901415

N-(tert-Butyl)-N-((ethoxycarbonothioyl)thio)-3,5-bis(trifluoromethyl)benzamide

• Synonym(s): Alexanian xanthylation reagent
• Empirical Formula (Hill Notation): C₁₆H₁₇F₆NO₂S₂
• CAS Number: 2022988-45-8
• Molecular Weight: 433.43
• MDL number: MFCD31657505
• UNSPSC Code: 12352111
• NACRES: NA.22

Properties

• form: solid
• Quality Level: 100
• mp: 40-46 °C
• functional group: amine; fluoro
• storage temp.: −20°C
• SMILES string: FC(F)(F)c1cc(cc(c1)C(=O)N(SC(=S)OCC)C(C)(C)C)C(F)(F)F
• InChI key: QDCXZVWZLHPTDJ-UHFFFAOYSA-N

Description

Application

As reported by the Alexanian. laboratory, this reagent is used for site-selective, intermolecular C-H xanthylation of alkanes, leading to the rapid diversification of otherwise inert C-H bonds. Once installed, the xanthate group provides direct access to diverse product analogues via several aliphatic C-H transformations, including halogenation, deuteration, vinylation, and hydroxylation. Product is best stored in foil-wrapped vials in the freezer when not in use; however, it can be weighed out on the bench without risk of decomposition. This product is offered collaboratively with UNC-Chapel Hill and Erik Alexanian.

Other Notes

C–H Xanthylation: A Synthetic Platform for Alkane Functionalization.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable