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diisopropylamine

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EntityQ420331· pop 17· linked from 32 articles

diisopropylamine

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Also known as DIPA, N-(1-Methylethyl)-2-propanamine

Diisopropylamine is a secondary amine with the chemical formula (Me2CH)2NH (Me = methyl). Diisopropylamine is a colorless liquid with an ammonia-like odor. Its lithium derivative, lithium diisopropylamide, known as LDA is a widely used reagent.

Chemical data

Formula
C6H15N
Molecular weight
101.19 g/mol
IUPAC name
N-propan-2-ylpropan-2-amine
SMILES
CC(C)NC(C)C
InChIKey
UAOMVDZJSHZZME-UHFFFAOYSA-N
XLogP
1.4
Polar surface area
12 Ų
H-bond donors
1
H-bond acceptors
1
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Has part
hydrogen
Mass
101.12
Show 15 more facts
chemical formula
C₆H₁₅N
canonical SMILES
CC(C)NC(C)C
boiling point
83.9
NIOSH Pocket Guide ID
0217
density
0.72
immediately dangerous to life or health
828
melting point
-61.0
vapor pressure
70
flash point
20
lower flammable limit
1.1
upper flammable limit
7.1
ionization energy
7.73
time-weighted average exposure limit
20
pKa
11.05
Commons category
Diisopropylamine
Sources (3)

via Wikidata · CC0

~2 min read

Encyclopedic overview

4 sections
Contents
  • Reactions and use
  • Preparation
  • Toxicity
  • References

Diisopropylamine is a secondary amine with the chemical formula (Me2CH)2NH (Me = methyl). Diisopropylamine is a colorless liquid with an ammonia-like odor. Its lithium derivative, lithium diisopropylamide, known as LDA is a widely used reagent.

==Reactions and use== Diisopropylamine is a common amine nucleophile in organic synthesis. Because it is bulky, it is a more selective nucleophile than other similar amines, such as dimethylamine.

Excerpted from Wikipedia’s “diisopropylamine” article, available under the CC BY-SA 4.0 licence.