(S)-(+)-3,4,8,8A-TETRAHYDRO-8A-METHYL-1,6(2H,7H)-NAPHTHALENEDIONE

CAS No.
33878-99-8
CCD No.
CCD00098409
Formula
C11 H14 O2
MolWeight
178.23

Basic Information

Product Name: (S)-(+)-3,4,8,8A-TETRAHYDRO-8A-METHYL-1,6(2H,7H)-NAPHTHALENEDIONE
CAS: 33878-99-8
English Synonyms: (8AS)-8A-METHYL-3,4,8,8A-TETRAHYDRONAPHTHALENE-1,6(2H,7H)-DIONE ; (8AS)-(+)-8A-METHYL-3,4,8,8A-TETRAHYDRONAPHTHALENE-1,6(2H,7H)-DIONE ; (8AS)-8A-METHYL-3,4,7,8-TETRAHYDRO-2H-NAPHTHALENE-1,6-DIONE ; (S)-(+)-8A-METHYL-3,4,8,8A-TETRAHYDRO-1,6(2H,7H)-NAPHTHALENEDIONE ; (S)-(+)-3,4,8,8A-TETRAHYDRO-8A-METHYL-1,6(2H,7H)-NAPHTHALENEDIONE ; (S)-(+)-9-METHYL-DELTA(5,10)-OCTALIN-1,6-DIONE ; (S)-(+)-9-METHYL-5(10)-OCTALINE-1,6-DIONE ; (S)-WIELAND-MIESCHER KETONE ; S-(+)-METHYL-3,4,8,8A-TETRAHYDRONAPHTHALENE-1,6(2H,7H)-DIONE ; WIELAND-MIESCHER KETONE, S-(+)-ISOMER ; (S)-3,4,8,8A-TETRAHYDRO-8A-METHYLNAPHTHALENE-1,6(2H,7H)-DIONE ; WIELAND-MIESCHER KETONE ; (S)-MIESCHER-WIELAND KETONE
MDL Number.: MFCD00213797
H bond acceptor: 2
H bond donor: 0
Smile: C[C@]12CCC(=O)C=C1CCCC2=O
InChi: InChI=1S/C11H14O2/c1-11-6-5-9(12)7-8(11)3-2-4-10(11)13/h7H,2-6H2,1H3/t11-/m0/s1
InChiKey: InChIKey=DNHDRUMZDHWHKG-NSHDSACASA-N

Property

Melting Point: 50-52 DEG C(LIT)
Comments: APPLICATION: KEY INTERMEDIATE IN THE TOTAL SYNTHESIS OF THE MACROCYCLIC DITERPENE LACTONE, (+)-CLEOMEOLIDE. CHIRAL BUILDING BLOCK FOR ENANTIOSELECTIVE APPROACHES TO THE A AND C RINGS OF TAXOL. USED TO STUDY SELECTIVE HYDROGENATIONS OF THE CARBON-CARBON DOUBLE BONDS IN ALPHA,BETA-UNSATURATED KETONES WITH A NEW CLASS OF PALLADIUM COMPLEXES AS CATALYSTS
OPTICAL ACTIVITY: [ALPHA]20/D +98 DEG, C = 1.1 IN BENZENE
UNSPSC: 12352100
WGK: 3

Safety information

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