Key Documents

View All Documentation

718742

BrettPhos

Name: BrettPhos
Brand: ALDRICH

98%, solid

Greener Alternative

Synonym(s):

2-(Dicyclohexylphosphino)3,6-dimethoxy-2′,4′,6′-triisopropyl-1,1′-biphenyl

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):

C₃₅H₅₃O₂P

CAS Number:

1070663-78-3

Molecular Weight:

536.77

UNSPSC Code:

12352112

PubChem Substance ID:

329763602

NACRES:

NA.22

MDL number:

MFCD11973797

eCl@ss:

32150313

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

Properties

Product Name

BrettPhos, 98%

Quality Segment

300

product line

Buchwald Ligand

assay

98%

form

solid

reaction suitability

reaction type: Cross Couplings, reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction, reagent type: ligand
reaction type: Fluorinations

greener alternative product score

old score: 8
new score: 1
Find out more about DOZN™ Scoring

sustainability

Sustainability features

mp

187-195 °C

functional group

phosphine

SMILES string

COc1c(P(C2CCCCC2)C3CCCCC3)c(c4c(C(C)C)cc(C(C)C)cc4C(C)C)c(OC)cc1

InChI

1S/C35H53O2P/c1-23(2)26-21-29(24(3)4)33(30(22-26)25(5)6)34-31(36-7)19-20-32(37-8)35(34)38(27-15-11-9-12-16-27)28-17-13-10-14-18-28/h19-25,27-28H,9-18H2,1-8H3

InChI key

WDVGNXKCFBOKDF-UHFFFAOYSA-N

Description

General description

This product was re-engineered to improve its sustainability features, showing key improvements in Green Chemistry Principles “Waste Prevention”, “Atom Economy” and “Design for Energy Efficiency”. Click here to view its DOZN scorecard.

Application

BrettPhos 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.
It can be used in:

palladium-catalyzed trifluoromethylation of aryl chlorides
Buchwald-Hartwig amination
synthesis of 4-aryl and alkyl substituted, N⁶-alkylated pyridazine-3,6-diamines via a Buchwald protocol

For small scale and high throughput uses, product is also available as ChemBeads (928348)

Buchwald Phosphine Ligands for chemical Synthesis

Features and Benefits

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

Still not finding the right product?

Explore all of our products under BrettPhos

Storage Class

11 - Combustible Solids

WGK

nwg

Flash Point (°F)

Not applicable

Flash Point (°C)