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Zinc di[bis(trifluoromethylsulfonyl)imide]

Catalog Number
ACM168106250
Product Name
Zinc di[bis(trifluoromethylsulfonyl)imide]
CAS
168106-25-0
  • Product Overview
  • Usage
Synonyms
Zinc bis(trifluoromethylsulfonyl)imide;Zinc triflimide;168106-25-0;AKOS024258832;AK154842;
IUPAC Name
bis[oxo-oxoniumylidene-(trifluoromethyl)-λ6-sulfanyl]azanide;zinc;
Molecular Weight
629.683g/mol
Molecular Formula
C4H4F12N2O8S4Zn+2;
Canonical SMILES
C(F)(F)(F)S(=[OH+])(=O)[N-]S(=[OH+])(=O)C(F)(F)F.C(F)(F)(F)S(=[OH+])(=O)[N-]S(=[OH+])(=O)C(F)(F)F.[Zn];
InChI
InChI=1S/2C2F6NO4S2.Zn/c2*3-1(4,5)14(10,11)9-15(12,13)2(6,7)8;/q2*-1;/p+4;
InChI Key
LPLZYSRAKDAXCX-UHFFFAOYSA-R;
Complexity
902
Covalently-Bonded Unit Count
3
Exact Mass
627.795g/mol
Formal Charge
2
H-Bond Acceptor
18
H-Bond Donor
4
Heavy Atom Count
31
Monoisotopic Mass
627.795g/mol
Topological Polar Surface Area
108A^2
Application
Zinc di[bis(trifluoromethylsulfonyl)imide] serves as a versatile catalyst, primarily aimed at facilitating various chemical reactions with high efficiency and specificity. It is utilized in the enantioselective Friedel-Crafts alkylation of pyrroles with β-CF3 acrylates, enabling the creation of chiral compounds. Additionally, it is pivotal in stereoselective Diels-Alder reactions, enhancing reaction outcomes through precise control over product stereochemistry. The compound also excels in promoting the tandem cyclopropane ring-opening and Conia-ene cyclization processes, as well as catalyzing aromatic nitration efficiently. Its utility extends to Friedel-Crafts acylations conducted in ionic liquids or without solvents, offering an excellent catalytic performance in such conditions. Furthermore, it actively facilitates cyclopropane ring-opening reactions and plays a significant role in asymmetric Friedel-Crafts reactions involving pyrroles and acrylates, underscoring its broad applicability as a catalyst in organic synthesis.
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