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4-Nitrobenzenethiol

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Identification
Molecular formula
C6H5NO2S
CAS number
14770-79-7
IUPAC name
4-nitrobenzenethiol
State
State

At room temperature, 4-nitrobenzenethiol is solid. Given its crystalline nature, it can often be handled in smaller solid aggregates or powders.

Melting point (Celsius)
126.00
Melting point (Kelvin)
399.15
Boiling point (Celsius)
276.00
Boiling point (Kelvin)
549.15
General information
Molecular weight
155.17g/mol
Molar mass
155.1730g/mol
Density
1.3240g/cm3
Appearence

4-Nitrobenzenethiol is typically observed as a yellow crystalline solid. It is characterized by its vibrant color and crystal form, making it distinguishable from other compounds. The presence of the nitro group contributes to the intensity of its coloration.

Comment on solubility

Solubility of 4-nitrobenzenethiol

4-nitrobenzenethiol, or C6H4N2O2S, presents interesting solubility characteristics that are influenced by its molecular structure. This compound is known for being:

  • **Slightly soluble** in water due to its hydrophobic benzene ring and hydrophilic thiol (-SH) group.
  • **More soluble** in organic solvents, particularly those with non-polar or slightly polar characteristics such as ethanol, acetone, and chloroform.

These solubility traits can be attributed to the balance between hydrophobic and hydrophilic interactions. As a result, it is often utilized in various chemical reactions where its solubility in organic solvents can be an asset.

To illustrate:

  • Water solubility: Limited, making it less favorable for aqueous applications.
  • Organic solvent solubility: Enhanced, which expands its utility in organic synthesis.

In summary, 4-nitrobenzenethiol's solubility reflects its functional groups and molecular architecture, enabling it to be used effectively in organic chemistry settings.

Interesting facts

Interesting Facts about 4-Nitrobenzenethiol

4-Nitrobenzenethiol, also known as p-nitrothiophenol, is a fascinating compound with unique properties and applications. Here are some notable aspects:

  • Structure: This compound features a benzene ring substituted at one position with a nitro group (-NO₂) and at another position with a thiol group (-SH). The presence of these functional groups enhances its reactivity.
  • Reactivity: 4-Nitrobenzenethiol is known for its ability to form disulfides through oxidation, making it a useful reagent in organic synthesis.
  • Applications: It plays a vital role in various fields, particularly in:
    • Pharmaceuticals: Serving as an intermediate in the synthesis of various drugs.
    • Materials Science: Used in the creation of modified surfaces and nanostructures.
    • Analytical Chemistry: Employed as a probe for detecting certain metal ions due to its affinity for coordination.
  • Biological Relevance: Compounds like 4-nitrobenzenethiol can exhibit significant biological activity, influencing enzymatic processes and acting as potential drug candidates.
  • Environmental Impact: Due to the presence of a nitro group, it can be involved in redox reactions in the environment, which calls for careful handling.

As stated by researchers, "the versatility of thiol compounds like 4-nitrobenzenethiol continues to open new avenues in chemical research." Its intriguing balance of simplicity and complexity makes it a subject of ongoing study.


Understanding 4-nitrobenzenethiol not only enriches our knowledge of organic chemistry but also highlights the synergy between structure and function in chemical compounds.

Synonyms
4-Nitrothiophenol
4-Nitrobenzenethiol
1849-36-1
Benzenethiol, 4-nitro-
4-Nitrothiophenolate
CCRIS 2340
EINECS 217-436-4
para-nitrothiophenol
NSC 128182
BRN 0606924
AI3-09024
QL9H28763R
NSC-128182
DTXSID1075145
4-06-00-01687 (Beilstein Handbook Reference)
pNitrothiophenol
pNitrobenzenethiol
4Nitrobenzenethiol
4Nitrothiophenolate
Benzenethiol, pnitro
Benzenethiol, 4nitro
pNitrophenyl mercaptan
DTXCID5035870
217-436-4
axbvsrmhopmxba-uhfffaoysa-n
inchi=1/c6h5no2s/c8-7(9)5-1-3-6(10)4-2-5/h1-4,10
p-Nitrothiophenol
p-Nitrophenyl mercaptan
4-nitrobenzene-1-thiol
Benzenethiol, p-nitro-
P-NITROBENZENETHIOL
4-Nitro-benzenethiol
4-Nitrothiophenol (Contains Dimer)
p-nitro thiophenol
p-nitrophenyl thiol
MFCD00007343
(4-nitrophenyl)sulfane
SCHEMBL1362
NCIOpen2_000175
UNII-QL9H28763R
CHEMBL120606
SCHEMBL3269461
BCP26029
STR01118
NSC128182
AKOS009144471
PB41492
PS-3199
4-Nitrothiophenol, technical grade, 80%
p-Nitrothiophenol;Benzenethiol, 4-nitro-
DB-044541
CS-0055735
N0146
NS00026064
EN300-36802
H10808
AO-801/40217804
p-Nitrothiophenol;4-Nitrothiophenol;4-Nitro thiophenol