Grundinformationen
- Standard-SMILES
Brc1ccccn1- InChIKey
IMRWILPUOVGIMU-UHFFFAOYSA-N- Summenformel
- C5H4BrN
- Durchschnittliche Molmasse
- 158 g/mol
- Monoisotopische Masse
- 156,95271123
Überblick
2-bromopyridine is a monobromopyridine.
Namen und Bezeichner
- Bevorzugter Name
- 2-Bromopyridine
- IUPAC
- 2-bromopyridine
- Lokaler Name
- 2-Brompyridin
- Englischer Name
- 2-Bromopyridine
- Summenformel
- C5H4BrN
- Molmasse
- 158
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
109-04-6- PubChem CID
- 7973
- DTXSID
DTXSID6051564- ChEMBL
CHEMBL331374- ChEBI
CHEBI:51574- UNII
- 7Z7MLC4VD8
- EC Number
- 203-641-6
- Nikkaji
- J32.655K
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 1,4
- Polarare Oberfläche (TPSA)
- 12,9 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 1
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 7
- Formalladung
- 0
- Komplexität
- 56
Experimentelle und physikochemische Eigenschaften
Physikochemische Eigenschaften
- Schmelzpunkt
- 193 °C · 193°C
- Siedepunkt
- 192 · 192-194 °C (lit.)
- Dichte
- 1.657 g/mL · 1.657 g/mL at 25 °C (lit.)
- Brechungsindex
- 20 · n20/D 1.572(lit.)
- Flammpunkt
- 130 °F · 130 °F
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- Löslichkeit
- 20 g/l · 20g/l
- Aggregatzustand
- Liquid
- pka
- 1 · pK1: 0.71(+1) (25°C)
- Farbe
- Clear colorless to pale brown
- Wasserlöslichkeit
- Slightly miscible with water.
- BRN
- 105789 · 105789
- Henry's Law Constant
- 1.3 · 1.3×100 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
- Dielectric constant
- 24.02 · 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 · 1.42
- CAS Datenbank
- 109 · 109-04-6(CAS DataBase Reference)
- NIST chemische Informationen
- 2 · Pyridine, 2-bromo-(109-04-6)
- EPA chemische Informationen
- 2 · Pyridine, 2-bromo- (109-04-6)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Danger
H226 (16.7%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P261, P262, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P316, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 60 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information
Chemical: Pyridine, 2-bromo-
Status: Active Update: 16-06-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/18620
2-Bromopyridine: HSNO Approval: HSR006014 Approved with controls
Toxikologische Informationen
EPA Provisional Peer-Reviewed Toxicity Values
2-Bromopyridine
PDF Document
2011
Sicherheitsdaten
- F
- 8
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN 2929 6.1/PG 2
- hs_code
- 29333999
- RTECS-Nr.
- US3850000
- risk_code
- 10-24/25-36/37/38-23/24/25-20/21/22
- hazard_code
- T,Xn,F
- hazard_note
- Toxic
- safety_code
- 16-36/37-45-38-36/37/39-28A-26
- hazard_class
- 6.1
- packing_group
- II
- Speicherklasse
- 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
- Hazard Classifications
- Acute Tox. 2 DermalAcute Tox. 3 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
Chemie und Industrie
Verwendung und Herstellung
Anwendungen
Verwenden2-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.
Darstellung
synthetische2-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%.
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