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3-Chlorobenzenethiol

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Identification
Molecular formula
C6H5ClS
CAS number
1954-99-8
IUPAC name
3-chlorobenzenethiol
State
State

At room temperature, 3-chlorobenzenethiol is a liquid. If purified, it can also exist as a pale yellow solid. It is often used in a liquid state for chemical reactions and synthesis.

Melting point (Celsius)
56.00
Melting point (Kelvin)
329.15
Boiling point (Celsius)
230.00
Boiling point (Kelvin)
503.15
General information
Molecular weight
142.62g/mol
Molar mass
142.6210g/mol
Density
1.3580g/cm3
Appearence

3-Chlorobenzenethiol appears as a colorless to pale yellow liquid. It may also present as a pale yellow solid when purified further. It has a strong, often unpleasant odor, characteristic of thiol compounds.

Comment on solubility

Solubility of 3-Chlorobenzenethiol

3-chlorobenzenethiol (C6H5ClS) exhibits interesting solubility characteristics that are influenced by its molecular structure. As a thiol compound, it contains a sulfur atom bound to a carbon atom, which contributes to its distinctive properties.

In terms of solubility, 3-chlorobenzenethiol shows:

  • Moderate solubility in water: Its solubility in water is relatively low due to the presence of the hydrophobic benzene ring.
  • Good solubility in organic solvents: 3-chlorobenzenethiol is more soluble in organic solvents such as ethanol, ether, and acetone. This is attributed to its non-polar character and the ability of these solvents to interact favorably with the thiol group.
  • Temperature dependence: Like many organic compounds, the solubility of 3-chlorobenzenethiol may increase with temperature, a common behavior observed in many chemical reactions and solute-solvent interactions.

It's essential to consider that the presence of chlorine and the thiol group plays a critical role in determining its overall solubility profile, highlighting the complex interplay between molecular structure and solubility behavior.

Interesting facts

Interesting Facts about 3-Chlorobenzenethiol

3-Chlorobenzenethiol, an aromatic compound with both a chlorine atom and a thiol group, sparks curiosity in the realm of organic chemistry. Here are some fascinating aspects of this intriguing compound:

  • Structural Significance: The presence of the chlorine atom in the meta position relative to the thiol group plays a crucial role in influencing the compound’s reactivity and properties. This positioning affects the compound's electronic environment, impacting its behavior during chemical reactions.
  • Applications: 3-Chlorobenzenethiol is valued in various fields, notably:
    • Pharmaceuticals: It can serve as an intermediate in the synthesis of complex organic molecules.
    • Material Science: This compound is used to develop materials with specific chemical properties, aiding in the advancement of functional materials.
  • Reactivity: The thiol group (-SH) is known for its nucleophilic properties, making 3-chlorobenzenethiol an interesting compound for reactions such as cross-coupling and substitution reactions. Scientists often explore its potential in organic synthesis.
  • Safety Considerations: Like many sulfur-containing compounds, 3-chlorobenzenethiol can have a strong odor and may pose health risks. Proper safety precautions are necessary when handling it in the laboratory environment.
  • Environmental Impact: The chlorinated compounds in general can have significant environmental implications. Understanding their degradation pathways and environmental behavior is critical for chemists working in eco-friendly practices.

In summary, 3-chlorobenzenethiol's unique structure, diverse applications, and reactivity make it an essential compound in both synthetic chemistry and various industrial processes. As scientists continue to explore its properties, this compound holds promise for many innovative applications.

Synonyms
3-Chlorothiophenol
Benzenethiol, 3-chloro-
m-Chlorothiophenol
B8D2M2DK8R
NSC-32020
DTXSID7062116
DTXCID9036274
218-010-0
cqjdypzudyxhlm-uhfffaoysa-n
3-CHLOROBENZENETHIOL
2037-31-2
m-Chlorobenzenethiol
3-chlorobenzene-1-thiol
Benzenethiol, m-chloro-
3-Chloro-benzenethiol
MFCD00004839
3-Chloromercaptobenzene
NSC32020
3-chloro-thiophenol
EINECS 218-010-0
NSC 32020
UNII-B8D2M2DK8R
3-Chlorobenzenethiol, 97%
SCHEMBL48358
CHEMBL332620
AKOS006223919
PS-5376
DB-045187
NS00026606
EN300-64688
D78430