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688320

Sigma-Aldrich

(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

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About This Item

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

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

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCH0042
MKBJ9118V
MKBG3287V
10518AJ
10618AJ

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