Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

790877

Sigma-Aldrich

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C6H6BF9O3
CAS Number:
659-18-7
Molecular Weight:
307.91
MDL number:
MFCD00093768
UNSPSC Code:
12352103
PubChem Substance ID:
329768246
NACRES:
NA.22

Quality Level

100

Assay

97%

form

liquid

refractive index

n/D 1.298 (lit.)

density

1.430 g/mL at 25 °C

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

Looking for similar products? Visit Product Comparison Guide

Application

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

Pictograms

Flame
GHS02

Signal Word

Warning

Hazard Statements

H226

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service