(−)-2,2′-Isopropylidenebis[(4S)-4-phenyl-2-oxazoline]
(−)-2,2′-Isopropylidenebis[(4S)-4-phenyl-2-oxazoline] (CAS 131457-46-0) is a chiral ligand with the molecular formula C21H22N2O2 and a molecular weight of 334.41 g/mol. This compound is frequently employed as a C2 symmetric ligand in enantioselective catalysis. Its structure facilitates bidentate coordination with various metal centres due to the oxazoline nitrogens' strong affinity, making it valuable in asymmetric synthesis and chemical transformations requiring high stereochemical control.
- IUPAC
- (S,S)-2,2′-Isopropylidenebis(4-phenyl-2-oxazoline),(S,S)-2,2-Bis(4-phenyl-2-oxazolin-2-yl)propane
- Synonyms
- (S,S)-2,2′-Isopropylidenebis(4-phenyl-2-oxazoline)(S,S)-2,2-Bis(4-phenyl-2-oxazolin-2-yl)propane
![(−)-2,2′-Isopropylidenebis[(4S)-4-phenyl-2-oxazoline] (C21H22N2O2) — chemical structure, CAS 131457-46-0; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F131457-46-0.png&w=3840&q=75)
Enantioselective Catalysis
This chiral ligand is primarily used in enantioselective catalysis to promote the formation of specific enantiomers in chemical reactions. Its C2 symmetry and bidentate coordination ability are key to achieving high stereoselectivity.
Asymmetric Synthesis
As a privileged ligand, it plays a crucial role in asymmetric synthesis, enabling the construction of complex chiral molecules with defined stereochemistry. It forms stable complexes with transition metals, acting as effective catalysts.
Metal Complex Formation
The oxazoline nitrogen atoms exhibit a strong affinity for various metals, facilitating the formation of stable, bidentate coordination complexes. These complexes are instrumental in catalytic processes.
| Molecular weight | 334.41 |
|---|---|
| Empirical formula | C21H22N2O2 |
| Assay | 97% |
| Boiling point | 193 °C/0.03 mmHg(lit.) |
| Density | 1 g/mL at 25 °C(lit.) |
| Optical activity | [α]20/D −160°, c = 1 in ethanol |
| Storage temperature | −20°C |
| Melting point | 37-41 °C(lit.) |
| 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 |
| Protective equipment | Eyeshields, Gloves, half-mask respirator (EU), half-mask respirator (US), multi-purpose combination respirator cartridge (US) |
|---|---|
| Flash point | 110 °C / 230 °F |
| 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.
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 (S,S)-2,2′-Isopropylidenebis(4-phenyl-2-oxazoline) used for?
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(S,S)-2,2′-Isopropylidenebis(4-phenyl-2-oxazoline) is used as a C2 symmetric ligand for enantioselective catalysis, facilitating the formation of specific enantiomers in chemical reactions and serving as a chiral auxiliary in asymmetric synthesis.
What are the CAS number and formula for this compound?
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The CAS number is 131457-46-0, and the empirical formula is C21H22N2O2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this product at an assay of 97%. We do not represent this product as USP, BP, EP, or pharmacopoeia grade.
How should (S,S)-2,2′-Isopropylidenebis(4-phenyl-2-oxazoline) be handled?
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This compound is combustible and should be handled with appropriate personal protective equipment, including eyeshields, gloves, and a suitable respirator. It is classified with WGK Germany 3. Store at -20°C.
Is this product available for export?
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Yes, Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals, including this product.
How can I request a sample or quote?
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Please contact our sales team through the website or by phone to request a sample or a quotation for (S,S)-2,2′-Isopropylidenebis(4-phenyl-2-oxazoline).
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