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Isobutyl furoate

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Identification
Molecular formula
C11H16O3
CAS number
20379-94-0
IUPAC name
isobutyl 3-(2-furyl)propanoate
State
State

At room temperature, isobutyl 3-(2-furyl)propanoate is a liquid. This compound remains in a stable liquid state under ambient conditions, and its volatility gives it a characteristic fruity odor, sometimes used in flavor and fragrance applications.

Melting point (Celsius)
-30.00
Melting point (Kelvin)
243.15
Boiling point (Celsius)
219.00
Boiling point (Kelvin)
492.15
General information
Molecular weight
168.21g/mol
Molar mass
168.2080g/mol
Density
1.0300g/cm3
Appearence

Isobutyl 3-(2-furyl)propanoate is a colorless liquid that possesses a fruity aroma, which is characteristic of furan derivatives. Its appearance is typically clear and it doesn't have a distinctive color, making it practically indistinguishable from water based solely on visual assessment.

Comment on solubility

Solubility of Isobutyl 3-(2-furyl)propanoate

Isobutyl 3-(2-furyl)propanoate, a compound characterized by its unique structure, exhibits interesting solubility properties. The solubility of this compound can be influenced by a variety of factors, including:

  • Polarity: The presence of the furyl group can affect the overall polarity of the molecule. Furans are generally polar due to their electronegative oxygen atom, which may enhance solubility in polar solvents.
  • Hydrogen Bonding: Isobutyl 3-(2-furyl)propanoate can engage in hydrogen bonding, which may lead to increased solubility in alcohols and other hydrogen-bonding solvents.
  • Chain Length: The isobutyl group can contribute to hydrophobic interactions, reducing the compound’s solubility in water but enhancing it in nonpolar organic solvents.

In summary, while isobutyl 3-(2-furyl)propanoate is expected to be insoluble in water, it is likely to be soluble in a range of organic solvents such as ethanol, ether, or chloroform. This makes it particularly useful for applications in organic synthesis and formulations where polar organic solvents are employed.

Interesting facts

Interesting Facts About Isobutyl 3-(2-Furyl)propanoate

Isobutyl 3-(2-furyl)propanoate, a fascinating ester compound, provides organic chemists with a variety of intriguing properties and potential applications. This compound is notable for its aromatic and heterocyclic ring structure, which contributes to its unique characteristics and reactivity.

Key Characteristics:

  • Aroma: The compound is derived from furan, a five-membered aromatic ring that imparts a distinctive aroma, often described as sweet and nutty—similar to caramel or toffee.
  • Applications: Due to its pleasant fragrance, it finds use in the perfume and flavoring industries, enhancing the sensory experience of various products.
  • Biocompatibility: Emanating from natural sources, the compound is appreciated for its biocompatibility, making it an attractive option for use in cosmetic formulations.

From a synthetic chemistry perspective, the formation of isobutyl 3-(2-furyl)propanoate showcases the beauty of esterification reactions, where an acid and an alcohol react to form an ester and water. As chemist Linus Pauling once said, “The best way to have a good idea is to have a lot of ideas.”

In addition to its applications in fragrances and flavors, the compound could potentially serve as a precursor in various chemical synthesis pathways, leading to novel material development. Researchers may also explore its interactions with biological systems to discover pharmacological properties.

This compound is a perfect example of how organic chemistry combines functionality with aesthetics, reminding us that chemistry is not just about formulas and reactions but also about the beauty found within the molecular world.

Synonyms
105-01-1
Isobutyl furfurylacetate
Isobutyl 2-furanpropionate
2-methylpropyl 3-(furan-2-yl)propanoate
Isobutyl 3-(furan-2-yl)propanoate
Isobutyl furylpropionate
Isobutyl-2-furanpropionate
Isobutyl 3-(2-furyl)propanoate
Isobutyl furan-2-propionate
FEMA No. 2198
2-Furanpropanoic acid, 2-methylpropyl ester
2-Methylpropyl 2-furanpropanoate
2-FURANPROPIONIC ACID, ISOBUTYL ESTER
Isobutyl 3-(2-furan)propionate
VTW5O0BY7T
EINECS 203-261-0
BRN 4991049
DTXSID4051532
ISOBUTYL-2-FURANPROPIONATE [FHFI]
UNII-VTW5O0BY7T
SCHEMBL872744
DTXCID5030084
FEMA 2198
CHEBI:169336
SVDPTFHRRNUNRS-UHFFFAOYSA-N
LMFA07010915
MFCD00047069
AKOS006241301
2-methylpropyl 3-(uran-2-yl)propanoate
NS00012677
G65625
Q27292015
203-261-0