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2-Methylfuran-3-thiol

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Identification
Molecular formula
C5H6OS
CAS number
28588-68-1
IUPAC name
2-methylfuran-3-thiol
State
State

At room temperature, 2-Methylfuran-3-thiol is a liquid. Due to its highly odorous nature, it is usually handled in well-ventilated areas or under a fume hood.

Melting point (Celsius)
-77.00
Melting point (Kelvin)
196.15
Boiling point (Celsius)
142.00
Boiling point (Kelvin)
415.15
General information
Molecular weight
114.17g/mol
Molar mass
114.1670g/mol
Density
1.0617g/cm3
Appearence

2-Methylfuran-3-thiol is a pale yellow liquid with a distinctive foul odor. It is known for its potent and unpleasant smell which is reminiscent of cooked or burnt rubber. This compound is commonly used in flavor and fragrance industries due to its strong aroma properties.

Comment on solubility

Solubility of 2-methylfuran-3-thiol

2-methylfuran-3-thiol, known for its intriguing chemical structure, presents notable characteristics regarding its solubility:

  • Solvent Compatibility: This compound tends to be soluble in organic solvents such as ethanol and diethyl ether. This is primarily due to its non-polar furan ring, which enhances its interaction with non-polar solvents.
  • Water Solubility: 2-methylfuran-3-thiol exhibits limited solubility in water. This low solubility can be attributed to its hydrophobic furan component, which resists forming interactions with water molecules.
  • Temperature Influence: Like many organic compounds, its solubility can vary with temperature. Typically, increased temperature often leads to enhanced solubility in organic solvents.

As a general observation:

  1. The **non-polar nature** of a furan derivative can significantly limit aqueous solubility.
  2. Complex interactions within polar solvents can lead to **diminished solubility** for such thiol compounds.
  3. In practical applications, solubility profiles are vital for determining effective usage in chemical reactions and formulations.

To sum up, while 2-methylfuran-3-thiol is readily soluble in organic solvents, its reduced aqueous solubility suggests careful consideration for applications requiring compatibility with water.

Interesting facts

Interesting Facts About 2-Methylfuran-3-thiol

2-Methylfuran-3-thiol is a fascinating compound that belongs to the class of sulfur-containing heterocycles. Here are some intriguing aspects about this compound that make it noteworthy:

  • Unique Structure: The presence of both a furan ring and a thiol group contributes to the compound's distinctive chemical characteristics. The furan ring is an aromatic ring, while the thiol group imparts various functional properties.
  • Odor Profile: Compounds containing thiol groups are renowned for their strong and often unpleasant odors. In the case of 2-methylfuran-3-thiol, it can possess an odor that is reminiscent of rotten eggs or garlic, which makes it a compound of interest in studies related to olfaction.
  • Potential Applications: This compound could have various applications in the fields of flavoring and fragrance. Its strong thiolic profile might be used to create specific scents in perfume manufacturing or in food chemistry.
  • Biological Significance: Some studies suggest that thiols like 2-methylfuran-3-thiol may play roles in biological systems, potentially acting as antioxidants or participating in redox reactions. These properties can be crucial in metabolic processes.
  • Synthetic Routes: The synthesis of 2-methylfuran-3-thiol can involve various methods, including the modification of already existing furan compounds. This adaptability makes it an interesting subject for synthetic chemists looking to explore novel reactions.

In summary, 2-methylfuran-3-thiol is more than just a chemical compound; its unique structure, strong odor, potential applications, and biological significance make it a subject worthy of study. As scientists delve deeper into its properties and interactions, it may reveal even more surprises in the realm of organic chemistry.

Synonyms
2-Methyl-3-furanthiol
28588-74-1
2-Methylfuran-3-thiol
3-FURANTHIOL, 2-METHYL-
2-Methyl-3-mercaptofuran
2-Methyl-3-furylthiol
2-Methyl-3-furylmercaptan
FEMA No. 3188
DTXSID5047118
N21RW1N179
DTXCID3027118
RefChem:88081
249-094-7
2-methyl-3-furanethiol
3-Mercapto-2-methylfuran
2-methyl-furan-3-thiol
MFCD00010280
2-methyl-3-sulfanylfuran
2-Methyl, 3-furanethiol
Furan-3-thiol, 2-methyl
2-methyl-3-mercapto-furan
2-Methyl-3-furanthiol (90%)
Oxycyclothione 030
EINECS 249-094-7
UNII-N21RW1N179
methyl furanthiol
2-Methyl-3-furylthiol; 2-Methyl-3-mercaptofuran; Oxycyclothione 030;
2-methyluran-3-thiol
2-methyl-3-furan thiol
SCHEMBL691744
SCHEMBL6256428
CHEMBL3188696
FEMA 3188
CHEBI:167074
METHYL-3-FURANTHIOL, 2-
Tox21_302709
2-Methyl-3-furanthiol, 95%, FG
SBB066361
2-Methyl-3-furanthiol (90per cent)
AKOS015897434
2-METHYL-3-FURYLTHIOL [FHFI]
CS-W011245
SB60941
2-Methyl-3-furanthiol, technical grade
NCGC00256792-01
AS-47693
CAS-28588-74-1
DB-021329
M1847
NS00012894
EN300-126929
F15479
588M741
F791095
Q27284403