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As with 2-(Chloromethyl)pyridine hydrochloride, A10226, lithiation of the free base can be effected at the methylene group. Quinolylaziridines are formed on subsequent reaction with imines: J. Org. Chem., 60, 2279 (1995)./n
The free base has been used in the protection of OH groups as 2-quinolinylmethyl (Qm) ethers which can be cleaved by aerial oxidation in the presence of Cu(II): J. Org. Chem., 55, 5344 (1990), or by photolysis: Tetrahedron, 48, 10563 (1992). The protection of thiols has also been reported, as the Qm thioethers, which can be cleaved with Fe(III) or Cu(II): Chem. Lett., 803 (1993)./n
Hazard Statements: H315-H318-H317-H335
Causes skin irritation. Causes serious eye damage. May cause an allergic skin reaction. 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.