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2-Methoxybenzenethiol

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Identification
Molecular formula
C7H8OS
CAS number
766-18-3
IUPAC name
2-methoxybenzenethiol
State
State

At room temperature, 2-Methoxybenzenethiol is typically a liquid. It has a low boiling point for an organic compound with similar molecular weight, which is consistent with its state as a liquid.

Melting point (Celsius)
-2.00
Melting point (Kelvin)
271.15
Boiling point (Celsius)
244.00
Boiling point (Kelvin)
517.15
General information
Molecular weight
140.20g/mol
Molar mass
140.1960g/mol
Density
1.1280g/cm3
Appearence

2-Methoxybenzenethiol typically appears as a yellowish liquid. Due to its thiol group, it is associated with a distinct and strong odor that is characteristic of sulfur-containing compounds.

Comment on solubility

Solubility of 2-Methoxybenzenethiol

2-Methoxybenzenethiol, also known as o-Methoxybenzenethiol or 2-Mercaptoanisole, is an organic compound with interesting solubility characteristics. Its molecular structure, featuring a methoxy group and a thiol group, influences its interactions with various solvents.

The solubility of 2-methoxybenzenethiol can be summarized as follows:

  • Polar Solvents: This compound tends to be soluble in polar solvents such as water to a limited extent, due to the presence of the thiol group, which can engage in hydrogen bonding.
  • Non-Polar Solvents: It is generally more soluble in non-polar organic solvents like benzene, toluene, and dichloromethane, owing to the aromatic ring that facilitates π-π interactions.
  • Partitioning Behavior: The partitioning between water and organic solvents suggests that 2-methoxybenzenethiol can exhibit amphiphilic properties, making it useful in various chemical applications.

The ability of 2-methoxybenzenethiol to dissolve in different types of solvents makes it a versatile compound, suitable for a broad range of chemical reactions and applications. Understanding its solubility characteristics is essential for effective handling and utilization in laboratory and industrial contexts.

In summary, while it has limited solubility in polar solvents, 2-methoxybenzenethiol displays a greater affinity for non-polar environments, showcasing a fascinating interplay between its structural components and solubility behavior.

Interesting facts

Interesting Facts about 2-Methoxybenzenethiol

2-Methoxybenzenethiol, also known as o-methoxyphenylthiol, is an intriguing compound with various applications that spark the interest of chemists and researchers alike. Here are some fascinating details about this chemical:

  • Functional Group Diversity: This compound features both a methoxy group (-OCH₃) and a thiol group (-SH), combining the properties of a phenol and a thiol. This unique combination allows it to participate in a wide range of chemical reactions.
  • Reactivity: The presence of the thiol group gives it nucleophilic properties, making it an excellent candidate for reactions with electrophiles.
  • Applications in Organic Synthesis: 2-Methoxybenzenethiol is often used as a building block in the synthesis of more complex organic molecules, particularly in medicinal chemistry, where it can be part of pharmaceutical compounds.
  • Biological Significance: Compounds containing thiol groups are known for their roles in biological systems, including their involvement in the formation of disulfide bonds, which are vital for protein structure.
  • Odoriferous Nature: Many thiols, including 2-methoxybenzenethiol, are recognized for their distinctive odors, which can be pungent and often unpleasant. This property is both a challenge and an area of interest in synthetic applications.
  • Potential in Material Science: Thiol compounds are also explored for their ability to form self-assembled monolayers (SAMs) on gold surfaces, which are crucial in the field of nanoelectronics and biosensors.

As with many thiol-containing compounds, it is essential to handle 2-methoxybenzenethiol with care due to its reactivity and potential odor issues. The study of this compound highlights the intersection of organic synthesis and biological chemistry, showcasing the versatility and importance of sulfur-containing compounds in various fields.

Synonyms
2-Methoxybenzenethiol
2-Methoxythiophenol
7217-59-6
Thioguaiacol
Benzenethiol, 2-methoxy-
o-Methoxybenzenethiol
2-Mercaptoanisole
2-methoxybenzene-1-thiol
BENZENETHIOL, o-METHOXY-
EINECS 230-605-7
BRN 2042178
90HAL41673
DTXSID0064595
FEMA NO. 4159
DSCJETUEDFKYGN-UHFFFAOYSA-
4-06-00-05633 (Beilstein Handbook Reference)
DTXCID5047249
2-MERCAPTOANISOLE [FHFI]
230-605-7
inchi=1/c7h8os/c1-8-6-4-2-3-5-7(6)9/h2-5,9h,1h3
2-Methoxy thiophenol
o-Methoxythiophenol
2-Methoxy-benzenethiol
MFCD00004834
methoxythiophenol
UNII-90HAL41673
2-methoxylthiophenol
2-methoxy-thiophenol
O-Methoxy-Benzenethiol
2-Methoxythiophenol, 97%
SCHEMBL8179
2-Methoxybenzenethiol, 9CI
CHEMBL333973
2-(methyloxy)phenyl hydrosulfide
CHEBI:173586
2- MERCAPTOANISOLE [FHFI]
2-Methoxythiophenol, >=97%, FG
AKOS009156835
CS-W018309
PS-5272
SY001943
DB-021310
M1670
NS00022726
EN300-53582
H10479
Q27271330
F0001-1843