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4-Nitrobenzaldehyde is used in the preparation of homoallylic alcohols. It is also involved in the development and evaluation of a series of tripeptide organocatalysts.
1,3-Oxathiolanes (see 2-Mercaptoethanol, A15890) can be selectively cleaved in the presence of dithioacetals using 4-nitrobenzaldehyde catalyzed by TMS-OTf: J. Chem. Soc., Chem. Commun., 1937 (1994). This combination has been used for conversion of thioketones to ketones: Tetrahedron Lett., 36, 2277 (1995).
Kapoor, M.; Majumder, A. B.; Gupta, M. N. Promiscuous Lipase-Catalyzed C-C Bond Formation Reactions Between 4 Nitrobenzaldehyde and 2-Cyclohexen-1-one in Biphasic Medium: Aldol and Morita-Baylis-Hillman Adduct Formations. Catal. Lett. 2015, 145 (2), 527-532.
Verma, N.; Kundi, V.; Ahmed, N. Piperidine-mediated annulation of 2-acylphenols with 4-nitrobenzaldehyde to 3-benzofuranones. Tetrahedron Lett. 2015, 56 (28), 4175-4179.
Hazard Statements: H303-H319-H317
May be harmful if swallowed. Causes serious eye irritation. May cause an allergic skin reaction.
Precautionary Statements: P261-P280a-P305+P351+P338-P312a-P363-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. Wash contaminated clothing before reuse. Dispose of contents/container in accordance with local/regional/national/international regulations.