2,6-Diisopropylaniline Chemical Properties

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

InChIKey

WKBALTUBRZPIPZ-UHFFFAOYSA-N

LogP

3.18 at 20℃

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

Hazard Codes 

Xi

Risk Statements 

52/53-36/37/38

Safety Statements 

61-37/39-26

WGK Germany 

2

RTECS 

BX4025000

TSCA 

Yes

HS Code 

29214980

MSDS

• Language:English Provider:2,6-Diisopropylaniline
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2,6-Diisopropylaniline Usage And Synthesis

Description

2,6-Diisopropylaniline is an organic compound with the formula H2NC6H3(CHMe2)2 (Me = CH3). It is a colorless liquid although, like many anilines, samples can appear yellow or brown.

Chemical Properties

Clear liquid

Uses

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.

Uses

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.

Uses

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).

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).

2,6-Diisopropylaniline(24544-04-5)Related Product Information

• N-Isopropylaniline
• 2,6-DIISOPROPYLNAPHTHALENE
• 2-ISOPROPYLANILINE
• Lithium diisopropylamide
• N,N-Diisopropylethylamine
• Diethyl isopropylmalonate
• DIISOPROPYL ZINC 1.0M SOLUTION IN TOLU&
• N,N'-DIISOPROPYLTHIOUREA
• N,N'-Diisopropylcarbodiimide
• N-Methyl-2-pyrrolidone
• 3-ISOPROPYLANILINE
• 2,6-DIISOPROPYLPHENYL ISOTHIOCYANATE
• 2,4,6-TRI-TERT-BUTYLANILINE
• Bis(2,6-diisopropylphenyl)carbodiimide
• 2,4,6-TRI-TERT-BUTYLNITROBENZENE
• Coumarin 314T
• 2,6-DIISOPROPYLPHENYLIMIDO NEOPHYLIDENEMOLYBDENUM(VI) BIS(T-BUTOXIDE)
• DIPA