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化学物質識別子
CAS91-22-5
IUPAC Namequinoline
Molecular FormulaC9H7N
InChI KeySMWDFEZZVXVKRB-UHFFFAOYSA-N
SMILESC1=CC=C2N=CC=CC2=C1
さらに表示
仕様
スペックシート
スペックシートAppearance (Color)Clear colorless to pale yellow to yellow to brown to dark brown
FormLiquid
Assay (GC)≥95.0%
CommentMaterial sourced in the U.S. and in other countries
Identification (FTIR)Conforms (non-U.S. sourced material)
さらに表示
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Suitable for battery materials development.
Applications
Quinoline is used as a chemical intermediate for making medicines and other organic compounds. It acts as a fundamental structure in some antihypertensive agents such as prazosin and doxazosin which are peripheral vasodilator. It is also used in alkaloids, dyes, rubber chemicals and flavoring agents. They are also used as catalyst, corrosion inhibitor, preservative, and as solvent for resins and terpenes. They are used in transition-metal complex catalyst chemistry for uniform polymerization and luminescence chemistry. They are used as antifoaming agent in refinery field.
Solubility
More soluble in hot than cold water. Miscible with alcohol, ether
Notes
Dissolves sulfur, As{2}O{3}, phosphorus
Quinoline is used as a chemical intermediate for making medicines and other organic compounds. It acts as a fundamental structure in some antihypertensive agents such as prazosin and doxazosin which are peripheral vasodilator. It is also used in alkaloids, dyes, rubber chemicals and flavoring agents. They are also used as catalyst, corrosion inhibitor, preservative, and as solvent for resins and terpenes. They are used in transition-metal complex catalyst chemistry for uniform polymerization and luminescence chemistry. They are used as antifoaming agent in refinery field.
Solubility
More soluble in hot than cold water. Miscible with alcohol, ether
Notes
Dissolves sulfur, As{2}O{3}, phosphorus
RUO – Research Use Only
General References:
- Khan KM.; Saify ZS.; Khan ZA.; Ahmed M.; Saeed M.; Schick M.; Kohlbau HJ.; Voelter W. Syntheses and cytotoxic, antimicrobial, antifungal and cardiovascular activity of new quinoline derivatives. Eur. pubmedcentral.200050, (10), 915-924].Krzysztof R. Januszkiewicz.; Howard Alper. Exceedingly mild, selective and stereospecific phase-transfer-catalyzed hydrogenation of arenes. Organometallics. 1983, 2, (8), 1055-1057.
- Reacts with acyl halides in the presence of an alkali cyanide to give Reissert compounds. For reviews, see: Chem. Rev., 55, 511 (1955); Adv. Het. Chem., 9, 1 (1968); 24, 187 (1979). See also Isoquinoline, B21279. For the formation of Reissert compounds under phase-transfer conditions, with a variety of carbonyl, sulfonyl and phosphoryl halides, see: Synthesis, 497 (1977). For 'direct' cyanation by a modified Reissert procedure, using DBU, see: J. Org. Chem., 49, 4056 (1984).
- Dehydrohalogenation base; see, e.g.: Org. Synth. Coll., 4, 608 (1963).
- Widely used solvent for the copper-promoted decarboxylation of carboxylic acids; see, e.g.: Org. Synth. Coll., 4, 731, 857 (1963).
- Enhances selectivity of reduction of alkynes to alkenes over Lindlar catalyst: Org. Synth. Coll., 5, 880 (1973). In combination with sulfur, is a catalyst poison for the Rosenmund reduction of acid chlorides to aldehydes: Org. Synth. Coll., 3, 629 (1955), Note 4.