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4-chlorocatechol

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Identification
Molecular formula
C6H5ClO2
CAS number
95-88-5
IUPAC name
4-chlorobenzene-1,2-diol
State
State

At room temperature, 4-chlorocatechol is a solid. It is typically stable in a dry environment but should be handled in accordance with standard laboratory safety protocols to prevent degradation.

Melting point (Celsius)
64.00
Melting point (Kelvin)
337.15
Boiling point (Celsius)
266.30
Boiling point (Kelvin)
539.40
General information
Molecular weight
144.56g/mol
Molar mass
144.5550g/mol
Density
1.5274g/cm3
Appearence

4-Chlorocatechol often appears as a white to off-white crystalline solid. It may become discolored upon exposure to air or light. The crystals are usually stable under recommended storage conditions.

Comment on solubility

Solubility of 4-chlorobenzene-1,2-diol

The solubility of 4-chlorobenzene-1,2-diol (C6H4ClO2) presents interesting characteristics due to its molecular structure.

This compound is a derivative of chlorobenzene, and its solubility is influenced by the presence of both hydroxyl (–OH) groups and the chlorine atom. Here are some key points regarding its solubility:

  • Polar vs. Nonpolar: The two hydroxyl groups contribute to the overall polarity of the molecule, enhancing its solubility in polar solvents such as water.
  • Hydrogen Bonding: The –OH groups can engage in hydrogen bonding, which further increases solubility in water.
  • Solvent Compatibility: 4-chlorobenzene-1,2-diol is generally less soluble in nonpolar solvents due to the presence of highly polar functional groups.
  • Concentration Dependence: The solubility can be affected by temperature; typically, solubility increases with temperature for many organic compounds.

In summary, 4-chlorobenzene-1,2-diol shows a notable solubility in polar solvents, particularly due to its ability to form hydrogen bonds and its polar functional groups. Understanding these solubility characteristics is crucial for applications in various fields, including organic chemistry and pharmaceuticals.

Interesting facts

Exploring 4-Chlorobenzene-1,2-diol

4-Chlorobenzene-1,2-diol, also known as p-chlorocatechol, is a fascinating compound that attracts interest across multiple fields of chemistry. It features a unique structure where a chlorinated aromatic ring is substituted with hydroxyl groups, making it valuable in various applications.

Key Characteristics

  • Intermediary in Synthesis: This compound is often utilized as an intermediate in the synthesis of more complex organic molecules, enabling scientists to create various derivatives for medicinal and industrial purposes.
  • Biochemical Importance: Due to its structure, 4-chlorobenzene-1,2-diol can participate in biochemical processes, potentially influencing metabolic pathways in organisms.
  • Research Applications: It serves as a useful reagent in studies involving phenolic compounds and the interactions of chlorinated derivatives in environmental chemistry.

Health & Environmental Considerations

While 4-chlorobenzene-1,2-diol has applications in research and industry, it is crucial to handle it with care due to its potential health effects. As with many chlorinated compounds, attention must be given to:

  • The compound's toxicity, which can vary depending on exposure levels.
  • The environmental impact it may have, particularly in aquatic ecosystems, necessitating responsible disposal and management.

Did You Know?

The presence of both chlorine and hydroxyl groups within 4-chlorobenzene-1,2-diol gives it unique chemical properties that can lead to diverse chemical reactivity. This makes it a subject of interest for further studies on its role in organic synthesis and the development of new materials. As stated by chemists, “Understanding the reactivity of such compounds opens doors to new opportunities in material science and pharmacology.”

In summary, 4-chlorobenzene-1,2-diol is not just a chemical entity; it represents a key intersection of chemistry, biology, and environmental science, embodying the complexity and interconnectedness of chemical research.

Synonyms
4-Chlorocatechol
4-chlorobenzene-1,2-diol
2138-22-9
4-Chloropyrocatechol
4-Chloro-1,2-benzenediol
1,2-Benzenediol, 4-chloro-
Pyrocatechol, 4-chloro-
4-CHLORO-1,2-DIHYDROXYBENZENE
I01EXU3P3J
EINECS 218-381-9
BRN 1907691
DTXSID7022176
CHEBI:27772
4-06-00-05614 (Beilstein Handbook Reference)
DTXCID902176
218-381-9
4-Chloro-benzene-1,2-diol
4-Chloro catechol
1,2-Benzenediol, 4-chloro-; Pyrocatechol, 4-chloro- (6CI,7CI,8CI); 4-Chloro-1,2-benzenediol; 4-Chloro-1,2-dihydroxybenzene; 4-Chlorocatechol; 4-Chloropyrocatechol
4CL
MFCD00059614
4-Chloro-Pyrocatechol
4-Chlorocatechol, 97%
bmse000420
UNII-I01EXU3P3J
SCHEMBL70036
4-chloranylbenzene-1,2-diol
4-Chloro-1,2-benzenediol #
AKOS015889818
PD157484
DB-045563
HY-133597
CS-0128330
NS00026852
C02375
EN300-114668
A815301
Q27103321
InChI=1/C6H5ClO2/c7-4-1-2-5(8)6(9)3-4/h1-3,8-9