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3-Chlorocatechol

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Identification
Molecular formula
C6H5ClO2
CAS number
5410-55-1
IUPAC name
3-chlorobenzene-1,2-diol
State
State

At room temperature, 3-Chlorocatechol is in a solid state. It is crystalline in nature and may have a phenolic smell.

Melting point (Celsius)
68.00
Melting point (Kelvin)
341.15
Boiling point (Celsius)
282.00
Boiling point (Kelvin)
555.15
General information
Molecular weight
144.56g/mol
Molar mass
144.5590g/mol
Density
1.4190g/cm3
Appearence

3-Chlorocatechol, also known as 3-chlorobenzene-1,2-diol, typically appears as an off-white to light brown crystalline solid. Over time, or when exposed to air, it may darken due to oxidation. It has a distinctive phenolic odor.

Comment on solubility

Solubility of 3-chlorobenzene-1,2-diol

3-chlorobenzene-1,2-diol, also known as chlorocatechol, presents an interesting profile when it comes to solubility. Its solubility characteristics can be summarized as follows:

  • Polar Nature: The presence of hydroxyl groups (-OH) in the molecule enhances its polarity, making it more soluble in polar solvents such as water.
  • Hydrogen Bonding: Due to its ability to form hydrogen bonds, 3-chlorobenzene-1,2-diol is capable of interacting favorably with water, which contributes significantly to its solubility.
  • Limited Solubility in Non-Polar Solvents: Conversely, in non-polar solvents like hexane or benzene, the solubility is quite low since the polar hydroxy groups cannot compete effectively with the non-polar environment.
  • Concentration Dependence: The solubility can also depend on concentration; at lower concentrations, it can dissolve better due to reduced intermolecular interactions among solute molecules.

Overall, it can be stated that 3-chlorobenzene-1,2-diol is relatively soluble in water due to its polar characteristics, but it shows poor solubility in organic solvents that lack polarity. As a result, understanding its solubility is crucial for its application in various chemical processes and formulations.

Interesting facts

Interesting Facts About 3-Chlorobenzene-1,2-diol

3-Chlorobenzene-1,2-diol, also known as m-chlorocatechol, is a fascinating organic compound with a variety of applications and interesting characteristics.

Key Features

  • Structure: The compound features a benzene ring with two hydroxyl groups (-OH) positioned at the 1 and 2 carbon atoms, and a chlorine atom substituted at the 3 position. This unique arrangement contributes to its chemical reactivity.
  • Reactivity: Its reactive nature makes it a useful intermediate in organic synthesis, particularly in the production of pharmaceuticals and agrochemicals.
  • Biological Activity: Studies have indicated that chlorophenols can exhibit antibacterial properties, making compounds like 3-chlorobenzene-1,2-diol of interest in medicinal chemistry.

Applications in Research

Due to its unique chemical structure, 3-chlorobenzene-1,2-diol is often used in research and development settings. Some applications include:

  • As a precursor for synthesizing more complex chemical entities.
  • In the study of reaction mechanisms involving phenolic compounds.
  • In environmental chemistry to better understand the behavior and breakdown of chlorinated aromatic compounds.

Environmental Considerations

While 3-chlorobenzene-1,2-diol has useful applications, it is also important to consider its environmental impact:

  • Chlorinated compounds can be persistent in the environment, raising concerns over potential toxicity.
  • Research continues on how to effectively remediate sites contaminated with such chemicals.

In summary, 3-chlorobenzene-1,2-diol exemplifies the intersection of chemistry and environmental science, showcasing how a single compound can serve both practical applications and raise important political questions related to chemical safety and environmental health.

Synonyms
3-CHLOROCATECHOL
3-chlorobenzene-1,2-diol
4018-65-9
3-Chloropyrocatechol
1,2-Benzenediol, 3-chloro-
0Z3E1G971E
3-Chloro-1,2-benzenediol
CHEBI:27715
DTXSID80193181
DTXCID90115672
679-626-7
C6H5ClO2
MFCD00143111
1,2-Benzenediol,chloro-
UNII-0Z3E1G971E
1-Chloro-2,3-dihydroxybenzene
chloropyrocatechol
CHLOROCATECHOL
SCHEMBL71077
3-Chloro-benzene-1,2-diol
3-Chloro-1,2-benzenediol #
1,2-Dihydroxy-3-chlorobenzene
3-Chlorobenzene-1 pound not2-diol
AKOS016009650
DS-5098
SY055346
DB-023831
DS-008212
CS-0157216
NS00133580
C05618
EN300-255943
I10220
Q27103278
Z1255356375
3CE