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Benzoyl bromide

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Identification
Molecular formula
C7H5BrO
CAS number
618-33-7
IUPAC name
benzoyl bromide
State
State

Benzoyl bromide is a liquid at room temperature.

Melting point (Celsius)
-4.00
Melting point (Kelvin)
269.15
Boiling point (Celsius)
218.00
Boiling point (Kelvin)
491.15
General information
Molecular weight
199.02g/mol
Molar mass
199.0210g/mol
Density
1.5510g/cm3
Appearence

Benzoyl bromide is a colorless to light yellow liquid, with a pungent odor and is often used as a reagent in organic synthesis. It is sensitive to moisture and can fume in air due to hydrolysis, which results in the release of hydrogen bromide gas.

Comment on solubility

Solubility of Benzoyl Bromide

Benzoyl bromide, with the chemical formula C7H5BrO, is an interesting compound when it comes to its solubility characteristics. This organic compound is categorized as a reactive carbonyl derivative and exhibits unique solubility behavior in various solvents.

When discussing its solubility, one can highlight several key points:

  • Polar Solvents: Benzoyl bromide is moderately soluble in polar solvents like ethanol and methanol, which can stabilize its molecular structure through hydrogen bonding.
  • Apolar Solvents: It demonstrates good solubility in non-polar solvents such as benzene and chloroform, aligning well with its organic nature.
  • Water Solubility: Notably, benzoyl bromide is poorly soluble in water, which can be attributed to its hydrophobic bromobenzene component that resists interaction with water molecules.

Overall, the solubility behavior of benzoyl bromide is impacted significantly by the polarity of the solvent used. This feature is quite typical for many aryl halides, where the presence of halogen atoms often reduces the solubility in polar solvents like water. Understanding these solubility properties is crucial for chemists dealing with this compound in various chemical reactions and applications.

Interesting facts

Interesting Facts about Benzoyl Bromide

Benzoyl bromide is a fascinating organic compound that plays a significant role in various chemical reactions and applications. Here are some intriguing aspects of this compound:

  • Chemical Utility: Benzoyl bromide is primarily used as a reagent in organic synthesis, particularly for introducing the benzoyl group into other compounds, making it crucial for synthesizing pharmaceuticals and other important chemicals.
  • Polymer Chemistry: It serves as an effective initiator for polymerization processes, especially in the production of certain types of polymers that are utilized in plastics and coatings.
  • Versatile Reagent: This compound is not just limited to polymerization; it also acts as a protecting agent for amines and hydroxyl groups during chemical reactions, allowing chemists to control reaction pathways more effectively.
  • Precautionary Measures: Working with benzoyl bromide requires careful handling due to its reactivity. It is important to use appropriate safety measures, as it can be corrosive to the skin and mucous membranes. One should always refer to safety data sheets before handling.
  • Historical Significance: Over the years, benzoyl bromide has played a pivotal role in advancing synthetic organic chemistry, leading to the development of various medicinal compounds, thereby contributing to the fields of pharmacology and biochemical research.

In summary, benzoyl bromide is more than just a chemical; it represents the intersection of creativity and functionality in the world of synthetic chemistry. Its ability to facilitate complex reactions and its importance in various industrial applications make it an essential subject of study for both aspiring and established chemists.

Synonyms
BENZOYL BROMIDE
618-32-6
BENZOYLBROMIDE
E79YZ864U3
EINECS 210-544-2
DTXSID7060677
DTXCID1043128
210-544-2
aqihmsviagnidm-uhfffaoysa-n
inchi=1/c7h5bro/c8-7(9)6-4-2-1-3-5-6/h1-5
benzoylbromid
MFCD00000112
BzBr
Benzoyl bromide, 97%
SCHEMBL151343
UNII-E79YZ864U3
AKOS009031383
FS-4251
SY051437
DB-011517
B0104
NS00010704
EN300-19688
F20923