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酚类

酚类是一大类化合物,它们主要特征是分子中含有一个羟基(-OH)直接连接在苯环上。这类化合物广泛存在于自然界中,并且具有重要的生物、医药及工业应用价值。

结构与分类

酚类化合物的基本结构为苯环上的氧原子与羟基相连。根据羟基的位置不同,可将酚分为单酚和多酚两大类:

  • 单酚:每个分子仅有一个酚羟基。
  • 多酚:含有两个或多个酚羟基的化合物。
生物学意义
  1. 天然来源:酚广泛存在于植物、动物以及微生物中,如咖啡因中的茶酚、儿茶素等。
  2. 抗氧化作用:许多酚类物质具有较强的抗氧化性,能够清除体内的自由基,保护细胞免受氧化损伤。
  3. 抗菌活性:部分酚类化合物展示出显著的抗菌效果,可用于食品保鲜或开发抗生素。
工业应用
  1. 农药和杀虫剂:利用某些酚类化合物对特定昆虫的选择性毒性进行害虫控制。
  2. 染料工业:许多天然及合成染料都基于酚结构设计而成。
  3. 医药领域:作为原料或药物成分,例如阿司匹林的核心成分水杨酸就属于苯酚衍生物。
工业生产

酚类可以通过多种途径制备:

  • 通过煤焦油蒸馏或石油裂解得到的粗酚进行精炼获得。
  • 以苯或其他芳烃为原料,在催化剂作用下与水反应生成苯酚,此过程称为菲林斯勒反应(Fischer–Strassmann反应)。
注意事项

尽管酚类化合物具有广泛的应用前景,但它们也可能带来毒性问题。例如强酸性的酚类物质会对皮肤造成刺激甚至腐蚀。因此在使用时需注意安全防护措施。

以上是对酚类的简单介绍,涵盖了其基本定义、生物学意义及工业应用等方面的内容。

中文名称 英文名称 CAS号 化学式
—— 2-(3-furan-2-yl-isoxazol-5-yl)-4,6-dimethyl-phenol 60477-81-8 C15H13NO3
—— 3-(5-bromo-3-chloro-4-hydroxyphenyl)propyl acetate 704912-87-8 C11H12BrClO3
—— (E)-1-(5-bromo-2-hydroxyphenyl)ethanone oxime 1416157-63-5 C8H8BrNO2
—— 3-Methyl-5-methylamino-3H-imidazole-4-carboxylic acid (8-oxo-nonyl)-amide; compound with picric acid 117835-35-5 C6H3N3O7*C15H26N4O2
—— 4,4'-(ethane-1,2-diylidenebis(azanylylidene))bis(3,5-dimethylphenol) 1313430-56-6 C18H20N2O2
—— trans-[ReCl(CNC6H4-2-OH)(1,2-bis(diphenylphosphino)ethane)2] 186788-78-3 C59H53ClNOP4Re
—— 4-hydroxy-α-hydroxyimino-benzeneacetic acid 79965-05-2 C8H7NO4
—— 4-(2,5-difluoro-4-hydroxyphenyl)-3-(3,5-dimethylisoxazol-4-yl)thiophene-2-carbaldehyde oxime 1360604-86-9 C16H12F2N2O3S
—— 3-(2,4-dihydroxybenzyl)pyrrolidine-2,5-dione 1383105-38-1 C11H11NO4
—— 2-[(3-Trichloromethyl-[1,2,4]thiadiazol-5-yl)-hydrazonomethyl]-phenol 78383-48-9 C10H7Cl3N4OS
—— N,N'-Bis-[(2-hydroxy-phenyl)-piperidin-1-yl-methyl]-dithiooxalamide 108208-24-8 C26H34N4O2S2
—— 6-(2-hydroxy-3-methoxy-phenyl)-1-methyl-[1,3,5]triazinane-2,4-dione 68618-10-0 C11H13N3O4
—— 4-(2-hydroxy-5-nitrophenyl)-1-phenylpentan-3-one 1607446-62-7 C17H17NO4
—— (4S,5R)-4,5-dihydro-4,5-diphenyl-2-(2'-hydroxy-3'-tert-butylphenyl)-oxazoline 340131-67-1 C25H25NO2
—— 5-chloro-2-hydroxy-4-methyl-acetophenone oxime 38589-71-8 C9H10ClNO2
—— 1354789-38-0 C14H12BrNO
—— N-(2-hydroxyethyl)-4-methoxysalicylaldimine 74833-96-8 C10H13NO3
—— [(R)-1-Ethyl-3-(4-hydroxy-3-methoxy-phenyl)-1-hydroxymethyl-propyl]-carbamic acid tert-butyl ester 692755-15-0 C18H29NO5
—— 2-(4'-hydroxyphenyl)-4-methoxymethyl-6-methoxymethoxyimidazo[1,2-a]pyridinium chloride 960588-24-3 C17H19N2O4*Cl
—— 3,5-dimethyl-4-((2-methyl-3-phenylallylidene)amino)phenol 1041400-58-1 C18H19NO
—— (+)-3,4-dihydroxy-2,5-bis[4-(S)-benzyloxazolin-2-yl]furan 912334-15-7 C24H22N2O5
—— 3-(2-hydroxy-5-methylphenyl)-5-(4-methoxyphenyl)isoxazole 29976-91-8 C17H15NO3
—— B4R26HW8VU 2733216-87-8 C12H13FN2O
—— 2-ethyl-4-[5-(2-isobutylamino-6-methyl-pyrimidin-4-yl)-[1,3,4]thiadiazol-2-yl]-6-methyl-phenol 1150645-05-8 C20H25N5OS
—— 2-(3,3-Dimethyltriazeno)phenol 79140-55-9 C8H11N3O
—— 4-Bromo-2-hydroxybenzenebutanoic acid 1112457-03-0 C10H11BrO3
—— 2-bromo-3-(3,5-difluoro-4-hydroxy-phenyl)-6a-methyl-4,5,6,6a-tetrahydro-3aH-pentalen-1-one oxime 1104634-55-0 C15H14BrF2NO2
—— (2-Hydroxy-phenyl)-isobutylamino-methanesulfonic acid 64576-83-6 C11H17NO4S
—— N-(2-hydroxyphenyl)salicylidenimine 51152-29-5 C13H11NO2
—— 2,3-Diallyl-4-methyl-phenol 107203-28-1 C13H16O
—— 1,3-bis(2-hydroxy-3-bromo-5-methylphenyl)tetrahydro-2-pyrimidinone 83587-11-5 C18H18Br2N2O3
—— 3-benzyl-2-(4-hydroxy-phenylimino)-1,1-dioxo-1λ<sup>6</sup>-thiazolidin-4-one 69583-34-2 C16H14N2O4S
—— [5-phenyl-[1,3,4]thiadiazol-2-yl]azo-4-resorcinol 367511-75-9 C14H10N4O2S
—— 5-([4-[2-(4-methanesulfonyloxyphenyl)ethoxy]phenyl]methyl)oxazolidine-2,4-dione 218138-77-3 C19H19NO7S
—— 2-(5,6-dihydro-4H-1,3-oxazin-2-yl)-5-methoxyphenol 1268833-80-2 C11H13NO3
—— 2-Hydroxy-5-methyl-acetophenon-(p)-tolyl 56156-80-0 C16H17NO
—— (1R,1'S)-N-(1'-phenylethyl)-1-(2''-hydroxy-3'',4''-dimethoxyphenyl)ethylamine 128113-76-8 C18H23NO3
—— 4-chloro-N'-(imino(2-(propan-2-ylidene)hydrazineyl)methyl)benzothiohydrazide compound with picric acid (1:1) 78968-41-9 C6H3N3O7*C11H14ClN5S
—— 3-chloro-2-(4-methyl-[1,4]diazepane-1-sulfonyl)-6-nitro-phenol 934275-48-6 C12H16ClN3O5S
—— 2-(4-phenylbuta-1,3-diynyl)phenol 1126639-00-6 C16H10O
—— N-3-methyl-salicylidene-o-hydroxyanilines 1117894-47-9 C14H13NO2
—— 4-(2-{[2-(4-Chloro-phenyl)-ethyl]-methyl-amino}-ethyl)-benzene-1,2-diol 70044-89-2 C17H20ClNO2
—— 4-methyl-2-(5-phenyl-1-(5-phenyl-1,3,4-thiadiazol-2-yl)-4,5-dihydro-1H-pyrazol-3-yl)phenol 1428638-18-9 C24H20N4OS
—— 3-<(2,5-Dihydroxy-4-methylphenyl)methyl>-2,4-pentandion 121868-78-8 C13H16O4
—— 2-(5-Furan-2-yl-4,5-dihydro-1H-pyrazol-3-yl)-4-methyl-phenol 75201-04-6 C14H14N2O2
—— (S)-2-((4-hydroxyphenyl)oxy)heptanenitrile 120648-03-5 C13H17NO2
—— 2-[3-methoxy-2,5-bis(phenylmethoxy)phenyl]ethanol 61654-69-1 C23H24O4
—— 4-(3-chloro-4-hydroxyphenyl)-6-ethyl-5-(2-(3-methylcyclohexyl)acetyl)-3,4-dihydropyrimidin-2(1H)-one 1224684-04-1 C21H27ClN2O3
—— 136923-00-7 C18H20LaN5O13S
—— 4-[2-Hydroxy-3-(2-hydroxy-1,1-dimethyl-ethylamino)-propoxy]-phenol 58026-87-2 C13H21NO4