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Benzyl Mercaptan

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Identification
Molecular formula
C7H8S
CAS number
100-53-8
IUPAC name
phenylmethanethiol
State
State

At room temperature, benzyl mercaptan is a liquid. It is important to handle it carefully due to its strong odor and potential to cause irritation.

Melting point (Celsius)
-40.30
Melting point (Kelvin)
232.85
Boiling point (Celsius)
194.00
Boiling point (Kelvin)
467.15
General information
Molecular weight
124.20g/mol
Molar mass
124.2030g/mol
Density
1.0476g/cm3
Appearence

Benzyl mercaptan is a clear, colorless to pale yellow liquid. It has a strong, unpleasant odor often described as similar to garlic or sewage, which is characteristic of many thiol compounds.

Comment on solubility

Solubility of Phenylmethanethiol

Phemylmethanethiol, with the chemical formula C7H8S, exhibits interesting solubility characteristics that are important to note.

  • Solvent Type: Phenylmethanethiol is notably soluble in organic solvents such as ethanol, methanol, and chloroform.
  • Water Solubility: While it is relatively insoluble in water, its low aqueous solubility can be attributed to its hydrocarbon-like structure.
  • Temperature Influence: Like many organic compounds, its solubility can be influenced by temperature; generally, an increase in temperature enhances solubility in organic solvents.

As stated, "The solubility of a compound often hinges on its molecular structure," and this is evidenced in phenylmethanethiol. Its aromatic ring contributes to its preference for non-polar environments, making it less compatible with polar solvents like water. Understanding these solubility traits is crucial for applications in organic synthesis and for handling this compound in various chemical processes.

Interesting facts

Interesting Facts About Phenylmethanethiol

Phemylmethanethiol, also known as benzenemethanethiol, is a fascinating aromatic thiol that has garnered attention for its unique properties and applications. Here are some compelling aspects of this compound:

  • Structure and Composition: The structure of phenylmethanethiol features a benzene ring attached to a thiol (-SH) functional group. This characteristic gives it distinct chemical behavior, as the thiol group can participate in various chemical reactions.

  • Strong Odor: One of the most notable properties of phenylmethanethiol is its potent odor, which resembles that of garlic or onion. This aroma is due to its sulfur content, making it a subject of study in olfactory responses and sensory perception.

  • Applications in Research: This compound is utilized in scientific research, particularly in the study of chemical reactions involving thiols. Its role as a nucleophile allows it to engage efficiently in electrophilic substitution reactions.

  • Biological Relevance: Interestingly, phenylmethanethiol is found in various natural sources, including certain plants and foods, contributing to their characteristic smells and flavors. It plays a role in the biosynthesis of sulfur-containing compounds.

  • Antioxidant Properties: Research has shown that phenylmethanethiol exhibits antioxidant properties, which may provide protective effects against oxidative stress, a factor involved in various diseases.

In summary, phenylmethanethiol presents a synergistic combination of intriguing chemical properties and practical applications. Its unique structure, potent odor, and biological relevance make it an important compound in both research and industry.

Synonyms
BENZYL MERCAPTAN
Phenylmethanethiol
Benzenemethanethiol
100-53-8
Benzylthiol
Thiobenzyl alcohol
alpha-Toluenethiol
Toluene-alpha-thiol
Benzylhydrosulfide
Benzylmercaptan
alpha-Mercaptotoluene
Phenylmethyl mercaptan
Benzyl hydrosulfide
Methanethiol, phenyl-
benzyl thiol
(Mercaptomethyl)benzene
alpha-Toluolthiol
alpha-Tolyl mercaptan
phenyl-methanethiol
Toluene, alpha-mercapto-
.alpha.-Toluenethiol
a-toluenethiol
USAF ex-1509
.alpha.-Tolyl mercaptan
FEMA No. 2147
.alpha.-Toluolthiol
benzylsulfane
NSC 41897
CCRIS 9101
HSDB 2105
UNII-OS34A21OBZ
EINECS 202-862-5
OS34A21OBZ
(Thiomethyl)benzene
BRN 0605864
DODEOYL BENZYL MERCAPTAN
a-Toluenethiol, 8CI
DTXSID6026664
alpha-Mercapto-Toluene
AI3-22955
.alpha.-Mercaptotoluene
Benzenemethanethiol, 9CI
NSC-41897
TOLUENE-.ALPHA.-THIOL
DTXCID206664
BENZYL MERCAPTAN [FHFI]
BENZYL MERCAPTAN [HSDB]
THIOBENZYL ALCOHOL [MI]
CHEMBL1224557
FEMA 2147
CHEBI:137674
BENZYL MERCAPTAN [USP-RS]
4-06-00-02632 (Beilstein Handbook Reference)
16528-58-8
BENZYL MERCAPTAN (USP-RS)
benzyl-MERCAPTAN
benzylmercaptane
alphaToluolthiol
a-Toluolthiol
toluene-a-thiol
alphaToluenethiol
a-Mercaptotoluene
a-Tolyl mercaptan
alpha -toluolthiol
phenyl methanethiol
alphaMercaptotoluene
BnSH
alpha -toluenethiol
benzyl hydrosulphide
alphaTolyl mercaptan
Methanethiol, phenyl
Toluene-I+--thiol
MFCD00004867
alpha -mercaptotoluene
Toluene, alphamercapto
alpha -tolyl mercaptan
Benzyl mercaptan, 99%
Usaf ek-1509
SCHEMBL205
Benzyl Mercaptan - 96%
WLN: SH1R
Benzyl mercaptan, 99%, FG
NSC41897
Tox21_200129
BDBM50325566
Benzyl mercaptan, analytical standard
NSC229567
STL299685
Thiomethyl resin (200-400 mesh)
AKOS000120383
AT29982
FB05260
NSC-229567
NCGC00248534-01
NCGC00257683-01
CAS-100-53-8
FT111714
Benzyl mercaptan, purum, >=99.0% (GC)
DB-003602
NS00020907
T0287
EN300-16494
A800227
Q3740628
Z55948218
F0001-0020
Benzyl mercaptan, United States Pharmacopeia (USP) Reference Standard
SDQ