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665029

Sigma-Aldrich

1-(1-Adamantyl)-3-(2,4,6-trimethylphenyl)imidazolinium chloride

Synonym(s):

1-(1-Adamantyl)-3-(2,4,6-trimethylphenyl)-4,5-dihydroimidazolium chloride

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About This Item

Empirical Formula (Hill Notation):
C22H31ClN2
CAS Number:
Molecular Weight:
358.95
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

form

solid

Quality Level

reaction suitability

reagent type: catalyst
reaction type: Ring-Opening Polymerization

mp

263-280 °C

SMILES string

[Cl-].Cc1cc(C)c(N2CC[N+](=C2)C34CC5CC(CC(C5)C3)C4)c(C)c1

InChI

1S/C22H31N2.ClH/c1-15-6-16(2)21(17(3)7-15)23-4-5-24(14-23)22-11-18-8-19(12-22)10-20(9-18)13-22;/h6-7,14,18-20H,4-5,8-13H2,1-3H3;1H/q+1;/p-1/t18-,19+,20-,22-;

InChI key

MJOMRTQWLPXDJQ-ZFCGJYDVSA-M

Application

Reactant for:
  • Preparation of chelated ruthenium alkoxybenzylidene imidazolidene carbene pivalate catalysts for Z-selective olefin metathesis
  • Use in ring-opening metathesis polymerization and ring-closing metathesis reactions via Grubbs catalyst mediated reactions
  • Preparation of adamantyl-substituted N-heterocyclic carbene ligands in second-generation Grubbs-type iridium metathesis catalysis

Legal Information

Sold under license from Kanata Chemical Technologies Inc. for research purposes only.

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Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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Articles

Sigma-Aldrich presents an article concerning NHC-based Pd catalysts and ligands for C–C bond formation at sigma-Aldrich.com.

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