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696277

Sigma-Aldrich

[(IPr)AuCl]

Umicore

Synonym(s):

Chloro[1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene]gold(I), 1,3-Bis(2,6-diisopropylphenyl-imidazol-2-ylidene)gold(I) chloride

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About This Item

Empirical Formula (Hill Notation):
C27H36AuClN2
CAS Number:
852445-83-1
Molecular Weight:
621.01
MDL number:
MFCD09839143
UNSPSC Code:
12161600
PubChem Substance ID:
329761813
NACRES:
NA.22

Quality Level

100

form

powder

reaction suitability

core: gold
reagent type: catalyst

mp

298 °C

storage temp.

2-8°C

SMILES string

CC(C)c1cccc(C(C)C)c1N2C=CN(C2[Au]Cl)c3c(cccc3C(C)C)C(C)C

InChI

1S/C27H36N2.Au.ClH/c1-18(2)22-11-9-12-23(19(3)4)26(22)28-15-16-29(17-28)27-24(20(5)6)13-10-14-25(27)21(7)8;;/h9-16,18-21H,1-8H3;;1H/q;+1;/p-1

InChI key

CNJQLSINQGKZAW-UHFFFAOYSA-M

Application

Gold Catalysts — 21st Century ′Gold Rush′

  • Catalyst use in the hydration of alkynes

Legal Information

Product of Umicore

Additional information available at www.pmc.umicore.com

pictograms

Exclamation mark
GHS07

signalword

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

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT3325
MKCT3324
MKCR8388
MKCS5589
MKCQ0144

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Nicolas Marion et al.
Journal of the American Chemical Society, 131(2), 448-449 (2009-01-15)
A highly efficient [(NHC)Au(I)]-based (NHC = N-heterocyclic carbene) catalytic system for the hydration of an array of alkynes that operates under acid-free conditions and at very low catalyst loadings (typically 50-100 ppm and as low as 10 ppm) was developed.

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