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Chromene

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Identification
Molecular formula
C9H8O
CAS number
493-39-8
IUPAC name
2H-chromene
State
State

At room temperature, chromene is typically in a liquid state but can also be found as a crystalline solid depending on the specific conditions such as purity.

Melting point (Celsius)
-18.00
Melting point (Kelvin)
255.00
Boiling point (Celsius)
251.00
Boiling point (Kelvin)
524.00
General information
Molecular weight
132.16g/mol
Molar mass
132.1610g/mol
Density
1.0180g/cm3
Appearence

Chromene appears as a colorless to pale yellow crystalline solid or liquid at room temperature. It has an aromatic odor and is often used as an intermediate in the synthesis of other chemicals.

Comment on solubility

Solubility of 2H-chromene

2H-chromene, a fascinating organic compound, exhibits notable solubility characteristics that are influenced by several factors. Understanding its solubility behavior can be dissected as follows:

  • Polar vs. Non-Polar Solvents: 2H-chromene tends to be more soluble in non-polar solvents, due to its aromatic structure which allows for effective π-π stacking interactions. This makes solvents like hexane or toluene ideal for dissolving this compound.
  • Hydrophobic Characteristics: The hydrophobic nature of 2H-chromene means that it generally has limited solubility in water. The presence of a double bond and the chromene ring structure contributes to this hydrophobic property.
  • Temperature Effects: Temperature can also influence solubility, as an increase in temperature often leads to greater solubility of organic compounds in solvents. Hence, warming up the solvent can help dissolve 2H-chromene more effectively.

In summary, while 2H-chromene is sparingly soluble in aqueous environments, its compatibility with organic solvents highlights its utility in various chemical applications. Understanding these solubility dynamics is crucial for effective practical applications.

Interesting facts

Interesting Facts about 2H-chromene

2H-chromene, also known as chroman or benzopyran, is a fascinating organic compound with a range of significant implications in both chemistry and various fields such as pharmacology and material science. Here are some interesting highlights:

  • Natural Occurrence: 2H-chromene is found in many natural products, especially in plants. It serves as a foundational structure in numerous flavonoids, which are essential for plant pigmentation and UV protection.
  • Biological Importance: Compounds derived from 2H-chromene, such as coumarins, have shown a wide range of biological activities including anti-inflammatory, anticoagulant, and antimicrobial effects. Research continues to explore their potential in drug development.
  • Polymer Applications: In material science, derivatives of 2H-chromene are utilized in the synthesis of polymers and coatings, enhancing properties such as UV stability and resilience.
  • Research Interest: Due to its structural flexibility, 2H-chromene is of particular interest in the field of synthetic organic chemistry. Scientists are actively looking for new methods to produce modified versions of this compound for advanced applications.
  • Structure and Stability: The unique fused ring system of 2H-chromene gives it characteristic stability and reactivity, making it a versatile building block for various chemical synthesis routes.

As chemists continue to investigate the myriad functionalities of 2H-chromene, the compound no longer exists just as a simple chemical entity, but rather as a beacon of potential in drug discovery and material innovation. Its role in the natural world and its applications in pharmaceuticals underscore the seamless connection between chemistry and the broader biosphere.

Synonyms
2H-Chromene
254-04-6
2H-1-BENZOPYRAN
Benzopyran
1,2-Benzopyran
delta-3-Chromene
3-Chromene
1,2-Chromene
7U3W6XRV5U
BRN 0109871
UNII-7U3W6XRV5U
chrom-3-ene
2H-benzo[b]pyran
SCHEMBL9208
5-17-02-00019 (Beilstein Handbook Reference)
SCHEMBL5393578
SCHEMBL7618970
1,2-BENZOPYRAN [MI]
CHEBI:35601
DTXSID80180051
AAA25404
AKOS004907959
EN300-156549
N13096