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Thiophenol

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Identification
Molecular formula
C7H8S
CAS number
106-45-6
IUPAC name
4-methylbenzenethiol
State
State

Thiophenol is in a liquid state at room temperature. Its characteristic odor and volatility make it easily noticeable.

Melting point (Celsius)
-28.00
Melting point (Kelvin)
245.15
Boiling point (Celsius)
169.20
Boiling point (Kelvin)
442.35
General information
Molecular weight
124.21g/mol
Molar mass
124.2070g/mol
Density
1.0554g/cm3
Appearence

Thiophenol is a colorless to pale yellow liquid with a distinct aromatic odor resembling that of garlic or rotten cabbage. Over time, especially when exposed to air, it may darken due to the formation of oxidation products. It is miscible with many organic solvents.

Comment on solubility

Solubility of 4-Methylbenzenethiol

4-Methylbenzenethiol, also known as p-cresol thiol, is an organic compound with a distinct structure that influences its solubility characteristics in various solvents. The solubility of 4-methylbenzenethiol can be summarized as follows:

  • Polar Solvents: 4-Methylbenzenethiol demonstrates limited solubility in polar solvents such as water. This is primarily due to its aromatic structure, which introduces significant hydrophobic character.
  • Non-Polar Solvents: In contrast, this compound shows appreciable solubility in non-polar solvents like hexane and benzene, where the non-polar interactions prevail.
  • Solvent Interactions: The presence of the thiol (-SH) group may afford some solubility in moderately polar solvents, but overall, non-polar environments are preferred for higher solubility levels.

As a general observation, substances featuring aromatic groups tend to solubilize better in non-polar environments, and 4-methylbenzenethiol is no exception to this trend. Understanding these solubility dynamics is crucial for applications involving this compound, as it can significantly influence reactions and formulations in various chemical processes.

Interesting facts

Interesting Facts about 4-Methylbenzenethiol

4-Methylbenzenethiol, also known as p-cresol thiol, is an intriguing compound with various applications and interesting properties. This organic sulfur compound belongs to the family of thiols, which are characterized by the presence of a sulfhydryl group (-SH).

Key Attributes

  • Structure and Isomerism: The structure of 4-methylbenzenethiol features a methyl group substituent on the benzene ring at the para position relative to the thiol group. This distinct positioning can significantly influence its chemical reactivity and physical properties.
  • Uses in the Industry: This compound is utilized in various applications, including as a flavoring agent, in the synthesis of pharmaceuticals, and as a precursor for the production of other organic compounds.
  • Odor Profile: Like many thiols, 4-methylbenzenethiol possesses a strong, characteristic odor. It is often described as having a smell reminiscent of garlic or skunk, which can be both fascinating and beneficial for specific detection applications.
  • Biochemical Importance: Thiols such as 4-methylbenzenethiol play crucial roles in biological systems. They are involved in enzyme activities, act as antioxidants, and contribute to the synthesis of biomolecules.

Safety and Handling

Due to its pungent odor and potential health hazards, it is essential to handle 4-methylbenzenethiol with care. Proper laboratory safety protocols should be followed, including the use of personal protective equipment (PPE) such as gloves and masks.

Conclusion

4-Methylbenzenethiol captivates the interest of chemists and students alike due to its unique properties, the role it plays in various chemical processes, and its unmistakable odor. Understanding and working with thiols can provide valuable insight into organic chemistry, making it a compound worth studying.

Synonyms
4-Methylbenzenethiol
p-Thiocresol
106-45-6
p-Toluenethiol
4-Methylthiophenol
4-THIOCRESOL
Benzenethiol, 4-methyl-
p-Methylthiophenol
p-Tolyl mercaptan
p-Tolylthiol
4-Toluenethiol
p-Thiolcresol
p-Mercaptotoluene
p-Methylbenzenethiol
p-Tolylthiophenol
Toluene-4-thiol
p-Methylphenyl mercaptan
4-Methylphenyl mercaptan
4-Mercaptotoluene
1-Mercapto-4-methylbenzene
USAF EK-510
4-Methyl-benzenethiol
p-Methylphenylmercaptan
4-Methylphenylmercaptan
Toluene, 4-mercapto-
4-methylbenzene-1-thiol
p-Methylbenzenthiol
NSC 2227
HSDB 2024
Thio-p-cresol
6L2WW9XYZO
EINECS 203-399-1
4-methylphenylthiol
BRN 0605761
DTXSID5048188
AI3-09056
4-methyl-1-thiophenol
NSC-2227
P-METHYLPHENYLTHIOL
P-THIOCRESOL [MI]
NSC-229565
4-THIOCRESOL [HSDB]
DTXCID0028163
4-06-00-02153 (Beilstein Handbook Reference)
UNII-6L2WW9XYZO
pThiocresol
pThiolcresol
pToluenethiol
pTolylthiol
paratoluenethiol
pMercaptotoluene
pTolylthiophenol
4Toluenethiol
rho-Thiocresol
pMethylthiophenol
pTolyl mercaptan
4methylthiophenol
para-toluenethiol
pMethylbenzenethiol
4methylbenzenethiol
4-mercapto-toluene
Toluene, 4mercapto
4-methyl-thiophenol
4-methylthio-phenol
pMethylphenylmercaptan
4Methylphenylmercaptan
(4-methyl)thiophenol
4-methyl benzenethiol
4-methylbenzene thiol
Benzenethiol, 4methyl
pMethylphenyl mercaptan
1Mercapto4methylbenzene
4Methylphenyl mercaptan
4-METHYL THIOPHENOL
WLN: SHR D1
4-Methylbenzenethiol, 98%
SCHEMBL72612
CHEMBL119359
NSC2227
STR00880
Tox21_303614
MFCD00004851
NSC229565
AKOS000120273
FM42992
FT32348
PS-5132
NCGC00257443-01
BP-12556
CAS-106-45-6
PD168616
NS00023411
T0290
EN300-18298
Q18466653
F0001-0122
4-Methyl thiophenol;4-Methylthio phenol;4-methylbenzenethiol