Dimesityliodonium trifluoromethanesulfonate

Name: Dimesityliodonium trifluoromethanesulfonate
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CAS No. 139139-80-3
Cat. No. CS-0506718
Purity≥98%
MDL No.MFCD25541454

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Dimesityliodonium trifluoromethanesulfonate|CS-0506718

Structure of 139139-80-3

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General Information

CAS No. 139139-80-3
Cat. No. CS-0506718
Purity ≥98%
MDL No. MFCD25541454
Storage 4°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₉H₂₂F₃IO₃S
Molecular Weight 514.34
Synonym(s) Dimesityliodonium Triflate
SMILES CC1=C([I+]C2=C(C)C=C(C)C=C2C)C(C)=CC(C)=C1.O=S(C(F)(F)F)([O-])=O

Description

Dimesityliodonium trifluoromethanesulfonate serves as a stable, bench-ready hypervalent iodine reagent for C–H functionalization and cross-coupling reactions. Featuring two mesityl groups that enhance solubility and reduce decomposition, this reagent enables efficient transfer of electrophilic iodonium species under mild conditions.

Application

Dimesityliodonium trifluoromethanesulfonate serves as a stable, bench-ready source of electrophilic iodine(III) for C–H functionalization and arylation reactions. Its mesityl groups confer excellent solubility and thermal stability, while the triflate counterion enables efficient transmetalation in transition-metal-catalyzed transformations. Widely used in modern synthetic protocols, it facilitates direct arylation of heterocycles, alkenes, and arenes under mild conditions, offering high functional group tolerance and straightforward purification.

Safety Information

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GHS Pictogram :	GHS No : GHS05,GHS06,GHS08
Signal Word : Danger	UN#: 2923
Class : 8 (6.1)	Packing Group : Ⅲ
Hazard Statements : H301-H314-H335-H360
Precautionary Statements : P264-P270-P271-P280-P302+P352-P304+P340-P330-P405-P501

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Computational Chemistry Data

TPSA 57.2
LogP 1.71692
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Iodide

Building Blocks Functional Group Fluoride

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Synthesis Synthetic Reagents Hypervalent Iodine Compounds

Chemical Synthesis Synthetic Reagents Oxidation Hypervalent Iodine

Chemical Synthesis Synthetic Reagents C-X(Non-Halogen) Bond Formation Arylation

Key Words

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Dimesityliodonium trifluoromethanesulfonate

CAS No. 139139-80-3

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