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Merck
CN

239534

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
EC Number:
203-558-5
UNSPSC Code:
12352100
PubChem Substance ID:
329752529
Beilstein/REAXYS Number:
605284
MDL number:
MFCD00008862

Key Documents

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InChI key

UAOMVDZJSHZZME-UHFFFAOYSA-N

InChI

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

SMILES string

CC(C)NC(C)C

vapor density

3.5 (vs air)

vapor pressure

50 mmHg ( 20 °C)

assay

≥99%

autoignition temp.

599 °F

expl. lim.

8.5 %

bp

84 °C (lit.)

mp

−61 °C (lit.)

density

0.722 g/mL at 25 °C (lit.)

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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

3 - Flammable liquids

wgk

WGK 2

flash_point_f

7.8 °F - closed cup

flash_point_c

-13.45 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
09212KZ
17030MY
11111KZ
03007LV
02921CV

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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
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)
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
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
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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