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Allyl mercaptan

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Identification
Molecular formula
C3H6S
CAS number
870-23-5
IUPAC name
prop-2-ene-1-thiol
State
State

At room temperature, allyl mercaptan exists as a liquid. It is known for its volatility and the distinctive smell that is common among thiols.

Melting point (Celsius)
-131.50
Melting point (Kelvin)
141.65
Boiling point (Celsius)
89.00
Boiling point (Kelvin)
362.15
General information
Molecular weight
74.14g/mol
Molar mass
74.1390g/mol
Density
0.8506g/cm3
Appearence

Allyl mercaptan is a colorless to pale yellow liquid. It possesses a strong, pungent odor reminiscent of onions or garlic, which is characteristic for thiol compounds.

Comment on solubility

Solubility of Prop-2-ene-1-thiol

Prop-2-ene-1-thiol, also known as isopropenyl mercaptan, presents interesting solubility characteristics that are influenced by its functional groups and molecular structure.

Solubility Characteristics:

  • Polar Nature: Due to the presence of a thiol group (–SH), prop-2-ene-1-thiol exhibits some polar characteristics, which generally enhances its solubility in polar solvents.
  • Solubility in Water: Although it is not highly soluble in water, it demonstrates moderate solubility, primarily because of its ability to engage in hydrogen bonding with water molecules.
  • Solubility in Organic Solvents: It is more soluble in organic solvents such as alcohols and ethers due to hydrophobic interactions, making it useful in various chemical applications.

In conclusion, while prop-2-ene-1-thiol shows limited solubility in water, it is quite soluble in various organic solvents, allowing for versatile usage in both laboratory and industrial settings. As science progresses, understanding the solubility of such compounds can unveil new possibilities and applications.

Interesting facts

Interesting Facts about Prop-2-ene-1-thiol

Prop-2-ene-1-thiol, commonly known as allyl mercaptan, is a fascinating compound in the realm of organic chemistry. Here are some interesting insights:

  • Structure and Reactivity: Prop-2-ene-1-thiol features a thiol functional group (-SH) attached to an alkene, providing it with unique chemical properties. This dual functionality makes it highly reactive, allowing it to participate in various chemical reactions, such as nucleophilic substitutions and addition reactions.
  • Biological Interest: This compound is particularly intriguing from a biological perspective. It is known to be an intermediate in the metabolism of certain sulfur-containing compounds, and plays a role in various biochemical pathways.
  • Odorous Nature: Like many thiols, prop-2-ene-1-thiol has a notably strong and often unpleasant odor. This characteristic has made it useful in environmental monitoring, as it is sometimes added to natural gas (which is odorless) as a warning scent.
  • Applications: Beyond its role in organic synthesis, prop-2-ene-1-thiol is utilized in the flavor and fragrance industry for its distinct aroma. It serves as a building block for the production of other sulfur-containing compounds, which are used in perfumes and food flavorings.
  • Safety Considerations: As with many chemical compounds, handling prop-2-ene-1-thiol should be approached with caution. Its strong odor can be irritating, and appropriate safety measures should be taken to minimize exposure, particularly in industrial settings.

In summary, prop-2-ene-1-thiol is more than just a simple organic compound; it is a versatile molecule with significant implications in both synthetic chemistry and practical applications. Its reactivity and strong odor make it an interesting subject of study for both chemists and industry professionals.

Synonyms
ALLYL MERCAPTAN
2-Propene-1-thiol
prop-2-ene-1-thiol
Allylthiol
Allyl sulfhydrate
FEMA No. 2035
allyl thioalcohol
3-Mercaptopropene
UNII-1X587IBY09
1X587IBY09
NSC 6744
NSC-6744
EINECS 212-792-7
1-PROPENE-3-THIOL
AI3-23286
ALLYL MERCAPTAN [FHFI]
DTXSID2061226
FEMA 2035
ULIKDJVNUXNQHS-UHFFFAOYSA-
NSC6744
2Propene1thiol
Prop2ene1thiol
DTXCID5048558
inchi=1/c3h6s/c1-2-3-4/h2,4h,1,3h2
ulikdjvnuxnqhs-uhfffaoysa-n
un1228
870-23-5
Allylmercaptan
2-Propenyl mercaptan
2-Propenyl-1-thiol
CH2=CHCH2SH
Allyl Mercaptan (>75%)
CHEBI:89888
MFCD00004894
1-Propene-3-thiol; 2-Propen-1-thio; Allylthiol; NSC 6744
allyl thiol
Allyl mercaptan, >=70%
Allyl mercaptan, >=90%
CHEMBL3222024
AKOS000120943
DB-003583
A0777
NS00022848
2-Propene-1-thiol, technical, ~60% (GC)
D88323
A841917
Q25104273