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809527

Sigma-Aldrich

N-Cyclohexyl-2,6-bis(1-methylethyl)-Benzenamine

Synonym(s):

N-Cyclohexyl-2,6-diisoproylaniline, CyAnH

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About This Item

Empirical Formula (Hill Notation):
C18H29N
CAS Number:
Molecular Weight:
259.43
UNSPSC Code:
12352116
PubChem Substance ID:

form

crystals

mp

67-72 °C

SMILES string

CC(C)C1=C(N(C2CCCCC2)[H])C(C(C)C)=CC=C1

InChI

1S/C18H29N/c1-13(2)16-11-8-12-17(14(3)4)18(16)19-15-9-6-5-7-10-15/h8,11-15,19H,5-7,9-10H2,1-4H3

InChI key

YDWZEQMCJKBGTO-UHFFFAOYSA-N

General description

N-Cyclohexyl-2,6-bis(1-methylethyl)-benzenamine is a hindered monodentate aniline derivative.[1]

Application

Deprotonating CyAnH to form the lithiated base LiCyAn, provides a critical reagent in the α, β-dehydrogenation of enones and other unsaturated systems under palladium catalysis, as reported by Newhouse and coworkers.

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Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Amide a, ?-Dehydrogenation Using Allyl-Palladium Catalysis and a Hindered Monodentate Anilide.
Chen Y, et al.
Journal of the American Chemical Society, 138(4), 1166-1169 (2016)

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