790877
Tris(2,2,2-trifluoroethyl) borate
97%
Synonym(s):
Tris(2,2,2-trifluoroethyl)borate, Sheppard Amidation Reagent, Tris(2,2,2-trifluoroethoxy)boron, Sheppard Reagent
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About This Item
Empirical Formula (Hill Notation):
C6H6BF9O3
CAS Number:
Molecular Weight:
307.91
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
97%
form
liquid
refractive index
n/D 1.298 (lit.)
density
1.430 g/mL at 25 °C
functional group
fluoro
SMILES string
FC(F)(F)COB(OCC(F)(F)F)OCC(F)(F)F
InChI
1S/C6H6BF9O3/c8-4(9,10)1-17-7(18-2-5(11,12)13)19-3-6(14,15)16/h1-3H2
InChI key
DIEXQJFSUBBIRP-UHFFFAOYSA-N
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Application
Reagent can promote the direct formation of amides from carboxylic acids and amines under thermal and microwave conditions.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Flam. Liq. 3
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
109.9 °F
Flash Point(C)
43.3 °C
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Pavel Starkov et al.
Organic & biomolecular chemistry, 9(5), 1320-1323 (2011-01-08)
Simple borates serve as effective promoters for amide bond formation with a variety of carboxylic acids and amines. With trimethyl or tris(2,2,2-trifluoroethyl) borate, amides are obtained in good to excellent yield and high purity after a simple work-up procedure. Tris(2,2,2-trifluoroethyl)
Rachel M Lanigan et al.
The Journal of organic chemistry, 78(9), 4512-4523 (2013-04-17)
B(OCH2CF3)3, prepared from readily available B2O3 and 2,2,2-trifluoroethanol, is as an effective reagent for the direct amidation of a variety of carboxylic acids with a broad range of amines. In most cases, the amide products can be purified by a
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