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3-Aminobenzenethiol

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Identification
Molecular formula
C6H7NS
CAS number
872-16-6
IUPAC name
3-aminobenzenethiol
State
State

At room temperature, 3-Aminobenzenethiol is typically found as a solid with crystalline structure.

Melting point (Celsius)
32.00
Melting point (Kelvin)
305.15
Boiling point (Celsius)
264.00
Boiling point (Kelvin)
537.15
General information
Molecular weight
125.19g/mol
Molar mass
125.1920g/mol
Density
1.2300g/cm3
Appearence

3-Aminobenzenethiol appears as a yellow to brown crystalline substance. It can exhibit an off-putting odor that is typical of thiol-containing compounds.

Comment on solubility

Solubility of 3-aminobenzenethiol

3-aminobenzenethiol, also known as para-aminobenzenethiol, exhibits distinct solubility characteristics that are essential for its application in various chemical processes.

Solvent Compatibility

The solubility of 3-aminobenzenethiol can be described as follows:

  • Soluble in polar solvents: 3-aminobenzenethiol is notably soluble in water and alcohols due to its amino (-NH2) and thiol (-SH) functional groups. These groups allow for hydrogen bonding and improve its interaction with polar solvents.
  • Limited solubility in non-polar solvents: On the other hand, this compound has relatively low solubility in non-polar solvents, as the polar functional groups do not effectively interact with non-polar environments.

Factors Affecting Solubility

Several factors can influence the solubility of 3-aminobenzenethiol:

  • pH Levels: The solubility may vary with changes in pH due to protonation of the amino group, enhancing its solubility in more acidic solutions.
  • Temperature: Increasing the temperature typically enhances solubility as it promotes the dissolution process of the compound.

In summary, the solubility of 3-aminobenzenethiol highlights its usefulness in chemical synthesis and applications in medicinal chemistry, where its solubility profile plays a crucial role in biological activity and reactivity.

Interesting facts

Interesting Facts about 3-Aminobenzenethiol

3-Aminobenzenethiol, also known as meta-aminothiophenol, is a fascinating compound that belongs to the class of aromatic amines and thiols. Here are some intriguing aspects of this compound:

  • Structural Isomerism: 3-Aminobenzenethiol is one of the three isomers of aminobenzenethiol, highlighting the importance of molecular structure in determining the compound's properties and reactivity.
  • Biological Significance: Compounds containing both amino and thiol groups are crucial in biochemistry. They play roles in the synthesis of important biomolecules and may also act as antioxidants.
  • Applications: This compound is utilized in various fields, including:
    • As an intermediate in the synthesis of dyes and pigments.
    • In the production of rubber chemicals and pesticides.
    • In pharmaceuticals, where it can be a precursor for drugs.
  • Environmental Considerations: Like many thiols, 3-aminobenzenethiol may have a characteristic odor. Its use in industrial applications necessitates careful handling to minimize environmental impact and exposure risks.
  • Reactivity: Due to the presence of both the amino and thiol groups, this compound is a nucleophile, making it reactive in various substitution reactions. Its unique functional groups allow for diverse chemical transformations.

In the words of renowned chemist Linus Pauling, "Chemistry is the science of the composition, structure, properties, and reactions of matter." 3-Aminobenzenethiol exemplifies this concept by showcasing the intricate links between structure and function, making it an important subject of study in both organic chemistry and materials science.

Synonyms
3-Aminothiophenol
22948-02-3
3-AMINOBENZENETHIOL
Benzenethiol, 3-amino-
m-aminothiophenol
C28JQS4Q5M
EINECS 245-344-4
DTXSID00177488
RefChem:497820
DTXCID7099979
245-344-4
3-Mercaptoaniline
MFCD00007791
3-aminobenzene-1-thiol
3-amino thiophenol
m-Amino Thiophenol
3-amino-benzenethiol
3-Aminothiophenol, 96%
UNII-C28JQS4Q5M
SCHEMBL61220
SCHEMBL515481
SCHEMBL27453572
SCHEMBL28024472
SCHEMBL31099299
KFFUEVDMVNIOHA-UHFFFAOYSA-
BCP18600
BBL027659
STK802232
AKOS005207015
AT20842
CS-W013510
PS-3256
AC-10867
DB-046030
A1852
NS00027305
EN300-82398
F791269
InChI=1/C6H7NS/c7-5-2-1-3-6(8)4-5/h1-4,8H,7H2