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(11bS, 11′bS)-4,4′-(Oxydi-2,1-phenylene)bis-dinaphtho[2,1-d: 1′, 2′-f][1,3,2]dioxaphosphepin

CAS 898830-89-2C52H32O5PChemical Synthesis

(11bS, 11′bS)-4,4′-(Oxydi-2,1-phenylene)bis-dinaphtho[2,1-d: 1′, 2′-f][1,3,2]dioxaphosphepin (CAS: 898830-89-2) is a chiral diphosphonite ligand with a molecular weight of 767.78 g/mol. This compound is recognised for its utility in asymmetric synthesis, particularly in catalysing conjugate addition reactions and asymmetric hydrogenation. Supplied by Tech Serve Solutions, it serves as a key reagent for advanced chemical synthesis and enantioselective transformations.

IUPAC
S, S-Reetz D-Diphosphonite
Synonyms
1-phenylene)bis-dinaphtho[2,1-d: 1′, 2′-f][1,3,2]dioxaphosphepinS, S-Reetz D-Diphosphonite
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(11bS, 11′bS)-4,4′-(Oxydi-2,1-phenylene)bis-dinaphtho[2,1-d: 1′, 2′-f][1,3,2]dioxaphosphepin (C52H32O5P) — chemical structure, CAS 898830-89-2; Chemistry, fine chemical supplied by Tech Serve Solutions
Asymmetric SynthesisChemical SynthesisChiral CatalystsLigandsand ReagentsHydrogenationReetz Ligands More...
01 /Applications

Asymmetric Conjugate Addition

This diphosphonite ligand has demonstrated effectiveness in Rh-catalyzed asymmetric conjugate addition reactions of arylboronic acids to enones, facilitating the stereoselective formation of carbon-carbon bonds.

Asymmetric Hydrogenation

The ligand has been successfully employed in asymmetric hydrogenation reactions, specifically with β-keto esters, enabling the enantioselective reduction of carbonyl groups.

Chiral Catalysis

As a privileged chiral ligand, it is instrumental in developing enantioselective catalytic systems for various organic transformations, contributing to the synthesis of chiral molecules.

02 /Properties
Molecular weight767.78
Empirical formulaC52H32O5P
Optical activity[α]22/D -85.0°, c = 1 in chloroform
ApplicationThis diphosphonite ligand has been successfully employed in asymmetric Rh-catalyzed conjugate addition reactions of arylboronic acids to enones, as well as in asymmetric hydrogenation reactions of β-keto esters.1,2
Melting point174-186 °C
03 /Safety & handling
GHS hazard pictogram: Flammable (GHS02)
Flammable
GHS hazard pictogram: Harmful / irritant (GHS07)
Harmful / irritant
GHS hazard pictogram: Health hazard (GHS08)
Health hazard
Danger

Hazard statements

  • H228Flammable solid
  • H315Causes skin irritation
  • H336May cause drowsiness or dizziness
  • H361D
  • H373May cause damage to organs through prolonged exposure

Precautionary statements

  • P210Keep away from heat, sparks and open flames. No smoking
  • P261Avoid breathing dust, fume, gas or vapours
  • P281Use personal protective equipment as required
Protective equipmentdust mask type N95 (US), Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
Transport (UN / ADR)UN 3175 4.1 / PGII
Water hazard class (WGK, DE)3
Hazard codes (EU)F,Xn
Risk statements (R)63-11-48/20-67
Safety statements (S)36/37

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
898830-89-2
05 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

06 /Frequently asked questions

What is (11bS, 11′bS)-4,4′-(Oxydi-2,1-phenylene)bis-dinaphtho[2,1-d: 1′, 2′-f][1,3,2]dioxaphosphepin primarily used for?

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This compound is primarily used as a chiral diphosphonite ligand in asymmetric synthesis, notably for Rh-catalyzed conjugate addition reactions and asymmetric hydrogenation of β-keto esters.

What are the CAS number and formula for this chemical?

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The CAS number is 898830-89-2 and the empirical formula is C52H32O5P.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies this product for research and development purposes. The specific assay and purity are detailed in the product's technical specifications. It is not supplied as USP, BP, EP, or any pharmacopoeia grade.

What are the main safety concerns when handling this compound?

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This compound is flammable (H228) and may cause skin irritation (H315), drowsiness or dizziness (H336), and damage to organs through prolonged or repeated exposure (H373). It may also be suspected of damaging fertility or the unborn child (H361d). Appropriate personal protective equipment, including eye protection, gloves, and respiratory protection, must be used, and handling should occur in a well-ventilated area away from ignition sources.

How is this chemical packed, shipped, and exported?

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This chemical is typically packed according to international shipping regulations to ensure safe transit. As a global supplier, Tech Serve Solutions has extensive experience in exporting fine chemicals worldwide.

How can I request a quote or sample?

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To request a quote or a sample, please visit the Tech Serve Solutions website and use the product enquiry form, or contact our sales department directly.

Need (11bS, 11′bS)-4,4′-(Oxydi-2,1-phenylene)bis-dinaphtho[2,1-d: 1′, 2′-f][1,3,2]dioxaphosphepin in a specific grade or volume?