Pyridinium Chloro Chromate(PCC) - 26299-14-9

Pyridinium Chloro Chromate(PCC) – 26299-14-9

 

Properties & Significance:

  • Mild & Selective: PCC is favored over harsher chromium reagents because it offers milder conditions, preventing further oxidation.
  • Versatile: A staple in research labs for complex organic transformations.

Other Potential Applications:

  • Biological Studies: Investigated for inducing apoptosis (cell death) in tumor cells, showing potential anti-cancer activity.

Key Applications

  • Alcohol Oxidation: Its most common use is converting alcohols (primary to aldehydes, secondary to ketones) without over-oxidizing them to carboxylic acids.
  • Allylic Oxidation: Effectively oxidizes allylic methylene groups (e.g., in synthesizing unsaturated lactones).
  • Selective Oxidation: Used for mono-oxidation of xylenes to tolualdehydes, and in the Babler oxidation for creating certain alcohols.
  • Synthesis of Fine Chemicals: Key in preparing important organic compounds like cyclohexanone, pulegone, and various lactones.
  • Amino Acid & Amine Oxidation: Can also oxidize amino acids, L-cystine, aniline, and cycloalkanols.
  • Mild & Selective: PCC offers a balanced reactivity, allowing chemists to target specific functional groups without affecting others.
  • Versatile: Works in common organic solvents like dichloromethane (DCM).
  • Important Reagent: Essential for constructing complex organic structures in research and industry.

 

Category:

Physical properties:

  • Chemical Formula: C5H6NClCrO3
  • Molecular Weight: 215.56 g/mol
  • Appearance: Yellow to orange solid/powder
  • Melting Point: 205–208 °C (lit.)
  • Physical State (at 20°C): Solid
  • Solubility: Soluble in acetone, acetonitrile, and THF (tetrahydrofuran)
  • Storage: Room temperature, cool, dark place, <15°C, often under inert gas

Key Characteristics:

  • Reagent Type: Oxidant, especially for oxidizing alcohols to carbonyls.
  • Hazards: Toxic, irritant, potentially carcinogenic, strong environmental pollutant.
  • Other Names: PCC, Corey–Suggs reagent.

 

Uses

  • Alcohol Oxidation: Its most common role is oxidizing alcohols to their corresponding carbonyl compounds (aldehydes or ketones) without over-oxidation.
  • Allylic Oxidation: It can selectively oxidize allylic methylene groups, a crucial step in synthesizing complex molecules like α,β-unsaturated lactones.
  • Reagent for Acetylation: Used for acetylating phenols.

 

FAQs

What is Pyridinium Chloro Chromate (PCC) – 26299-14-9?

Pyridinium Chloro Chromate (PCC) – 26299-14-9 is a mild chromium-based oxidizing agent widely used in organic chemistry. It is commonly used for the selective oxidation of alcohols without over-oxidation.

What is the CAS number of Pyridinium Chloro Chromate (PCC)?

The CAS number of Pyridinium Chloro Chromate (PCC) is 26299-14-9, which is used for chemical identification and regulatory purposes.

What are the common uses of Pyridinium Chloro Chromate (PCC) – 26299-14-9?

  • Oxidation of primary alcohols to aldehydes

  • Oxidation of secondary alcohols to ketones

  • Pharmaceutical and fine chemical synthesis

  • Research and laboratory applications

Why is Pyridinium Chloro Chromate (PCC) preferred in organic synthesis?
Pyridinium Chloro Chromate (PCC) is preferred because it provides controlled oxidation under mild conditions and prevents further oxidation to carboxylic acids, making it ideal for sensitive reactions.
What is the appearance of Pyridinium Chloro Chromate (PCC)?
Pyridinium Chloro Chromate (PCC) typically appears as an orange to brown crystalline solid and is usually supplied in powder form for laboratory use.

Related products