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Methyl cinnamate

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Identification
Molecular formula
C10H10O2
CAS number
103-26-4
IUPAC name
methyl 3-phenylpropanoate
State
State

Methyl cinnamate is typically solid at room temperature, forming crystals, though it can appear as a liquid if the ambient temperature is slightly elevated.

Melting point (Celsius)
34.50
Melting point (Kelvin)
307.65
Boiling point (Celsius)
261.00
Boiling point (Kelvin)
534.15
General information
Molecular weight
164.20g/mol
Molar mass
164.2010g/mol
Density
1.0146g/cm3
Appearence

Methyl cinnamate appears as a white crystalline solid or a liquid at slightly elevated temperatures. It has a pleasant, fruity odor which contributes to its use in perfumery and flavoring.

Comment on solubility

Solubility of Methyl 3-phenylpropanoate

Methyl 3-phenylpropanoate, with the chemical formula C11H12O2, exhibits notable solubility characteristics that are worth discussing.

Solubility in Organic Solvents

This compound is primarily soluble in organic solvents due to its hydrocarbon chain and aromatic structure. Some key points regarding its solubility are:

  • Polar Solvents: Methyl 3-phenylpropanoate is typically not very soluble in highly polar solvent systems like water.
  • Non-Polar Solvents: It is highly soluble in non-polar solvents such as hydrocarbons (e.g., hexane, toluene) and other organic solvents, enhancing its utility in various chemical reactions.
  • Aromatic Solvents: Aromatic solvents, in particular, support good interaction due to structural compatibility, leading to relatively high solubility.

Practical Implications

The solubility of methyl 3-phenylpropanoate can influence its application in chemical synthesis, flavoring, or fragrance formulations. Understanding its soluble behavior allows chemists to:

  • Optimize reaction conditions
  • Select appropriate solvents for extraction and purification
  • Predict its behavior in mixtures with other compounds

In conclusion, while methyl 3-phenylpropanoate shows limited solubility in polar solvents such as water, its high solubility in organic solvents makes it valuable in numerous applications within organic chemistry.

Interesting facts

Interesting Facts About Methyl 3-phenylpropanoate

Methyl 3-phenylpropanoate is an intriguing compound in the world of organic chemistry, often attracting attention due to its aromatic features and practical applications. Here are some fascinating aspects of this compound:

  • Structure and Substituents: The molecule consists of a methyl ester derived from 3-phenylpropanoic acid. The presence of the phenyl group contributes significantly to its reactivity and physical properties, making it a point of interest for synthetic chemists.
  • Flavor and Fragrance: Methyl 3-phenylpropanoate is known for its pleasant floral scent, reminiscent of fruits like apples. This characteristic makes it particularly useful in the fragrance and flavor industry, where it serves as a flavoring agent in food and beverages.
  • Organic Synthesis: This compound can act as a synthetic intermediate. It can be utilized in various organic reactions, including Esters formation, which are vital for creating larger and more complex molecules.
  • Biological Activity: Some studies suggest that compounds similar to methyl 3-phenylpropanoate exhibit biological activities, such as antimicrobial properties. This potential opens avenues for further exploration in medicinal chemistry.
  • Green Chemistry: With the increasing emphasis on sustainable practices, the synthesis of this compound aligns with green chemistry principles. Researchers are investigating eco-friendly methods to produce methyl esters, reducing waste and utilizing renewable resources.

In summary, methyl 3-phenylpropanoate exemplifies the intersection of chemistry, industry, and biology. Its complexity and utility make it a subject worth exploring for those interested in both academic and practical applications of chemistry.

Synonyms
Methyl 3-phenylpropionate
103-25-3
Methyl 3-phenylpropanoate
Methyl hydrocinnamate
Benzenepropanoic acid, methyl ester
3-Phenylpropionic Acid Methyl Ester
Methyl benzenepropanoate
Hydrocinnamic acid, methyl ester
3-Phenylpropanoic acid methyl ester
Methyl dihydrocinnamate
Methyl beta-phenylpropionate
METHYL PHENYLPROPIONATE
FEMA No. 2741
MFCD00017209
UNII-111LC1GI10
Dihydromethyl cinnamate
111LC1GI10
EINECS 203-092-2
NSC 10128
NSC-10128
beta-Phenylpropionic acid methyl ester
Methyl (3-phenyI) propanoate
Methyl .beta.-phenylpropionate
AI3-02453
DTXSID2059271
CHEBI:89875
FEMA 2741
.beta.-Phenylpropionic acid methyl ester
METHYL 3-PHENYLPROPIONATE [FHFI]
Methyl ester of .beta.-Phenylpropionic acid
Methyl 3-?Phenylpropionate(3-Phenylpropionic Acid Methyl Ester)
Methyl3-phenylpropionate
Methyl beta -phenylpropionate
Methyl 3-phenylpropanoic acid
SCHEMBL168711
CHEMBL2252087
dihydrocinnamic acid methyl ester
DTXCID8032758
METHYL-3-PHENYLPROPIONATE
benzenepropanoic acid methyl ester
Methyl 3-Phenylpropionate(3-Phenylpropionic Acid Methyl Ester)
NSC10128
3-phenyl-propanoic acid methyl ester
3-phenyl-propionic acid methyl ester
AC8659
LMFA07010951
NSC404188
3-Phenylpropionic Acid, Methyl Ester
AKOS000295897
beta -phenylpropionic acid methyl ester
CS-W007828
FM37958
GS-3019
HY-W007828
NSC-404188
Hydrocinnamic acid, methyl ester (8CI)
Methyl esterof beta-Phenylpropionic acid
Methyl esterof beta -phenylpropionic acid
Methyl ester of beta-Phenylpropionic acid
SY017877
DB-014868
M1786
NS00012984
EN300-84976
Q27162059
Z18264384
203-092-2