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Ethyl cinnamate

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Identification
Molecular formula
C11H12O2
CAS number
103-36-6
IUPAC name
ethyl 3-phenylprop-2-enoate
State
State

At room temperature, ethyl cinnamate is a liquid. It maintains its liquid state across a relatively broad range of temperatures before boiling.

Melting point (Celsius)
-18.00
Melting point (Kelvin)
255.00
Boiling point (Celsius)
271.00
Boiling point (Kelvin)
544.00
General information
Molecular weight
162.19g/mol
Molar mass
162.1850g/mol
Density
1.0457g/cm3
Appearence

Ethyl cinnamate is a colorless or pale yellow liquid with a sweet and balsamic odor reminiscent of cinnamon or benzoates. It is often used as a flavoring or fragrance ingredient because of its pleasant smell.

Comment on solubility

Solubility of Ethyl 3-phenylprop-2-enoate

Ethyl 3-phenylprop-2-enoate, a compound with the formula C12H14O2, exhibits interesting solubility characteristics that are often dictated by its chemical structure. Here’s an overview of its solubility behavior:

  • Solvent Polarity: The compound is generally soluble in organic solvents such as ethanol, acetone, and chloroform due to the presence of the ester functional group, which is polar.
  • Water Solubility: However, ethyl 3-phenylprop-2-enoate has limited solubility in water. This is primarily because the hydrophobic phenyl group and the alkyl chain inhibit the formation of hydrogen bonds with water molecules.
  • Temperature Effects: As is common with many organic compounds, solubility may increase with temperature. Therefore, heating the solvent could aid in dissolving this compound.

In summary, while ethyl 3-phenylprop-2-enoate is soluble in various organic solvents, its interaction with water is poor, highlighting the crucial role of molecular structure in determining solubility. It serves as a fascinating case study in the context of organic solvent interactions!

Interesting facts

Interesting Facts about Ethyl 3-phenylprop-2-enoate

Ethyl 3-phenylprop-2-enoate, commonly referred to as ethyl cinnamate, is a fascinating compound that belongs to the family of esters. This chemical has captivated scientists and industry professionals alike due to its diverse applications and intriguing properties.

Key Applications:

  • Flavoring Agent: Ethyl 3-phenylprop-2-enoate is widely used in the food industry as a flavor enhancer, providing a sweet and fruity aroma reminiscent of cinnamon.
  • Fragrance Industry: Its pleasant scent makes it a popular choice in perfumery, where it contributes to various fragrance formulations.
  • Cosmetics: Beyond food and fragrance, it is also employed in cosmetics for its aromatic qualities and skin-benefiting properties.

Chemical Characteristics:

Structurally, ethyl 3-phenylprop-2-enoate consists of a phenyl group attached to a double bond, making it an important compound in organic chemistry. One of the exciting aspects of this compound is its reactivity:

  • Michael Addition: It is involved in Michael addition reactions, which are essential in the synthesis of various complex organic molecules.
  • Aldol Condensation: This compound can also participate in aldol condensation reactions, highlighting its versatility in synthetic pathways.

Biological Perspective:

Interestingly, ethyl 3-phenylprop-2-enoate has been studied for its potential biological activities. Some research indicates that it may exhibit:

  • Antioxidant Properties: It may help in combating oxidative stress, contributing to overall health.
  • Antimicrobial Effects: Its ability to inhibit certain microbial growth makes it a compound of interest in pharmaceutical research.

In summary, ethyl 3-phenylprop-2-enoate is not just a compound with an aromatic allure; it is a significant player in various industries and research. As a chemistry student or a scientist, understanding the various dimensions of this ester can lead to innovative applications and discoveries.

Synonyms
Ethyl 3-phenylprop-2-enoate
Ethyl (E)-cinnamate
MFCD00009189
cis-Ethyl Cinnamate (contains up to 10% Ethyl dihydrocinnamate
CHEMBL3182745
Cinnamic acid, ethyl ester (6CI,7CI,8CI); 3-Phenyl-2-propenoic acid ethyl ester
KBEBGUQPQBELIU-UHFFFAOYSA-N
EAA19277
AKOS025243177
SY005492
SY112978
DB-040443