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Di-tert-butyl(methyl)phosphonium tetrafluoroborate

Catalog Number
ACM870777303-2
Product Name
Di-tert-butyl(methyl)phosphonium tetrafluoroborate
Structure
Di-tert-butyl(methyl)phosphonium tetrafluoroborate
CAS
870777-30-3 / 479094-62-7
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Synonyms
(t-Bu)2PMeHBF4; Bis(1,1-dimethylethyl)methylphosphine tetrafluoroborate
IUPAC Name
ditert-butyl(methyl)phosphanium;tetrafluoroborate
Molecular Weight
248.05
Molecular Formula
C9H22BF4P
Canonical SMILES
[B-](F)(F)(F)F.CC(C)(C)[PH+](C)C(C)(C)C;
InChI
BRDLRXCAHKUWJS-UHFFFAOYSA-O
InChI Key
InChI=1S/C9H21P.BF4/c1-8(2,3)10(7)9(4,5)6;2-1(3,4)5/h1-7H3;/q;-1/p+1
Melting Point
>230 °C(lit.)
Purity
98%
Appearance
Solid
Complexity
108
Covalently-Bonded Unit Count
2
Exact Mass
248.149g/mol
H-Bond Acceptor
5
Heavy Atom Count
15
Isomeric SMILES
[B-](F)(F)(F)F.CC(C)(C)[PH+](C)C(C)(C)C
Monoisotopic Mass
248.149g/mol
Rotatable Bond Count
2
Topological Polar Surface Area
0A^2
Application
Air and moisture-stable phosphonium salt used in palladium-catalyzed coupling reactions. The phosphonium salt is deprotonated in situ to yield the free phosphine ligand. Use of the phosphonium salt furnished nearly identical yields of product as reactions carried out using the phosphine.

Ligand for the Pd-catalyzed heteroaromatic direct arylation.
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