D125806

Sigma-Aldrich

N,N-Diisopropylethylamine

ReagentPlus®, ≥99%

Sinônimo(s):
Ethyldiisopropylamine, ‘Hünig’s base’, N-Ethyldiisopropylamine, DIPEA
Fórmula linear:
[(CH3)2CH]2NC2H5
Número CAS:
Peso molecular:
129.24
Número EC:
Número MDL:
ID de substância PubChem:
NACRES:
NA.21

Nível de qualidade

200

pressão de vapor

31 mmHg ( 37.7 °C)

linha de produto

ReagentPlus®

teor

≥99%

índice de refração

n20/D 1.414 (lit.)

pb

127 °C (lit.)

pf

<−50 °C (lit.)

densidade

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

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Descrição geral

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. It acts as an activator for chiral iridium N, P ligand complexes, which can be utilized in the hydrogenation of α, β-unsaturated nitriles. The influence of varying concentration of N,N-diisopropylethylamine on the synthesis of olvanil in the presence of lipase catalyst has been investigated.

Aplicação

Proton scavenger used in peptide coupling, enolboration, Pd(0)-catalyzed alkoxycarbonylation of allyl phosphates and acetates, and as a catalyst in vinyl sulfone synthesis.
N,N-Diisopropylethylamine may be used in the synthesis of mannosylated ovalbumin peptides.

Embalagem

1, 2.5 L in glass bottle
100, 4×100, 500 mL in glass bottle
10, 50 L in composite drum

Informações legais

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Palavra indicadora

Danger

hazcat

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - STOT SE 3

Órgãos-alvo

Respiratory system

storage_class_code

3 - Flammable liquids

WGK Alemanha

WGK 2

Ponto de fulgor (ºF)

49.1 °F

Ponto de fulgor (ºC)

9.5 °C

Certificado de análise

Certificado de origem

Synthetic Communications, 23, 3073-3073 (1993)
The Journal of Organic Chemistry, 58, 1538-1538 (1993)
The Journal of Organic Chemistry, 59, 695-695 (1994)
Lipase-catalysed synthesis of olvanil in organic solvents.
Reyes-Duarte D, et al.
Biotechnology Letters, 24(24), 2057-2061 (2002)
Asymmetric Hydrogenation of α,β-Unsaturated Nitriles with Base-Activated Iridium N, P Ligand Complexes
Muller MA and Pfaltz A.
Angewandte Chemie (International Edition in English), 126(33), 8812-8815 (2014)
Artigos
Amide bonds are ubiquitous in both nature and industrial applications. They are vital to the structure and function of biological macromolecules and polymers. The importance of this functionality has resulted in numerous approaches to its formation, ranging from stoichiometric activation of carboxylic acids to more recent advances in catalytic amide bond formation.
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