Description

Potassium 4-trifluoroboratomethylthiomorpholine (CAS No. 1150654-80-0) is a highly specialized organoboron compound with the molecular formula C₅H₁₀BF₃KNS. This potassium salt of a trifluoroboratomethylthiomorpholine derivative is designed for advanced research applications, particularly in the fields of organic synthesis, catalysis, and medicinal chemistry. Its unique thiomorpholine backbone coupled with a trifluoroborate moiety enhances its reactivity and stability, making it a valuable intermediate for Suzuki-Miyaura cross-coupling reactions and other boron-mediated transformations. The compound is supplied as a high-purity solid, ensuring consistent performance in sensitive synthetic protocols. Proper storage under inert conditions is recommended to maintain its integrity.

Properties

• CAS Number: 1150654-80-0
• Complexity: 128
• IUPAC Name: potassium;trifluoro(thiomorpholinomethyl)boranuide
• InChI: InChI=1S/C5H10BF3NS.K/c7-6(8,9)5-10-1-3-11-4-2-10;/h1-5H2;/q-1;+1
• InChI Key: KCUIXVZONFYNMW-UHFFFAOYSA-N
• Exact Mass: 223.0216166
• Molecular Formula: C5H10BF3KNS
• Molecular Weight: 223.11
• SMILES: [B-](CN1CCSCC1)(F)(F)F.[K+]
• Topological: 28.5
• Monoisotopic Mass: 223.0216166
• Synonyms: 1150654-80-0, Potassium 4-trifluoroboratomethylthiomorpholine, Potassium trifluoro(thiomorpholinomethyl)borate, Borate(1-), trifluoro(4-thiomorpholinylmethyl)-, potassium (1:1), (T-4)-, potassium;trifluoro(thiomorpholin-4-ylmethyl)boranuide, potassium trifluoro[(thiomorpholin-4-yl)methyl]boranuide, MFCD10700162, POTASSIUM (THIOMORPHOLIN-4-YL)METHYLTRIFLUOROBORATE, DTXSID60670581, AKOS012296795, s12177, AS-72882, CS-0210535, Potassiumtrifluoro(thiomorpholinomethyl)borate, trifluoro(thiomorpholinomethyl)borate potassium(I), Potassium trifluoro[(thiomorpholin-4-yl)methyl]borate(1-)

Application

Potassium 4-trifluoroboratomethylthiomorpholine serves as a versatile reagent in palladium-catalyzed cross-coupling reactions, enabling the synthesis of complex biaryl and heteroaryl structures. Its trifluoroborate group offers improved stability and handling compared to traditional boronic acids, making it ideal for iterative coupling strategies. Researchers also utilize this compound in the development of boron-containing pharmaceuticals and agrochemicals, where its thiomorpholine moiety can influence bioavailability and target binding. Additionally, it finds use in materials science for the preparation of boron-doped organic electronic materials.

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