750271
Potassium trans-1-propenyltrifluoroborate
97%
Synonym(s):
Potassium (E)-trifluoro(1-propenyl)borate
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About This Item
Empirical Formula (Hill Notation):
C3H5BF3K
CAS Number:
Molecular Weight:
147.98
UNSPSC Code:
12352103
MDL number:
NACRES:
NA.22
PubChem Substance ID:
Assay:
97%
Form:
solid
InChI
1S/C3H5BF3.K/c1-2-3-4(5,6)7;/h2-3H,1H3;/q-1;+1/b3-2+;
SMILES string
[K+].C\C=C\[B-](F)(F)F
InChI key
RLDWVFWDURMTAV-SQQVDAMQSA-N
assay
97%
form
solid
mp
81-85 °C
Quality Level
Application
Potassium trans-1-propenyltrifluoroborate can be used:
- As a substrate in the cross-coupling reactions with 2-(chloromethyl)-2,1-borazaronaphthalenes to yield allyl borazaronaphthalenes using a palladium catalyst.
- In the synthesis of anethole dithiolethione-NH2 (ADT-NH2), which in turn is used to prepare a drug-H2S delivery system.
- To prepare methyl (E)-2,2-dimethyl-5-(propen-1-yl)-4H-benzo[d][1,3]dioxine-7-carboxylate, a key intermediate for the synthesis of the alkaloid ampullosine.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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First total synthesis of ampullosine, a unique isoquinoline alkaloid isolated from Sepedonium ampullosporum, and of the related permethylampullosine
Vargas DF, et al.
Royal Society of Chemistry Advances, 9(57), 33096-33106 (2019)
Synthesis of amino-ADT provides access to hydrolytically stable amide-coupled hydrogen sulfide releasing drug targets
Hammers MD, et al.
Synlett, 27(09), 1349-1353 (2016)
Accessing 2-(Hetero) arylmethyl-,-allyl-, and-propargyl-2, 1-borazaronaphthalenes: Palladium-Catalyzed Cross-Couplings of 2-(Chloromethyl)-2, 1-borazaronaphthalenes
Molander GA, et al.
Organic Letters, 16(22), 6024-6027 (2014)
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