239534

Sigma-Aldrich

Diisopropylamine

≥99%

Synonym(s):
DIPA
Linear Formula:
(CH3)2CHNHCH(CH3)2
CAS Number:
Molecular Weight:
101.19
Beilstein/REAXYS Number:
605284
EC Number:
MDL number:
PubChem Substance ID:

vapor density

3.5 (vs air)

vapor pressure

50 mmHg ( 20 °C)

assay

≥99%

autoignition temp.

599 °F

expl. lim.

8.5 %

refractive index

n20/D 1.392 (lit.)

bp

84 °C (lit.)

mp

−61 °C (lit.)

density

0.722 g/mL at 25 °C (lit.)

SMILES string

CC(C)NC(C)C

InChI

1S/C6H15N/c1-5(2)7-6(3)4/h5-7H,1-4H3

InChI key

UAOMVDZJSHZZME-UHFFFAOYSA-N

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Certificate of Analysis

Certificate of Origin

Alexander C Hoepker et al.
The Journal of organic chemistry, 76(19), 7985-7993 (2011-09-06)
Density functional theory computations [MP2/6-31G(d)//B3LYP/6-31G(d)] on the deaggregation of lithium diisopropylamide (LDA) dimer solvated by two tetrahydrofuran ligands to give the corresponding trisolvated monomer show eight structurally distinct minima. The barriers to exchange are comparable to those expected from experimental...
Liyan Qiu et al.
Molecular pharmaceutics, 9(5), 1109-1117 (2012-04-13)
pH-responsive drug carriers derived from polymers containing weak base groups have been shown to improve the antitumor effect of chemotherapeutics. The common interpretation is that a "proton sponge effect" caused by pH-responsive polymers facilitates endosomal membrane destruction and accelerates cytoplasmic...
Koichi Mikami et al.
Chemical record (New York, N.Y.), 6(1), 1-11 (2006-02-14)
The difficulty as well as the significance of the direct generation of metal enolates of alpha-CF(3) ketones cannot be easily understood by chemists unfamiliar with F. In sharp contrast to the sunny side of non-F, hydrocarbon chemistry, F chemistry has...
Lekha Gupta et al.
The Journal of organic chemistry, 74(5), 2231-2233 (2009-02-05)
Ortholithiations of a range of arenes mediated by lithium diisopropylamide (LDA) in THF at -78 degrees C reveal substantial accelerations by as little as 0.5 mol % of LiCl (relative to LDA). Substrate dependencies suggest a specific range of reactivity...
Songping Liao et al.
Journal of the American Chemical Society, 125(49), 15114-15127 (2003-12-05)
Lithium diisopropylamide-mediated lithiations of N-alkyl ketimines derived from cyclohexanones reveal that simple substitutions on the N-alkyl side chain and the 2-position of the cyclohexyl moiety afford a 60,000-fold range of rates. Detailed rate studies implicate monosolvated monomers at the rate-limiting...

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