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(S)-(−)-2,2′-Bis(di-p-tolylphosphino)-1,1′-binaphthyl

CAS 100165-88-6C48H40P2Chemical Synthesis

(S)-(−)-2,2′-Bis(di-p-tolylphosphino)-1,1′-binaphthyl (CAS 100165-88-6) is a chiral phosphine ligand with the molecular formula C48H40P2 and a molecular weight of 678.78. This BINAP derivative is highly valued in asymmetric synthesis for its ability to induce enantioselectivity in various transition metal-catalyzed reactions. It is commonly employed as a privileged ligand in organic synthesis, facilitating the formation of chiral molecules with high optical purity.

IUPAC
(S)-Tol-BINAP
Synonyms
100165-88-6(S)-Tol-BINAPC48H40P2
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(S)-(−)-2,2′-Bis(di-p-tolylphosphino)-1,1′-binaphthyl (C48H40P2) — chemical structure, CAS 100165-88-6; Chemistry, fine chemical supplied by Tech Serve Solutions
Asymmetric SynthesisBINAPsChemical SynthesisChiral CatalystsLigandsand Reagents
01 /Applications

Asymmetric Catalysis

(S)-(−)-2,2′-Bis(di-p-tolylphosphino)-1,1′-binaphthyl serves as a key chiral ligand in transition metal catalysis for enantioselective transformations. Its unique steric and electronic properties enable high levels of stereocontrol in reactions such as hydrogenation, C-C bond formation, and cyclisation.

Chiral Synthesis

This ligand is instrumental in the synthesis of enantiomerically pure compounds, which are critical in the pharmaceutical and fine chemical industries. It facilitates the production of single enantiomers, avoiding complex separation steps.

Organometallic Chemistry

As a sophisticated phosphine ligand, it forms stable complexes with various transition metals. These complexes are studied for their catalytic activity and reactivity in a range of organic transformations.

02 /Properties
Molecular weight678.78
Empirical formulaC48H40P2
Assay97%
Optical activity[α]20/D -156°, c = 0.5 in benzene
Melting point252-256 °C
03 /Safety & handling
Protective equipmentEyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Water hazard class (WGK, DE)3

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

04 /Identifiers & registry
CAS number
100165-88-6
MDL number
MFCD01311709
PubChem substance
24885012
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 (S)-(−)-2,2′-Bis(di-p-tolylphosphino)-1,1′-binaphthyl used for?

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It is primarily used as a chiral phosphine ligand in asymmetric synthesis and catalysis to produce enantiomerically enriched compounds.

What are the CAS number and formula for (S)-(−)-2,2′-Bis(di-p-tolylphosphino)-1,1′-binaphthyl?

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The CAS number is 100165-88-6, and its empirical formula is C48H40P2.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies (S)-(−)-2,2′-Bis(di-p-tolylphosphino)-1,1′-binaphthyl with an assay of 97%. We do not represent this product as USP, BP, or EP grade.

How should (S)-(−)-2,2′-Bis(di-p-tolylphosphino)-1,1′-binaphthyl be handled?

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Handle with appropriate personal protective equipment, including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter is recommended. Ensure good ventilation.

Is this chemical controlled or scheduled?

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The provided data does not indicate that this chemical is controlled or scheduled.

How is this chemical packed and shipped?

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Products are carefully packed according to international shipping regulations. We are a global supplier and exporter of fine chemicals.

How can I request a quote or sample?

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Please contact our sales team via the website to request a quote or a sample of (S)-(−)-2,2′-Bis(di-p-tolylphosphino)-1,1′-binaphthyl.

Need (S)-(−)-2,2′-Bis(di-p-tolylphosphino)-1,1′-binaphthyl in a specific grade or volume?