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Merck
CN

D3022

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

Key Documents

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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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
077K3679
028K3405
077K3661
027K3523
096K3477

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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
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
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
Da-Wei Fu et al.
Advanced materials (Deerfield Beach, Fla.), 23(47), 5658-5662 (2011-11-22)
A simple organic salt, diisopropylammonium chloride, shows the highest ferroelectric phase transition temperature among molecule-based ferroelectrics with a large spontaneous polarization, making it a candidate for practical technological applications.
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