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Caffeic acid

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Identification
Molecular formula
C9H8O4
CAS number
331-39-5
IUPAC name
3-(3,4-dihydroxyphenyl)prop-2-enoic acid
State
State

Caffeic acid is a solid at room temperature.

Melting point (Celsius)
223.00
Melting point (Kelvin)
496.15
Boiling point (Celsius)
-1.00
Boiling point (Kelvin)
-1.00
General information
Molecular weight
180.16g/mol
Molar mass
180.1570g/mol
Density
1.4787g/cm3
Appearence

Caffeic acid is a yellow crystalline solid that appears in needle-like or prismatic crystalline form.

Comment on solubility

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

The solubility of 3-(3,4-dihydroxyphenyl)prop-2-enoic acid, with the chemical formula C9H8O4, can be understood through several key factors:

  • Polarity: This compound features multiple hydroxyl (–OH) groups that enhance its polarity, generally contributing to increased solubility in polar solvents like water.
  • Hydrogen Bonding: The presence of hydroxyl groups allows for strong hydrogen bonding interactions with water molecules, which facilitates its dissolution.
  • pH Dependency: The carboxylic acid group (-COOH) may also affect solubility. In acidic conditions, the protonation can limit solubility, whereas deprotonation can enhance it in alkaline solutions.
  • Concentration Effects: At higher concentrations, the solubility may decrease due to intermolecular interactions leading to precipitation.

In summary, the solubility of C9H8O4 is influenced by its polarity, ability to form hydrogen bonds, pH conditions, and concentration, making it moderately soluble in aqueous environments. As noted, "like dissolves like," which is particularly relevant here as the compound's polar characteristics favor its solubilization in similar solvents.

Interesting facts

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

3-(3,4-Dihydroxyphenyl)prop-2-enoic acid, commonly known as caffeic acid, is a fascinating compound that plays significant roles in both nature and human health.

Natural Occurrence

This compound can be found abundantly in various plants, particularly in:

  • Coffee beans
  • Fruits such as apples and pears
  • Vegetables like carrots and kale
  • Herbs including thyme and oregano

Health Benefits

Caffeic acid is renowned for its potential health benefits, which include:

  • Antioxidant Properties: It helps neutralize free radicals, thus reducing oxidative stress.
  • Anti-Inflammatory Effects: It has been shown to alleviate inflammation, which is linked to various chronic diseases.
  • Possible Anticancer Activity: Some studies suggest that caffeic acid may inhibit the growth of cancer cells.

Applications in Food and Cosmetics

In addition to its health benefits, caffeic acid is also valued in:

  • Food Industry: Often used as a natural antioxidant and preservative to prolong the shelf life of food products.
  • Cosmetics: Incorporated in skincare products for its anti-aging properties.

Interesting Trivia

Here are some fun quotes and trivia about caffeic acid:

  • “Coffee lovers rejoice! Caffeic acid contributes to the rich flavor and aroma of your favorite brew.”
  • Caffeic acid is not just a simple phenolic compound; it also acts as a precursor to many other important bioactive compounds.

In conclusion, the multifaceted nature of 3-(3,4-dihydroxyphenyl)prop-2-enoic acid showcases its importance not just in chemistry, but also in health and industry. Its diverse applications and benefits make it a compound worth studying further!

Synonyms
DTXSID5020231
Caffeic acid 1000 microg/mL in Acetone
3,4-dihydroxycinnamic acid (caffeic acid)
Spectrum_001686
SpecPlus_000528
Prestwick0_000902
Prestwick1_000902
Spectrum2_001612
Spectrum4_001694
3,4-dihydroxy cinnamic acid
KBioGR_001988
KBioSS_002166
DivK1c_006624
SPBio_001643
SPBio_002943
CHEMBL3181904
KBio1_001568
KBio2_002166
KBio2_004734
KBio2_007302
HMS1570F06
HMS2097F06
HMS3371E09
HMS3655J20
AKOS025243986
3-(3,4-Dihydroxy-phenyl)-acrylic acid
NCGC00017364-14
NCI60_004400
SY009299
caffeic acid (3,4-dihydroxycinnamic acid)
DB-048344
propenoic acid, 3-(3,4-dihydroxyphenyl)-
(E)-3-(3,4-Dihydroxyphenyl) acrylic acid
Q56231106