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Isobutyl anthranilate

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Identification
Molecular formula
C11H15NO2
CAS number
1335-66-6
IUPAC name
isobutyl 2-aminobenzoate
State
State

At room temperature, isobutyl anthranilate is a liquid.

Melting point (Celsius)
-45.50
Melting point (Kelvin)
227.65
Boiling point (Celsius)
258.00
Boiling point (Kelvin)
531.15
General information
Molecular weight
193.25g/mol
Molar mass
193.2480g/mol
Density
1.0030g/cm3
Appearence

Isobutyl anthranilate is a colorless to slightly yellow liquid with a pleasant, fruity odor reminiscent of grape or cherry.

Comment on solubility

Solubility of Isobutyl 2-Aminobenzoate

Isobutyl 2-aminobenzoate, a compound with the chemical formula C11H15N O2, exhibits interesting solubility characteristics that can affect its application in various fields.

When considering its solubility, several factors must be taken into account:

  • Polarity: As a derivative of benzoic acid, isobutyl 2-aminobenzoate has both hydrophobic (due to its isobutyl group) and hydrophilic (from the amino and ester functionalities) properties. This dual characteristic can lead to moderate solubility in organic solvents and limited solubility in water.
  • Solvent Interaction: Solubility is significantly influenced by the solvent used. For instance, it is likely to dissolve well in non-polar organic solvents like hexane or ether while showing limited solubility in polar solvents like water.
  • Temperature Effects: Like many organic compounds, the solubility of isobutyl 2-aminobenzoate can increase with temperature, which can be an important consideration in experimental conditions.
  • Acid-Base Interactions: The presence of amino groups may allow for protonation in acidic conditions, altering its solubility profile in acidic versus neutral or basic mediums.

In summary, the solubility of isobutyl 2-aminobenzoate is influenced by its molecular interactions, the nature of the solvent, and environmental conditions. As stated, "Understanding the solubility of a compound is crucial for its effective use in synthesis and applications."

Interesting facts

Interesting Facts about Isobutyl 2-Aminobenzoate

Isobutyl 2-aminobenzoate, also known as Isobutyl anthranilate, is a fascinating compound that opens the door to a variety of chemical applications and biological interactions. Here are some intriguing aspects of this compound:

  • Historical Significance: First synthesized in the early 20th century, isobutyl 2-aminobenzoate has been studied for its potential in fragrance and flavoring industries due to its sweet, fruity aromatic properties.
  • Biological Applications: This compound exhibits interesting biological activity, making it a subject of research. For example, it has been explored for potential roles in pharmaceuticals and as a mosquito repellent.
  • Ecological Impact: Interestingly, isobutyl 2-aminobenzoate is also observed in some natural processes, attracting scientific interest in its role within ecosystems.
  • Industrial Uses: The esterization of amino acids to form analogs like isobutyl 2-aminobenzoate reflects its importance in the production of specialty chemicals used in products ranging from polymers to coatings.
  • Scent Characteristics: It is often noted for its pleasant odor, which resembles grapes or berries. This makes it a popular choice in the formulation of perfumes and flavoring agents.

In conclusion, isobutyl 2-aminobenzoate is not just a simple compound; it is a point of intersection for chemistry, biology, and industry. Its versatility and applications continue to inspire ongoing research and development in various fields.

As the great chemist Linus Pauling once said, "The secret of the Universe is in the chemistry of materials." Exploring compounds like isobutyl 2-aminobenzoate certainly proves this to be true!

Synonyms
ISOBUTYL ANTHRANILATE
Isobutyl 2-aminobenzoate
2-Methylpropyl 2-aminobenzoate
Isobutyl O-aminobenzoate
Anthranilic acid, isobutyl ester
FEMA No. 2182
Benzoic acid, 2-amino-, 2-methylpropyl ester
CCRIS 6251
EINECS 231-938-0
UNII-42VU4JGT90
42VU4JGT90
iso-butyl anthranilate
AI3-03443
DTXSID8025460
ISOBUTYL ANTHRANILATE [FHFI]
DTXCID105460
2-AMINOBENZOIC ACID, 2-METHYLPROPYL ESTER
231-938-0
ilcljqfcmrcpnm-uhfffaoysa-n
7779-77-3
Isobutylanthranilate
Isobutylanthranilat
MFCD00053630
Isobutyl 2-aminobenzoate #
anthranilic acid isobutyl ester
SCHEMBL1532440
CHEMBL2263136
FEMA 2182
CHEBI:179249
HAA77977
AKOS009166070
FS-3879
DB-254956
NS00022792
G86029
Q27258578