Description
4-Biphenylyl Trifluoromethanesulfonate (CAS No. 17763-78-9) is a high-purity organic compound with the molecular formula C13H9F3O3S, widely used in advanced synthetic chemistry and pharmaceutical research. This compound, also known as (4-phenylphenyl) trifluoromethanesulfonate, serves as a versatile triflate ester intermediate for coupling reactions, palladium-catalyzed cross-coupling, and nucleophilic substitution processes. Its robust stability and reactivity make it ideal for constructing complex biphenyl derivatives and aromatic frameworks. Supplied as a crystalline solid with ≥98% purity (HPLC), it is rigorously tested for consistency, ensuring optimal performance in sensitive applications. Proper storage under inert conditions is recommended to maintain integrity.
Properties
- CAS Number: 17763-78-9
- Complexity: 400
- IUPAC Name: (4-phenylphenyl) trifluoromethanesulfonate
- InChI: InChI=1S/C13H9F3O3S/c14-13(15,16)20(17,18)19-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9H
- InChI Key: RJFYGCJTUUXOOF-UHFFFAOYSA-N
- Exact Mass: 302.02244980
- Molecular Formula: C13H9F3O3S
- Molecular Weight: 302.27
- SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)OS(=O)(=O)C(F)(F)F
- Topological: 51.8
- Monoisotopic Mass: 302.02244980
- Synonyms: 4-Biphenylyl Trifluoromethanesulfonate, 810-984-0, 4-Phenylphenyl triflate, 17763-78-9, (4-phenylphenyl) trifluoromethanesulfonate, Methanesulfonic acid, 1,1,1-trifluoro-, [1,1′-biphenyl]-4-yl ester, 4-Biphenyl triflate, Methanesulfonic acid, trifluoro-, [1,1′-biphenyl]-4-yl ester, MFCD18379753, 4-Phenylphenyltriflate, 4-Biphenylyl Triflate, Trifluoromethanesulfonic acid 4-biphenylyl ester, SCHEMBL5532552, SCHEMBL27722361, DTXSID90454432, RJFYGCJTUUXOOF-UHFFFAOYSA-N, AKOS026672037, DS-10400, B5012, CS-0198997, 1,1′-Biphenyl-4-yl trifluoromethanesulfonate, T70439
Application
4-Biphenylyl Trifluoromethanesulfonate is a key reagent in Suzuki-Miyaura and Stille cross-coupling reactions for synthesizing biaryl scaffolds in drug discovery. It facilitates the introduction of biphenyl groups into organic molecules, enabling the development of ligands and functional materials. Researchers also employ it in electrophilic aromatic substitutions and as a precursor for liquid crystals or OLED materials.
Safety and Hazards
GHS Hazard Statements
- H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
- H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
Precautionary Statements
- P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364
Hazard Classes and Categories
- Skin Irrit. 2 (100%)
- Eye Irrit. 2 (100%)
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