2,2′-Methylenebis[(4S)-4-phenyl-2-oxazoline]
2,2′-Methylenebis[(4S)-4-phenyl-2-oxazoline], CAS 132098-59-0, is a chiral ligand with the empirical formula C19H18N2O2 and a molecular weight of 306.36 g/mol. This compound functions as a C2-symmetric ligand, highly effective in enantioselective catalysis. Its oxazoline nitrogen atoms readily form bidentate coordination complexes with various metals, making it a valuable reagent in asymmetric synthesis.
- IUPAC
- (S,S)-2,2′-Methylenebis(4-phenyl-2-oxazoline)
- Synonyms
- C19H18N2O2(S,S)-2,2′-Methylenebis(4-phenyl-2-oxazoline)
![2,2′-Methylenebis[(4S)-4-phenyl-2-oxazoline] (C19H18N2O2) — chemical structure, CAS 132098-59-0; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F132098-59-0.png&w=3840&q=75)
Enantioselective Catalysis
This C2-symmetric ligand is extensively used in enantioselective catalytic reactions. It facilitates the formation of chiral products with high optical purity by coordinating with metal centres.
Asymmetric Synthesis
Due to its well-defined stereochemistry and metal-coordinating ability, it serves as a crucial chiral auxiliary and catalyst component in various asymmetric synthesis pathways.
Metal Complex Formation
The strong affinity of the oxazoline nitrogen for metals allows for the facile formation of stable bidentate coordination complexes, essential for catalytic activity and mechanistic studies.
| Molecular weight | 306.36 |
|---|---|
| Empirical formula | C19H18N2O2 |
| Assay | 97% |
| Boiling point | 131-134 °C/0.01 mmHg(lit.) |
| Density | 1.28 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.586(lit.) |
| Optical activity | [α]20/D ~−90°, c = 1 in ethanol |
| 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 |
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 | Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
|---|---|
| Flash point | 110 °C / 230 °F |
| 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[(4S)-4-phenyl-2-oxazoline] used for?
+
2,2′-Methylenebis[(4S)-4-phenyl-2-oxazoline] is primarily used as a C2-symmetric ligand for enantioselective catalysis and in various asymmetric synthesis applications.
What is the CAS number and formula for this compound?
+
The CAS number is 132098-59-0, and its empirical formula is C19H18N2O2.
What grade and purity does Tech Serve Solutions supply?
+
Tech Serve Solutions supplies this chemical with an assay of 97%. We do not represent it as USP, BP, or EP grade.
What are the safety and handling considerations for this chemical?
+
This compound is classified as a Warning. It causes skin irritation (H315), serious eye irritation (H319), and may cause respiratory irritation (H335). Appropriate personal protective equipment, including eyeshields and gloves, should be used. Ensure adequate ventilation.
Is this chemical a controlled substance?
+
The provided data does not indicate that this chemical is a controlled substance.
How is this product shipped or exported?
+
Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals and laboratory reagents, adhering to all regulations for safe and compliant international shipping.
How can I request a sample or quote for this product?
+
Please contact our sales team through our website or via direct inquiry to request a sample or a detailed quotation for 2,2′-Methylenebis[(4S)-4-phenyl-2-oxazoline].
▶ Related products
1-(2-Fluorobenzyl)piperazine
C11H15FN2
Chemical Synthesis
1-(2-Fluorophenyl)biguanide hydrochloride
Chemical Synthesis
1-(2-Fluorophenyl)cyclopropanecarboxylic acid
C10H9FO2
Chemical Synthesis
1-(2-Fluorophenyl)piperazine
C10H13FN2
Chemical Synthesis
1-(2-Fluorophenyl)piperazine monohydrochloride
C10H13FN2 · HCl
Chemical Synthesis
1-(2-Furoyl)-1H-benzotriazole
C11H7N3O2
Chemical Synthesis
1-(2-Furoyl)piperazine
C9H12N2O2
Chemical Synthesis
1-(2-Hydroxy-5-methylphenyl)-3-phenyl-1,3-propanedione
Chemical Synthesis
▶ Explore more
3-Methyl-1,5-di-p-tolyl-1,4-pentazadiene
Chemical Synthesis
3-Methyl-1,5-pentanediol
Chemical Synthesis
3-Methyl-1-(2-methylphenyl)-1H-pyrazol-5-amine
C11H13N3
Chemical Synthesis
3-Methyl-1-(3′-sulfoamidophenyl)-5-pyrazolone
C10H11N3O3S
Chemical Synthesis