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Caffeic Acid

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Identification
Molecular formula
C9H10O4
CAS number
501-78-6
IUPAC name
3-(3,4-dimethoxyphenyl)prop-2-enoic acid
State
State

At room temperature, caffeic acid is typically a solid. It is less commonly found in a liquid form and mainly occurs naturally in a crystalline solid form.

Melting point (Celsius)
194.00
Melting point (Kelvin)
467.15
Boiling point (Celsius)
209.00
Boiling point (Kelvin)
482.15
General information
Molecular weight
194.19g/mol
Molar mass
180.1640g/mol
Density
1.3878g/cm3
Appearence

Caffeic acid is a crystalline solid that typically appears as a yellow-brown powder. It may also be obtained in the form of small crystals and is known for its distinct polyphenolic structure.

Comment on solubility

Solubility of 3-(3,4-dimethoxyphenyl)prop-2-enoic acid

The solubility of 3-(3,4-dimethoxyphenyl)prop-2-enoic acid can be influenced by several factors, making it a topic of interest for chemists. Generally, this compound is described as having *moderate solubility* in organic solvents and some degree of solubility in water, primarily due to the presence of functional groups that can engage in hydrogen bonding.

Some key points to consider include:

  • Solvent effects: The compound tends to dissolve better in polar organic solvents such as methanol, ethanol, and DMSO compared to non-polar solvents.
  • Temperature dependency: As with many organic compounds, increasing temperature can improve solubility, making it easier to dissolve the acid in a solvent.
  • pH influence: The solubility is also pH-dependent, as the carboxylic acid group may lose a proton in basic conditions, leading to an increase in solubility due to the formation of a more soluble salt.

The interplay between these factors can result in varied solubility outcomes. It is crucial to consider the surrounding environmental conditions when predicting how well 3-(3,4-dimethoxyphenyl)prop-2-enoic acid will dissolve in a given solvent.

Overall, understanding the solubility of this compound can aid in various applications, from synthesis to formulation in pharmaceuticals.

Interesting facts

Interesting Facts about 3-(3,4-Dimethoxyphenyl)prop-2-enoic Acid

3-(3,4-Dimethoxyphenyl)prop-2-enoic acid is a fascinating compound that has caught the attention of chemists and researchers alike due to its unique structure and potential applications. Here are some noteworthy aspects of this compound:

  • Structure: This compound features a distinctive alpha, beta-unsaturated carboxylic acid configuration, characterized by the presence of both a prop-2-enoic acid moiety and a substituted aromatic ring. The two methoxy groups on the phenyl ring enhance the compound's reactivity and influence its interaction with biological systems.
  • Sources: 3-(3,4-Dimethoxyphenyl)prop-2-enoic acid can be synthesized through various methods, often involving the reaction of readily available esters with appropriate aromatic compounds. Understanding its synthetic pathways allows chemists to explore more efficient routes for production.
  • Potential Uses: The compound has shown promise in applications such as:
    • Biological Research: Its structure allows it to interact with biological molecules, making it a subject of interest in pharmacological studies.
    • Syntheses of Other Compounds: It serves as a versatile building block in organic synthesis, which can lead to the development of novel materials and pharmaceuticals.
  • Interactions: The compound may exhibit interesting interactions with enzymes or receptors in biological systems, leading to potential therapeutic uses. The presence of methoxy groups can significantly alter the physicochemical properties, affecting solubility and reactivity.
  • Research Frontiers: As scientists continue to investigate the compound, exciting discoveries are expected. Research could open new avenues in areas like:
    • Medicinal Chemistry
    • Material Science
    • Environmental Chemistry

In summary, 3-(3,4-dimethoxyphenyl)prop-2-enoic acid not only represents a key interest for organic chemists but also embodies the excitement and possibility that arises from studying complex chemical structures. As research progresses, the compound's contributions to science and technology may be more significant than anticipated.

Synonyms
3-(3,4-dimethoxy-phenyl)-acrylic acid
Caffeic acid dimethyl ether
2-Propenoic acid, 3-(3,4-dimethoxyphenyl)-
3-(3,4-dimethoxyphenyl)prop-2-enoic acid
(E)-O-Methylferulic acid
3,4-Dimethoxycinnamic acid; 3,4-Dimethoxyphenyl-2-propenoic acid; (E/Z)-Caffeic acid dimethyl ether
Spectrum_000356
SpecPlus_000705
Spectrum2_000412
Spectrum3_000256
Spectrum4_001551
3,4-Dimethoxy cinnamic acid
KBioGR_002042
KBioSS_000836
DivK1c_006801
SPBio_000364
KBio1_001745
KBio2_000836
KBio2_003404
KBio2_005972
KBio3_001172
CHEBI:193396
HJBWJAPEBGSQPR-UHFFFAOYSA-N
AKOS017268657
3-(3,4-Dimethoxy-phenyl)acrylic acid
3-(3,4-dimethoxyphenyl)-acrylic acid
SY007353
SY031100
3-(3,4-dimethoxyphenyl)-2-propenic acid
DB-021921
NS00085552
3-(3,4-Dimethoxyphenyl)-2-propenoic acid;(2e)-3-(3,4-dimethoxyphenyl)acrylic acid