922722
O-Pivaloylhydroxyamine triflic acid
Synonym(s):
2,2-dimethyl-, azanyl ester, 1,1,1-trifluoromethanesulfonate, PivONH3OTF, Propanoic acid
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About This Item
Empirical Formula (Hill Notation):
C5H11NO2 · CHF3O3S
CAS Number:
Molecular Weight:
267.22
UNSPSC Code:
12352106
NACRES:
NA.22
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form
solid
Quality Level
Application
This hydroxylamine-based reagent enables the iron-catalyzed selective transformation of thiols to sulfinamides under mild conditions without the use of precious metal catalysts or additional oxidants. This reagent is shelf stable and facilitates the reaction in a single step and under mild conditions.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
8A - Combustible corrosive hazardous materials
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
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Sayanti Chatterjee et al.
Angewandte Chemie (International ed. in English), 60(2), 758-765 (2020-09-22)
An iron catalyzed reaction for the selective transformation of thiols (-SH) to sulfinamides (-SONH2 ) by a direct transfer of -O and free -NH2 groups has been developed. The reaction operates under mild conditions using a bench stable hydroxylamine derived
Eric Falk et al.
Organic letters, 23(4), 1422-1426 (2021-02-06)
We report both an intermolecular C-H amination of arenes to access N-methylanilines and an intramolecular variant for the synthesis of tetrahydroquinolines. A newly developed, highly electrophilic aminating reagent was key for the direct synthesis of unprotected N-methylanilines from simple arenes.
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