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Merck
CN

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:
659-18-7
Molecular Weight:
307.91
NACRES:
NA.22
PubChem Substance ID:
329768246
UNSPSC Code:
12352103
MDL number:
MFCD00093768
Assay:
97%
Form:
liquid

Key Documents

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InChI key

DIEXQJFSUBBIRP-UHFFFAOYSA-N

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

assay

97%

form

liquid

refractive index

n/D 1.298 (lit.)

density

1.430 g/mL at 25 °C

functional group

fluoro

Quality Level

100

Related Categories

Application

Reagent can promote the direct formation of amides from carboxylic acids and amines under thermal and microwave conditions.

pictograms

Flame
GHS02

signalword

Warning

hcodes

H226

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

109.9 °F

flash_point_c

43.3 °C

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ8389
MKCS2757
MKCP4222
MKCN0097
MKCL7393

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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
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)

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