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Merck
CN

743143

Sigma-Aldrich

1,3-Bis[(1S)-2,2-dimethyl-1-(2-tolyl)propyl]imidazolinium iodide

≥98% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C27H39IN2
CAS Number:
1237025-59-0
Molecular Weight:
518.52
MDL number:
MFCD22417195
UNSPSC Code:
12352005
PubChem Substance ID:
329765618
NACRES:
NA.22

Key Documents

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Assay

≥98% (HPLC)

form

powder

optical activity

[α]/D +45.0±2.0°, c = 0.5 in dichloromethane

reaction suitability

reagent type: catalyst

impurities

≤1.0% water

SMILES string

[I-].Cc1ccccc1[C@@H](N2CC[N+](=C2)[C@H](c3ccccc3C)C(C)(C)C)C(C)(C)C

InChI

1S/C27H39N2.HI/c1-20-13-9-11-15-22(20)24(26(3,4)5)28-17-18-29(19-28)25(27(6,7)8)23-16-12-10-14-21(23)2;/h9-16,19,24-25H,17-18H2,1-8H3;1H/q+1;/p-1/t24-,25-;/m1./s1

InChI key

RDGJOFKDMBCNIA-JIMLSGQQSA-M

Application

Carbene ligand precursor

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBJ2380V
BCBJ2380

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Yi-Xia Jia et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 16(21), 6300-6309 (2010-04-23)
New Enders/Herrmann-type chiral N-heterocyclic carbene (NHC) ligands have been developed and applied in asymmetric palladium-catalyzed intramolecular alpha-arylations of amides. The best ligands feature the bulky tert-butyl group and ortho-substituted aryl groups at the stereogenic centers. Aryl bromides readily react at

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