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Merck
CN

804673

Sigma-Aldrich

Potassium (2-phenylacetyl)trifluoroborate

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经验公式(希尔记法):
C8H7BF3KO
分子量:
226.05
MDL编号:
UNSPSC代码:
12352103
PubChem化学物质编号:

形式

powder

mp

178-183 °C (d)

SMILES字符串

[K+].F[B-](F)(F)C(=O)Cc1ccccc1

InChI

1S/C8H7BF3O.K/c10-9(11,12)8(13)6-7-4-2-1-3-5-7;/h1-5H,6H2;/q-1;+1

InChI key

SEOSMCJOPUBHBF-UHFFFAOYSA-N

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一般描述

Potassium (2-phenylacetyl)trifluoroborate (potassium benzyltrifluoroborate, phenylacetyl trifluoroborate) belongs to the class of compounds known as potassium acyltrifluroborates (KATs). This trifluoroborate salt is stable and does not readily undergo trimerization. It undergoes palladium-catalyzed cross-coupling reaction with p-nitro triflate to form the corresponding biaryl. Phenylacetyl trifluoroborate acts as an acyl donor during the amidation of O-benzoyl hydroxylamine to form the corresponding amide.

应用

Potassium acyltrifluroborates (KATs) are bench, air and moisture stable reagents for rapid chemoselective amide bond formations with hydroxylamines. These amide bond forming reactions proceed under aqueous conditions without the need for coupling reagents or protecting groups. This product was introduced in collaboration with the Bode Research Group.

象形图

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警示用语:

Warning

危险声明

危险分类

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

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Organotrifluoroborates: Expanding Organoboron Chemistry
Molander GA and Figueroa RF
Aldrichimica Acta, 38(2), 58-58 (2005)
Amide-forming ligation of acyltrifluoroborates and hydroxylamines in water.
Aaron M Dumas et al.
Angewandte Chemie (International ed. in English), 51(23), 5683-5686 (2012-04-28)

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