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Isoquinoline is used in the manufacture of dyes, paints, antifungal. It is also used as a solvent for the extraction of resins and terpenes.
Maria Chrzanowska.; Maria D. Rozwadowska. Asymmetric Synthesis of Isoquinoline Alkaloids. Chem. Rev. 2004, 104, (7), 3341-3370.
Ryoji. Noyori.; Masako. Ohta.; Yi. Hsiao.; Masato. Kitamura.; Tetsuo. Ohta.; Hidemasa. Takaya. Asymmetric synthesis of isoquinoline alkaloids by homogeneous catalysis. J. Am. Chem. Soc. 1986, 108, (22), 7117-7119.
Reacts with various acid halides in the presence of CN- to give "Reissert compounds" (1-cyano-2-acyl 1,2-dihydro derivatives). For reviews, see: Chem. Rev., 55, 511 (1955); Adv. Het. Chem., 9, 1 (1968); 24, 187 (1979). 1-Alkylisoquinolines can be prepared by alkylation of the Li or Na derivatives of Reissert compounds: Org. Synth. Coll., 4, 641 (1963); 6, 115 (1988). For formation of Reissert compounds from a variety of carbonyl, sulfonyl and phosphoryl halides under milder, phase-transfer conditions, see: Synthesis, 497 (1977). For 'direct' cyanation by a modified Reissert procedure in the presence of tosyl chloride followed by DBU, see: J. Org. Chem., 49, 4056 (1984).
A one-step synthesis of 1-nitroisoquinoline has been reported in which isoquinoline reacts with KNO2 in the presence of acetic anhydride and DMSO. The reaction is considered to be analogous to the Pfitzner-Moffatt oxidation (see Dimethyl sulfoxide, A13280): J. Chem. Soc., Perkin 1, 1777 (1996).
Hazard Statements: H302-H310-H315-H319
Harmful if swallowed. Fatal in contact with skin. Causes skin irritation. Causes serious eye irritation.
Precautionary Statements: P261-P262-P264b-P270-P280-P301+P312-P302+P352-P305+P351+P338-P310-P330-P337+P313-P362-P501c
Avoid breathing dust/fume/gas/mist/vapours/spray. Do not get in eyes, on skin, or on clothing. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. 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 IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. Rinse mouth. If eye irritation persists: Get medical advice/attention. Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant