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ChemicalBook >> CAS DataBase List >>2-Bromopyridine

2-Bromopyridine

CAS No.
109-04-6
Chemical Name:
2-Bromopyridine
Synonyms
-Bromopyridine;-Bromoazine;2-Brompyridin;2-Bromopyridine;2-bromo-pyridin;o-Bromopyridine;2-pyridylbromide;AKOS BBS-00004324;BROMOPYRIDINE(2-);Pyridine,2-bromo-
CBNumber:
CB3465833
Molecular Formula:
C5H4BrN
Molecular Weight:
158
MDL Number:
MFCD00006219
MOL File:
109-04-6.mol
MSDS File:
SDS
Last updated:2024-12-18 14:08:52

2-Bromopyridine Properties

Melting point 193°C
Boiling point 192-194 °C (lit.)
Density 1.657 g/mL at 25 °C (lit.)
refractive index n20/D 1.572(lit.)
Flash point 130 °F
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility 20g/l
form Liquid
pka pK1: 0.71(+1) (25°C)
color Clear colorless to pale brown
Water Solubility Slightly miscible with water.
BRN 105789
Dielectric constant 24.02
Stability Stable. Flammable. Incompatible with strong oxidizing agents, strong acids, acid chlorides.
InChIKey IMRWILPUOVGIMU-UHFFFAOYSA-N
LogP 1.42
CAS DataBase Reference 109-04-6(CAS DataBase Reference)
FDA UNII 7Z7MLC4VD8
NIST Chemistry Reference Pyridine, 2-bromo-(109-04-6)
EPA Substance Registry System Pyridine, 2-bromo- (109-04-6)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H301-H310-H315-H319-H335
Precautionary statements  P262-P280-P301+P310+P330-P302+P352+P310-P305+P351+P338
Hazard Codes  T,Xn,F
Risk Statements  10-24/25-36/37/38-23/24/25-20/21/22
Safety Statements  16-36/37-45-38-36/37/39-28A-26
RIDADR  UN 2929 6.1/PG 2
WGK Germany  3
RTECS  US3850000
F  8
Hazard Note  Toxic
TSCA  Yes
HazardClass  6.1
PackingGroup  II
HS Code  29333999
NFPA 704
2
4 0

2-Bromopyridine price More Price(49)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich B80100 2-Bromopyridine 99% 109-04-6 25g $43.1 2024-03-01 Buy
Sigma-Aldrich B80100 2-Bromopyridine 99% 109-04-6 100g $123 2024-03-01 Buy
TCI Chemical B0650 2-Bromopyridine >98.0%(GC) 109-04-6 25mL $53 2024-03-01 Buy
TCI Chemical B0650 2-Bromopyridine >98.0%(GC) 109-04-6 100mL $146 2024-03-01 Buy
Alfa Aesar A13241 2-Bromopyridine, 99% 109-04-6 25g $41 2024-03-01 Buy
Product number Packaging Price Buy
B80100 25g $43.1 Buy
B80100 100g $123 Buy
B0650 25mL $53 Buy
B0650 100mL $146 Buy
A13241 25g $41 Buy

2-Bromopyridine Chemical Properties,Uses,Production

Chemical Properties

light yellow oily or dark red liquid. miscible with ethanol, ether, benzene and pyridine, still soluble in water.

Uses

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.

Application

2-Bromopyridine can be used as:
A building block in the formation of C?N 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.

Preparation

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.

Reactions

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

Purification Methods

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.]

504-29-0
109-04-6
Synthesis of 2-Bromopyridine from 2-Aminopyridine
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View Lastest Price from 2-Bromopyridine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2-Bromopyridine pictures 2024-12-13 2-Bromopyridine
109-04-6
 US $0.00-0.00 / Kg/Drum 1KG 99.0% 10ton/month WUHAN FORTUNA CHEMICAL CO., LTD
2-Bromopyridine pictures 2024-12-02 2-Bromopyridine
109-04-6
 US $10.00 / KG 1KG 99% 5tons Hebei Weibang Biotechnology Co., Ltd
2-Bromopyridine pictures 2024-10-11 2-Bromopyridine
109-04-6
 US $10.00 / KG 1KG 99.% 10 ton Hebei Chuanghai Biotechnology Co,.LTD
  • 2-Bromopyridine pictures
  • 2-Bromopyridine
    109-04-6
  • US $0.00-0.00 / Kg/Drum
  • 99.0%
  • WUHAN FORTUNA CHEMICAL CO., LTD
  • 2-Bromopyridine pictures
  • 2-Bromopyridine
    109-04-6
  • US $10.00 / KG
  • 99%
  • Hebei Weibang Biotechnology Co., Ltd
  • 2-Bromopyridine pictures
  • 2-Bromopyridine
    109-04-6
  • US $10.00 / KG
  • 99.%
  • Hebei Chuanghai Biotechnology Co,.LTD
Pyridine,2-bromo- 2-BROMOPYRIDINE FOR SYNTHESIS 2-Bromopyridine≥ 99% (GC) TIMTEC-BB SBB003999 AKOS BBS-00004324 ALPHA-BROMOPYRIDINE BROMOPYRIDINE(2-) 2-BROMO PYRIDINE 2-BROMO PYRIDINE 2-Bromopyridine 2-broMide pyridine 2-BroMopyridine, 99% 100ML 2-BroMopyridine, 99% 25ML 2-bromo-pyridin 2-pyridylbromide beta-bromopyridine -Bromoazine o-Bromopyridine 2-Bromopyridine ,99% 2-BROMOPYRIDINE, 98%2-BROMOPYRIDINE, 98%2-BROMOPYRIDINE, 98%2-BROMOPYRIDINE, 98% 2-Brompyridin 2-Bromopyridine > 2-Bromopyridine, 99%, for synthesis 2-Bromopyridine,98% 2-Bromopyridine ISO 9001：2015 REACH -Bromopyridine Orthobromopyridine 109-04-6 105-78-9 109-04-56 BrC5H4N C5H4NBr Halopyridines Bromopyridines Pyridines Heterocyclic Building Blocks Halogenated Heterocycles Building Blocks Pyridines, Pyrimidines, Purines and Pteredines Halides Pyridines Pyridines derivates alkyl bromide C5Heterocyclic Building Blocks Halogenated Heterocycles Heterocyclic Building Blocks Bromopyridines Halopyridines Pyridine bc0001 109-04-6