Description

Cyclohept-1-en-1-yl trifluoromethanesulfonate (CAS No. 28075-51-6) is a highly specialized organic compound with the molecular formula C₈H₁₁F₃O₃S. This reagent features a cycloheptene ring functionalized with a reactive trifluoromethanesulfonate (triflate) group, making it a valuable intermediate in synthetic organic chemistry. Its IUPAC name is cyclohepten-1-yl trifluoromethanesulfonate, and it is known for its role in facilitating nucleophilic substitution reactions due to the excellent leaving group properties of the triflate moiety. This compound is supplied as a high-purity liquid, rigorously tested for quality and consistency, making it ideal for research applications in pharmaceuticals, agrochemicals, and material science. Store under inert conditions to maintain stability.

Properties

• CAS Number: 28075-51-6
• Complexity: 337
• IUPAC Name: cyclohepten-1-yl trifluoromethanesulfonate
• InChI: InChI=1S/C8H11F3O3S/c9-8(10,11)15(12,13)14-7-5-3-1-2-4-6-7/h5H,1-4,6H2
• InChI Key: NIHXETKTKWAKCX-UHFFFAOYSA-N
• Exact Mass: 244.03809987
• Molecular Formula: C8H11F3O3S
• Molecular Weight: 244.23
• SMILES: C1CCC=C(CC1)OS(=O)(=O)C(F)(F)F
• Topological: 51.8
• Monoisotopic Mass: 244.03809987
• Synonyms: 28075-51-6, cyclohept-1-en-1-yl trifluoromethanesulfonate, DTXSID00313086, DTXCID90264210, 1-(TRIFLUOROMETHYLSULFONYLOXY)CYCLOHEPTENE, cyclohepten-1-yl trifluoromethanesulfonate, 1-Cycloheptenyl trifluoromethanesulfonate, NSC266187, SCHEMBL5830, CHEMBL142437, NSC-266187, F73239

Application

Cyclohept-1-en-1-yl trifluoromethanesulfonate is widely used as a versatile electrophile in organic synthesis, particularly in palladium-catalyzed cross-coupling reactions. Its triflate group serves as an excellent leaving group, enabling efficient formation of carbon-carbon and carbon-heteroatom bonds. Researchers utilize this compound in the synthesis of complex cyclic structures, including natural products and bioactive molecules. It is also employed in polymer chemistry for modifying cyclic olefin-based monomers.

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