Isoquinoline

• Catalog No.: B21279
• CAS Number: 119-65-3
• M. F.: C9H7N
• M. W.: 129.15858
• Purity: 97+%

SYNONYMS

• Title: 异喹啉
• IUPAC name: isoquinoline
• IUPAC Traditional name: isoquinoline

DATABASE IDS

• EC Number: 204-341-8
• Beilstein Number: 107549
• CAS Number: 119-65-3
• MDL Number: MFCD00006898
• Merck Index: 145222

PROPERTIES

• Purity: 97+%
• Boiling Point: 241-243°C
• Density: 1.090
• Flash Point: 107°C(225°F)
• Melting Point: 24-27°C
• Refractive Index: 1.6245
• GHS Hazard statements: H311-H302-H315-H319
• European Hazard Symbols: Toxic (T)
• GHS Precautionary statements: P280-P305+P351+P338-P361-P302+P352-P405-P501A
• Risk Statements: 22-24-36/38
• RTECS: NW6825000
• Safety Statements: 20-26-27-36/37-45
• TSCA Listed: 是
• Hazard Class: 6.1
• UN Number: UN2811
• Packing Group: II

REFERENCES

• 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).