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496219

Sigma-Aldrich

N,N-Diisopropylethylamine

99.5%, biotech. grade

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:
12352116
PubChem Substance ID:
329757490
NACRES:
NA.21

grade

biotech. grade

Quality Level

200

vapor pressure

31 mmHg ( 37.7 °C)

assay

99.5%

form

liquid

impurities

<0.050% water

color

APHA: <20

refractive index

n20/D 1.414 (lit.)

pH

12.3 (20 °C)

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.)

application(s)

peptide synthesis

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 a hindered non-nucleophilic amine base used in alkylation, aldol-like reactions, eliminations, and selective generation of enolates. It is widely used as a proton scavenger in organic synthesis. Due to its less nucleophilic nature, it produces less byproducts.
N, N-Diisopropylethylamine is a hindered non-nucleophilic amine base used in alkylation, aldol-like reactions, eliminations, and selective generation of enolates. It is widely used as a proton scavenger in organic synthesis. Due to its less nucleophilic nature, it produces less byproducts.

Application

N, N-Diisopropylethylamine can be used as a base:
  • In the palladium (0)-catalyzed alkoxy carbonylation of allyl phosphates and acetate.
  • In the selective enolate formation along with boryl triflates.
  • In the C–N coupling of aryl halides with nitroarenes in the presence of nickel catalyst.

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

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

Certificates of Analysis (COA)

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Asymmetric Hydrogenation of α,β-Unsaturated Nitriles with Base-Activated Iridium N, P Ligand Complexes
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