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2-Bromobenzoyl chloride

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Identification
Molecular formula
C7H4BrClO
CAS number
694-94-6
IUPAC name
2-bromobenzoyl chloride
State
State

2-Bromobenzoyl chloride is typically found as a liquid at room temperature, though it may solidify upon cooling.

Melting point (Celsius)
27.00
Melting point (Kelvin)
300.15
Boiling point (Celsius)
237.00
Boiling point (Kelvin)
510.15
General information
Molecular weight
221.45g/mol
Molar mass
221.4510g/mol
Density
1.6439g/cm3
Appearence

2-Bromobenzoyl chloride is a clear to pale yellow liquid. It is often used in organic synthesis and may have a pungent smell characteristic of acid chlorides.

Comment on solubility

Solubility of 2-bromobenzoyl chloride

2-bromobenzoyl chloride, with the chemical formula C7H4BrClO, is an organic compound characterized by its unique structure that impacts its solubility in various solvents. Understanding its solubility is crucial for applications in synthesis and reaction mechanisms.

Key Points about Solubility:

  • Solubility in Organic Solvents: 2-bromobenzoyl chloride is generally soluble in non-polar and slightly polar organic solvents such as chloroform, ether, or benzene. This is due to its aromatic nature and the presence of chlorine and bromine substituents which facilitate interactions with organic solvents.
  • Limited Solubility in Water: This compound exhibits poor solubility in water. The hydrophobic aromatic system dominates over the polarity introduced by the functional groups, leading to limited hydration of the compound.
  • Practical Implications: When using 2-bromobenzoyl chloride in reactions, it is essential to utilize the appropriate solvent to ensure adequate solubility, thus enhancing reaction efficiency and yield.

In conclusion, the solubility of 2-bromobenzoyl chloride is influenced by its structure, making it more compatible with organic solvents than with aqueous solutions. This property is pivotal for its utilization in synthetic chemistry.

Interesting facts

Interesting Facts about 2-Bromobenzoyl Chloride

2-Bromobenzoyl chloride is a fascinating compound in the realm of organic chemistry, primarily known for its role as an intermediate in various synthetic pathways.

Key Characteristics

  • Intermediate in Synthesis: This compound serves as a crucial intermediate in the synthesis of a wide range of organic molecules, including pharmaceuticals and agrochemicals.
  • Acyl Chlorides: As a member of the acyl chlorides family, 2-bromobenzoyl chloride is particularly reactive, allowing for the formation of various derivatives through acylation reactions.
  • Reactivity: The presence of a bromine atom enhances the reactivity of the benzoyl chloride, enabling it to participate in nucleophilic substitution reactions efficiently.

Applications

  • Pharmaceutical Development: It is utilized in the synthesis of biologically active compounds, contributing to the development of new drug candidates.
  • Material Science: This compound plays a role in creating specialty chemicals and materials, including liquid crystals and polymers.
  • Research: Scientists often use it in various academic and industrial research projects, exploring its potential for creating novel compounds.

Fun Fact

Ultimately, the unique structure of 2-bromobenzoyl chloride makes it a valuable tool for chemists seeking to expand the boundaries of organic synthesis. As chemists often say, "Every compound tells a story," and 2-bromobenzoyl chloride is no exception!

The exploration of this compound not only enriches our understanding of chemical reactivity but also opens new avenues for innovation in material science and drug discovery.

Synonyms
2-Bromobenzoyl chloride
BENZOYL CHLORIDE, o-BROMO-
SEL7RD3BBR
EINECS 230-507-4
NSC 73706
BRN 0508506
NSC-73706
DTXSID80221776
DTXCID10144267
230-507-4
4-09-00-01013 (beilstein handbook reference)
nzcktgckfjdgfd-uhfffaoysa-n
7154-66-7
Benzoyl chloride, 2-bromo-
o-Bromobenzoyl chloride
2-bromo-benzoyl chloride
MFCD00000655
2-bromobenzene-1-carbonyl chloride
o-Bromobenzoyl Chloride; 2-Bromobenzoic Acid Chloride; NSC 73706
o-Brombenzoylchlorid
bromo benzoylchloride
o-bromobenzoylchloride
2-bromobenzoylchloride
o-bromo benzoyl chloride
UNII-SEL7RD3BBR
bromobenzoic acid chloride
WLN: GVR BE
SCHEMBL123057
2-Bromobenzoyl chloride, 98%
2-bromo-1-benzenecarbonyl chloride
NSC73706
STL445664
AKOS000268709
FB159681
PS-10798
DB-020713
B1238
NS00037246
EN300-19179
I10233
A837240
F2190-0064