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Merck

03440

N-Ethyldiisopropylamine

≥98.0%, liquid

Synonym(s):

N,N-Diisopropylethylamine, Hünigs base

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About This Item

Linear Formula:
CH3CH2N[CH(CH3)2]2
CAS Number:
7087-68-5
Molecular Weight:
129.24
NACRES:
NA.21
PubChem Substance ID:
329747703
UNSPSC Code:
12352100
EC Number:
230-392-0
MDL number:
MFCD00008868
Beilstein/REAXYS Number:
605301

Product Name

N-Ethyldiisopropylamine, ≥98.0%

InChI key

JGFZNNIVVJXRND-UHFFFAOYSA-N

InChI

1S/C8H19N/c1-6-9(7(2)3)8(4)5/h7-8H,6H2,1-5H3

SMILES string

CCN(C(C)C)C(C)C

assay

≥98.0%

form

liquid

impurities

≤0.5% water

refractive index

n20/D 1.414

bp

126-128 °C (lit.)

density

0.755 g/mL at 20 °C (lit.)
0.755 g/mL at 20 °C
0.757 g/mL at 25 °C (lit.)

functional group

amine

Quality Level

200

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Application


  • Catalytic activity in dioxygen reduction: A study utilized Mn complexes with pendent proton donor relays and added base, including N-Ethyldiisopropylamine, to control product selectivity during dioxygen reduction, providing insights into catalytic mechanisms and potential industrial applications (Cook et al., 2024).

  • Three-dimensional imaging in medical applications: N-Ethyldiisopropylamine was mentioned in the context of its role in improving the resolution of three-dimensional imaging techniques based on computed tomography angiography (CTA), crucial for preoperative perforator selection in reconstructive surgery (Su et al., 2024).

  • Synthesis of Spirocyclopropane-Containing Compounds: Research demonstrated the application of N-Ethyldiisopropylamine in the synthesis of spirocyclopropane-containing 4H-pyrazolo[1,5-a]indoles through alkylative dearomatization and intramolecular N-imination, highlighting its utility in complex organic synthesis (Huang et al., 2023).

General description

N,N-Diisopropylethylamine (DIPEA), also known as Hunig′s base, is a sterically hindered amine. It is a non-nucleophilic base commonly employed in substitution reactions, alkylations, and amide couplings, etc. DIPEA is also used as a base in the Pd catalyzed cross-coupling reactions, which include Heck coupling and Sonagashira coupling reactions.

signalword

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

3 - Flammable liquids

wgk

WGK 2

flash_point_f

49.1 °F

flash_point_c

9.5 °C

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN0141
0000216894
0000216895
0000216895
0000216894

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Palladium-Catalyzed Carbon- Sulfur Cross-Coupling Reactions with Indium Tri (organothiolate) and Its Application to Sequential One-Pot Processes
Lee J-Y and Lee PH
The Journal of Organic Chemistry, 73(18), 7413-7416 (2008)
Palladium-catalysed cross-coupling reactions in supercritical carbon dioxide
Early TR, et al.
Chemical Communications (Cambridge, England), 73(19), 1966-1967 (2001)
Probing the structural properties of DNA/RNA grooves with sterically restricted phosphonium dyes: screening of dye cytotoxicity and uptake
Crnolatac I, et al.
ChemMedChem, 8(7), 1093-1103 (2013)
An easy and fast ultrasonic selective S-alkylation of hetaryl thiols at room temperature
Deligeorgiev T, et al.
Ultrasonics Sonochemistry, 17(5), 783-788 (2010)
Jonathan F Lovell et al.
Biomacromolecules, 12(9), 3115-3118 (2011-07-23)
We demonstrate that porphyrins can be used as efficient cross-linkers to generate a new class of hydrogels with enabling optical properties. Tetracarboxylic acid porphyrins reacted with PEG diamines to form a condensation polyamide in a range of appropriate conditions, with
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