2-Bromopyridine

HCID 7973CAS 109-04-6

Basic information

Standard SMILES
Brc1ccccn1
InChIKey
IMRWILPUOVGIMU-UHFFFAOYSA-N
Molecular formula
C5H4BrN
Average molar mass
158 g/mol
Monoisotopic mass
156.95271123

Overview

2-bromopyridine is a monobromopyridine.

Names & identifiers

Preferred name
2-Bromopyridine
IUPAC
2-bromopyridine
English name
2-Bromopyridine
Molecular formula
C5H4BrN
Molecular weight
158

Names & synonyms

2-BROMOPYRIDINE109-04-6o-Bromopyridine2-Pyridyl bromidePyridine, 2-bromo-2-bromopyridinbeta-Bromopyridinealpha-BromopyridinePyridine, 2-bromo-,.beta.-Bromopyridine7Z7MLC4VD8NSC 8031
Show more names
-BromopyridinePyridine,2-bromo-2-BROMOPYRIDINE FOR SYNTHESIS-Bromoazine2-Brompyridin2-bromo-pyridin2-pyridylbromideAKOS BBS-00004324
.alpha.-BromopyridinePyridin-2-yl bromideDTXSID6051564CHEBI:51574UNII-7Z7MLC4VD8NSC-8031EINECS 203-641-6BRN 0105789

Database identifiers

CAS
109-04-6
PubChem CID
7973
DTXSID
DTXSID6051564
ChEMBL
CHEMBL331374
ChEBI
CHEBI:51574
UNII
7Z7MLC4VD8
EC Number
203-641-6
Nikkaji
J32.655K

Properties

Computed structural properties

XLogP
1.4
Topological polar surface area
12.9 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
1
Rotatable bonds
0
Heavy atoms
7

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Pyridines
SpringerMaterials Properties15N nuclear magnetic resonance spectrum
LogP1.42
Vapor Pressure1.0 [mmHg]
Physical DescriptionColorless oily liquid; [EPA - PPRTV] Pale yellow or colorless liquid; [Alfa Aesar MSDS]

Physicochemical properties

Melting point
193 °C · 193°C
Boiling point
192 · 192-194 °C (lit.)
Density
1.657 g/mL · 1.657 g/mL at 25 °C (lit.)
refractive index
20 · n20/D 1.572(lit.)
Flash point
130 °F · 130 °F
storage temp.
Keep in dark place,Sealed in dry,Room Temperature

Safety & regulation

GHS classification

GHS Classification · 4 items

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.

Hazard information

Regulatory Information · 3 items

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

Hazards SummaryA skin and strong eye irritant; Toxic by ingestion; Highly toxic by skin absorption; [Alfa Aesar MSDS]
Hazard Classes and CategoriesFlam. Liq. 3 (16.7%)

Toxicology

Toxicity DataLC50 (rat) < 200,000 mg/m3/1hr
EPA Provisional Peer-Reviewed Toxicity Values · 3 items

2-Bromopyridine

PDF Document

2011

Safety data

F
8
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
3
tsca
TSCA listed
rtecs
US3850000
ridadr
UN 2929 6.1/PG 2

Chemistry & industry

Uses & manufacturing

UsesUsed to make pharmaceuticals, agricultural chemicals, pyrithione-based biocides, and other organic chemicals; [ExPub: EPA - PPRTV]
General Manufacturing InformationPyridine, 2-bromo-: ACTIVE

Applications

Uses2-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.

Preparation methods · 1 item

Preparation2-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%.

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海泰矶林实业有限公司02150630626 17717886015 · [email protected]

Additional notes

DefinitionChEBI: 2-bromopyridine is a monobromopyridine.

Related reactions

1,619 records

Linked notes

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