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Merck
CN

773670

Sigma-Aldrich

Dibromo[(S)-(−)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl]palladium(II)

97%

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About This Item

Empirical Formula (Hill Notation):
C44H32Br2P2Pd
CAS Number:
366488-99-5
Molecular Weight:
888.90
MDL number:
MFCD14155710
UNSPSC Code:
12352300
PubChem Substance ID:
329767632

Key Documents

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Assay

97%

form

solid

reaction suitability

core: palladium
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Cross Couplings
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

mp

>300 °C

InChI

1S/C44H32P2.2BrH.Pd/c1-5-19-35(20-6-1)45(36-21-7-2-8-22-36)41-31-29-33-17-13-15-27-39(33)43(41)44-40-28-16-14-18-34(40)30-32-42(44)46(37-23-9-3-10-24-37)38-25-11-4-12-26-38;;;/h1-32H;2*1H;/q;;;+2/p-2

InChI key

XOOQZGNLBGHEEX-UHFFFAOYSA-L

Application

Versatile chiral Pd catalyst for asymmetric reductive ammination.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Precautionary Statements

P261 - P280 - P305 + P351 + P338

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Storage Class Code

13 - Non 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
SHBC8477

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Organometallics, 20, 3950-3950 (2001)
Laura Rubio-Pérez et al.
Organic letters, 11(2), 265-268 (2008-12-20)
The application of air stable preformed [(R)-BINAP]PdBr2, [(S)-BINAP]PdBr2, [(R)-Tol-BINAP]PdBr2, and [(S,S)-CHIRAPHOS]PdBr2 complexes in the one-pot asymmetric reductive amination of various carbonyl compounds, leading to chiral amines in very good yields with high enantioselectivities (<99% ee), is reported.
Tetrahedron Letters, 52, 6758-6758 (2011)

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