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110019

Sigma-Aldrich

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/REAXYS Number:
605284
EC Number:
203-558-5
MDL number:
MFCD00008862
UNSPSC Code:
12352100
PubChem Substance ID:
329749267

vapor density

3.5 (vs air)

Quality Level

200

vapor pressure

50 mmHg ( 20 °C)

assay

99%

form

liquid

autoignition temp.

599 °F

expl. lim.

8.5 %

availability

available only in EU

refractive index

n20/D 1.392 (lit.)

bp

84 °C (lit.)

mp

−61 °C (lit.)

solubility

water: soluble 110 g/L at 25 °C

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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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
S40341
08006BW
07727BX
06923EW
05930MT

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Reaction of amines and acid catalysts. IV. Kinetics and mechanism of olefin formation from triethylamine and diisopropylamine on ?-alumina.
Hogan P and Pasek J.
Collection of Czechoslovak Chemical Communications, 38(5), 1513-1521 (1973)
Synthesis of high carbon materials from acetylenic precursors. Preparation of aromatic monomers bearing multiple ethynyl groups.
Neenan TX and Whitesides GM.
The Journal of Organic Chemistry, 53(11), 2489-2496 (1988)
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
Yun Ma et al.
Journal of the American Chemical Society, 132(44), 15610-15623 (2010-10-22)
Lithium diisopropylamide (LDA) in tetrahydrofuran at -78 °C undergoes 1,4-addition to an unsaturated ester via a rate-limiting deaggregation of LDA dimer followed by a post-rate-limiting reaction with the substrate. Muted autocatalysis is traced to a lithium enolate-mediated deaggregation of the
Kanwal J Singh et al.
Journal of the American Chemical Society, 130(52), 18008-18017 (2008-12-05)
Ortholithiation of 3-fluorophenyl-N,N-diisopropyl carbamate by lithium diisopropylamide (LDA) in THF at -78 degrees C affords unusual rate behavior including linear decays of the carbamate, delayed formation of LDA-aryllithium mixed dimers, and evidence of autocatalysis. A mechanistic model in conjunction with
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