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2-Bromopyridine

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Identification
Molecular formula
C5H4BrN
CAS number
109-04-6
IUPAC name
2-bromopyridine
State
State

At room temperature, 2-Bromopyridine is in a liquid state. It is stable under normal conditions but should be stored in a cool, dry place away from sources of ignition.

Melting point (Celsius)
-29.40
Melting point (Kelvin)
243.75
Boiling point (Celsius)
188.00
Boiling point (Kelvin)
461.15
General information
Molecular weight
158.00g/mol
Molar mass
158.0140g/mol
Density
1.5730g/cm3
Appearence

2-Bromopyridine is a colorless to pale yellow liquid. It is often used as an intermediate in organic synthesis, particularly for pharmaceuticals and agrochemicals. It has a distinctive odor characteristic of pyridines.

Comment on solubility

Solubility of 2-bromopyridine

2-Bromopyridine, a halogenated pyridine derivative, exhibits varying solubility properties depending on the solvent used. Studying its solubility is important for applications in organic synthesis and pharmaceuticals. Here are some key points regarding its solubility:

  • Solvent Interaction: 2-bromopyridine is generally soluble in polar organic solvents such as ethanol and acetone due to its polar C-Br bond and structure.
  • Water Solubility: It shows limited solubility in water. This is primarily attributed to its hydrophobic aromatic ring, which inhibits extensive hydrogen bonding with water molecules.
  • Temperature Sensitivity: Solubility can increase with temperature, making higher temperatures advantageous for dissolving this compound in nonpolar solvents.
  • Concentration Dependence: The stability of 2-bromopyridine in solution can depend on its concentration, often requiring attention in laboratory settings.

In summary, the solubility of 2-bromopyridine can be characterized as moderate in polar solvents while limited in water. Understanding these properties is essential for its effective use in various chemical contexts.

Interesting facts

Interesting Facts about 2-Bromopyridine

2-Bromopyridine is a fascinating compound that belongs to the class of halogenated pyridines. It is an important chemical intermediate widely utilized in organic synthesis. Here are some noteworthy points about this compound:

  • Versatility in Synthesis: 2-Bromopyridine acts as a valuable precursor in the synthesis of various pharmaceuticals, agrochemicals, and other organic compounds. Its bromine atom makes it a strong candidate for nucleophilic substitution reactions.
  • Pharmaceuticals: This compound is often explored for its role in developing antibiotics and other medicinal compounds, enhancing its significance in drug discovery.
  • Chemical Reactions: 2-Bromopyridine can undergo a range of chemical reactions, including cross-coupling reactions. For example, it is commonly employed in the Suzuki coupling method, facilitating the formation of biaryl compounds, which are crucial in various biological processes.
  • Research Interest: Due to its implications in the fields of medicinal chemistry and materials science, 2-bromopyridine continues to be a subject of research. Notably, studies have delved into its role in developing new catalytic systems.

As one scientist put it: "The bromine functional group in 2-bromopyridine unlocks diverse pathways for synthesis that are crucial for modern chemical research." This highlights the compound’s significance in advancing chemical knowledge and practical applications.

In summary, 2-bromopyridine serves as an essential tool in both industrial applications and academic research, standing out not only for its chemical properties but also for its role in the ongoing quest for novel compounds and materials.

Synonyms
2-BROMOPYRIDINE
109-04-6
o-Bromopyridine
Pyridine, 2-bromo-
2-Pyridyl bromide
2-bromo-pyridine
2-bromopyridin
beta-Bromopyridine
alpha-Bromopyridine
.beta.-Bromopyridine
.alpha.-Bromopyridine
Pyridin-2-yl bromide
MFCD00006219
Pyridine, 2-bromo-,
CHEBI:51574
UNII-7Z7MLC4VD8
NSC 8031
EINECS 203-641-6
7Z7MLC4VD8
BRN 0105789
DTXSID6051564
AI3-17852
NSC-8031
PYRIDINE,2-BROMO
CHEMBL331374
DTXCID0030116
Pyridine, bromo-
bromopyridine
2-bromo pyridine
oBromopyridine
bromo pyridine
a-Bromopyridine
2-bromopridine
betaBromopyridine
2-pyridylbromide
2-bromo-pyridin
2Pyridyl bromide
2 -bromopyridine
2-bromanylpyridine
NSC8031
Pyridine, 2bromo
2-Bromopyridine, 99%
WLN: T6NJ BE
SCHEMBL6536
CS-D1419
STR00629
Tox21_303772
BBL027568
BDBM50622781
STK802248
AKOS000119182
AB00627
PS-4254
NCGC00357064-01
CAS-109-04-6
DB-015943
B0650
NS00021504
EN300-18089
S12408
A801959
Q209317
Z57160165
F0001-0191
203-641-6