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718742

BrettPhos

Name: BrettPhos
Brand: ALDRICH

98%, solid

Synonym(s):

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

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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

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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

greener alternative product characteristics

Waste Prevention
Atom Economy
Design for Energy Efficiency
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

187-195 °C

functional group

phosphine

greener alternative category

, Re-engineered

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

We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives . This product belongs to category of Re-engineered products, 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

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Storage Class

11 - Combustible Solids

wgk

nwg

flash_point_f

Not applicable

flash_point_c