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Diisopropylamine

analytical standard

Synonym(s):

DIPA

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About This Item

Linear Formula:
(CH3)2CHNHCH(CH3)2
CAS Number:
Molecular Weight:
101.19
Beilstein:
605284
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

vapor density

3.5 (vs air)

vapor pressure

50 mmHg ( 20 °C)

Assay

≥99.5% (GC)

autoignition temp.

599 °F

shelf life

limited shelf life, expiry date on the label

expl. lim.

8.5 %

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

refractive index

n20/D 1.392 (lit.)
n20/D 1.392

bp

84 °C (lit.)

mp

−61 °C (lit.)

solubility

H2O: soluble 110 g/L at 25 °C (completely)

density

0.722 g/mL at 25 °C (lit.)

application(s)

environmental

format

neat

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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General description

Diisopropylamine, an aliphatic secondary amine, is a well-known precursor of lithium diisopropylamide (LDA), which is a hindered, strong, non-nucleophilic base utilized in various organic reactions.

Application

Diisopropylamine may be used as an analytical standard for the determination of the analyte in air samples by high performance liquid chromatography (HPLC) technique.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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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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Reductions of. alpha.-substituted ketones by lithium diisopropylamide
Kowalski C, et al.
The Journal of Organic Chemistry, 43(13), 2601-2608 (1978)
Determination of aliphatic primary and secondary amines and polyamines in air by high-performance liquid chromatography
Simon P and Lemacon C
Analytical Chemistry, 59(3), 480-484 (1987)
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

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