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696196

Sigma-Aldrich

1,3-Bis(2,6-diisopropylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene

97%

Synonym(s):

Ipr, 1,3-Bis(2,6-diisopropylphenyl)imidazol-2-ylidene

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About This Item

Empirical Formula (Hill Notation):
C27H36N2
CAS Number:
244187-81-3
Molecular Weight:
388.59
MDL number:
MFCD07781991
UNSPSC Code:
12352005
PubChem Substance ID:
329761807
NACRES:
NA.22

Assay

97%

form

solid

reaction suitability

reagent type: ligand

mp

213-217 °C

storage temp.

−20°C

SMILES string

CC(C)c1cccc(C(C)C)c1N2[C]N(C=C2)c3c(cccc3C(C)C)C(C)C

InChI

1S/C27H36N2/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

InChI key

VYCIHDBIKGRENI-UHFFFAOYSA-N

Application

Ligand for Pd complexes for amination reaction of aryl halides; used as C-C bond formation reaction, e.g. Kumada-Tamao-Corriu reaction, Suzuki coupling, and Stille coupling.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCN8304
MKCN3891
MKBX6142V
MKBV7460V
MKBS5154V

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Organic letters, 4(13), 2229-2231 (2002-06-21)
[reaction: see text] The synthesis and characterization of [Pd(IPr)Cl(2)](2) (1), an air- and moisture-stable complex, is reported. The utilization of 1 as a catalyst for amination of aryl chlorides and bromides with a variety of amine coupling partners under mild
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