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About This Item
Empirical Formula (Hill Notation):
C5H11BF3NS
CAS Number:
Molecular Weight:
185.02
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
description
internal salt
form
solid
mp
146-156 °C
SMILES string
F[B-](F)(F)C[NH+]1CCSCC1
InChI
1S/C5H10BF3NS/c7-6(8,9)5-10-1-3-11-4-2-10/h1-5H2/q-1/p+1
InChI key
VUNVVPNMYVRSKZ-UHFFFAOYSA-O
Application
Organotrifluoroborate involved in Suzuki-Miyaura cross-coupling reactions[1] and cross coupling with mesylated phenol derivatives[2]
Organotrifluoroborates as versatile and stable boronic acid surrogates
Organotrifluoroborates as versatile and stable boronic acid surrogates
Storage Class
13 - Non Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Gary A Molander et al.
Organic letters, 13(5), 1242-1245 (2011-02-08)
A large array of aryl and heteroaryl mesylates have been successfully employed as electrophiles in a Csp(2)-Csp(3) Suzuki-Miyaura cross-coupling with potassium ammonio- and amidomethyltrifluoroborates to afford the corresponding products in high yields.
Jessica Raushel et al.
The Journal of organic chemistry, 76(8), 2762-2769 (2011-03-17)
A reinvestigation into the chemical composition of potassium aminomethyltrifluoroborates is reported. These trifluoroborato salts have been reassigned as zwitterionic ammoniomethyltrifluoroborates. Minor adjustments to the previously disclosed reaction conditions are reported that permit a similar level of activity as nucleophiles in
Articles
Bench-stable Potassium Organotrifluoroborates enable diverse C-C bond formation reactions.
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