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1,2,3,4-Tetrahydroquinoline is used as an antioxidant and corrosion inhibitor. It is an active component in various dyes.
2-Metallation can be effected in a one-pot sequence via the Li carbamate: J. Chem. Soc., Perkin 1, 17 (1989); cf Indole, A14427.
1,2,3,4-Tetrahydroquinoline derivatives are oxidized to N-hydroxy lactams by H2O2 in the presence of tungstate ion: J. Org. Chem., 55, 1744 (1990):
Liu, J.; Liu, F.; Zhu, Y.; Ma, X.; Jia, X. Oxidative Povarov Reaction via sp3 C-H Oxidation of N-Benzylanilines Induced by Catalytic Radical Cation Salt: Synthesis of 2,4-Diarylquinoline Derivatives. Org. Lett. 2015, 17 (6), 1409-1412.
Jiang, H. Y.; Zheng, X. X. Phosphine-functionalized ionic liquid-stabilized rhodium nanoparticles for selective hydrogenation of aromatic compounds. Appl. Catal., A 2015, 499, 118-123.
Hazard Statements: H315-H319-H335-H350
Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation. May cause cancer.
Precautionary Statements: P201-P202-P261-P264b-P271-P280i-P281-P302+P352-P304+P340-P305+P351+P338-P308+P313-P332+P313-P337+P313-P362-P501c
Obtain special instructions before use. Do not handle until all safety precautions have been read and understood. Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear eye/face protection. Use personal protective equipment as required. 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. IF exposed or concerned: Get medical advice/attention. If skin irritation occurs: If eye irritation persists: Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant