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Benzenethiol

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Identification
Molecular formula
C6H6S
CAS number
108-98-5
IUPAC name
benzenethiol
State
State

At room temperature, benzenethiol is a liquid. It possesses moderate volatility and can be easily evaporated into the air, especially at elevated temperatures.

Melting point (Celsius)
-15.00
Melting point (Kelvin)
258.15
Boiling point (Celsius)
168.00
Boiling point (Kelvin)
441.15
General information
Molecular weight
110.18g/mol
Molar mass
110.1760g/mol
Density
1.0790g/cm3
Appearence

Benzenethiol is typically a colorless to pale yellow liquid with a distinct or pungent odor reminiscent of garlic. It is clear and has a greasy texture. While pure benzenethiol is colorless, exposure to air and light can cause discoloration over time.

Comment on solubility

Solubility of Benzenethiol

Benzenethiol, with the chemical formula C6H5SH, displays intriguing solubility characteristics that are significant in various chemical contexts. Here are some key points about its solubility:

  • Solvent Type: Benzenethiol is predominantly soluble in organic solvents, such as ethanol and ether, showing a high affinity for nonpolar to weakly polar environments.
  • Water Solubility: It has low solubility in water, attributed to its hydrophobic benzene ring, which inhibits interactions with water molecules.
  • Temperature Influence: The solubility of benzenethiol can be affected by temperature; generally, increased temperatures can enhance its solubility in organic solutions.
  • pH Effects: The presence of acidic or basic conditions may influence its solubility due to protonation or deprotonation of the thiol group.

In practical applications, the solubility of benzenethiol is essential for its role in synthesizing various compounds and in its usage in biological systems. As a reminder, "Like dissolves like," which emphasizes the importance of considering the type of solvent when predicting the solubility behavior of benzenethiol.

Interesting facts

Interesting Facts about Benzenethiol

Benzenethiol, also known as thiophenol, is a fascinating organic compound with a distinct aromatic structure that includes a sulfur atom. Here are some intriguing facts about benzenethiol:

  • Structure and Stability: Benzenethiol features a benzene ring bonded to a thiol group (-SH), making it a member of the thiol family. The stability of its aromatic system contributes to its unique chemical properties.
  • Odor Profile: Known for its strong and often unpleasant odor resembling that of rotten eggs or garlic, benzenethiol is sometimes used in the production of odorants for natural gas. The addition of this compound ensures leaks can be easily detected!
  • Biological Relevance: Thiols, including benzenethiol, play significant roles in biological systems. They are important in protein structure and function, particularly in forming disulfide bonds that stabilize proteins.
  • Reactivity: Benzenethiol can undergo various chemical reactions, including oxidation and substitution reactions, which allows for the synthesis of a range of other thiol compounds and derivatives.
  • Industrial Applications: This compound is utilized in the manufacturing of rubber accelerators, pesticides, and pharmaceuticals, demonstrating its versatility in different sectors of industry.

Overall, benzenethiol is not just significant due to its chemical properties, but it also showcases the intricate connections between chemistry, biology, and industry in a way that is reflective of the broader scientific landscape.

Synonyms
Benzenethiol
THIOPHENOL
108-98-5
Phenyl mercaptan
Mercaptobenzene
Phenylthiol
Phenylmercaptan
Phenol, thio-
Thiofenol
thiophenate
Benzene, mercapto-
FEMA No. 3616
RCRA waste number P014
USAF XR-19
CCRIS 8922
HSDB 5387
NSC 6953
EINECS 203-635-3
UN2337
UNII-7K011JR4T0
BRN 0506523
DTXSID7026811
CHEBI:48498
AI3-15418
7K011JR4T0
THIOPHENOL [MI]
NSC-6953
THIOPHENOL [HSDB]
BENZENETHIOL [FHFI]
DTXCID906811
EC 203-635-3
4-06-00-01463 (Beilstein Handbook Reference)
16528-57-7
UN 2337
Thiofenol [Czech]
CAS-108-98-5
RCRA waste no. P014
benzenthiol
thiphenol
benzene thiol
thio-phenol
(phenyl)sulfane
Thio phenol
Mercapto-Benzene
FEMA 3616
phenyl hydrosulfide
HSPh
PhSH
BT6
Thiophenol, 97%
Phenyl mercaptan [UN2337] [Poison]
Thiophenol, >=99%
SCHEMBL67
WLN: SHR
Benzenethiol, >=98%, FG
Thiophenol, analytical standard
CHEMBL119405
Phenyl mercaptan (ACGIH:OSHA)
NSC6953
STR00162
Tox21_201577
Tox21_303257
MFCD00004826
NSC229566
STL263870
AKOS000118794
NSC-229566
Thiophenol, purum, >=98.0% (GC)
NCGC00249074-01
NCGC00257036-01
NCGC00259126-01
Phenyl mercaptan [UN2337] [Poison]
BP-21352
BP-31153
B0041
NS00003994
EN300-18297
Q338965
F0001-0186