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720747

Sigma-Aldrich

Potassium (2Z)-2-buten-2-yltrifluoroborate

≥95%

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About This Item

Empirical Formula (Hill Notation):
C4H7BF3K
CAS Number:
Molecular Weight:
162.00
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥95%

form

solid

mp

147-152 °C

storage temp.

2-8°C

SMILES string

[K+].C\C=C(/C)[B-](F)(F)F

InChI

1S/C4H7BF3.K/c1-3-4(2)5(6,7)8;/h3H,1-2H3;/q-1;+1/b4-3+;

InChI key

IFJZXYDBLMMRCO-BJILWQEISA-N

Application

Potassium (2Z)-2-buten-2-yltrifluoroborate can be used as a substrate:
  • In the asymmetric alkenylation of imines/aldimines using a rhodium based catalyst.
  • In the Rh(I)-catalyzed allylic amines synthesis by reacting with N-tert-butanesulfinyl aldimines.
  • In the ytterbium triflate catalyzed multicomponent synthesis of β-unsaturated α-amino esters.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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Three-component reaction for the synthesis of diverse β-unsaturated α-amino esters
Stefani HA, et al.
Tetrahedron, 70(20), 3243-3248 (2014)

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