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2,6-Diisopropylaniline

Chemical compound From Wikipedia, the free encyclopedia

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. 2,6-Diisopropylaniline is a bulky aromatic amine that is often used to make ligands in coordination chemistry. The Schrock carbenes often are transition metal imido complexes derived from this aniline.[1] Condensation with diacetylpyridine and acetylacetone gives, respectively, diiminopyridine[2] and NacNac ligands.[3]

Typical Schrock-style olefin metathesis catalysts feature bulky imides as spectator ligands.
Structure of the diamido-diimido complex W(NAr)2(N(H)Ar)2 (ArNH2 = 2,6-Diisopropylaniline.[4]
Quick facts Names, Identifiers ...
2,6-Diisopropylaniline
Names
Preferred IUPAC name
2,6-Di(propan-2-yl)aniline
Other names
2,6-Diisopropylaniline
2,6-DIPA
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.042.081 Edit this at Wikidata
EC Number
  • 246-305-4
UNII
  • InChI=1S/C12H19N/c1-8(2)10-6-5-7-11(9(3)4)12(10)13/h5-9H,13H2,1-4H3
    Key: WKBALTUBRZPIPZ-UHFFFAOYSA-N
  • CC(C)C1=C(C(=CC=C1)C(C)C)N
Properties
C12H19N
Molar mass 177.291 g·mol−1
Appearance colorless liquid
Melting point −45 °C (−49 °F; 228 K)
Boiling point 257 °C (495 °F; 530 K)
Hazards
GHS labelling:
H412
P273, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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