N,N-Diisopropylethylamine (CAS NO.: 7087-68-5)
CAS NO.: 7087-68-5
Content:99.00%
Application: 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. etc.
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:
| Classification Type | Specific Category | Description |
|---|---|---|
| Chemical Class | Tertiary Amine | A sterically hindered amine, non-nucleophilic and used as a base in organic chemistry. |
| Usage Class | Organic Synthesis Reagent/Base | Primarily a non-nucleophilic base and reagent in laboratory and industrial synthesis. |
| Hazard Class | Flammable Liquid (UN 1993); Corrosive; Toxic | Flammable (Category 2, flash point 9.5 °C); acute toxic (inhalation Category 3, oral Category 4); eye damage (Category 1); irritant (skin, respiratory); aquatic chronic (Category 2). |
| Regulatory Class | Controlled Chemical (REACH, TSCA, CLP) | Listed under EU REACH, US TSCA, and CLP regulations; WGK 2 in Germany; subject to environmental release controls and hazardous substance handling. |
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