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Benzoyl chloride, 2,5-dichloro-

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Identification
Molecular formula
C7H3Cl3O
CAS number
1499-62-7
IUPAC name
2,5-dichlorobenzoyl chloride
State
State

This compound is generally a liquid at room temperature, although it can also exist in solid form as a crystalline substance if cooled. It is known for its reactive nature, especially with water.

Melting point (Celsius)
39.00
Melting point (Kelvin)
312.15
Boiling point (Celsius)
255.00
Boiling point (Kelvin)
528.15
General information
Molecular weight
193.45g/mol
Molar mass
193.0190g/mol
Density
1.3500g/cm3
Appearence

2,5-Dichlorobenzoyl chloride is a colorless to pale yellow liquid. It is typically a clear substance but may appear slightly yellow if impure or exposed to light and air. It's often stored in airtight containers to prevent moisture absorption and degradation.

Comment on solubility

Solubility Characteristics of 2,5-Dichlorobenzoyl Chloride

2,5-Dichlorobenzoyl chloride, with the chemical formula C13H8Cl2O, exhibits distinct solubility properties that are essential to understand in various applications. The solubility of this compound can be characterized as follows:

  • Polar Solvents: 2,5-dichlorobenzoyl chloride is generally soluble in polar organic solvents such as acetone, ethanol, and chloroform. The presence of the carbonyl group (C=O) enhances the compound's ability to interact with polar molecules.
  • Non-polar Solvents: While it is less soluble in non-polar solvents like hexane or toluene, some solubility can still be observed due to the aromatic ring structure, though this solubility is significantly lower than in polar solvents.
  • Reactivity: The presence of the acyl chloride functional group makes 2,5-dichlorobenzoyl chloride highly reactive. This characteristic can influence its effective solubility in certain chemical reactions, particularly during nucleophilic substitution.
  • Aqueous Solubility: It is important to note that 2,5-dichlorobenzoyl chloride has very limited solubility in water. This limited solubility is primarily due to the hydrophobic nature of the aromatic system and the bulky chloro groups, which hinder interactions with water molecules.

In conclusion, the solubility of 2,5-dichlorobenzoyl chloride is significantly influenced by its structure and functional groups. Understanding these solubility characteristics can aid in its application in synthesis and other chemical processes.

Interesting facts

Interesting Facts About 2,5-Dichlorobenzoyl Chloride

2,5-Dichlorobenzoyl chloride is a fascinating compound that has significant roles in both organic chemistry and industrial applications. Here are some intriguing aspects of this compound:

  • Functional Group Diversity: This compound contains both a benzene ring and acyl chloride functionality, showcasing an excellent example of how versatile organic molecules can be. The presence of the chlorine atoms at the 2 and 5 positions further enhances its reactivity and utility in various chemical reactions.
  • Synthetic Importance: It serves as a crucial intermediate in the synthesis of pharmaceuticals, agrochemicals, and dyes. The reactivity of the acyl chloride makes it an essential building block in forming more complex structures through coupling reactions.
  • Reactivity: 2,5-Dichlorobenzoyl chloride exhibits strong electrophilic properties, enabling it to undergo nucleophilic substitution reactions easily. This characteristic is particularly valuable in the development of diverse chemical compounds.
  • Environmental Considerations: As a chlorinated compound, 2,5-dichlorobenzoyl chloride may raise environmental concerns due to its potential toxicity. Understanding its behavior in various ecosystems can inform safer handling practices and regulatory measures.
  • Research Applications: Chemists often study this compound to develop new synthetic methodologies and improve reaction efficiencies. The compound has been highlighted in various academic papers as a key reactant in innovative chemical syntheses.

As one delves deeper into the world of organic synthesis, compounds like 2,5-dichlorobenzoyl chloride reveal the intricate relationships between structure, reactivity, and application in chemistry. It’s a prime example of how a single compound can have diverse implications across different fields, making it an exciting subject of study.

Synonyms
2,5-DICHLOROBENZOYL CHLORIDE
Benzoyl chloride, 2,5-dichloro-
2,5-dichlorobenzoic acid chloride
UNII-F7C0V01SK6
F7C0V01SK6
HSDB 5902
EINECS 220-812-0
NSC 41887
NSC-41887
DTXSID4062698
2,5-DICHLOROBENZOYL CHLORIDE [HSDB]
Benzoyl chloride, 2,5dichloro
DTXCID3037917
220-812-0
2905-61-5
MFCD00035821
2,5-Dichlorobenzoylchloride
2,5-dichlorobenzoylchoride
2,5-dichlorobenzoic chloride
2,5-dichlorobenzoyl-chloride
Benzoyl chloride,5-dichloro-
SCHEMBL699001
NSC41887
AKOS009218476
2,5-Dichlorobenzoyl chloride, AldrichCPR
SY051215
DB-005142
D2953
NS00028617
D90136
EN300-399450
Q27277761
F2146-0392