688320

(S)-VAPOL hydrogenphosphate

• Synonym(s): (S)-18-Hydroxy-8,9-diphenyl-diphenanthro[4,3-d:3′,4′-f][1,3,2]dioxaphosphepin-18-oxide, (S)-2,2′-Diphenyl-3,3′-biphenanthryl-4,4′-diyl phosphate, (S)-VAPOL phosphoric acid
• Empirical Formula (Hill Notation): C₄₀H₂₅O₄P
• CAS Number: 871130-17-5
• Molecular Weight: 600.60
• MDL number: MFCD09265084
• UNSPSC Code: 12352005
• PubChem Substance ID: 329760854
• NACRES: NA.22

Properties

• form: solid
• optical activity: [α]22/D +412°, c = 1 in chloroform
• mp: >400 °C
• functional group: phenyl; phosphate
• InChI: 1S/C40H25O4P/c41-45(42)43-39-35-29(21-19-27-15-7-9-17-31(27)35)23-33(25-11-3-1-4-12-25)37(39)38-34(26-13-5-2-6-14-26)24-30-22-20-28-16-8-10-18-32(28)36(30)40(38)44-45/h1-24H,(H,41,42)
• InChI key: YKIJNEDTUDPMNC-UHFFFAOYSA-N

Description

Application

Catalyst for:

• Benzoyloxylation of (aryl)oxindoles with benzoyl peroxide
• Enantioselective synthesis of homoaldols and cyclic acetals via kinetic resoln of homoaldols
• Desymmetrization of mono- and bicyclic N-acyl meso-aziridines by ring opening
• Highly enantioselective addition of imides to imines to give aminals
• Friedel-Crafts reaction of pyrroles with benzylidenebenzamides

Safety Information

• 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