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2,3-Dichlorobenzoyl chloride

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Identification
Molecular formula
C7H3Cl3O
CAS number
2905-62-6
IUPAC name
2,3-dichlorobenzoyl chloride
State
State
At room temperature, 2,3-dichlorobenzoyl chloride is typically a liquid with an acrid smell. Due to its reactive nature, it should be handled with caution.
Melting point (Celsius)
41.00
Melting point (Kelvin)
314.15
Boiling point (Celsius)
251.00
Boiling point (Kelvin)
524.15
General information
Molecular weight
194.46g/mol
Molar mass
193.9990g/mol
Density
1.4790g/cm3
Appearence
2,3-Dichlorobenzoyl chloride is typically found as a colorless to pale yellow liquid. It may appear slightly oily due to its chemical nature, and it can have a sharp, pungent odor, characteristic of acid chlorides.
Comment on solubility

Solubility of 2,3-Dichlorobenzoyl Chloride

2,3-Dichlorobenzoyl chloride, with the chemical formula C7H4Cl2O, exhibits unique solubility characteristics that make it an interesting compound for various applications. Here are some essential points regarding its solubility:

  • Solvent Compatibility: This compound is primarily soluble in organic solvents such as dichloromethane, ether, and chloroform.
  • Water Solubility: 2,3-Dichlorobenzoyl chloride has limited solubility in water due to the presence of its hydrophobic aromatic ring and the chlorine substituents.
  • Temperature Influence: Solubility may vary with temperature; often an increase in temperature can enhance the solubility in organic solvents.
  • Hydrolysis Reaction: Upon exposure to water, it may undergo hydrolysis to form 2,3-dichlorobenzoic acid and hydrochloric acid, which affects its solubility dynamics.

In summary, the solubility of 2,3-dichlorobenzoyl chloride is predominantly influenced by its organic nature, which makes it unlikely to dissolve in polar solvents such as water. As a quote often cited in chemistry states, "Like dissolves like," indicating that non-polar compounds tend to dissolve in non-polar solvents, which is precisely the case with this compound.

Interesting facts

Interesting Facts About 2,3-Dichlorobenzoyl Chloride

2,3-Dichlorobenzoyl chloride is a fascinating compound that plays a significant role in various chemical processes and applications. Here are some intriguing points about this compound:

  • Structure and Composition: 2,3-Dichlorobenzoyl chloride is derived from benzoyl chloride with two chlorine atoms substituting on the aromatic ring. This specific positioning of chlorine atoms on the benzene ring yields distinctive reactivity.
  • Chemical Reactivity: The presence of the acyl chloride functional group (–COCl) makes this compound a key player in acylation reactions. It can react with nucleophiles to form amides or esters, which are fundamental transformations in organic synthesis.
  • Applications in Synthesis: This compound is particularly valued in the synthesis of biologically active compounds. It often serves as a precursor in the production of various pharmaceuticals, agrochemicals, and specialty chemicals.
  • Safety Precautions: Handling 2,3-dichlorobenzoyl chloride requires caution. It is reactive and can release hazardous gases upon contact with water or moisture, emphasizing the importance of proper lab protocols when working with acyl chlorides. Always use personal protective equipment (PPE) and conduct reactions in a controlled environment.
  • Environmental Considerations: Like many chlorinated compounds, its environmental impact is a topic of study. Research continues regarding the degradation pathways of chlorinated compounds in the environment, making it essential for chemists and environmental scientists to assess its lifecycle.

In summary, 2,3-dichlorobenzoyl chloride is not just a simple acyl chloride; it plays a crucial role in organic synthesis and serves as a reminder of the intricate relationships between chemical structure, reactivity, and environmental impact. Understanding its properties opens doors to numerous applications in the field of chemistry.

Synonyms
2,3-DICHLOROBENZOYL CHLORIDE
2905-60-4
Benzoyl chloride, 2,3-dichloro-
Benzoyl chloride, dichloro-
EINECS 246-643-2
I50F21PS1N
HSDB 5901
EINECS 220-811-5
DTXSID9062697
2,3-DICHLOROBENZOYL CHLORIDE [HSDB]
Benzoyl chloride, 2,3dichloro
DTXCID8037916
220-811-5
DICHLOROBENZOYL CHLORIDE
2,3-dichlorobenzoylchloride
25134-08-1
UNII-I50F21PS1N
MFCD00035937
SCHEMBL93365
2,3-dichlorobenzoyl-chloride
2, 3-dichlorobenzoyl chloride
2,3-dichloro-benzoyl chloride
AKOS009156529
2,3-Dichlorobenzoyl chloride, AldrichCPR
DB-019715
DB-360234
D3206
NS00028615
5D-108
EN300-1459122
Q27280449