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901904

tBuXPhos

Name: <I>t</I>BuXPhos
Brand: ALDRICH

95%, powder or crystals

Synonym(s):

2-Di-tert-butylphosphino-2′,4′,6′-triisopropylbiphenyl, t-Bu XPhos, tert-Butyl XPhos

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About This Item

Empirical Formula (Hill Notation):

C₂₉H₄₅P

CAS Number:

564483-19-8

Molecular Weight:

424.64

NACRES:

NA.22

UNSPSC Code:

12352002

MDL number:

MFCD06411306

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Properties

Product Name

tBuXPhos, 95%

assay

95%

form

powder or crystals

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Heck Reaction, reaction type: Hiyama Coupling, reaction type: Negishi Coupling, reaction type: Sonogashira Coupling, reaction type: Stille Coupling, reaction type: Suzuki-Miyaura Coupling, reagent type: catalyst
reaction type: Cross Couplings, reagent type: ligand

mp

148-151 °C (lit.), 150 °C

functional group

phosphine

SMILES string

CC(P(C(C=CC=C1)=C1C(C(C(C)C)=CC(C(C)C)=C2)=C2C(C)C)C(C)(C)C)(C)C

InChI

1S/C29H45P/c1-19(2)22-17-24(20(3)4)27(25(18-22)21(5)6)23-15-13-14-16-26(23)30(28(7,8)9)29(10,11)12/h13-21H,1-12H3

InChI key

SACNIGZYDTUHKB-UHFFFAOYSA-N

Description

General description

tBuXPhos [2-Di-tert-butylphosphino-2′,4′,6′-triisopropylbiphenyl] is an air-stable, electron-rich biaryl phosphine ligand developed by the Buchwald group to enhance the reactivity of palladium catalysis during cross-coupling reactions.

Application

tBuXPhos has been used in the preparation of [tBuXPhosAu(MeCN)]BAr₄F, a gold catalyst for the intermolecular [2+2] cycloaddition of terminal arylalkynes with substituted alkenes to form functionalized cyclobutenes with high regioselectivity.

Legal Information

Usage subject to Patents: EP 1097158; JP 5758844; CA 2336691

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number

WXBD9882V

WXBD4566V

WXBC7952V

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Global Trade Item Number

SKU	GTIN
901904-5G	04061835511167
901904-1G	04061835511143
901904-250G	04061835519842
901904-25G	04061835559930