Uses
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2-Indanone is an indanone with an oxo substituent at position 2. It is a metabolite of indane. It has a role as a xenobiotic metabolite. 2-Indanone is an intermediate for the preparation of aprindine hydrochloride and ceforanide. It is an important intermediate in organic synthesis.
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Preparation
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2-Indanone is prepared by using acetic acid as solvent, acetic a nhydride as catalyst and through hydrogen pe roxide oxidation into 1, 2-indenediol, which reacted with dilute sulfuric acid solution in order to obtain crude 2-indanone. Finally, vacuum sublimation to obtain 2-indanone with high-purity, the total yield is 89%.
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Chemical Properties
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Wet crystalline aggregates
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Uses
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2-Indanone undergoes TiCl4-Mg mediated coupling with CHBr3 to yield dibromomethyl carbinol. It reacts with 5,5-dimethyl-3-pyrazolidinone to yield 5,5-dimethyl-2-(1H-indenyl-2)-3-pyrazolidinone. On photolysis by 266-nm one-photon excitation yields o-xylylene. It was used as starting reagent in the synthesis of indene-fused porphyrins.
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Definition
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ChEBI: An indanone with an oxo substituent at position 2. It is a metabolite of indane.
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Synthesis Reference(s)
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Chemistry Letters, 11, p. 325, 1982
Organic Syntheses, Coll. Vol. 5, p. 647, 1973
Tetrahedron Letters, 15, p. 3789, 1974
DOI:
10.1016/S0040-4039(01)92010-6
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General Description
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2-Indanone undergoes TiCl
4
-Mg mediated coupling with CHBr
3
to yield dibromomethyl carbinol. It reacts with 5,5-dimethyl-3-pyrazolidinone to yield 5,5-dimethyl-2-(1
H
-indenyl-2)-3-pyrazolidinone. 2-Indanone on photolysis by 266-nm one-photon excitation yields
o
-xylylene.
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