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Merck
CN

578940

Tri-tert-butylphosphonium tetrafluoroborate

97%, solid

Synonym(s):

TTBP · HBF4, [(t-Bu)3PH]BF4

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About This Item

Linear Formula:
[[(CH3)3C]3PH]BF4
CAS Number:
Molecular Weight:
290.13
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22
MDL number:
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Product Name

Tri-tert-butylphosphonium tetrafluoroborate, 97%

Quality Segment

assay

97%

form

solid

reaction suitability

reaction type: Cross Couplings, reagent type: ligand
reaction type: Addition Reactions, reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction, reagent type: ligand
reaction type: Carbonylations, reagent type: ligand
reaction type: Heck Reaction, reagent type: ligand
reaction type: Negishi Coupling, reagent type: ligand
reaction type: Sonogashira Coupling, reagent type: ligand
reaction type: Stille Coupling, reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

mp

261 °C (lit.)

functional group

phosphine

SMILES string

F[B-](F)(F)F.CC(C)(C)[PH+](C(C)(C)C)C(C)(C)C

InChI

1S/C12H27P.BF4/c1-10(2,3)13(11(4,5)6)12(7,8)9;2-1(3,4)5/h1-9H3;/q;-1/p+1

InChI key

YTJUCJAUJCXFTN-UHFFFAOYSA-O

Application

Hindered Phosphine salt employed with a Pd(0)-15-membered, triolefinic, macrocyle in Suzuki cross-coupling reactions of aryl bromides and chlorides. Also used in Heck coupling of non-activated vinyl tosylates with electron deficient olefins.
Ligand used in the Pd-catalyzed enantioselective α−arylation of N-boc-pyrrolidine.


Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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