Skip to Content
Merck

730998

tBuBrettPhos

97%, solid

Synonym(s):

t-Bu Brett Phos, t-BuBrett-Phos, tertButylBrettPhos, 2-(Di-tert-butylphosphino)-2′,4′,6′- triisopropyl-3,6-dimethoxy-1,1′-biphenyl, t-BuBrett Phos, t-BuBrettPhos, [3,6-Dimethoxy-2′,4′,6′-tris(1-methylethyl) [1,1′-biphenyl]-2-yl]bis(1,1-dimethylethyl)phosphine, tert-ButylBrettPhos

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C31H49O2P
CAS Number:
1160861-53-9
Molecular Weight:
484.69
UNSPSC Code:
12352112
PubChem Substance ID:
329764610
NACRES:
NA.22
MDL number:
MFCD13181930

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

tBuBrettPhos, 97%

SMILES string

COc1ccc(OC)c(c1P(C(C)(C)C)C(C)(C)C)-c2c(cc(cc2C(C)C)C(C)C)C(C)C

InChI

1S/C31H49O2P/c1-19(2)22-17-23(20(3)4)27(24(18-22)21(5)6)28-25(32-13)15-16-26(33-14)29(28)34(30(7,8)9)31(10,11)12/h15-21H,1-14H3

InChI key

REWLCYPYZCHYSS-UHFFFAOYSA-N

assay

97%

form

solid

reaction suitability

reaction type: Cross Couplings
reagent type: ligand
reaction type: Arylations
reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reagent type: ligand
reaction type: C-X Bond Formation
reagent type: ligand
reaction type: Fluorinations

mp

166-170 °C

functional group

phosphine

Quality Level

300

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

Buchwald Phosphine Ligands for chemical Synthesis
Common applications
  • Buchwald-Hartwig amination and C-O coupling
  • Suzuki, Negishi, Stille, Hiyama, Sonogashira cross-couplings
  • α-Arylation reaction


New Applications:
  • Conversion of aryl and vinyl triflates to bromides and chlorides
  • Conversion of aryl triflates to aryl fluorides
  • O-Arylation of ethyl acetohydroximate
  • Conversion of aryl chlorides and sulfonates to nitroaromatics

Features and Benefits

  • White crystalline solid
  • Air- and moisture-stable
  • Thermally stable
  • Highly efficient
  • Wide functional group tolerance
  • Excellent selectivity and conversion

General description

tBuBrettPhos is a dialkylbiaryl phosphine ligand developed by the Buchwald group. It promotes cross-coupling reactions more efficiently and exhibits improved reactivity compared to other catalytic systems.

tBuBrettPhos is a phosphine ligand widely used in palladium-catalyzed cross-coupling reactions.

Legal Information

Usage subject to US Patent 7,858,784

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000181086
0000181086
SHBK5871
0000140805

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Pd-Catalyzed O-Arylation of Ethyl Acetohydroximate: Synthesis of O-Arylhydroxylamines and Substituted Benzofuran
Maimone TJ, et al.
Journal of the American Chemical Society, 132, 9990-9990 (2010)
Pd-Catalyzed Conversion of Aryl Chlorides, Triflates, and Nonaflates to Nitroaromatics.
Fors BP, et al.
Journal of the American Chemical Society, 131, 12898-12898 (2009)
Transition-metal-catalyzed cross-couplings through carbene migratory insertion
Xia Y, et al.
Chemical Reviews, 117(23), 13810-13889 (2017)
Formation of ArF from LPdAr (F): Catalytic conversion of aryl triflates to aryl fluorides.
Watson DA, et al.
Science, 325, 1661-1661 (2009)
Xiaoqiang Shen et al.
Journal of the American Chemical Society, 132(40), 14076-14078 (2010-09-23)
The palladium-catalyzed conversion of aryl and vinyl triflates to aryl and vinyl halides (bromides and chlorides) has been developed using dialkylbiaryl phosphine ligands. A variety of aryl, heteroaryl, and vinyl halides can be prepared via this method in good to
View All Related Papers

Related Content

Phosphine Ligand Application Guide

Phosphine Ligand Application Guide

Buchwald Portfolio - Precatalysts and Ligands

Buchwald Portfolio: Palladacycles and Ligands

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service