[3aR-[2(3′aR*,8′aS*),3′aβ,8′aβ]]-(+)-2,2′-Methylenebis[3a,8a-dihydro-8H-indeno[1,2-d]oxazole]
[3aR-[2(3′aR*,8′aS*),3′aβ,8′aβ]]-(+)-2,2′-Methylenebis[3a,8a-dihydro-8H-indeno[1,2-d]oxazole] (CAS: 180186-94-1), with molecular formula C21H18N2O2 and a molecular weight of 330.38 g/mol, is a C2 symmetric ligand. It is highly effective in forming bidentate coordination complexes with various metals, making it a valuable reagent in enantioselective catalysis and asymmetric synthesis. Its structural features facilitate its use in advanced chemical synthesis.
- Synonyms
- 8′aβ]]-(+)-2,2′-Methylenebis[3a,8a-dihydro-8H-indeno[1,2-d]oxazole]
![[3aR-[2(3′aR*,8′aS*),3′aβ,8′aβ]]-(+)-2,2′-Methylenebis[3a,8a-dihydro-8H-indeno[1,2-d]oxazole] — chemical structure, CAS 180186-94-1; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F180186-94-1.png&w=3840&q=75)
Enantioselective Catalysis
This compound serves as a C2 symmetric ligand, readily forming bidentate coordination complexes with metals. This property is crucial for directing the stereochemical outcome of catalytic reactions, enabling the synthesis of enantiomerically pure compounds.
Asymmetric Synthesis
As a privileged ligand in asymmetric synthesis, it facilitates the construction of chiral molecules. Its ability to coordinate with metals allows for precise control over reaction pathways, leading to high enantioselectivity in various synthetic transformations.
Chiral Ligand Development
The indenoxazole framework makes this molecule an attractive building block for developing novel chiral catalysts and ligands. Researchers utilise its structure to explore new catalytic systems for challenging asymmetric transformations.
| Molecular weight | 330.38 |
|---|---|
| Empirical formula | C21H18N2O2 |
| Assay | 98% |
| Optical activity | [α]22/D +353°, c = 3.7 in chloroform |
| Application | C2 symmetric ligand for enantioselective catalysis. Easily forms bidentate coordination complexes due to the strong affinity of the oxazoline nitrogen for various metals.1,2,3 |
| Melting point | 204-206 °C(lit.) |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
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.
What is (+)-2,2′-Methylenebis[3a,8a-dihydro-8H-indeno[1,2-d]oxazole] used for?
+
This compound is primarily used as a C2 symmetric ligand for enantioselective catalysis and in asymmetric synthesis. It forms bidentate coordination complexes with various metals, facilitating stereocontrolled reactions.
What are the CAS number and molecular formula?
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The CAS number is 180186-94-1, and the molecular formula is C21H18N2O2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this chemical with an assay of 98%. We do not represent this product as USP, BP, EP, or pharmacopoeia grade.
What are the safety and handling precautions?
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This compound is a Warning substance, causing skin irritation (H315), serious eye irritation (H319), and respiratory irritation (H335). Users should wear a dust mask type N95 (US), safety eyeshields, and gloves. Avoid breathing dust. Ensure adequate ventilation.
How is this chemical packed and shipped?
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This chemical is carefully packed according to industry standards to ensure safe transit and is available for global export by Tech Serve Solutions.
How can I request a sample or quote?
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To request a sample or a quotation, please contact our sales team through the details provided on our website.
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