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905240

(R,R,R)-SPIRAP

Name: (R,R,R)-SPIRAP
Brand: ALDRICH

≥95%, powder or crystals

Synonym(s):

((1R,3R,3′R)-3,3′-diethyl-3H,3′H-1,1′-spirobi[isobenzofuran]-7,7′-diyl)bis(diphenylphosphane), (R)-CrabPhos

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About This Item

Empirical Formula (Hill Notation):

C₄₃H₃₈O₂P₂

Molecular Weight:

648.71

MDL number:

MFCD32062477

UNSPSC Code:

12161600

NACRES:

NA.22

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Properties

Product Name

(R,R,R)-SPIRAP, ≥95%

assay

≥95%

form

powder or crystals

reaction suitability

reagent type: ligand
reaction type: Asymmetric synthesis

mp

226-228 °C

SMILES string

CC[C@@H](O1)C2=C([C@@]1(O[C@@H]3CC)C4=C3C=CC=C4P(C5=CC=CC=C5)C6=CC=CC=C6)C(P(C7=CC=CC=C7)C8=CC=CC=C8)=CC=C2

InChI

1S/C43H38O2P2/c1-3-37-35-27-17-29-39(46(31-19-9-5-10-20-31)32-21-11-6-12-22-32)41(35)43(44-37)42-36(38(4-2)45-43)28-18-30-40(42)47(33-23-13-7-14-24-33)34-25-15-8-16-26-34/h5-30,37-38H,3-4H2,1-2H3/t37-,38-,43-/m1/s1

InChI key

PRORVWYPBRMLLA-FFUXEPPCSA-N

Description

Application

(R,R,R)-SPIRAP is a chiral C₂-symmetric spiroketal-containing ligand developed in the Nagorny lab for asymmetric catalysis. It can be used in variety of stereoselective transformations, including: Ir-catalyzed hydroarylation, Pd-catalyzed allylic alkylation, Pd-catalyzed Heck couplings, and Rh-catalyzed hydrogenation.

Product can be used with our benchtop hydrogen generator, H-Genie Lite (Z744083)

Other Notes

Design, Synthesis, and Application of Chiral C₂-Symmetric Spiroketal-Containing Ligands in Transition-Metal Catalysis

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

MKCJ2892

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