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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 结构式图片
—— N-[(2-hydroxy-5-nitrophenyl)methyl]-2-(6,7,8,9-tetrahydrodibenzofuran-2-yloxy)acetamide —— C21H20N2O6
N-[(2-hydroxy-5-nitrophenyl)methyl]-2-(6,7,8,9-tetrahydrodibenzofuran-2-yloxy)acetamide
—— 2-(2-chloro-6-fluorophenyl)-N-[(2-hydroxy-5-nitrophenyl)methyl]acetamide —— C15H12ClFN2O4
2-(2-chloro-6-fluorophenyl)-N-[(2-hydroxy-5-nitrophenyl)methyl]acetamide
—— N-[(2-hydroxy-5-nitrophenyl)methyl]-4-(3-methylphenoxy)butanamide —— C18H20N2O5
N-[(2-hydroxy-5-nitrophenyl)methyl]-4-(3-methylphenoxy)butanamide
—— N-[(2-hydroxy-5-nitrophenyl)methyl]-2-(4-methoxyphenoxy)acetamide —— C16H16N2O6
N-[(2-hydroxy-5-nitrophenyl)methyl]-2-(4-methoxyphenoxy)acetamide
—— (2S)-2-(3,4-dihydroxyphenyl)spiro[2.4]heptane-2-carboxylic acid —— C14H16O4
(2S)-2-(3,4-dihydroxyphenyl)spiro[2.4]heptane-2-carboxylic acid
—— (2R)-2-(3,4-dihydroxyphenyl)spiro[2.4]heptane-2-carboxylic acid —— C14H16O4
(2R)-2-(3,4-dihydroxyphenyl)spiro[2.4]heptane-2-carboxylic acid
—— (1R,2S)-1-(2-hydroxyphenyl)spiro[2.5]octane-2-carboxylic acid —— C15H18O3
(1R,2S)-1-(2-hydroxyphenyl)spiro[2.5]octane-2-carboxylic acid
—— (1S,2S)-1-(2-hydroxyphenyl)spiro[2.5]octane-2-carboxylic acid —— C15H18O3
(1S,2S)-1-(2-hydroxyphenyl)spiro[2.5]octane-2-carboxylic acid
—— (1R,2R)-1-(2-hydroxyphenyl)spiro[2.5]octane-2-carboxylic acid —— C15H18O3
(1R,2R)-1-(2-hydroxyphenyl)spiro[2.5]octane-2-carboxylic acid
—— (1S,2R)-1-(2-hydroxyphenyl)spiro[2.5]octane-2-carboxylic acid —— C15H18O3
(1S,2R)-1-(2-hydroxyphenyl)spiro[2.5]octane-2-carboxylic acid
—— (5Z)-2-(2,4-dimethylphenyl)imino-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-1,3-thiazolidin-4-one —— C20H20N2O4S
(5Z)-2-(2,4-dimethylphenyl)imino-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-1,3-thiazolidin-4-one
—— (5Z)-5-[(3-chloro-4-hydroxy-5-methoxyphenyl)methylidene]-2-(2,4-dimethylphenyl)imino-1,3-thiazolidin-4-one —— C19H17ClN2O3S
(5Z)-5-[(3-chloro-4-hydroxy-5-methoxyphenyl)methylidene]-2-(2,4-dimethylphenyl)imino-1,3-thiazolidin-4-one
—— 1-(2-hydroxy-5-nitrophenyl)-3-[(1S,2S)-2-methylcyclohexyl]thiourea —— C14H19N3O3S
1-(2-hydroxy-5-nitrophenyl)-3-[(1S,2S)-2-methylcyclohexyl]thiourea
—— 1-Cyclohexyl-3-(2-hydroxy-5-nitro-phenyl)-thiourea 78720-30-6 C13H17N3O3S
1-Cyclohexyl-3-(2-hydroxy-5-nitro-phenyl)-thiourea
—— 1-Cyclopropyl-3-(2-hydroxy-5-nitrophenyl)thiourea —— C10H11N3O3S
1-Cyclopropyl-3-(2-hydroxy-5-nitrophenyl)thiourea
—— 1-(2-Hydroxy-5-nitrophenyl)-3-methylthiourea —— C8H9N3O3S
1-(2-Hydroxy-5-nitrophenyl)-3-methylthiourea
—— 1-(2-Hydroxy-5-nitrophenyl)-3-(2-phenylethyl)thiourea —— C15H15N3O3S
1-(2-Hydroxy-5-nitrophenyl)-3-(2-phenylethyl)thiourea
—— 1-(2-Hydroxy-5-nitrophenyl)-3-(2-methylprop-2-enyl)thiourea —— C11H13N3O3S
1-(2-Hydroxy-5-nitrophenyl)-3-(2-methylprop-2-enyl)thiourea
—— 1-(2-Hydroxy-5-nitrophenyl)-3-propan-2-ylthiourea —— C10H13N3O3S
1-(2-Hydroxy-5-nitrophenyl)-3-propan-2-ylthiourea
—— 1-(2-Hydroxy-5-nitrophenyl)-3-[(4-methoxyphenyl)methyl]thiourea —— C15H15N3O4S
1-(2-Hydroxy-5-nitrophenyl)-3-[(4-methoxyphenyl)methyl]thiourea
—— 1-(2-hydroxy-5-nitrophenyl)-3-[[(2R)-oxolan-2-yl]methyl]thiourea —— C12H15N3O4S
1-(2-hydroxy-5-nitrophenyl)-3-[[(2R)-oxolan-2-yl]methyl]thiourea
—— 1-(2-Hydroxy-5-nitro-phenyl)-3-propyl-thiourea 78720-28-2 C10H13N3O3S
1-(2-Hydroxy-5-nitro-phenyl)-3-propyl-thiourea
—— 1-(Furan-2-ylmethyl)-3-(2-hydroxy-5-nitrophenyl)thiourea —— C12H11N3O4S
1-(Furan-2-ylmethyl)-3-(2-hydroxy-5-nitrophenyl)thiourea
—— 1-(2-hydroxy-5-nitrophenyl)-3-[(1R,2S)-2-methylcyclohexyl]thiourea —— C14H19N3O3S
1-(2-hydroxy-5-nitrophenyl)-3-[(1R,2S)-2-methylcyclohexyl]thiourea
—— 1-(2-hydroxy-5-nitrophenyl)-3-[(1S,2R)-2-methylcyclohexyl]thiourea —— C14H19N3O3S
1-(2-hydroxy-5-nitrophenyl)-3-[(1S,2R)-2-methylcyclohexyl]thiourea
—— (2S)-2-(2-hydroxyphenyl)spiro[2.4]heptane-2-carboxylic acid —— C14H16O3
(2S)-2-(2-hydroxyphenyl)spiro[2.4]heptane-2-carboxylic acid
—— (2R)-2-(2-hydroxyphenyl)spiro[2.4]heptane-2-carboxylic acid —— C14H16O3
(2R)-2-(2-hydroxyphenyl)spiro[2.4]heptane-2-carboxylic acid
—— (2R)-2-(4-hydroxyphenyl)spiro[2.4]heptane-2-carboxylic acid —— C14H16O3
(2R)-2-(4-hydroxyphenyl)spiro[2.4]heptane-2-carboxylic acid
—— 2-[(2R)-2-(aminomethyl)spiro[2.5]octan-2-yl]phenol —— C15H21NO
2-[(2R)-2-(aminomethyl)spiro[2.5]octan-2-yl]phenol
—— 3-[(2R)-2-(aminomethyl)spiro[2.5]octan-2-yl]phenol —— C15H21NO
3-[(2R)-2-(aminomethyl)spiro[2.5]octan-2-yl]phenol
—— (2S)-2-(4-hydroxyphenyl)spiro[2.4]heptane-2-carboxylic acid —— C14H16O3
(2S)-2-(4-hydroxyphenyl)spiro[2.4]heptane-2-carboxylic acid
—— 3-[(2S)-2-(aminomethyl)spiro[2.5]octan-2-yl]phenol —— C15H21NO
3-[(2S)-2-(aminomethyl)spiro[2.5]octan-2-yl]phenol
—— 2-[(2S)-2-(aminomethyl)spiro[2.5]octan-2-yl]phenol —— C15H21NO
2-[(2S)-2-(aminomethyl)spiro[2.5]octan-2-yl]phenol
—— (1S,2S,3R)-2-(3,4-dihydroxyphenyl)-3-methoxycyclopropane-1-carboxylic acid —— C11H12O5
(1S,2S,3R)-2-(3,4-dihydroxyphenyl)-3-methoxycyclopropane-1-carboxylic acid
—— (1S,2R,3R)-2-(3,4-dihydroxyphenyl)-3-methoxycyclopropane-1-carboxylic acid —— C11H12O5
(1S,2R,3R)-2-(3,4-dihydroxyphenyl)-3-methoxycyclopropane-1-carboxylic acid
—— (1S,2S,3S)-2-(3,4-dihydroxyphenyl)-3-methoxycyclopropane-1-carboxylic acid —— C11H12O5
(1S,2S,3S)-2-(3,4-dihydroxyphenyl)-3-methoxycyclopropane-1-carboxylic acid
—— (1S,2R,3S)-2-(3,4-dihydroxyphenyl)-3-methoxycyclopropane-1-carboxylic acid —— C11H12O5
(1S,2R,3S)-2-(3,4-dihydroxyphenyl)-3-methoxycyclopropane-1-carboxylic acid
—— rac-(1R,3R)-3-(3,4-dihydroxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid —— C12H14O4
rac-(1R,3R)-3-(3,4-dihydroxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid
—— (1R)-1-(3,4-dihydroxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid —— C12H14O4
(1R)-1-(3,4-dihydroxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid
—— (1S,3S)-3-(3,4-dihydroxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid —— C12H14O4
(1S,3S)-3-(3,4-dihydroxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid
—— (1R,3S)-3-(3,4-dihydroxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid —— C12H14O4
(1R,3S)-3-(3,4-dihydroxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid
—— (1S)-1-(3,4-dihydroxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid —— C12H14O4
(1S)-1-(3,4-dihydroxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid
—— (1S,3R)-3-(3,4-dihydroxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid —— C12H14O4
(1S,3R)-3-(3,4-dihydroxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid
—— 1-(1,3-Benzodioxol-5-ylmethyl)-3-[(2-hydroxy-5-nitrophenyl)methyl]thiourea —— C16H15N3O5S
1-(1,3-Benzodioxol-5-ylmethyl)-3-[(2-hydroxy-5-nitrophenyl)methyl]thiourea
—— 1-[(2-Hydroxy-5-nitrophenyl)methyl]-3-prop-2-enylthiourea —— C11H13N3O3S
1-[(2-Hydroxy-5-nitrophenyl)methyl]-3-prop-2-enylthiourea
—— 1-[(2-Hydroxy-5-nitrophenyl)methyl]-3-(3-methylsulfanylpropyl)thiourea —— C12H17N3O3S2
1-[(2-Hydroxy-5-nitrophenyl)methyl]-3-(3-methylsulfanylpropyl)thiourea
—— 1-(3-Chloro-4-methylphenyl)-3-[(2-hydroxy-5-nitrophenyl)methyl]thiourea —— C15H14ClN3O3S
1-(3-Chloro-4-methylphenyl)-3-[(2-hydroxy-5-nitrophenyl)methyl]thiourea
—— 1-(3-Chloro-2-methylphenyl)-3-[(2-hydroxy-5-nitrophenyl)methyl]thiourea —— C15H14ClN3O3S
1-(3-Chloro-2-methylphenyl)-3-[(2-hydroxy-5-nitrophenyl)methyl]thiourea
—— 1-Benzyl-3-[(2-hydroxy-5-nitrophenyl)methyl]thiourea —— C15H15N3O3S
1-Benzyl-3-[(2-hydroxy-5-nitrophenyl)methyl]thiourea
—— 1-(4-Chlorophenyl)-3-[(2-hydroxy-5-nitrophenyl)methyl]thiourea —— C14H12ClN3O3S
1-(4-Chlorophenyl)-3-[(2-hydroxy-5-nitrophenyl)methyl]thiourea