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

L10761 2,6-Diisopropylaniline, 90+%

CAS Number
24544-04-5
Synonyms

Size Price ($) Quantity Availability
100g 27.60
500g 82.00
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2,6-Diisopropylaniline, 90+%

MDL
MFCD00008887
EINECS
246-305-4

Chemical Properties

Formula
C12H19N
Formula Weight
177.29
Melting point
-54°
Boiling Point
254-257°
Flash Point
125°(257°F)
Density
0.940
Refractive Index
1.5330
Solubility
Miscible with ether and alcohol. Slightly miscible with water.

Applications

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.

Notes

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

Literature References

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 Hazard and Precautionary Statements

Hazard Statements: H303-H319

May be harmful if swallowed. Causes serious eye irritation.

Precautionary Statements: P280i-P264-P305+P351+P338-P312a-P337+P313

Wear eye/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. If eye irritation persists: Get medical advice/attention.

Other References

Beilstein
2208763
Harmonized Tariff Code
2921.49
TSCA
Yes
RTECS
BX4025000

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