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24544-04-5 - 2,6-Diisopropylaniline, 90+% - L10761 - Alfa Aesar

L10761 2,6-Diisopropylaniline, 90+%

CAS-Nummer
24544-04-5
Synonyme

Größe Preis ($) Menge Verfügbarkeit
100g 24,84
500g 71,28
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2,6-Diisopropylaniline, 90+%

MDL
MFCD00008887
EINECS
246-305-4

Chemische Eigenschaften

Formel
C12H19N
Molmasse
177.29
Schmelzpunkt
-54°
Siedepunkt
254-257°
Flammpunkt
125°(257°F)
Dichte
0.940
Brechungsindex
1.5330
Löslichkeit
Miscible with ether and alcohol. Slightly miscible with water.

Anwendungen

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.

Bemerkungen

Incompatible with acids, acid chlorides, acid anhydrides, chloroformates and strong oxidizing agents.

Literaturverweise

This hindered amine has been converted to the nitrile in 52% yield by treatment with alkyl nitrite and copper(I) cyanide in DMSO, as an alternative to the classical Sandmeyer conditions: Tetrahedron, 52, 7137 (1996).

Dyar, S. M.; Smeigh, A. L.; Karlen, S. D.; Young, R. M.; Wasielewski, M. R. Photo-initiated multi-step electron transfer in donor-acceptor systems using a novel bi-functionalized perylene chromophore. Chem. Phys. Lett. 2015, 629, 23-28.

Guo, Z.; Wei, X.; Hua, Y.; Chao, J.; Liu, D. Synthesis of 2-benzoylpyrrole derivatives via C-H functionalization adjacent to nitrogen of pyrrole. Tetrahedron Lett. 2015, 56 (25), 3919-3922.

GHS Gefahren- und Sicherheitshinweise

Gefahrenhinweise (EU): H319-H303-H402-H412

Causes serious eye irritation. May be harmful if swallowed. Harmful to aquatic life. Harmful to aquatic life with long lasting effects.

Sicherheitshinweise: P273-P280-P264-P305+P351+P338-P312-P337+P313-P501a

Avoid release to the environment. Wear protective gloves/protective clothing/eye protection/face protection. Wash thoroughly after handling. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Call a POISON CENTER or doctor/physician if you feel unwell. If eye irritation persists: Get medical advice/attention. Dispose of contents/container in accordance with local/regional/national/international regulations.

Weitere Referenzen

Beilstein
2208763
Harmonized Tariff Code
2921.49
TSCA
Yes
RTECS
BX4025000

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