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4-(Dimethylamino)benzenethiol

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Identification
Molecular formula
C8H11NS
CAS number
702-27-0
IUPAC name
4-(dimethylamino)benzenethiol
State
State

At room temperature, 4-(Dimethylamino)benzenethiol is typically a solid. It generally assumes a stable crystalline form and is often kept in closed containers to mitigate exposure to air and moisture, which might affect its stability.

Melting point (Celsius)
82.00
Melting point (Kelvin)
355.15
Boiling point (Celsius)
292.60
Boiling point (Kelvin)
565.80
General information
Molecular weight
167.25g/mol
Molar mass
167.2780g/mol
Density
1.1190g/cm3
Appearence

4-(Dimethylamino)benzenethiol typically appears as a light yellow to pale brown crystalline solid. It has a slightly unpleasant aromatic odor characteristic of thiol compounds. Its crystals may vary in size, and it can be somewhat powders under certain conditions.

Comment on solubility

Solubility of 4-(dimethylamino)benzenethiol

The solubility of 4-(dimethylamino)benzenethiol, also known as DMABT, is an interesting aspect to consider. This compound, characterized by the presence of a thiol group, has varying solubility properties depending on the solvent used.

Key solubility characteristics:

  • Water solubility: 4-(dimethylamino)benzenethiol tends to have limited solubility in water, primarily due to the hydrophobic characteristics of the aromatic structure.
  • Solvent compatibility: It demonstrates higher solubility in organic solvents such as ethanol and methanol, where the interaction between the thiol group and the solvent can enhance dissolving ability.
  • pH influence: The solubility can be affected by the pH of the solution. In more basic conditions, the thiol can deprotonate, leading to increased solubility in aqueous solutions.

In terms of practical applications, the solubility of DMABT is pivotal for its use in organic synthesis and other chemical reactions. Thus, understanding its solubility behavior in various environments can aid in optimizing experimental conditions.

To summarize, while 4-(dimethylamino)benzenethiol exhibits limited solubility in water, it is more soluble in organic solvents, with factors such as pH playing a significant role in its overall solubility profile.

Interesting facts

Interesting Facts about 4-(Dimethylamino)benzenethiol

4-(Dimethylamino)benzenethiol is a fascinating compound known for its unique chemical properties and diverse applications. This compound belongs to the family of thiols, which are characterized by the presence of a sulfhydryl (-SH) group, making it an important molecule in organic chemistry.

Key Characteristics

  • Functional Versatility: The dimethylamino group confers strong nucleophilic properties, allowing the compound to participate in various chemical reactions.
  • Biological Implications: Research suggests that compounds with similar structures can act as potential inhibitors in various biochemical pathways, which may have implications in drug design.
  • Applications in Dye Chemistry: 4-(Dimethylamino)benzenethiol is utilized in synthesizing dyes, particularly in the field of textile chemistry, where its vibrant shades enhance color fastness.
  • Antioxidant Properties: Thio compounds, having sulfhydryl groups, are often studied for their antioxidant capabilities, which may provide protective benefits in biological systems.

Fun Facts

  • This compound can be involved in complexation reactions with heavy metals, making it of interest in environmental chemistry for detecting pollutants.
  • Its aromatic character and substituent effects contribute to its stability and reactivity, which are key factors in material science.
  • In laboratory settings, it serves as a useful building block for the synthesis of other important organic compounds.

In conclusion, 4-(Dimethylamino)benzenethiol exemplifies the intersection of organic synthesis, environmental chemistry, and biological research. Its multifaceted nature not only piques the interest of chemists but also highlights the importance of thiol compounds in both academic and industrial applications.

Synonyms
4-(dimethylamino)benzenethiol
4-(dimethylamino)benzene-1-thiol
675-537-2
4-(Dimethylamino)thiophenol
4946-22-9
p-Dimethylaminobenzenethiol
Benzenethiol, p-(dimethylamino)-
4-dimethylaminothiophenol
Benzenethiol, 4-(dimethylamino)-
4-Dimethylaminobenzenethiol
USAF PD-101
BRN 1635423
4-Mercapto-N,N-dimethylaniline
4-dimethylamino-benzenethiol
4-13-00-01308 (Beilstein Handbook Reference)
SCHEMBL543678
4-(dimethylamino)-benzenethiol
EX-A7845W
DTXSID30197795
PQSBRHXGVPVYFJ-UHFFFAOYSA-N
P-(DIMETHYLAMINO)BENZENETHIOL
AKOS006344529
FD62966
FS-5298
4-(dimethylamino)thiophenol, AldrichCPR
CS-0214622
D4047
T70960
EN300-1845881
4-(Dimethylamino)thiophenol;4-Mercapto-N,N-dimethylaniline