5-Methyl-5H-dibenzo[b,d]thiophen-5-ium trifluoromethanesulfonate

Name: 5-Methyl-5H-dibenzo[b,d]thiophen-5-ium trifluoromethanesulfonate
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CAS No. 112359-25-8
Cat. No. CS-0128665
Purity≥97%
MDL No.None

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5-Methyl-5H-dibenzo[b,d]thiophen-5-ium trifluoromethanesulfonate|CS-0128665

Structure of 112359-25-8

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Description

This bench-stable, moisture-tolerant dibenzo[b,d]thiophenium salt features a highly electrophilic 5-methyl-5H-dibenzo[b,d]thiophen-5-ium core paired with a trifluoromethanesulfonate counterion. The electron-deficient heterocycle enables efficient coupling reactions in transition-metal-catalyzed transformations and C–H functionalization processes under mild conditions.

Application

5-Methyl-5H-dibenzo[b,d]thiophen-5-ium trifluoromethanesulfonate serves as a highly reactive electrophilic arylating agent, enabling efficient C–C and C–heteroatom bond formation under mild conditions. Its stability in air and ease of handling facilitate bench-scale applications, while the triflate leaving group ensures compatibility with palladium-catalyzed cross-coupling reactions. This reagent is particularly valuable for constructing complex polycyclic scaffolds relevant to pharmaceutical intermediates and materials science.

General Information

CAS No. 112359-25-8
Cat. No. CS-0128665
Purity ≥97%
MDL No. None
Storage 4°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₁F₃O₃S₂
Molecular Weight 348.36
Synonym(s) S-methyldibenzothiophenium trifluoromethanesulfonate
SMILES C[S+]1C2=CC=CC=C2C3=CC=CC=C31.O=S(C(F)(F)F)([O-])=O

Computational Chemistry Data

TPSA 57.2
LogP 4.3305
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Safety Information

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GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 1759
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H314
Precautionary Statements : P260-P264-P270-P280-P304+P340-P330-P363-P405-P501

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzothiophene compounds

General Reagents Halogenating Reagents Fluorination Reagent

Chemical Synthesis Synthetic Reagents Fluorination Reagents

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5-Methyl-5H-dibenzo[b,d]thiophen-5-ium trifluoromethanesulfonate

CAS No. 112359-25-8

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