2-Brompyridin

Bezeichnung:2-Brompyridin

CAS-Nr109-04-6

Englisch Name:2-Bromopyridine

CBNumberCB3465833

SummenformelC5H4BrN

Molgewicht158

MOL-Datei109-04-6.mol

Synonyma

2-Brompyridin

2-Brompyridin physikalisch-chemischer Eigenschaften

Schmelzpunkt	193°C
Siedepunkt	192-194 °C (lit.)
Dichte	1.657 g/mL at 25 °C (lit.)
Brechungsindex	n20/D 1.572(lit.)
Flammpunkt	130 °F
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit	20g/l
Aggregatzustand	Liquid
pka	pK1: 0.71(+1) (25°C)
Farbe	Clear colorless to pale brown
Wasserlöslichkeit	Slightly miscible with water.
BRN	105789
Henry's Law Constant	1.3×10⁰ mol/(m³Pa) at 25℃, Duchowicz et al. (2020)
Dielectric constant	24.02
Stabilität	Stable. Flammable. Incompatible with strong oxidizing agents, strong acids, acid chlorides.
InChI	1S/C5H4BrN/c6-5-3-1-2-4-7-5/h1-4H
InChIKey	IMRWILPUOVGIMU-UHFFFAOYSA-N
SMILES	Brc1ccccn1
LogP	1.42
CAS Datenbank	109-04-6(CAS DataBase Reference)
NIST chemische Informationen	Pyridine, 2-bromo-(109-04-6)
EPA chemische Informationen	Pyridine, 2-bromo- (109-04-6)

Sicherheit

Kennzeichnung gefährlicher	T,Xn,F
R-Sätze:	10-24/25-36/37/38-23/24/25-20/21/22
S-Sätze:	16-36/37-45-38-36/37/39-28A-26
RIDADR	UN 2929 6.1/PG 2
WGK Germany	3
RTECS-Nr.	US3850000
F	8
Hazard Note	Toxic
TSCA	TSCA listed
HazardClass	6.1
PackingGroup	II
HS Code	29333999
Speicherklasse	6.1A - Combustible acute toxic Cat. 1 and 2 very toxic hazardous materials
Hazard Classifications	Acute Tox. 2 Dermal Acute Tox. 3 Oral Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

Gefahreninformationscode (GHS)

2-Bromopyridine Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R10:Entzündlich.
R24/25:Giftig bei Berührung mit der Haut und beim Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R23/24/25:Giftig beim Einatmen, Verschlucken und Berührung mit der Haut.
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
S-Sätze Betriebsanweisung:
S16:Von Zündquellen fernhalten - Nicht rauchen.
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S38:Bei unzureichender Belüftung Atemschutzgerät anlegen.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
Chemische Eigenschaften
light yellow oily or dark red liquid. miscible with ethanol, ether, benzene and pyridine, still soluble in water.
Verwenden
2-Bromopyridine is a 2-halogenated pyridine used in the preparation of a variety of biologically active compounds such as antimalarial agents and beta-adrenoceptor agonist.
synthetische
2-Bromopyridine is synthesized from 2-aminopyridine by bromination. In industrial production, hydrobromic acid (over 48%) is first cooled to below 0°C, 2-aminopyridine is slowly added, and then liquid bromine is added dropwise in a salt bath under freezing, and the rate of addition is to control the reaction temperature below -5°C appropriate. After adding, add sodium nitrite aqueous solution dropwise, control the reaction temperature to be below 0°C, stir for 20-30min, dropwise add 50% sodium hydroxide solution, extract the reaction solution with ether, wash with water, dry with anhydrous sodium sulfate, filter, and recover Diethyl ether, the residue was distilled under reduced pressure, and the 88°C-94°C/3333Pa fraction was collected to obtain the finished product of 2-bromopyridine with a yield of 83.8%.
Definition
ChEBI: 2-bromopyridine is a monobromopyridine.
Application
2-Bromopyridine can be used as:
A building block in the formation of CN bond by various cross coupling reactions.
A reactant in Negishi cross-coupling reaction with aryl halides catalyzed by palladium.
A reactant in the synthesis of 2′-pyridyldifluoroacetate with ethyl bromodifluoroacetate in presence of copper as a catalyst.
Reaktionen
2-Bromopyridine reacts with butyllithium to give 2-lithiopyridine, which is a versatile reagent.Pyrithione can be prepared in a two-step synthesis from 2-bromopyridine by oxidation to the N-oxide with a suitable peracid followed by substitution using either sodium dithionite or sodium sulfide with sodium hydroxide to introduce the thiol functional group.
Flammability and Explosibility
Flammable
läuterung methode
Dry 2-bromopyridine over KOH for several days, then distil it from CaO under reduced pressure, and taking the middle fraction. [Beilstein 20/5 V 422.]

2-Bromopyridine Upstream-Materialien And Downstream Produkte

2-Brompyridin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

109-04-6, 2-Bromopyridine Verwandte Suche:

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