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07-3870

Sigma-Aldrich

Diisopropylamine

SAJ first grade, ≥98.0%

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/REAXYS Number:
605284
EC Number:
203-558-5
MDL number:
MFCD00008862
UNSPSC Code:
12352116
PubChem Substance ID:
329748424

grade

SAJ first grade

vapor density

3.5 (vs air)

vapor pressure

50 mmHg ( 20 °C)

assay

≥98.0%

form

liquid

autoignition temp.

599 °F

expl. lim.

8.5 %

availability

available only in Japan

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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signalword

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_germany

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

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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)
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
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
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
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