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743046

Sigma-Aldrich

1,3-Bis[(1S)-2,2-dimethyl-1-(1-naphthyl)propyl]imidazolium iodide

≥98% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C33H37IN2
CAS Number:
1333385-96-8
Molecular Weight:
588.56
UNSPSC Code:
12352005
PubChem Substance ID:
329765610

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D +75±3°, c = 1 in dichloromethane

impurities

≤2.0% water

SMILES string

[I-].CC(C)(C)[C@@H](c1cccc2ccccc12)n3cc[n+](c3)[C@@H](c4cccc5ccccc45)C(C)(C)C

InChI

1S/C33H37N2.HI/c1-32(2,3)30(28-19-11-15-24-13-7-9-17-26(24)28)34-21-22-35(23-34)31(33(4,5)6)29-20-12-16-25-14-8-10-18-27(25)29;/h7-23,30-31H,1-6H3;1H/q+1;/p-1/t30-,31+;

InChI key

DZXSGMCSEFOYEQ-USHPRDJASA-M

Application

Carbene ligand precursor

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCBJ2375V
BCBJ2375

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Masafumi Nakanishi et al.
Chimia, 66(4), 241-243 (2012-05-23)
New sterically hindered chiral N-heterocyclic carbene (NHC) ligands were used in palladium catalysis to bring about a highly enantioselective C(sp(3))-H activation on the methylene site of a cycloalkane moiety. The intramolecular coupling reaction of a prochiral N-aryl-N-cycloalkyl methyl carbamate required
Banerjee, D.; et al.
Organometallics, 31, 709-709 (2012)
Nakanishi, M.; et al.
Angewandte Chemie (International Edition in English), 50, 9775-9775 (2011)
Fused indolines by palladium-catalyzed asymmetric C-C coupling involving an unactivated methylene group.
Masafumi Nakanishi et al.
Angewandte Chemie (International ed. in English), 50(32), 7438-7441 (2011-07-05)

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