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578428

Sigma-Aldrich

(S)-(−)-5,5′,6,6′-Tetramethyl-3,3′-di-tert-butyl-1,1′-biphenyl-2,2′-diol

97%

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About This Item

Empirical Formula (Hill Notation):
C24H34O2
CAS Number:
205927-03-3
Molecular Weight:
354.53
MDL number:
MFCD01862439
UNSPSC Code:
12352002
PubChem Substance ID:
24880926

assay

97%

form

solid

optical activity

[α]20/D -83±3°, c = 0.4 in THF

mp

170-174 °C

SMILES string

Cc1cc(c(O)c(c1C)-c2c(C)c(C)cc(c2O)C(C)(C)C)C(C)(C)C

InChI

1S/C24H34O2/c1-13-11-17(23(5,6)7)21(25)19(15(13)3)20-16(4)14(2)12-18(22(20)26)24(8,9)10/h11-12,25-26H,1-10H3

InChI key

NMVVBVMYPLMIOU-UHFFFAOYSA-N

General description

(S)-5,5′,6,6′-Tetramethyl-3,3′-di-tert-butyl-1,1′-biphenyl-2,2′-diol, a biphenyl chiral ligand is used to prepare mono- and bidentate phosphites applicable as catalysts in the hydroformylation of allyl cyanide, heterocyclic olefins, and asymmetric hydrogenation of dimethyl itaconate.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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Synthesis of new chiral monodentate phosphite ligands and their use in catalytic asymmetric hydrogenation
Hua Z, et al.
Organic Letters, 5(21), 3831-3834 (2003)
Asymmetric Hydroformylation of Heterocyclic Olefins Mediated by Supramolecularly Regulated Rhodium-Bisphosphite Complexes
Rovira L, et al.
The Journal of Organic Chemistry, 80(20), 10397-10403 (2015)
Synthesis and application of a new bisphosphite ligand collection for asymmetric hydroformylation of allyl cyanide
Cobley CJ, et al.
The Journal of Organic Chemistry, 69(12), 4031-4040 (2004)

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