Upstream-Materialien And Downstream Produkte

2-Bromo-5-iodopyridine Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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