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Key Documents

416460

Sigma-Aldrich

Diisopropylamine hydrochloride

99%

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About This Item

Linear Formula:
[(CH3)2CH]2NH·HCl
CAS Number:
Molecular Weight:
137.65
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

assay

99%

mp

216-218 °C (lit.)

SMILES string

Cl.CC(C)NC(C)C

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Antonio Ramirez et al.
Journal of the American Chemical Society, 128(31), 10326-10336 (2006-08-03)
Structural, kinetic, and computational studies reveal the mechanistic complexities of a lithium diisopropylamide (LDA)-mediated ester enolization. Hemilabile amino ether MeOCH2CH2NMe2, binding as an eta1 (ether-bound) ligand in the reactant and as an eta2 (chelating) ligand in the transition structure, accelerates
Diisopropylamide and TMP turbo-Grignard reagents: a structural rationale for their contrasting reactivities.
David R Armstrong et al.
Angewandte Chemie (International ed. in English), 49(18), 3185-3188 (2010-03-31)
Mihai S Viciu et al.
Journal of the American Chemical Society, 132(18), 6361-6365 (2010-04-20)
Treatment of 2,6-difluoropyridine with lithium diisopropylamide in THF solution at -78 degrees C effects ortholithiation quantitatively. Warming the solution to 0 degrees C converts the aryllithium to 2-fluoro-6-(diisopropylamino)pyridine. Rate studies reveal evidence of a reversal of the ortholithiation and a
Yun Ma et al.
Journal of the American Chemical Society, 132(44), 15610-15623 (2010-10-22)
Lithium diisopropylamide (LDA) in tetrahydrofuran at -78 °C undergoes 1,4-addition to an unsaturated ester via a rate-limiting deaggregation of LDA dimer followed by a post-rate-limiting reaction with the substrate. Muted autocatalysis is traced to a lithium enolate-mediated deaggregation of the
Kanwal Jit Singh et al.
Journal of the American Chemical Society, 128(42), 13753-13760 (2006-10-19)
Structural and mechanistic studies of the lithium diisopropylamide (LDA)-mediated anionic Fries rearrangements of aryl carbamates are described. Substituents at the meta position of the arene (H, OMe, F) and the dialkylamino moiety of the carbamate (Me(2)N, Et(2)N, and i-Pr(2)N) markedly

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