喹啉和异喹啉是苯并吡啶的两个异构体,均存在于煤焦油中。它们及其许多取代衍生物可通过将苯衍生物环化成环而制得。其中,喹啉的合成方法主要是通过加热苯胺、甘油与硫酸及氧化剂(如硝基苯)反应,进而生成丙烯醛并与苯胺发生加成反应。利用各种苯胺衍生物和其他α,β-不饱和羰基化合物,则可以合成具有不同取代基的喹啉化合物,例如4-甲基喹啉(勒皮啶)便是由苯胺和甲基-乙烯基酮制得。
其他喹啉类化合物如2-甲基喹啉(喹哪啶)则通过邻氨基苯甲醛与丙酮缩合而合成。总的来说,喹啉及其同系物属于含氮杂双环芳烃类化合物,俗称重吡啶,并与吡啶一起统称为焦油碱,是高温煤焦油加工的产物。主要成分包括喹啉、异喹啉、甲基喹啉和二甲基喹啉等,集中在煤焦油的萘油馏分和洗油馏分中,含量约为0.3~0.5%。
这些化合物具有特殊的气味,并在暴露于空气或阳光下时逐渐变深。它们广泛应用于医药、染料、感光材料、橡胶、溶剂及化学试剂等领域。喹啉主要用于制造烟酸系、8-羟基喹啉系和奎宁系药物,如烟酸胺、强心剂、兴奋剂和治绦虫病药;8-羟基喹啉则用于制备治疗阿米巴虫病的药品、创伤消毒剂及防霉剂等。此外,伯氨奎宁、氯化奎宁和羟氨奎宁是合成的治疟疾特效药物。
异喹啉主要用于生产杀虫剂、抗疟药、橡胶硫化促进剂及测定稀有金属所需的化学试剂;甲基喹啉则用于制造彩色胶片增感剂和染料,并作为溶剂、浸渍剂和腐蚀抑制剂等。总体而言,这些化合物的应用范围广泛且重要。
中文名称 | 英文名称 | CAS号 | 化学式 | 结构式图片 |
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7-溴-3-苯基喹啉-2(1H)-酮 | 7-Bromo-3-phenylquinolin-2(1H)-one | 861872-50-6 | C15H10BrNO |
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7-溴-3-羟基喹啉-4-羧酸 | 7-Bromo-3-hydroxyquinoline-4-carboxylic acid | 1031929-53-9 | C10H6BrNO3 |
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7-溴-3-硝基喹啉-4-醇 | 7-bromo-3-nitroquinolin-4-ol | 723280-94-2 | C9H5BrN2O3 |
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7-溴-3-甲氧基喹啉 | 7-bromo-3-methoxyquinoline | 1246548-95-7 | C10H8BrNO |
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7-溴-3-氯喹啉 | 7-bromo-3-chloroquinoline | 1246549-62-1 | C9H5BrClN |
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7-溴-3,4-二氢异喹啉-2(1H)-羧酸叔丁酯 | tert-butyl 7-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate | 258515-65-0 | C14H18BrNO2 |
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7-溴-2-苯基喹啉-4-羧酸 | 7-bromo-2-phenyl-4-quinolinecarboxylic acid | 303100-39-2 | C16H10BrNO2 |
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7-溴-2-苯基喹啉 | 7-bromo-2-phenylquinoline | 1203578-65-7 | C15H10BrN |
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7-溴-2-甲氧基喹啉 | 7-bromo-2-methoxyquinoline | 99455-08-0 | C10H8BrNO |
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7-溴-2-甲基喹啉-3-羧酸 | 7-Bromo-2-methylquinoline-3-carboxylic acid | 610277-19-5 | C11H8BrNO2 |
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7-溴-2-甲基喹啉 | 7-bromo-2-methylquinoline | 4965-34-8 | C10H8BrN |
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7-溴-2-甲基-4-羟基喹啉 | 7-bromo-2-methylquinolin-4-ol | 56716-92-8 | C10H8BrNO |
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7-溴-2-氯喹啉-3-羧醛 | 7-bromo-2-chloroquinoline-3-carbaldehyde | 136812-31-2 | C10H5BrClNO |
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7-溴-2-氯喹啉 | 7-bromo-2-chloroquinoline | 99455-15-9 | C9H5BrClN |
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7-溴-2-氯-3-苯基喹啉 | 7-bromo-2-chloro-3-phenylquinoline | 85274-44-8 | C15H9BrClN |
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7-溴-2-三氟甲基喹啉 | 7-bromo-2-(trifluoromethyl)quinoline | 176722-72-8 | C10H5BrF3N |
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7-溴-2,8-二甲基喹啉 | 7-bromo-2,8-dimethylquinoline | 1189106-33-9 | C11H10BrN |
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7-溴-2,3-二氢喹啉-4-酮 | 7-bromo-2,3-dihydroquinolin-4(1H)-one | 114417-34-4 | C9H8BrNO |
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7-溴-1-环丙基-8-二氟甲氧基-1,4-二氢-4-氧代喹啉-3-羧酸乙酯 | ethyl 7-bromo-1-cyclopropyl-8-(difluoromethoxy)-1,4-dihydro-4-oxoquinoline-3-carboxylate | 194805-07-7 | C16H14BrF2NO4 |
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7-溴-1-氯异喹啉 | 7-bromo-1-chloroisoquinoline | 215453-51-3 | C9H5BrClN |
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7-溴-1-氨基异喹啉 | 7-bromoisoquinolin-1-amine | 215453-53-5 | C9H7BrN2 |
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7-溴-1,2,3,4-四氢异喹啉盐酸盐 | 7-bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride | 220247-73-4 | C9H10BrN*ClH |
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7-溴-1,2,3,4-四氢异喹啉 | 7-bromo-1,2,3,4-tetrahydroisoquinoline | 17680-55-6 | C9H10BrN |
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7-溴-1,2,3,4-四氢喹啉 | 7-bromo-1,2,3,4-tetrahydroquinoline | 114744-51-3 | C9H10BrN |
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7-氯喹啉-6-甲醛 | 7-chloroquinoline-6-carbaldehyde | 916812-06-1 | C10H6ClNO |
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7-氯喹啉-4-甲酸 | 7-chloroquinoline-4-carboxylic acid | 13337-66-1 | C10H6ClNO2 |
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7-氯喹啉-3-羧酸乙酯 | ethyl 7-chloroquinoline-3-carboxylate | 133455-49-9 | C12H10ClNO2 |
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7-氯喹啉-3-甲酸 | 7-chloroquinoline-3-carboxylic acid | 892874-49-6 | C10H6ClNO2 |
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7-氯喹啉-2,3-二羧酸 | 7-Chloroquinoline-2,3-dicarboxylic acid | 892874-52-1 | C11H6ClNO4 |
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7-氯喹啉 | 7-chloroquinoline | 612-61-3 | C9H6ClN |
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7-氯喹哪啶 | 2-methyl-7-chloroquinoline | 4965-33-7 | C10H8ClN |
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7-氯-n-甲基-4-喹啉胺 | 7-chloro-N-methylquinolin-4-amine | 21875-67-2 | C10H9ClN2 |
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7-氯-n-异丙基喹啉-4-胺 | 7-chloro-N-isopropylquinolin-4-amine | 1036623-49-0 | C12H13ClN2 |
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7-氯-8-羟基喹啉 | 7-chloro-quinolin-8-ol | 876-86-8 | C9H6ClNO |
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7-氯-8-氰基-1-环丙基-6-氟-1,4-二氢-4-氧代-3-喹啉羧酸 | 7-chloro-8-cyano-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid | 117528-65-1 | C14H8ClFN2O3 |
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7-氯-8-氟-2-苯基喹啉 | 7-chloro-8-fluoro-2-phenylquinoline | 867164-92-9 | C15H9ClFN |
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7-氯-8-喹啉羧酸 | 7-chloro-8-quinolinecarboxylic acid | 87293-44-5 | C10H6ClNO2 |
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7-氯-6-碘-1H-喹啉-4-酮 | 7-chloro-6-iodoquinolin-4-ol | 1021913-03-0 | C9H5ClINO |
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7-氯-6-甲基喹啉 | 7-chloro-6-methylquinoline | 78941-94-3 | C10H8ClN |
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7-氯-5-碘-8-羟基喹啉 | 5-chloro-7-iodo-8-hydoxyquinoline | 35048-13-6 | C9H5ClINO |
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7-氯-4-肼基喹啉 | 7-chloro-4-hydrazinoquinoline | 23834-14-2 | C9H8ClN3 |
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7-氯-4-羟基喹啉-3-羧酸 | 7-chloro-4-hydroxyquinoline-3-carboxylic acid | 86-47-5 | C10H6ClNO3 |
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7-氯-4-羟基喹啉-3-甲腈 | 7-chloro-4-hydroxyquinoline-3-carbonitrile | 2458-23-3 | C10H5ClN2O |
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7-氯-4-羟基喹啉 | 7-chloro-4-hydroxylquinoline | 86-99-7 | C9H6ClNO |
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7-氯-4-羟基-8-甲基喹啉-3-羧酸乙酯 | Ethyl 7-chloro-4-hydroxy-8-methylquinoline-3-carboxylate | 5350-94-7 | C13H12ClNO3 |
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7-氯-4-羟基-2-苯基喹啉 | 4-hydroxy-7-chloro-2-phenylquinoline | 110802-16-9 | C15H10ClNO |
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7-氯-4-羟基-2-甲基喹啉 | 7-chloro-4-hydroxy-2-methylquinoline | 15644-88-9 | C10H8ClNO |
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7-氯-4-羟基-2-三氟甲基喹啉 | 7-Chloro-4-hydroxy-2-(trifluoromethyl)quinoline | 57124-20-6 | C10H5ClF3NO |
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7-氯-4-碘喹啉 | 7-chloro-4-iodoquinoline | 98591-57-2 | C9H5ClIN |
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7-氯-4-乙氧基喹啉 | 7-chloro-4-ethoxyquinoline | 5448-52-2 | C11H10ClNO |
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