1,2-Bis[(2S,5S)-2,5-diethylphospholano]benzene(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate - ≥98% , CAS No.142184-30-3

CAS: 142184-30-3 Cat. No.: B359397 Molecular Weight: 722.62 EC Number: 634-312-9 PubChem CID: 11146978

GRADE & PURITY ≥98%

Synonyms

(S,S)-Et-DUPHOS-Rh

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

1,2-Bis[(2S,5S)-2,5-diethylphospholano]benzene(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate is an electron-rich C2 symmetric bis(phospholane) ligand for enantioselective catalytic reactions.

Application:
Catalyst involved in:
Oxidation of the δ-position via ruthenium catalysis
Stereoselective hydrogenation reactions of dehydroamino acid esters and macrocyclic peptideomimetics
Synthesis of cyclopeptide alkaloid mucronine E, fluoro-containing amino acids, and labeled protease inhibitors
(S,S)-Et-DUPHOS-Rh may be used as an efficient catalyst in the synthesis of (S)-2-quinolylalanine via asymmetric hydrogenation.

Specifications

Synonyms

(S, S)-Et-DUPHOS-Rh

Specifications & Purity

≥98%

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CCC1CCC(P1C2=CC=CC=C2P3C(CCC3CC)CC)CC.C1CC=CCCC=C1.C(F)(F)(F)S(=O)(=O)[O-].[Rh]
• IUPAC Name: (1Z,5Z)-cycloocta-1,5-diene;(2S,5S)-1-[2-[(2S,5S)-2,5-diethylphospholan-1-yl]phenyl]-2,5-diethylphospholane;rhodium;trifluoromethanesulfonate
• InChIKey: XGPXBCKGQLCHDW-ZCTOJWETSA-M
• INCHI: 1S/C22H36P2.C8H12.CHF3O3S.Rh/c1-5-17-13-14-18(6-2)23(17)21-11-9-10-12-22(21)24-19(7-3)15-16-20(24)8-4;1-2-4-6-8-7-5-3-1;2-1(3,4)8(5,6)7;/h9-12,17-20H,5-8,13-16H2,1-4H3;1-2,7-8H,3-6H2;(H,5,6,7);/p-1/b;2-1-,8-7-;;/t17-,18-,19-,20-;;;/m0.../s1
• Isomeric SMILES: CC[C@@H]1P([C@H](CC1)CC)C2=CC=CC=C2P3[C@H](CC[C@@H]3CC)CC.C1/C=C\CC/C=C\C1.C(S(=O)(=O)[O-])(F)(F)F.[Rh]
• WGK Germany: 3
• PubChem CID: 11146978
• Molecular Weight: 722.62

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Organic sulfonic acids and derivatives
      • Subclass Organosulfonic acids and derivatives
        • Level5 Alkanesulfonic acids and derivatives
          • Level6 Alkanesulfonic acids
            • Level7 Trifluoromethanesulfonates

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Organic sulfonic acids and derivatives
• Subclass: Organosulfonic acids and derivatives
• Intermediate Tree Nodes: Alkanesulfonic acids and derivatives - Alkanesulfonic acids
• Direct Parent: Trifluoromethanesulfonates
• Alternative Parents: Benzene and substituted derivatives Sulfonyls Phospholanes Methanesulfonates Organosulfonic acids Trihalomethanes Organic phosphines and derivatives Cycloalkenes Phosphacyclic compounds Organic transition metal salts Organic oxides Unsaturated aliphatic hydrocarbons Hydrocarbon derivatives Organopnictogen compounds Alkyl fluorides Organofluorides Organic anions
• Molecular Framework: Not available
• Substituents: Trifluoromethanesulfonate - Monocyclic benzene moiety - Benzenoid - Methanesulfonate - Phospholane - Organosulfonic acid - Sulfonyl - Trihalomethane - Phosphine - Cyclic olefin - Phosphacycle - Organic transition metal salt - Organoheterocyclic compound - Cycloalkene - Unsaturated aliphatic hydrocarbon - Unsaturated hydrocarbon - Organic oxide - Organic oxygen compound - Alkyl halide - Organosulfur compound - Organophosphorus compound - Organofluoride - Organohalogen compound - Olefin - Alkyl fluoride - Organopnictogen compound - Hydrocarbon derivative - Halomethane - Organic anion - Hydrocarbon - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as trifluoromethanesulfonates. These are alkanesulfonic acids, that contain a sulfonate group that is substituted with a trifluoromethyl group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Sensitivity: moisture and air sensitive
• Molecular Weight: 722.600 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 722.181 Da
• Monoisotopic Mass: 722.181 Da
• Topological Polar Surface Area: 65.600 Ų
• Heavy Atom Count: 41
• Formal Charge: -1
• Complexity: 539.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 2
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 2
• Covalently-Bonded Unit Count: 4

XLogP3