2-nitrobenzaldehyde
Sign in to save2-Nitrobenzaldehyde is an organic compound with the formula . It is one of three isomers of nitrobenzaldehyde. It contains a nitro group adjacent to the formyl group.
Wikidata facts
- Subclass of
- nitrobenzaldehyde
- Mass
- 151.026943
Show 3 more facts
- canonical SMILES
- C1=CC=C(C(=C1)C=O)[N+](=O)[O-]
- chemical formula
- C₇H₅NO₃
- melting point
- 45.0
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Encyclopedic overview
3 sectionsContents
- Synthesis
- Uses
- References
2-Nitrobenzaldehyde is an organic compound with the formula . It is one of three isomers of nitrobenzaldehyde. It contains a nitro group adjacent to the formyl group.
==Synthesis== The nitration of benzaldehyde produces mostly 3-nitrobenzaldehyde. Partly for this reason, 2-nitrobenzaldehyde is prepared by indirect routes. The main routes to nitrobenzaldehyde begin with the nitration of styrene or cinnamic acid followed by the conversions of the resulting 2-nitrostyrene and 2-nitrocinnamic acids, respectively. Cinnamaldehyde can also be nitrated in high-yield to 2-nitrocinnamaldehyde. This compound is then oxidized to 2-nitrocinnamic acid, which is decarboxylated to the 2-nitrostyrene. The vinyl group can be oxidized in a number of different ways to yield 2-nitrobenzaldehyde.
Excerpted from Wikipedia’s “2-nitrobenzaldehyde” article, available under the CC BY-SA 4.0 licence.