ChemicalBook > CAS DataBase List > 2-Bromopyridine

2-Bromopyridine

Product Name
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
Formula Weight
158
MOL File
109-04-6.mol
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2-Bromopyridine Property

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)
NIST Chemistry Reference
Pyridine, 2-bromo-(109-04-6)
EPA Substance Registry System
Pyridine, 2-bromo- (109-04-6)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

H310Fatal in contact with skin

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P262Do not get in eyes, on skin, or on clothing.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
B80100
Product name
2-Bromopyridine
Purity
99%
Packaging
25g
Price
$43.1
Updated
2024/03/01
Sigma-Aldrich
Product number
B80100
Product name
2-Bromopyridine
Purity
99%
Packaging
100g
Price
$123
Updated
2024/03/01
TCI Chemical
Product number
B0650
Product name
2-Bromopyridine
Purity
>98.0%(GC)
Packaging
25mL
Price
$53
Updated
2024/03/01
TCI Chemical
Product number
B0650
Product name
2-Bromopyridine
Purity
>98.0%(GC)
Packaging
100mL
Price
$146
Updated
2024/03/01
Alfa Aesar
Product number
A13241
Product name
2-Bromopyridine, 99%
Packaging
25g
Price
$41
Updated
2024/03/01
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2-Bromopyridine Chemical Properties,Usage,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.]

2-Bromopyridine Preparation Products And Raw materials

Raw materials

Liquid bromine Benzene Government regulation 2-Aminopyridine

Preparation Products

2-Pyridinecarboxaldehyde 2-Hydrazinopyridine DI-2-PYRIDYL KETONE DISOPYRAMIDE 2-Iodopyridine 5-AMINO-2-METHOXY-3-PICOLINE 2-BROMO-3-FORMYLPYRIDINE 2-Pyridineboronic acid 5-METHYL-2-PYRIDIN-2-YL-2H-PYRAZOL-3-YLAMINE 2-Aminopyridine 1-pyridin-2-yl-5-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid 2-(TRIFLUOROMETHYL)-4-ISOCYANATOPYRIDINE 3-PYRID-2-YLBENZOIC ACID 2-Trifluoromethyl-6-pyridinecarboxylic acid 2-(Methylamino)pyridine
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View Lastest Price from 2-Bromopyridine manufacturers

Hebei Mujin Biotechnology Co.,Ltd
Product
2-Bromopyridine 109-04-6
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-08-16
WUHAN FORTUNA CHEMICAL CO., LTD
Product
2-Bromopyridine 109-04-6
Price
US $0.00-0.00/Kg/Drum
Min. Order
1KG
Purity
99.0%
Supply Ability
10ton/month
Release date
2021-05-28
Hebei Weibang Biotechnology Co., Ltd
Product
2-Bromopyridine 109-04-6
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
5tons
Release date
2024-12-02

109-04-6, 2-BromopyridineRelated Search:

Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate 2-Chloro-3-cyanopyridine Chromium picolinate 1-Hexadecylpyridinium bromide 2-Bromo-4-pyridinecarboxaldehyde Sulfasalazine Chloroiodomethane 1-Bromo-5-chloropentane Bromoacetonitrile 1-BROMOISOQUINOLIN-3-AMINE 2-Bromo-6-methoxypyridine 2-Bromo-5-nitropyridine 2-BROMO-4,6-DIMETHYLPYRIDINE 2-Bromo-3-trifluoromethylpyridine Probucol 2,6-Dibromopyridine 2-Bromo-3-chloro-5-(trifluoromethyl)pyridine 2-Bromopyridine N-oxide hydrobromide

  • Pyridine,2-bromo-
  • 2-BROMOPYRIDINE FOR SYNTHESIS
  • 2-Bromopyridine≥ 99% (GC)
  • 2-BROMOPYRIDINE, 98%2-BROMOPYRIDINE, 98%2-BROMOPYRIDINE, 98%2-BROMOPYRIDINE, 98%
  • 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
  • -Bromopyridine
  • o-Bromopyridine
  • 2-Bromopyridine ,99%
  • 2-Brompyridin
  • 2-Bromopyridine &gt
  • 2-Bromopyridine, 99%, for synthesis
  • 2-Bromopyridine,98%
  • 2-Bromopyridine ISO 9001：2015 REACH
  • Orthobromopyridine
  • 109-04-6
  • 105-78-9
  • 109-04-56
  • BrC5H4N
  • C5H4NBr
  • Halopyridines
  • Bromopyridines
  • Pyridines
  • Heterocyclic Building Blocks
  • Halogenated Heterocycles
  • Building Blocks
  • alkyl bromide
  • C5Heterocyclic Building Blocks
  • Halogenated Heterocycles
  • Heterocyclic Building Blocks
  • Bromopyridines
  • Halopyridines
  • Pyridine
  • Pyridines, Pyrimidines, Purines and Pteredines
  • Halides
  • Pyridines
  • Pyridines derivates
  • bc0001
  • 109-04-6