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Merck
CN

720747

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
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
Assay:
≥95%
Form:
solid
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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

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable



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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)
Enantioselective Alkenylation of Aldimines Catalyzed by a Rhodium-Diene Complex
Cui Z, et al.
Organic Letters, 16(3), 1016-1019 (2014)
Highly enantioselective Rh-catalyzed alkenylation of imines: synthesis of chiral allylic amines via asymmetric addition of potassium alkenyltrifluoroborates to N-Tosyl imines
Gopula B, et al.
Organic Letters, 16(2), 632-635 (2014)



Global Trade Item Number

SKUGTIN
720747-5G04061833331019
720747-1G04061826734926