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Merck

803774

Sigma-Aldrich

Colby trifluoromethylation reagent

别名:

Hexafluoroacetone hydrate-1,8-diazo-bicyclo[5.4.0]undec-7-ene salt

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About This Item

经验公式(希尔记法):
C12H18F6N2O2
分子量:
336.27
分類程式碼代碼:
12352101

形狀

solid

SMILES 字串

OC([O-])(C(F)(F)F)C(F)(F)F.C1CCC2=[N+](CC1)CCCN2

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一般說明

Colby trifluoromethylation reagent is an amidinate salt of hexafluoroacetone hydrate. This reagent can be prepared from the ethereal solution of hexafluoroacetone trihydrate. It undergoes various trifluoromethylation reactions with electrophiles under different reaction conditions to afford trifluoromethylated products.[1]

應用

Colby trifluoromethylation reagent may be used for the preparation of fluorinated organic compounds.[1]
The Colby Trifluoromethylation Reagent is an air-stable, white solid, which can be used as a source of fluoroform through the release of trifluoroacetate. This reagent can add trifluoromethyl groups in a nucleophlic fashion to carbonyls and sulfides.

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CorrosionExclamation mark

訊號詞

Danger

危險聲明

危險分類

Acute Tox. 4 Oral - Eye Dam. 1

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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Mark V Riofski et al.
Organic letters, 15(1), 208-211 (2012-12-18)
A powerful, new reagent, an amidinate salt of hexafluoroacetone hydrate, is an air-stable salt that can be used for the preparation of fluorinated organic molecules. Nucleophilic trifluoromethylation reactions are demonstrated following the base-promoted release of trifluoroacetate. This reagent is soluble

相关内容

Prof. David Colby's laboratory is developing synthetic methods to enable the efficient modification of complex molecules, such as natural products, as well as the production of fluorinated compounds. They have focused on understanding how to cleave bonds in order to remodel structures, and their first major discovery is that the release of trifluoroacetate is a powerful approach to break carbon–carbon bonds. This strategy has enabled the invention of new reagents and methods for the synthesis of fluorinated products for drug discovery and for exploring medicinal chemistry.

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