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900690

Sigma-Aldrich

N,N-Diisopropylethylamine

purified by redistillation, ZerO2®, 99.5%

Synonym(s):

N-Ethyldiisopropylamine, DIPEA, Ethyldiisopropylamine, ‘Hünig’s base’

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About This Item

Linear Formula:
[(CH3)2CH]2NC2H5
CAS Number:
Molecular Weight:
129.24
EC Number:
MDL number:
UNSPSC Code:
12352116
NACRES:
NA.21

vapor pressure

31 mmHg ( 37.7 °C)

Quality Level

Assay

99.5%

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.)

functional group

amine

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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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.

Application

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

Features and Benefits

ZerO2® products are rigorously degassed with highly pure inert gas providing solvents and solutions (anhydrous if specified) with very low residual oxygen content.

Legal Information

ZerO2® is a trademark of Sigma-Aldrich Co. LLC
ZerO2 is a registered trademark of Merck KGaA, Darmstadt, Germany
ZerO2 is a registered trademark of Sigma-Aldrich Co. LLC

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Signal Word

Danger

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


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The Journal of Organic Chemistry, 58, 7162-7162 (1993)
Synthetic Communications, 23, 3073-3073 (1993)
The Journal of Organic Chemistry, 59, 695-695 (1994)
The Journal of Organic Chemistry, 58, 1538-1538 (1993)
Pavla Simerska et al.
Drug delivery and translational research, 4(3), 246-255 (2015-03-20)
Peptide-based vaccine delivery can be hampered by rapid peptidase activity and poor inherent immunogenicity. The self-adjuvanting lipid core peptide system (LCP) has been shown to confer improved stability and immunogenicity on peptide epitopes of group A Streptococcus, Chlamydia, hookworm, and

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