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Merck
CN

901415

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

Synonym(s):

Alexanian xanthylation reagent

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About This Item

Empirical Formula (Hill Notation):
C16H17F6NO2S2
CAS Number:
Molecular Weight:
433.43
MDL number:
UNSPSC Code:
12352111
NACRES:
NA.22
eCl@ss:
32150917
Form:
solid
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form

solid

Quality Segment

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

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.


Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable



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