What Is Mucochloric Acid and Why Is It Important in Organic Synthesis?

2025-08-11 15:10

Technical Introduction

Mucochloric Acid (3,4-Dichloro-5-hydroxy-2(5H)-furanone) is a yellow crystalline compound that contains both chlorinated and unsaturated functional groups. It is typically produced via the chlorination of furan derivatives such as furfural, and it is highly reactive due to its conjugated lactone structure.
Its unique molecular framework makes it a valuable synthetic intermediate in organic chemistry, enabling the preparation of biologically active compounds, agrochemicals, and specialty materials.


Applications

1. Organic Synthesis

  • Serves as a key building block in heterocyclic compound synthesis.

  • Reacts with nucleophiles (amines, thiols, alcohols) to form substituted furan derivatives.

2. Pharmaceutical Intermediates

  • Precursor to antiviral, antibacterial, and anticancer molecules.

  • Used in medicinal chemistry research for designing new bioactive scaffolds.

3. Agrochemical Industry

  • Involved in the synthesis of pesticides, herbicides, and fungicides.

4. Research Applications

  • Acts as a model compound in studying electrophilic chlorinated lactones.

  • Useful for investigating reaction mechanisms involving α,β-unsaturated carbonyl systems.


Advantages

  • High Reactivity due to electron-deficient conjugated double bonds.

  • Versatile Functional Groups (chloro + lactone + alkene) allow diverse transformations.

  • Compact Molecular Structure enables efficient reaction pathways.

  • Applicable Across Industries from pharma to agrochemicals.


Typical Parameters

PropertyValue
Chemical FormulaC₄H₂Cl₂O₃
Molecular Weight168.96 g/mol
CAS Number107-04-0
AppearanceYellow crystalline solid
Purity (%)≥98.0
Melting Point (°C)114–116
SolubilitySoluble in organic solvents, limited in water
StorageStore in cool, dry place, away from light and moisture
StabilitySensitive to strong bases and reducing agents
Shelf Life12 months (sealed)

FAQs

Q1: Is Mucochloric Acid stable during storage?
A1: It is stable under dry, cool, and dark conditions, but should be kept away from strong bases.

Q2: Can it be used directly in aqueous reactions?
A2: It has low water solubility, so reactions are typically performed in organic solvents.

Q3: Why is it considered a strong electrophile?
A3: The combination of chlorinated carbons and conjugated carbonyl groups makes it highly reactive toward nucleophiles.

Q4: Is it hazardous?
A4: Yes, it is irritant and potentially harmful; handle with gloves, goggles, and under a fume hood.

Q5: Can it be scaled up for industrial synthesis?
A5: Yes, but due to its reactivity, controlled conditions and specialized equipment are necessary.

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