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387649

Sigma-Aldrich

N,N-Diisopropylethylamine

purified by redistillation, 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:
7087-68-5
Molecular Weight:
129.24
EC Number:
230-392-0
MDL number:
MFCD00008868
UNSPSC Code:
12352100
PubChem Substance ID:
24864178
NACRES:
NA.21

vapor pressure

31 mmHg ( 37.7 °C)

Quality Level

200

assay

99.5%

form

liquid

purified by

redistillation

refractive index

n20/D 1.414 (lit.)

bp

127 °C (lit.)

mp

<−50 °C (lit.)

solubility

water: soluble 4.01 g/L at 20 °C

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

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General description

N,N-diisopropylethylamine is an aliphatic sterically hindered amine.

Application

N,N-diisopropylethylamine may be used in the following processes:
  • As an organic base in the synthesis of indenopyrones.
  • As an activator for chiral iridium N, P ligand complexes which can be utilized in the hydrogenation of α,β-unsaturated nitriles.
  • As a non-nucleophilic base for substitution reaction.
  • As a starting material in the preparation of bis[1,2]dithiolo[1,4]thiazines and bis[1,2]dithiolopyrroles.

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_germany

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
STBL4050
SDBB0909
SHBR5204
SHBS2812
STBL3636

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Enantioselective N-heterocyclic carbene-catalyzed synthesis of indenopyrones.
Chen KQ, et al.
Organic & Biomolecular Chemistry (2015)
Asymmetric Hydrogenation of α, β-Unsaturated Nitriles with Base-Activated Iridium N, P Ligand Complexes.
Muller MA and Pfaltz A.
Angewandte Chemie (Weinheim an der Bergstrasse, Germany), 126(33), 8812-8815 (2014)
Sequential Michael Addition and Enamine-Promoted Inverse Electron Demanding Diels-Alder Reaction upon 3-Vinyl-1,2,4-triazine Platforms.
Lorion M, et al.
Organic Letters (2015)
Selective Syntheses of Bis [1, 2] dithiolo [1, 4] thiazines and Bis [1, 2] dithiolopyrroles from Hunig's Base.
Rees CW, et al.
The Journal of Organic Chemistry, 63(7), 2189-2196 (1998)
Facile and Gram-scale Synthesis of Metal-free Catalysts: Toward Realistic Applications for Fuel Cells.
Kim OH, et al.
Scientific Reports, 5 (2015)
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