D125806

N,N-Diisopropylethylamine

≥99%, liquid, ReagentPlus^®

• Synonym(s): N-Ethyldiisopropylamine, DIPEA, Ethyldiisopropylamine, ‘Hünig’s base’
• Linear Formula: [(CH₃)₂CH]₂NC₂H₅
• CAS Number: 7087-68-5
• Molecular Weight: 129.24
• EC Number: 230-392-0
• MDL number: MFCD00008868
• UNSPSC Code: 12352100
• PubChem Substance ID: 329798682
• NACRES: NA.21

Properties

• Product Name: N,N-Diisopropylethylamine, ReagentPlus^®, ≥99%
• vapor pressure: 31 mmHg ( 37.7 °C)
• Quality Level: 200
• product line: ReagentPlus^®
• Assay: ≥99%
• form: liquid
• refractive index: n20/D 1.414 (lit.)
• bp: 127 °C (lit.)
• mp: <−50 °C (lit.)
• density: 0.742 g/mL at 25 °C (lit.)
• SMILES string: CCN(C(C)C)C(C)C
• InChI: 1S/C8H19N/c1-6-9(7(2)3)8(4)5/h7-8H,6H2,1-5H3
• InChI key: JGFZNNIVVJXRND-UHFFFAOYSA-N

Description

General description

N,N-Diisopropylethylamine, also known as Hünig′s base, is a sterically hindered amine. It is a non-nucleophilic base commonly employed for substitution reactions.[1] It acts as an activator for chiral iridium N, P ligand complexes, which can be utilized in the hydrogenation of α, β-unsaturated nitriles.[2] The influence of varying concentration of N,N-diisopropylethylamine on the synthesis of olvanil in the presence of lipase catalyst has been investigated.[3]

Application

N,N-Diisopropylethylamine may be used in the synthesis of mannosylated ovalbumin peptides.[4]

Proton scavenger used in peptide coupling,[5] enolboration,[6] Pd(0)-catalyzed alkoxycarbonylation of allyl phosphates and acetates,[7] and as a catalyst in vinyl sulfone synthesis.[8]

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Pictograms: GHS02,GHS06,GHS05,GHS09
• Signal Word: Danger
• Hazard Statements: H225,H302,H318,H331,H335,H411
• Precautionary Statements: P210 - P273 - P280 - P301 + P312 - P304 + P340 + P311 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Flam. Liq. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 2
• Flash Point(F): 49.1 °F
• Flash Point(C): 9.5 °C