Adamantanone is the ketone of adamantane. A white solid, it is prepared by oxidation of adamantane.[1] It is a precursor to several adamantane derivatives.[2]
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Preferred IUPAC name
Adamantan-2-one | |
Other names
Tricyclo[3.3.1.13,7]decanone
2-Adamantanone | |
Identifiers | |
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3D model (JSmol)
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ChEBI |
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ChEMBL |
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ChemSpider |
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DrugBank |
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ECHA InfoCard | 100.010.772 |
EC Number |
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122962 | |
PubChem CID
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UNII |
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CompTox Dashboard (EPA)
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Properties | |
C10H14O | |
Molar mass | 150.221 g·mol−1 |
Appearance | white solid |
Melting point | 270 °C (518 °F; 543 K) |
Hazards | |
GHS labelling: | |
Danger | |
H301, H315, H318, H410 | |
P264, P270, P273, P280, P301+P310, P302+P352, P305+P351+P338, P310, P321, P330, P332+P313, P362, P391, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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Adamantanone and some related polycyclic ketones, are reluctant to form enolates. This barrier arises because the resulting carbanion cannot exist in conjugation with the carbonyl pi-bond.[3] [4][5]