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578940

Tri-tert-butylphosphonium tetrafluoroborate

Name: Tri-<I>tert</I>-butylphosphonium tetrafluoroborate
Brand: ALDRICH

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:

131274-22-1

Molecular Weight:

290.13

UNSPSC Code:

12352101

PubChem Substance ID:

24880961

NACRES:

NA.22

MDL number:

MFCD04039975

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Properties

Product Name

Tri-tert-butylphosphonium tetrafluoroborate, 97%

Quality Segment

100

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

Description

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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