A91205
Anthrone
96%
Synonym(s):
9(10H)-Anthracenone
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About This Item
Empirical Formula (Hill Notation):
C14H10O
CAS Number:
Molecular Weight:
194.23
PubChem Substance ID:
UNSPSC Code:
12352115
Beilstein/REAXYS Number:
1910173
MDL number:
SMILES string
O=C1c2ccccc2Cc3ccccc13
InChI
1S/C14H10O/c15-14-12-7-3-1-5-10(12)9-11-6-2-4-8-13(11)14/h1-8H,9H2
InChI key
RJGDLRCDCYRQOQ-UHFFFAOYSA-N
assay
96%
mp
154-157 °C (lit.)
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General description
Anthrone (a tricyclic aromatic ketone) on mixing with sulfuric acid forms anthrone reagent, which is widely used in the estimation of sugars. Anthrone shows an inhibitory effect on the peroxidation of linoleic acid. It undergoes Michael addition with cinnamaldehyde in the presence of proline or prolinol derivatives.
Application
Anthrone has been used in colorimetric anthrone assay. It may be used to prepare azomethines by reacting with amines.
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Asymmetric organocatalytic anthrone additions to activated alkenes.
Zea A, et al.
Tetrahedron, 67(14), 2513-2529 (2011)
Synthesis of azomethines of anthrone.
Nadkarny VV and Sanzgiri MN.
J. Ind. Chem. Soc., 67(6), 513-514 (1990)
Antioxidant activity of anthraquinones and anthrone.
Yen GC, et al.
Food Chemistry, 70(4), 437-441 (2000)
The estimation of carbohydrates in plant extracts by anthrone.
Yemm EW and Willis AJ.
The Biochemical Journal, 57(3), 508-508 (1954)
Total synthesis and structure assignment of the anthrone C-glycoside cassialoin.
Yasuhito Koyama et al.
Angewandte Chemie (International ed. in English), 47(6), 1084-1087 (2008-01-01)
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