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Merck
CN

416460

Diisopropylamine hydrochloride

99%

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About This Item

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

Cl.CC(C)NC(C)C

assay

99%

mp

216-218 °C (lit.)

wgk

WGK 2

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Decoupling deprotonation from metalation: Thia-Fries rearrangement.
Alan M Dyke et al.
Angewandte Chemie (International ed. in English), 47(27), 5067-5070 (2008-05-28)
Bouclé Sébastien et al.
Molecules (Basel, Switzerland), 15(11), 7742-7749 (2010-11-03)
Treatment of 1,4,4-trimethyl-3,4-dihydroquinolin-2(1H)-one (2) with lithium diisopropylamide (LDA) followed by a wide range of electrophiles give the corresponding 4,4-dimethyl-3-substituted-3,4-dihydroquinolin-2-ones (3-13), providing a very mild electrophilic substitution of the 4,4-dimethyl-1,2,3,4-tetrahydroquinoline core.
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
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)

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