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HomeProduct name list2,6-Diisopropylaniline

2,6-Diisopropylaniline

  • CAS NO.:24544-04-5
  • Empirical Formula: C12H19N
  • Molecular Weight: 177.29
  • MDL number: MFCD00008887
  • EINECS: 246-305-4
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-08-21 22:41:43
2,6-Diisopropylaniline Structural

What is 2,6-Diisopropylaniline?

Chemical properties

Clear liquid

The Uses of 2,6-Diisopropylaniline

2,6-Diisopropylaniline acts as an intermediate used in the production of carbodiimides stabilizers, synthetic resins, antioxidants and active pharmaceutical ingredients. It is also used in the preparation of multitopic Schiff-base ligand precursors and 4,5-bis(2,6-diisopropylanilino)-2,7-di-tert-butyl-9,9-dimethylthioxanthene. It also undergoes condensation reaction with triacetylmethane to get -[1-(2,6-diisopropylphenylamino)ethylidene]pentane-2,4-dione. Further, it is used to prepare N-heterocyclic carbene complexes for alfa-arylation of acyclic ketones, amination of haloarenes and aqueous Suzuki coupling. In addition to this, it is used in the prepartion of organocatalyst based on naphthalene diimides.

The Uses of 2,6-Diisopropylaniline

2,6-Diisopropylaniline is used as intermediate for the manufacture of carbodiimides stabilizers, RIM-PUR, synthetic resins, pesticides, antioxidants, pharmaceuticals and other products.
2,6-Diisopropylaniline may be used in the preparation of multitopic Schiff-base ligand precursors.It may be used in the preparation of NSN-donor proligand, 4,5-bis(2,6-diisopropylanilino)-2,7-di-tert-butyl-9,9-dimethylthioxanthene. It may be used to prepare N-heterocyclic carbene complexes for α-arylation of acyclic ketones, amination of haloarenes, and aqueous Suzuki coupling.
2,6-Diisopropylaniline may be used in the preparation of organocatalyst based on naphthalene diimides (NDIs).

The Uses of 2,6-Diisopropylaniline

2,6-Diisopropylaniline was used in the preparation of multitopic Schiff-base ligand precursors. It was also used in the preparation of NSN-donor proligand, 4,5-bis(2,6-diisopropylanilino)-2,7-di-tert-butyl-9,9-dimethylthioxanthene.

Reactions

2,6-Diisopropylaniline is an amine. It undergoes condensation with triacetylmethane in toluene in the presence of p-toluenesulfonic acid provides 3-[1-(2,6-diisopropylphenylamino)ethylidene]pentane-2,4-dione. 2,6-Diisopropylaniline is an aromatic amine. It reacts with bis(trimethylsilylmethyl)yttrium complexes supported by bulky amidopyridinate (Ap) and amidinate (Amd) ligands to afford yttrium alkyl anilido species. This reaction involves the elimination of TMS (Trimethylsilane).

General Description

2,6-Diisopropylaniline is an aromatic amine. It reacts with bis(trimethylsilylmethyl)yttrium complexes supported by bulky amidopyridinate (Ap) and amidinate (Amd) ligands to afford yttrium alkyl anilido species. This reaction involves the elimination of TMS (Trimethylsilane).

Properties of 2,6-Diisopropylaniline

Melting point: -45 °C (lit.)
Boiling point: 257 °C (lit.)
Density  0.94 g/mL at 25 °C (lit.)
vapor pressure  <0.01 mm Hg ( 20 °C)
refractive index  n20/D 1.532(lit.)
Flash point: 255 °F
storage temp.  Keep in dark place,Inert atmosphere,Room temperature
solubility  <0.2g/l
form  Liquid
pka 4.25±0.10(Predicted)
color  Clear
Water Solubility  <0.20 g/L
BRN  2208763
CAS DataBase Reference 24544-04-5(CAS DataBase Reference)
NIST Chemistry Reference Benzenamine, 2,6-bis(1-methylethyl)-(24544-04-5)
EPA Substance Registry System 2,6-Diisopropylaniline (24544-04-5)

Safety information for 2,6-Diisopropylaniline

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H319:Serious eye damage/eye irritation
H412:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes P273:Avoid release to the environment.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for 2,6-Diisopropylaniline

InChIKey WKBALTUBRZPIPZ-UHFFFAOYSA-N

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