464155

[3aR-[2(3′aR*,8′aS*),3′aβ,8′aβ]]-(+)-2,2′-Methylenebis[3a,8a-dihydro-8H-indeno[1,2-d]oxazole]

98%

• Empirical Formula (Hill Notation): C₂₁H₁₈N₂O₂
• CAS Number: 180186-94-1
• Molecular Weight: 330.38
• MDL number: MFCD06797115
• UNSPSC Code: 12352005
• PubChem Substance ID: 24870145
• NACRES: NA.22

Properties

• Assay: 98%
• optical activity: [α]22/D +353°, c = 3.7 in chloroform
• mp: 204-206 °C (lit.)
• SMILES string: C1[C@@H]2OC(CC3=N[C@H]4[C@@H](Cc5ccccc45)O3)=N[C@H]2c6ccccc16
• InChI: 1S/C21H18N2O2/c1-3-7-14-12(5-1)9-16-20(14)22-18(24-16)11-19-23-21-15-8-4-2-6-13(15)10-17(21)25-19/h1-8,16-17,20-21H,9-11H2/t16-,17-,20+,21+/m0/s1
• InChI key: BDHSVQLSNIGJNC-ZCLUNYJNSA-N

Description

Application

[3aR-[2(3′aR*,8′aS*),3′aβ,8′aβ]]-(+)-2,2′-Methylenebis[3a,8a-dihydro-8H-indeno[1,2-d]oxazole] is a C₂ symmetric chiral ligand based on bis(oxazoline) moiety, which can be used in enantioselective catalysis. It easily forms bidentate coordination complexes due to the strong affinity of the oxazoline nitrogen for various metals. Copper complex of this chiral ligand can be utilized as a reusable catalyst in the cyclopropanation reaction between styrene and ethyl diazoacetate.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315 - H319 - H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves