CAS 6674-22-2 Catalyst DBU 1,8-Diazabicyclo[5.4.0]undec-7-ene) Proton Scavenger And Neutralizing Agent

CAS 6674-22-2 Catalyst DBU 1,8-Diazabicyclo[5.4.0]undec-7-ene) Proton Scavenger And Neutralizing Agent 

DBU (1,8-Diazabicyclo[5.4.0]undec-7-ene) - Description

DBU is a bicyclic amidine compound, commonly used as a non-nucleophilic base in organic synthesis and industrial applications. It is known for its high basicity and low nucleophilicity, making it an excellent catalyst, proton scavenger, or neutralizing agent in various chemical reactions. DBU is a clear, colorless to slightly yellow liquid with a strong, characteristic amine-like odor.

Technical Data

Features

1. High Basicity:

   • Strong base with a pKa ~12, ideal for proton abstraction and deprotonation reactions.

2. Low Nucleophilicity:

   • Does not readily participate in nucleophilic attack, reducing side reactions in sensitive processes.

3. Thermal Stability:

   • Stable at high temperatures, suitable for reactions requiring elevated conditions.

4. Broad Solubility:

   • Soluble in water and most organic solvents (e.g., alcohols, ethers, and hydrocarbons), making it versatile in different reaction environments.

5. Catalytic Efficiency:

   • Acts as a highly efficient catalyst in a variety of organic synthesis reactions, especially in polymerization and cyclization.

6. Non-Corrosive:

   • Less corrosive compared to other strong bases (e.g., metal hydroxides), ensuring safer handling and longer equipment lifespans.

Applications

1. Organic Synthesis

• Used as a non-nucleophilic base in:
  • Deprotonation reactions: Facilitates reactions requiring the removal of a proton (H⁺).
  • Cyclization reactions: Catalyzes the formation of cyclic compounds.
  • Elimination reactions: Promotes E2 eliminations to form alkenes.
  • Acid scavenger: Neutralizes acids during synthesis.

2. Polyurethane Production

• Functions as a catalyst in the production of polyurethanes by accelerating isocyanate-polyol reactions.

3. Polymer Chemistry

• Catalyst in polymerization reactions (e.g., ring-opening polymerization of lactones and cyclic carbonates).

4. Pharmaceuticals

• Used in:
  • Active pharmaceutical ingredient (API) synthesis: For reactions requiring strong yet selective bases.
  • Peptide synthesis: Promotes coupling reactions without unwanted side reactions.

5. Coatings and Adhesives

• Catalyst for epoxy curing and polyurethane-based adhesives.

6. Agrochemical Industry

• Base catalyst in the synthesis of herbicides, pesticides, and fungicides.

7. Fine Chemicals

• Catalyst or reagent for the production of dyes, pigments, and specialty chemicals.