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N,N-Diisopropyléthylamine (CAS NO. : 7087-68-5)

N,N-Diisopropyléthylamine (CAS NO. : 7087-68-5)

NUMÉRO DE CAS : 7087-68-5

Contenu:99.00%

Application : Utilisée comme base non nucléophile dans des réactions telles que le couplage de peptides, l'alkylation, l'énolboration et l'alcoxycarbonylation catalysée par le Pd(0) ; agit comme piégeur de protons et activateur pour les catalyseurs chiraux, etc.

Description

Aperçu du produit

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.

Propriétés

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

  • État physique: Liquide (à température ambiante).
  • Apparence: Colorless to pale yellow liquid.
  • Odeur: Amine-like.
  • Point de fusion: -50 to -46 °C.
  • Point d'ébullition: 126-127 °C.
  • Densité: 0.742 g/mL (at 25 °C).
  • Solubilité: Slightly soluble in water (4.01 g/L at 20 °C); miscible with organic solvents like ethanol and ether.
  • Stabilité: Stable under normal conditions; incompatible with strong acids, oxidizing agents, and acid chlorides; hygroscopic.
  • Toxicité: 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:

  • Intermédiaire de synthèse organique: 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.
  • Réactif: 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.
  • Autres: 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:

Type de classification Catégorie spécifique Description
Classe chimique Tertiary Amine A sterically hindered amine, non-nucleophilic and used as a base in organic chemistry.
Classe d'utilisation Organic Synthesis Reagent/Base Primarily a non-nucleophilic base and reagent in laboratory and industrial synthesis.
Classe de danger 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).
Classe réglementaire 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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