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Key Documents

550051

Sigma-Aldrich

N,N-Dimethylisopropylamine

≥99%

Synonym(s):

DMIPA

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About This Item

Linear Formula:
(CH3)2CHN(CH3)2
CAS Number:
Molecular Weight:
87.16
Beilstein:
1696929
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

≥99%

refractive index

n20/D 1.3905 (lit.)

bp

65.5 °C/752 mmHg (lit.)

density

0.715 g/mL at 25 °C (lit.)

functional group

amine

SMILES string

CC(C)N(C)C

InChI

1S/C5H13N/c1-5(2)6(3)4/h5H,1-4H3

InChI key

VMOWKUTXPNPTEN-UHFFFAOYSA-N

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General description

N,N-Dimethylisopropylamine (DMIPA) is an acyclic tertiary amine. The protonation of DMIPA lead to the efficient migration of its methyl group to other nitrogen-containing compounds in the gas phase.
N,N-Dimethylisopropylamine may be used as an alkylating agent in the preparation of N-methylaniline via palladium catalyzed N-methylation of aniline under microwave condition. It may also be used to prepare a hypergolic ionic liquid by reacting with hydrazoic acid.

Legal Information

Product of Arkema Inc.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1A - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

-12.6 °F - closed cup

Flash Point(C)

-24.8 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Microwave-Promoted Selective Mono-N-Alkylation of Anilines with Tertiary Amines by Heterogeneous Catalysis.
Lubinu MC, et al.
Chemistry (Weinheim An Der Bergstrasse, Germany), 17(1), 82-85 (2011)
Mert O Karataş et al.
Chemistry & biodiversity, 17(9), e2000258-e2000258 (2020-07-09)
In the present study, coumarin-bearing three pyridinium and three tetra-alkyl ammonium salts were synthesized. The compounds were fully characterized by 1 H- and 13 C-NMR, LC/MS and IR spectroscopic methods and elemental analyses. The cytotoxic properties of all compounds were
Ionic liquids as hypergolic fuels.
Zhang Y, et al.
Angewandte Chemie (International Edition in English), 50(41), 9554-9562 (2011)
Wilson Beita-Sandí et al.
Water research, 170, 115323-115323 (2019-12-04)
In this work, we investigated the effect of bromide ion (Br-) on NDMA formation using model precursor compounds, wastewater effluents and surface waters. Previous studies showed that Br- reacts with chloramines and forms bromochloramine, a reactive compound responsible for NDMA
Xiang Zhang et al.
Journal of mass spectrometry : JMS, 42(2), 218-224 (2006-12-19)
The methyl migration between the protonated N,N-dimethylisopropylamine and other neutral aliphatic amines in the gas phase has been investigated by a hybrid external chemical ionization source ion trap mass spectrometer. Similar reactions have been found in the aqueous solution by

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