Sigma-Aldrich® Diisopropylamine ≥99.0% For Synthesis

Specifications:

Diisopropylamine (DIPA) is an aliphatic secondary amine with 99.0% purity, commonly used as a reactant or organic base in chemical synthesis. It plays a critical role in organic reactions, including cross-coupling reactions, nucleophilic substitutions, and as a catalyst for oxidative coupling processes. With a boiling point of 83–84°C and vapor pressure of 93.33 hPa at 20°C, it is a highly volatile liquid that should be handled carefully in well-ventilated areas.

Diisopropylamine is an essential reagent for synthesizing furan derivatives, dihydrofuran, and butanolide derivatives, as well as in the preparation of aryl disulfides. It is also used to prepare lithium diisopropylamide (LDA), a strong non-nucleophilic base frequently used in deprotonation reactions in organic synthesis.

Key Features:

1. High Purity (≥99.0%):
   • With a purity of 99.0%, this diisopropylamine is perfect for sensitive reactions and high-precision applications in chemical synthesis.
2. Organic Base and Reagent:
   • Used as an organic base in cross-coupling reactions (e.g., Heck and Sonogashira reactions) and oxidative coupling reactions.
3. Versatile Catalyst:
   • Acts as a catalyst for the preparation of aryl disulfides by oxidative coupling of aryl thiols in the presence of air.
4. Non-Nucleophilic Base:
   • Can be used in the preparation of lithium diisopropylamide (LDA) for deprotonation reactions in organic synthesis.
5. Stable Liquid:
   • The product is a colorless liquid that remains stable at ambient temperature, making it easy to store and handle in laboratory settings.

Applications:

1. Synthesis of Furan Derivatives:
   • Diisopropylamine is used in the synthesis of furan, dihydrofuran, and butanolide derivatives by reacting with γ-ketothioesters.
2. Aryl Disulfide Synthesis:
   • Used as a catalyst in the oxidative coupling of aryl thiols to form aryl disulfides in the presence of air as an oxidant.
3. Cross-Coupling Reactions:
   • DIPA acts as a base in Pd-catalyzed cross-coupling reactions, including Heck and Sonogashira reactions, commonly used in pharmaceutical synthesis and material science.
4. Preparation of Lithium Diisopropylamide (LDA):
   • Used in the synthesis of LDA, a strong, non-nucleophilic base used for deprotonation reactions in organic chemistry.
5. Synthesis of Pharmaceutical Intermediates:
   • Diisopropylamine is widely used for the synthesis of pharmaceutical intermediates, especially those requiring amine groups.

Packaging Options:

Storage:

• Store at ambient temperature in a cool, dry place to maintain its stability and reactivity.

Sigma-Aldrich™ Diisopropylamine ≥99% is a versatile organic base and reagent widely used in chemical synthesis, cross-coupling reactions, and the preparation of pharmaceutical intermediates. Its high purity, stable nature, and wide range of applications make it essential for laboratory use in organic chemistry, pharmaceutical synthesis, and biochemical research.