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2,6-Diisopropylaniline

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CAS:24544-04-5
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  • 2,6-Diisopropylaniline
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  • 2026-05-21
  • CAS:24544-04-5
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  • Purity: 99%
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  • 2026-04-17
  • CAS:24544-04-5
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2,6-Diisopropylaniline Basic information
Description
Product Name:2,6-Diisopropylaniline
Synonyms:Amitraz E.C.;2,6-Diisopropylaniline, 90+%;Boc-D-Ala(beta-cyclobutyl)-OH·;Diisopropylaniline,90%;2,6-diisopropyl-anilin;2,6-diisopropylphenylamine;Aniline, 2,6-diisopropyl-;2,6-DIISOPROPYLANILINE, TECH., 90%
CAS:24544-04-5
MF:C12H19N
MW:177.29
EINECS:246-305-4
Product Categories:Amines;Aniline Derivatives;C11 to C38;Nitrogen Compounds;o-alkylated Anilines;Building Blocks;C12;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks;Piperidines ,Homopiperidines;bc0001
Mol File:24544-04-5.mol
2,6-Diisopropylaniline Structure
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.)
Fp 255 °F
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility <0.2g/l
pka4.25±0.10(Predicted)
form Liquid
color Clear
Water Solubility <0.20 g/L
BRN 2208763
InChI1S/C12H19N/c1-8(2)10-6-5-7-11(9(3)4)12(10)13/h5-9H,13H2,1-4H3
InChIKeyWKBALTUBRZPIPZ-UHFFFAOYSA-N
SMILESCC(C)c1cccc(C(C)C)c1N
LogP3.18 at 20℃
CAS DataBase Reference24544-04-5(CAS DataBase Reference)
NIST Chemistry ReferenceBenzenamine, 2,6-bis(1-methylethyl)-(24544-04-5)
EPA Substance Registry System2,6-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 TSCA listed
HS Code 29214980
Storage Class10 - Combustible liquids
Hazard ClassificationsAquatic Chronic 3
Eye Irrit. 2
MSDS Information
ProviderLanguage
2,6-Diisopropylaniline English
SigmaAldrich English
ACROS English
ALFA English
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 PropertiesClear liquid
Uses2,6-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).
Uses2,6-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.
Uses2,6-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.
Reactions2,6-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 Description2,6-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).
Purification MethodsThis method for purifying 2,6-Diisopropylaniline comprises bringing 2,6-diisopropylaniline into contact with an alkyl- or arylsulfonic acid to produce the alkyl- or arylsulfonic acid salt of the 2,6-diisopropylaniline, recrystallizing the sulfonic acid salt in an organic solvent, and subsequently treating the obtained crystals with an alkali.
Tag: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