Skip to main content

4-Chlorobenzenethiol

ADVERTISEMENT
Identification
Molecular formula
C6H5ClS
CAS number
106-54-7
IUPAC name
4-chlorobenzenethiol
State
State

At room temperature, 4-chlorobenzenethiol is a liquid. It becomes a solid upon cooling below its melting point of 28°C.

Melting point (Celsius)
28.00
Melting point (Kelvin)
301.15
Boiling point (Celsius)
230.00
Boiling point (Kelvin)
503.15
General information
Molecular weight
142.62g/mol
Molar mass
142.6190g/mol
Density
1.3450g/cm3
Appearence

4-Chlorobenzenethiol is a colorless oil that may appear slightly yellow due to impurities. It has a distinctive sharp odor similar to other thiol compounds. This compound should be handled with care due to its pungent nature.

Comment on solubility

Solubility of 4-chlorobenzenethiol

4-chlorobenzenethiol, also known as p-chlorothiophenol, exhibits notable solubility characteristics due to its chemical structure. Here are some key insights into its solubility:

  • Solvent compatibility: 4-chlorobenzenethiol is typically soluble in organic solvents such as ethanol, ether, and benzene, making it useful in various organic synthesis applications.
  • Water solubility: The compound has limited solubility in water, primarily due to the hydrophobic aromatic ring and the presence of the thiol (-SH) group, which only partially interacts with water molecules.
  • Temperature effects: The solubility of 4-chlorobenzenethiol may increase with temperature, as is common with many organic compounds, thus allowing for better solvation in higher temperatures.
  • pH influence: The solubility can be further affected by pH changes. In more basic conditions, the thiol group may become deprotonated, affecting the compound's solubility profile.

In summary, while 4-chlorobenzenethiol is not highly soluble in water, it demonstrates greater solubility in organic solvents, providing versatility for chemical applications. Understanding its solubility is crucial for predicting its behavior in various chemical environments.

Interesting facts

Interesting Facts about 4-Chlorobenzenethiol

4-Chlorobenzenethiol, also known as p-chlorothiophenol, is a fascinating compound that has garnered attention in various fields of chemistry and industry. Here are some interesting insights into this unique compound:

  • Structural Characteristics: This compound features a chlorobenzene ring with a thiol (-SH) functional group attached at the para position. Its structure contributes to interesting chemical properties and reactivity.
  • Synthetic Applications: 4-Chlorobenzenethiol is utilized in the synthesis of various organic compounds, especially in the production of dyes, pharmaceuticals, and agrochemicals. This versatility makes it a valuable building block in organic chemistry.
  • Reactivity: The presence of the thiol group imparts nucleophilic properties to 4-chlorobenzenethiol, allowing it to participate in several reactions, including nucleophilic substitution reactions. It can react with electrophiles, making it useful in designing diverse compounds.
  • Biological Activity: Studies have suggested that thiophenols, including 4-chlorobenzenethiol, may possess antimicrobial properties. This aspect is under investigation for potential applications in developing new antimicrobial agents.
  • Environmental Impact: Like many organochlorine compounds, 4-chlorobenzenethiol requires careful handling due to its potential toxicity. Awareness of its environmental impact is crucial, especially in industrial settings where its use may be prevalent.

In summary, 4-chlorobenzenethiol is not just a simple chemical compound; it plays an impactful role in organic synthesis, demonstrates intriguing chemical reactivity, and potentially contributes to biological applications. Its significance spans across various fields—making it a compound worth studying!

Synonyms
4-Chlorothiophenol
106-54-7
4-CHLOROBENZENETHIOL
p-Chlorothiophenol
Benzenethiol, 4-chloro-
p-Chlorobenzenethiol
p-Chlorthiofenol
Benzenethiol, p-chloro-
p-Chlorophenylmercaptan
4-Chlorophenylmercaptan
p-Mercaptochlorobenzene
1-Chloro-4-mercaptobenzene
Phenyl mercaptan, p-chloro-
4-Chloro-benzenethiol
p-Chlorthiofenol [Czech]
NSC 18714
4-chlorobenzene-1-thiol
EINECS 203-408-9
4-chlorophenylthiol
MFCD00004847
BRN 0605971
AI3-18024
1O71UA6O72
NSC-18714
CHEMBL332901
DTXSID3059341
4-MERCAPTOPHENYL CHLORIDE
4-Chlorothiophenol(4-Chlorobenzenethiol)
4-chloro thiophenol
4-?Chlorothiophenol(4-Chlorobenzenethiol)
4-Chloromercaptobenzene
UNII-1O71UA6O72
parachlorothiophenol
p-chloro-thiophenol
4-chloro-thiophenol
4-chlorothio phenol
4-chloro benzenethiol
p-chlorophenyl mercaptan
WLN: SHR DG
4-Chlorothiophenol, 97%
SCHEMBL48247
DTXCID0032996
VZXOZSQDJJNBRC-UHFFFAOYSA-
NSC18714
BDBM50325572
NSC229564
STL263871
AKOS000118968
FC34417
NSC-229564
PS-5416
AC-10966
NS00023414
EN300-18299
E78837
Q27252681
Z57834219
F0001-0021
InChI=1/C6H5ClS/c7-5-1-3-6(8)4-2-5/h1-4,8H
203-408-9