Substance

ID:310307

(S)-(+)-3,4,8,8a-Tetrahydro-8a-methyl-1,6(2H,7H)-naphthalenedione

Names and Identifiers
IUPAC Traditional name
(8aS)-8a-methyl-3,4,7,8-tetrahydro-2H-naphthalene-1,6-dione
IUPAC name
(8aS)-8a-methyl-1,2,3,4,6,7,8,8a-octahydronaphthalene-1,6-dione
Synonyms
Wieland-Miescher ketone(S)-(+)-3,4,8,8a-Tetrahydro-8a-methyl-1,6(2H,7H)-naphthalenedione(S)-Miescher-Wieland 酮(S)-Miescher-Wieland ketone(S)-(+)-8a-Methyl-3,4,8,8a-tetrahydro-1,6(2H,7H)-naphthalenedioneWieland-Miescher 酮(S)-(+)-3,4,8,8a-四氢-8a-甲基-1,6(2H,7H)-萘二酮(S)-(+)-8a-甲基-3,4,8,8a-四氢-1,6(2H,7H)-萘二酮(S)-(+)-9-Methyl-5(10)-octaline-1,6-dione
Registration numbers
Beilstein Number
CAS Number
MDL Number
PubChem SID
Properties
Safety Information
German water hazard class
3
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
MSDS Link
Product Information
Empirical Formula (Hill Notation)
C11H14O2
Purity
98%
Physical Property
Optical Rotation
[α]20/D +98°, c = 1.1 in benzene
Melting Point
50-52 °C(lit.)
Molecule Details
Application
Key intermediate in the total synthesis of the macrocyclic diterpene lactone, (+)-cleomeolide.1,2 Chiral building block for enantioselective approaches to the A and C rings of taxol.3,4,5 Used to study selective hydrogenations of the carbon-carbon double bonds in α,β-unsaturated ketones with a new class of palladium complexes as catalysts.6
Molecular Spectra
No Data Available
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References
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