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2-Furfurylthiol

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Identification
Molecular formula
C5H6OS
CAS number
98-02-2
IUPAC name
2-furylmethanethiol
State
State

At room temperature, 2-Furfurylthiol is a liquid. Its strong and distinct smell is notable even at minute concentrations.

Melting point (Celsius)
-30.00
Melting point (Kelvin)
243.15
Boiling point (Celsius)
159.00
Boiling point (Kelvin)
432.15
General information
Molecular weight
114.17g/mol
Molar mass
114.1800g/mol
Density
1.1366g/cm3
Appearence

2-Furfurylthiol appears as a clear, yellowish liquid. It has a very potent odor with characteristic notes of roasted coffee, burnt sugar, or popcorn. It is often employed in flavor and fragrance applications due to its attractive aroma even in extremely low concentrations.

Comment on solubility

Solubility of 2-furylmethanethiol

2-furylmethanethiol, with its intriguing chemical structure, exhibits noteworthy solubility characteristics that are essential to understand for its applications. Solubility is influenced by several factors, and for this compound, we can consider:

  • Polarity: 2-furylmethanethiol contains both a thiol group (-SH) and a furan ring, contributing to its unique polar properties, which enhance its solubility in polar solvents.
  • Solvent Compatibility: This compound is generally soluble in polar organic solvents such as ethanol and methanol. However, it has limited solubility in nonpolar solvents like hexane.
  • Temperature Influence: As with many organic compounds, Increasing the temperature can aid in the solubility of 2-furylmethanethiol in various solvents.

It is critical to note that pH levels can also affect the solubility of thiols, including 2-furylmethanethiol. In acidic environments, the thiol group can remain protonated, potentially changing its solubility profile:

  • At low pH, the compound may show increased solubility due to the formation of thiol-bases that can enhance solvation.
  • At neutral to basic pH, it may experience reduced solubility as the thiol group remains unprotonated.

Overall, understanding the solubility of 2-furylmethanethiol provides deeper insight into its behavior in various chemical environments, making it a fascinating compound for further exploration.

Interesting facts

Interesting Facts about 2-Furylmethanethiol

2-Furylmethanethiol, often captured in the intriguing realm of organic chemistry, is a sulfur-containing compound that showcases unique properties and versatility. This compound, characterized by its distinctive furyl ring, has several notable attributes:

  • Odor Profile: It is renowned for its strong, distinctive odor, often described as having a "skunky" characteristic. This makes it a subject of interest in the realm of sensory science and flavor chemistry.
  • Flavor Enhancer: Because of its unique scent and taste profile, 2-furylmethanethiol is utilized in the food industry as a flavor enhancer, particularly in the formulation of savory products.
  • Chemical Reactivity: As a thiol, this compound will readily undergo oxidation to form disulfides, which can be crucial in modifying flavor compounds and improving stability in various formulations.
  • Natural Occurrence: It occurs naturally in certain foods and is part of the complex mixture of compounds that contribute to the aroma and flavor of cooked meats.
  • Research Applications: Beyond its culinary applications, 2-furylmethanethiol has been studied for its potential roles in various chemical reactions and its implications in the field of organic synthesis.

In the words of a prominent chemist: "Understanding the role of thiols in flavor chemistry not only enhances our culinary experiences but also deepens our appreciation for the intricate world of chemical compounds."

Overall, 2-furylmethanethiol stands as a fascinating compound that bridges the gap between chemistry and sensory perception, making it an exciting topic for both scientists and enthusiasts alike.

Synonyms
Furfuryl mercaptan
98-02-2
2-FURANMETHANETHIOL
2-Furylmethanethiol
furan-2-yl-methanethiol
Furfuryl thiol
furan-2-ylmethanethiol
2-Furylmethyl mercaptan
2-Furfurylthiol
2-Furfurylmercaptan
2-(Mercaptomethyl)furan
Furfurylmercaptan
(2-Furanyl)methylmercaptan
175236-33-6
USAF B-58
FEMA No. 2493
Furfuryl mercaptan (natural)
alpha-Furfuryl mercaptan
2-furanmethanthiol
EINECS 202-628-2
NSC 41142
2-mercaptomethylfuran
BRN 0383594
29W096TCPG
DTXSID7052654
AI3-36709
NSC-41142
DTXCID4031227
FURFURYL MERCAPTAN [FCC]
FURFURYL MERCAPTAN [FHFI]
NSC 41142-d2
5-17-03-00351 (Beilstein Handbook Reference)
MFCD00003254
UNII-29W096TCPG
furylmethanethiol
fufuryl mercaptan
furfuryl-mercaptan
2-furanylmethanethiol
2-Furfuryl mercaptan
2-furylmethylmercaptan
furanylmethyl mercaptan
uran-2-ylmethanethiol
starbld0016618
(furan-2-yl)methanethiol
.alpha.-Furfuryl mercaptan
WLN: T5OJ B1SH
2-Furanmethanethiol, 98%
SCHEMBL125084
CHEMBL3560314
FEMA 2493
CHEBI:166536
Furfuryl mercaptan, >=97%, FG
NSC41142
Tox21_303886
STK802294
AKOS000119240
2-Furanmethanethiol, analytical standard
CAS-98-02-2
Furfuryl mercaptan, natural, 98%, FG
NCGC00357144-01
LS-13041
DB-003671
F0077
NS00012489
EN300-19031
E78916
A845789
Q5509474
F0001-2311
19980-20-2
202-628-2