3-(Trimethylsilyl)naphthalen-2-yl trifluoromethanesulfonate

Name: 3-(Trimethylsilyl)naphthalen-2-yl trifluoromethanesulfonate
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CAS No. 780820-43-1
Cat. No. CS-0322442
Purity≥95%
MDL No.MFCD10566935

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3-(Trimethylsilyl)naphthalen-2-yl trifluoromethanesulfonate|CS-0322442

Structure of 780820-43-1

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General Information

CAS No. 780820-43-1
Cat. No. CS-0322442
Purity ≥95%
MDL No. MFCD10566935
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₅F₃O₃SSi
Molecular Weight 348.41
Synonym(s) Trifluoromethanesulfonic Acid 3-(Trimethylsilyl)-2-naphthyl Ester
SMILES C[Si](C)(C)C1=C(C=C2C=CC=CC2=C1)OS(=O)(=O)C(F)(F)F

Description

This triflate ester enables efficient C–C bond formation via palladium-catalyzed coupling reactions. The trimethylsilyl group enhances solubility and stability, while the trifluoromethanesulfonate moiety provides a superior leaving group for cross-coupling protocols under mild conditions.

Application

3-(Trimethylsilyl)naphthalen-2-yl trifluoromethanesulfonate serves as a stable, bench-ready aryl triflate building block for palladium-catalyzed cross-coupling reactions. The trimethylsilyl group enhances solubility and facilitates orthogonal deprotection, while the triflate moiety enables efficient coupling under mild conditions. This reagent functions reliably in Suzuki-Miyaura, Stille, and Negishi transformations, offering predictable reactivity and straightforward purification.

Safety Information

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GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 3265
Class : 8	Packing Group : Ⅱ
Hazard Statements : H290-H314
Precautionary Statements : P234-P264-P280-P301+P330+P331-P304+P340-P363-P390-P405-P406-P501

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Computational Chemistry Data

TPSA 43.37
LogP 3.6134
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Sulfonate

Building Blocks Functional Group Organosilicon compounds

Building Blocks Skeleton Aromatic ring compounds Naphthalene compounds

Chemical Synthesis Synthetic Reagents Aryne Precursors, Heteroaryne Precursors Naphthalyne Precursors

Key Words

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3-(Trimethylsilyl)naphthalen-2-yl trifluoromethanesulfonate

CAS No. 780820-43-1

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