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Key Documents

761702

Sigma-Aldrich

4-Trifluoromethyl-1-phenylvinylboronic acid pinacol ester

97%

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About This Item

Empirical Formula (Hill Notation):
C15H18BF3O2
Molecular Weight:
298.11
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

assay

97%

form

solid

mp

47-53 °C

storage temp.

2-8°C

SMILES string

CC1(C)OB(OC1(C)C)C(=C)c2ccc(cc2)C(F)(F)F

InChI

1S/C15H18BF3O2/c1-10(16-20-13(2,3)14(4,5)21-16)11-6-8-12(9-7-11)15(17,18)19/h6-9H,1H2,2-5H3

InChI key

NGEPDYSRKLLXMJ-UHFFFAOYSA-N

Application

Common reaction partner for palladium-catalyzed carbon-carbon cross coupling formation (Suzuki Reaction).

pictograms

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signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Hwanjong Jang et al.
Journal of the American Chemical Society, 133(20), 7859-7871 (2011-04-30)
Cu-catalyzed methods for site-selective hydroboration of terminal alkynes, where the internal or α-vinylboronate is generated predominantly (up to >98%) are presented. Reactions are catalyzed by 1-5 mol % of N-heterocyclic carbene (NHC) complexes of copper, easily prepared from N-aryl-substituted commercially

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