喹啉

• 产品号: A11545
• CAS号: 91-22-5
• 分子式: C9H7N
• 分子量: 129.15858
• 纯 度: 97%

产品别名

• 标题: Quinoline
• IUPAC标准名: quinoline
• IUPAC传统名: cinch

产品登记号

• EC号: 202-051-6
• Beilstein号: 107477
• CAS号: 91-22-5
• 默克索引号: 148068
• MDL号: MFCD00006736

产品性质

• 纯度: 97%
• 沸点: 237°C
• 密度: 1.090
• 闪点: 101°C(214°F)
• 熔点: -15°C
• 折射率: 1.6260
• 溶解度: More soluble in hot than cold water. Miscible with alcohol, ether
• GHS危险声明: H311-H302-H315-H319-H350-H341-H411-H401
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 欧盟危险性物质标志: 环境危害性(Nature polluting) (N)
• GHS警示性声明: P280-P305+P351+P338-P361-P302+P352-P405-P501A
• 危险公开号: 45-21/22-36/38-68-51/53
• RTECS编号: VA9275000
• 安全公开号: 53-45-61
• 保存注意事项: Light Sensitive & Hygroscopic
• TSCA收录: 是
• 联合国危险货物等级: 6.1
• 联合国危险货物编号: UN2656
• 联合国危险货物包装类别(PG): III

参考文献

• 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).
• 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).
• 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.
• Li or Na in liquid ammonia give the 1,4-dihydro-derivative: Tetrahedron Lett., 2395 (1975), whereas pyridine-borane gives 1,2,3,4-tetrahydroquinoline: Synthesis, 447 (1978). Reaction with NaBH₄ and a carboxylic acid results in "reduction-alkylation" to a 1-alkyl-1,2,3,4-tetrahydroquinoline: Synthesis, 650 (1975); compare also Sodium cyanoborohydride, 87839. However, selective hydrogenation of the benzene ring over PtO₂ in conc. HCl was reported: J. Am. Chem. Soc., 96, 2256 (1974).
• A novel radical alkylation of quinoline and related heterocycles in the 2-position uses free radicals generated by reaction of alkyl iodides with hydrogen peroxide in DMSO: J. Org. Chem., 54, 5224 (1989). For silver(II)-promoted radical alkylation, see: Trimethylacetic acid, A10776.