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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-P264b-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362-P501c
Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Rinse mouth. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant