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Supelco

Diisopropylamine

analytical standard

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:
41116107
PubChem Substance ID:
329755760
NACRES:
NA.24

grade

analytical standard

Quality Level

100

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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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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Certificates of Analysis (COA)

Lot/Batch Number

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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)
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
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)
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