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2-Nitrobenzaldehyde is used as a starting material in synthetic chemistry. It is used as an intermediate during the synthesis of Indigo dye. It is involved in the preparation of colorants such as Indigo carmine. Further, it serves as a useful photoremovable protecting group as well as utilized in the preparation of o-nitrophenylethylene glycol.
The nitro group can be displaced by nucleophiles. Thus, tert-butanethiol gives 2-tert-butylthiobenzaldehyde, a useful intermediate for thiocoumarins and other sulfur-containing heterocycles: Synthesis, 56 (1978).
For reduction with FeSO4 to the unstable 2-aminobenzaldehyde, see: Org. Synth. Coll., 3, 56 (1955).
Cummings, M. M.; Söderberg, B. C. G. Reexamination of the Bromination of 2-Nitrobenzaldehyde with NBS or NaBr-NaIO4 in Sulfuric Acid. Synth. Commun. 2014, 44 (7), 954-958.
Bouya, H.; Errami, M.; Salghi, R.; Ebenso, E. E.; Zarrouk, A.; Chakir, A.; Hammouti, B. Electrochemical Oxidation of 2-Nitrobenzaldehyde on Boron-Doped Diamond Anodes. Int. J. Electrochem. Sci. 2013, 8, 7468-7478.
Hazard Statements: H302-H315-H319-H335
Harmful if swallowed. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statements: P261-P280a-P305+P351+P338-P304+P340-P405-P501a
Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.