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CAS 33878-99-8

:

(+)-Wieland-Miescher ketone

Description:
(+)-Wieland-Miescher ketone, with the CAS number 33878-99-8, is a bicyclic organic compound notable for its role in organic synthesis and as an intermediate in the production of various natural products. This compound features a unique bicyclo[3.3.0] structure, which contributes to its distinctive chemical properties. It is characterized by a ketone functional group, which makes it a suitable candidate for various chemical reactions, including reductions and nucleophilic additions. The compound is typically a colorless to pale yellow liquid or solid, depending on its form and purity. Its chirality is significant, as the (+) designation indicates the specific optical activity of the molecule, which can influence its reactivity and interactions in biological systems. (+)-Wieland-Miescher ketone is often utilized in the synthesis of complex molecules, including alkaloids and other natural products, making it a valuable compound in medicinal chemistry and research. Proper handling and storage are essential due to its reactivity and potential hazards associated with organic ketones.
Formula:C11H14O2
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
InChI key:InChIKey=DNHDRUMZDHWHKG-NSHDSACASA-N
SMILES:C[C@@]12C(=CC(=O)CC1)CCCC2=O
Synonyms:
  • (+)-Wieland-Miescher ketone
  • (8AS)-8a-methyl-1,2,3,4,6,7,8,8a-octahydronaphthalene-1,6-dione
  • (8aS)-3,4,8,8a-Tetrahydro-8a-methyl-1,6(2H,7H)-naphthalenedione
  • (S)-(+)-3,4,8,8a-Tetrahydro-8a-methyl-1,6(2H,7H)-naphthalenedione
  • (S)-(+)-8a-Methyl-3,4,8,8a-tetrahydro-1,6(2H,7H)-naphthalenedione
  • (S)-(+)-9-Methyl-DELTA(5,10)-octalin-1,6-dione~(S)-Wieland-Miescher ketone
  • (S)-(+)-9-Methyl-DELTA^(^5^,^1^0^)-octalin-1,6-dione~(S)-Wieland-Miescher ketone
  • (S)-1,2,3,4,6,7,8,8a-Octahydro-8a-methyl-1,6-naphthalenedione
  • (S)-Wieland-Miescher ketone
  • 1,6(2H,7H)-Naphthalenedione, 3,4,8,8a-tetrahydro-8a-methyl-, (8aS)-
  • 1,6(2H,7H)-Naphthalenedione, 3,4,8,8a-tetrahydro-8a-methyl-, (S)-
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