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700746 Sigma-Aldrich

(S)-SDP

≥95%

Synonym: (S)-(−)-7,7′-Bis(diphenylphosphino)-2,2′,3,3′-tetrahydro-1,1′-spirobiindene, (S)-7,7′-Bis(diphenylphosphino)-1,1′-spirobiindane

  • CAS Number 528521-86-0

  • Empirical Formula (Hill Notation) C41H34P2

  • Molecular Weight 588.66

  •  MDL number MFCD08459344

  •  PubChem Substance ID 329762227

  •  NACRES NA.22

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents, Privileged Ligands and Complexes, Spiro Ligands More...
Quality Level   100
assay   ≥95%
optical activity   [α]22/D −191°, c = 1 in chloroform
mp   199-204 °C
storage temp.   −20°C
SMILES string   C1CC2(CCc3cccc(P(c4ccccc4)c5ccccc5)c23)c6c1cccc6P(c7ccccc7)c8ccccc8
InChI   1S/C41H34P2/c1-5-17-33(18-6-1)42(34-19-7-2-8-20-34)37-25-13-15-31-27-29-41(39(31)37)30-28-32-16-14-26-38(40(32)41)43(35-21-9-3-10-22-35)36-23-11-4-12-24-36/h1-26H,27-30H2
InChI key   DKZNVWNOOLQCMJ-UHFFFAOYSA-N

Description

General description

(S)-SDP is a chiral diphosphine reagent used in the asymmetric hydrogenation of ketones catalyzed by transition metal. It is also used in hydrosilylation or cyclization of 1,6-enynes.

Application

(S)-SDP can be used:
• As a ligand in the ruthenium-catalyzed asymmetric hydrogenation of cyclic ketones to give cycloalkanols.
• To prepare ruthenium complexes, which are used in the asymmetric hydrogenation of different prochiral ketones.

Packaging

50 mg in amber glass bottle

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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905305 (S,S,S)-SPIRAP, ≥95%
905240 (R,R,R)-SPIRAP, ≥95%

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