Benzaldehyde oxime
Chemical compound
From Wikipedia, the free encyclopedia
Benzaldehyde oxime is an organic compound with the formula C7H7NO. Benzaldehyde oxime can be synthesized from benzaldehyde and hydroxylamine hydrochloride in presence of a base. The reaction at room temperature in methanol gives 9% E-isomer and 82% Z-isomer.[2]
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| Other names
Benzaldoxime | |
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| ECHA InfoCard | 100.012.056 |
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| Properties | |
| C7H7NO | |
| Appearance | White solid |
| Melting point | (Z) 33 °C[1] (E) 133 °C[2] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Reactions
Benzaldehyde oxime undergoes Beckmann rearrangement to form benzamide, catalyzed by nickel salts[3] or photocatalyzed by BODIPY.[4] Its dehydration yields benzonitrile. It can be hydrolyzed to regenerate benzaldehyde.[5]
It reacts with N-chlorosuccinimide in DMF to form benzohydroximoyl chloride, in which chlorine replaces hydrogen on the carbon attached to the nitrogen in benzaldehyde oxime.[6]
