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D3022

Sigma-Aldrich

Diisopropylamine

≥99%

Synonym(s):

DIPA

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About This Item

Linear Formula:
(CH3)2CHNHCH(CH3)2
CAS Number:
108-18-9
Molecular Weight:
101.19
Beilstein:
605284
EC Number:
203-558-5
MDL number:
MFCD00008862
UNSPSC Code:
12352100

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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Signal Word

Danger

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

7.8 °F - closed cup

Flash Point(C)

-13.45 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
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)
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
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
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
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