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3,4-Dibutoxy-3-cyclobutene-1,2-dione was used in the synthesis of novel semisquarylium dye, useful for highly selective Hg2+ sensing in aqueous media. It was also employed in the synthesis of 3-butoxy-4-(1,3,3-trimethyl-2,3-dihydro-1H-2-indolylidenemethyl)-3-cyclobutene-1,2-dione, intermediate for the synthesis of squaryl dyes.
Bae J-S, et al. A benzothiazole-based semisquarylium dye suitable for highly selective Hg2+ sensing in aqueous media.. Dyes and Pigments. 2009, 83(3), 324-27.
Shishkina SV, et al. Molecular and crystal structure of 3-butoxy-4-(1, 3, 3-trimethyl-2, 3-dihydro-1H-2-indolylidenemethyl)-3-cyclobutene-1, 2-dione and its thio analog. J. Struct. Chem. 2005, 46 (1), 154-58.
Reaction with alkyl- or aryllithium compounds results in ring opening to give the corresponding symmetrical 2,3-dibutoxy-1,4-diketones in high yield: Tetrahedron., 51, 12373 (1995).
Hazard Statements: H315-H319
Causes skin irritation. Causes serious eye irritation.
Precautionary Statements: P280a-P264-P305+P351+P338-P321-P332+P313-P337+P313
Wear protective gloves and eye/face protection. Wash thoroughly after handling. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Specific treatment (see label). If skin irritation occurs: Get medical advice/attention. If eye irritation persists: