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O-Cresol

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Identification
Molecular formula
C7H8S
CAS number
615-80-7
IUPAC name
2-methylbenzenethiol
State
State

At room temperature, 2-Methylbenzenethiol is a liquid.

Melting point (Celsius)
-1.00
Melting point (Kelvin)
272.15
Boiling point (Celsius)
195.50
Boiling point (Kelvin)
468.65
General information
Molecular weight
124.21g/mol
Molar mass
124.2080g/mol
Density
1.0315g/cm3
Appearence

2-Methylbenzenethiol, also known as o-Cresol, is a colorless to pale yellow liquid with a characteristic phenolic odor. It may darken upon exposure to light and air.

Comment on solubility

Solubility of 2-methylbenzenethiol

2-methylbenzenethiol, also known as o-cresol thiol, exhibits interesting solubility characteristics that are influenced by its structural features. This compound has a relatively low water solubility due to its hydrophobic aromatic ring and the presence of a sulfur atom, which affects its polarity. Here's a brief overview of its solubility:

  • Water: 2-methylbenzenethiol is poorly soluble in water. Its solubility can be attributed to the non-polar nature of the benzene ring, which limits its ability to interact with the polar water molecules.
  • Organic Solvents: This compound is more soluble in organic solvents such as ethanol, ether, and chloroform, which are capable of interacting with its hydrophobic and thiol functional groups.
  • pH Sensitivity: The solubility of 2-methylbenzenethiol may vary with changes in pH, particularly because the ionization of the thiol group can produce a more polar species that might enhance solubility in water.

In summary, while C7H10S (2-methylbenzenethiol) has limited solubility in water, its affinity for organic solvents underscores its compatibility with a range of chemical environments. This dual nature makes it a fascinating compound in the study of solubility principles.

Interesting facts

Interesting Facts about 2-Methylbenzenethiol

2-Methylbenzenethiol, also known as o-methylbenzenethiol, is a fascinating organic compound with diverse applications and noteworthy characteristics. Here are some intriguing insights:

  • Structure and Isomerism: This compound belongs to the thiophenol family and is notable for its unique structure. The positioning of the methyl group and sulfhydryl group at adjacent carbons creates a distinct ortho arrangement, giving it differing properties compared to its meta and para isomers.
  • Odor Profile: One of the most remarkable features of 2-methylbenzenethiol is its strong, sulfurous odor, which has been likened to that of skunk spray or rotten eggs. This powerful scent can be both a nuisance and a useful attribute, aiding in the detection of leaks in natural gas systems.
  • Biochemical Relevance: In biochemistry, thiols like 2-methylbenzenethiol play a crucial role in various biological mechanisms, including protein structure stabilization and redox reactions. Their ability to form disulfide bonds is vital for the functionality of many enzymes and proteins.
  • Applications in Industry: Thanks to its chemical properties, 2-methylbenzenethiol is utilized in the production of flavors and fragrances, as well as in the synthesis of certain pesticides and pharmaceuticals. Its unique reactivity allows for the development of specialized compounds in organic chemistry.
  • Environmental Significance: The compound can also be found in various environmental contexts, serving as a marker for certain types of pollution. Its presence in water bodies can signal biological processes that may indicate pollution levels or decomposition processes.

As a compound that bridges industrial chemistry and biochemistry, 2-methylbenzenethiol embodies many complexities and applications. Understanding its properties not only enriches the field of organic chemistry but also underlines the interconnectedness of chemical compounds and their roles in various domains.

Synonyms
2-Methylbenzenethiol
o-Toluenethiol
137-06-4
o-Thiocresol
2-Methylthiophenol
2-THIOCRESOL
Benzenethiol, 2-methyl-
2-Toluenethiol
o-Tolyl mercaptan
o-Mercaptotoluene
o-Methylthiophenol
o-Methylbenzenethiol
Toluene-2-thiol
2-Methylphenylthiol
2-Methylbenzene-1-thiol
Tolylthiol, o-
Tolylmercaptan, o-
Toluene, 2-mercapto-
USAF EK-2676
FEMA No. 3240
NSC 80655
Thiocresol
HSDB 2022
6FU2EGI4VS
EINECS 205-276-8
BRN 0774068
2-methyl-benzenethiol
DTXSID8047135
NSC-80655
O-THIOCRESOL [MI]
2-THIOCRESOL [HSDB]
DTXCID6027135
2-METHYLTHIOPHENOL [FHFI]
Benzenethiol, methyl-
Toluenethiol, o-
UNII-6FU2EGI4VS
MFCD00004838
oThiocresol
oToluenethiol
Toluenethiol
o-tolylthiol
oMercaptotoluene
tolyl thiol
2Toluenethiol
oMethylthiophenol
oTolyl mercaptan
thio-o-cresol
2methylthiophenol
O-Tolylmercaptan
Tolylthiol, o
Methylbenzenethiol
2Methylphenylthiol
2-Mercaptotoluene
oMethylbenzenethiol
Tolylmercaptan, o
2methylbenzenethiol
2-Methylbenzothiol
NSC80655
Toluene, 2mercapto
2-Mercapto-Toluene
2-methyl thiophenol
2-methyl benzenethiol
Benzenethiol, 2methyl
O-Toluenethiol, 8CI
WLN: SHR B1
2-Methylbenzenethiol, 95%
SCHEMBL162167
o-Toluenethiol, >=97%, FG
CHEMBL3182595
FEMA 3240
CHEBI:178255
Tox21_302483
AKOS005207051
AT44941
PS-6300
NCGC00256758-01
CAS-137-06-4
DB-003296
NS00021630
T0288
EN300-50139
Q27264832