Description

Product Overview

N,N-Diisopropylethylamine (also known as DIPEA, N-Ethyldiisopropylamine, or Ethyldiisopropylamine) CAS No.: 7087-68-5 , with the chemical formula C₈H₁₉N and a molecular weight of 129.24 g/mol. It is a colorless liquid with an amine-like odor. This compound belongs to the class of tertiary amines and is primarily used as a non-nucleophilic base in organic synthesis, though it is subject to safety regulations due to its flammable, corrosive, and irritant properties.

Properties

N,N-Diisopropylethylamine exhibits the following key physical and chemical properties:

• Physical State: Liquid (at room temperature).
• Appearance: Colorless to pale yellow liquid.
• Odor: Amine-like.
• Melting Point: -50 to -46 °C.
• Boiling Point: 126-127 °C.
• Density: 0.742 g/mL (at 25 °C).
• Solubility: Slightly soluble in water (4.01 g/L at 20 °C); miscible with organic solvents like ethanol and ether.
• Stability: Stable under normal conditions; incompatible with strong acids, oxidizing agents, and acid chlorides; hygroscopic.
• Toxicity: Moderately toxic; acute toxicity by inhalation (Category 3) and oral (Category 4); causes severe eye damage (Category 1), skin and respiratory irritation; target organ is the respiratory system.

Applications

The primary applications of N,N-Diisopropylethylamine include:

• Organic Synthesis Intermediate: Used as a non-nucleophilic base in reactions such as peptide coupling, alkylation, enolboration, and Pd(0)-catalyzed alkoxycarbonylation; acts as a proton scavenger and activator for chiral catalysts.
• Reagent: Employed in the synthesis of pharmaceuticals (e.g., mannosylated ovalbumin peptides), marine toxins like Gambierol, indenopyrones, and vinyl sulfones; investigated in lipase-catalyzed syntheses and hydrogenation processes.
• Other: Serves as a catalyst and base in various organic reactions, including substitution reactions and the preparation of fine chemicals.

Classification

The following table outlines the classification of N,N-Diisopropylethylamine based on chemical properties, uses, and regulations: