38345
2,6-Diisopropylaniline
technical, ~90% (GC)
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About This Item
Linear Formula:
[(CH3)2CH]2C6H3NH2
CAS Number:
Molecular Weight:
177.29
EC Number:
246-305-4
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
2208763
MDL number:
vapor pressure
<0.01 mmHg ( 20 °C)
grade
technical
assay
~90% (GC)
refractive index
n20/D 1.532
bp
257 °C (lit.)
mp
−45 °C (lit.)
density
0.94 g/mL at 25 °C (lit.)
SMILES string
CC(C)c1cccc(C(C)C)c1N
InChI
1S/C12H19N/c1-8(2)10-6-5-7-11(9(3)4)12(10)13/h5-9H,13H2,1-4H3
InChI key
WKBALTUBRZPIPZ-UHFFFAOYSA-N
General description
2,6-Diisopropylaniline on condensation with triacetylmethane in toluene in the presence of p-toluenesulfonic acid provides 3-[1-(2,6-diisopropylphenylamino)ethylidene]pentane-2,4-dione.
Application
2,6-Diisopropylaniline may be used in the preparation of multitopic Schiff-base ligand precursors. It may be used in preparation of NSN-donor proligand, 4,5-bis(2,6-diisopropylanilino)-2,7-di-tert-butyl-9,9-dimethylthioxanthene.
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signalword
Warning
hcodes
Hazard Classifications
Aquatic Chronic 3 - Eye Irrit. 2
Storage Class
10 - Combustible liquids
wgk
WGK 2
ppe
Eyeshields, Gloves
Regulatory Information
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Remote activation of nickel catalysts for ethylene oligomerization.
Yaofeng Chen et al.
Angewandte Chemie (International ed. in English), 44(7), 1108-1112 (2005-01-13)
Balamurugan Vidjayacoumar et al.
Dalton transactions (Cambridge, England : 2003), 41(26), 8175-8189 (2012-05-09)
A rigid NSN-donor proligand, 4,5-bis(2,6-diisopropylanilino)-2,7-di-tert-butyl-9,9-dimethylthioxanthene (H(2)[TXA(2)], 1) was prepared by palladium-catalyzed coupling of 2,6-diisopropylaniline with 4,5-dibromo-2,7-di-tert-butyl-9,9-dimethylthioxanthene. Deprotonation of 1 using (n)BuLi provided Li(2)(DME)(2)[TXA(2)] (2), and subsequent reaction with UCl(4) afforded [Li(DME)(3)][(TXA(2))UCl(3)] (4). The analogous NON-donor ligated complex [(XA(2))UCl(3)K(DME)(3)] [3; XA(2)
Yilin Sun et al.
Dalton transactions (Cambridge, England : 2003), 41(32), 9682-9688 (2012-07-12)
Four multitopic Schiff-base ligand precursors were synthesized via condensation of 4,4'-diol-3,3'-diformyl-1,1'-diphenyl or 1,3,5-tris(4-hydroxy-5-formylphenyl)benzene with 2,6-diisopropylaniline or 2,6-dimethylaniline. Amine elimination reactions of Ln[N(SiMe(3))(2)](3) (Ln = La, Nd, Sm or Y) with these multitopic ligand precursors gave ten heterogeneous rare-earth metal catalysts.