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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
—— 1-(2-Hydroxy-5-nitrophenyl)-3-(2-methoxyethyl)thiourea —— C10H13N3O4S
1-(2-Hydroxy-5-nitrophenyl)-3-(2-methoxyethyl)thiourea
—— 1-[(2-hydroxy-5-nitrophenyl)methyl]-3-[(1R,2R)-2-methylcyclohexyl]thiourea —— C15H21N3O3S
1-[(2-hydroxy-5-nitrophenyl)methyl]-3-[(1R,2R)-2-methylcyclohexyl]thiourea
—— 1-(Furan-2-ylmethyl)-3-[(2-hydroxy-5-nitrophenyl)methyl]thiourea —— C13H13N3O4S
1-(Furan-2-ylmethyl)-3-[(2-hydroxy-5-nitrophenyl)methyl]thiourea
—— 1-Butyl-3-[(2-hydroxy-5-nitrophenyl)methyl]thiourea —— C12H17N3O3S
1-Butyl-3-[(2-hydroxy-5-nitrophenyl)methyl]thiourea
—— 1-[(2-hydroxy-5-nitrophenyl)methyl]-3-[(1S,2S)-2-methylcyclohexyl]thiourea —— C15H21N3O3S
1-[(2-hydroxy-5-nitrophenyl)methyl]-3-[(1S,2S)-2-methylcyclohexyl]thiourea
—— 1-[(2-hydroxy-5-nitrophenyl)methyl]-3-[(1S,2R)-2-methylcyclohexyl]thiourea —— C15H21N3O3S
1-[(2-hydroxy-5-nitrophenyl)methyl]-3-[(1S,2R)-2-methylcyclohexyl]thiourea
—— 1-[(2-Hydroxy-5-nitrophenyl)methyl]-3-methylthiourea —— C9H11N3O3S
1-[(2-Hydroxy-5-nitrophenyl)methyl]-3-methylthiourea
—— 1-[(2-Hydroxy-5-nitrophenyl)methyl]-3-(2-methoxyethyl)thiourea —— C11H15N3O4S
1-[(2-Hydroxy-5-nitrophenyl)methyl]-3-(2-methoxyethyl)thiourea
—— [2-(Cyclopentylamino)-2-oxoethyl] 2-(4-hydroxyphenyl)acetate —— C15H19NO4
[2-(Cyclopentylamino)-2-oxoethyl] 2-(4-hydroxyphenyl)acetate
—— [2-[[(2R)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl] 2-(4-hydroxyphenyl)acetate —— C16H20N2O4
[2-[[(2R)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl] 2-(4-hydroxyphenyl)acetate
—— [2-(Benzylamino)-2-oxoethyl] 2-(4-hydroxyphenyl)acetate —— C17H17NO4
[2-(Benzylamino)-2-oxoethyl] 2-(4-hydroxyphenyl)acetate
—— [2-Oxo-2-(2,2,2-trifluoroethylamino)ethyl] 2-(4-hydroxyphenyl)acetate —— C12H12F3NO4
[2-Oxo-2-(2,2,2-trifluoroethylamino)ethyl] 2-(4-hydroxyphenyl)acetate
—— [2-Oxo-2-(propan-2-ylamino)ethyl] 2-(4-hydroxyphenyl)acetate —— C13H17NO4
[2-Oxo-2-(propan-2-ylamino)ethyl] 2-(4-hydroxyphenyl)acetate
—— 3-[2-[3-[(3S)-oxolan-3-yl]-1,2,4-oxadiazol-5-yl]ethyl]phenol —— C14H16N2O3
3-[2-[3-[(3S)-oxolan-3-yl]-1,2,4-oxadiazol-5-yl]ethyl]phenol
—— (4S)-N,N-diethyl-4-(4-hydroxy-3-nitrophenyl)-6-methyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxamide —— C16H20N4O4S
(4S)-N,N-diethyl-4-(4-hydroxy-3-nitrophenyl)-6-methyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxamide
—— 2-methoxyethyl (4S)-4-(3-chloro-4-hydroxy-5-methoxyphenyl)-6-methyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxylate —— C16H19ClN2O5S
2-methoxyethyl (4S)-4-(3-chloro-4-hydroxy-5-methoxyphenyl)-6-methyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— 3-[2-[[(1R)-cyclohex-3-en-1-yl]methyl]pyrazol-3-yl]-1-cyclopropyl-1-[(3-hydroxyphenyl)methyl]urea —— C21H26N4O2
3-[2-[[(1R)-cyclohex-3-en-1-yl]methyl]pyrazol-3-yl]-1-cyclopropyl-1-[(3-hydroxyphenyl)methyl]urea
—— 5-[(3,5-Dibromo-4-hydroxyphenyl)methylidene]-2-phenylimino-3-propan-2-yl-1,3-thiazolidin-4-one —— C19H16Br2N2O2S
5-[(3,5-Dibromo-4-hydroxyphenyl)methylidene]-2-phenylimino-3-propan-2-yl-1,3-thiazolidin-4-one
—— 1-(4-Ethoxyphenyl)-3-[(2-hydroxy-5-nitrophenyl)methyl]thiourea —— C16H17N3O4S
1-(4-Ethoxyphenyl)-3-[(2-hydroxy-5-nitrophenyl)methyl]thiourea
—— 1-(3,5-Dimethylphenyl)-3-[(2-hydroxy-5-nitrophenyl)methyl]thiourea —— C16H17N3O3S
1-(3,5-Dimethylphenyl)-3-[(2-hydroxy-5-nitrophenyl)methyl]thiourea
—— 1-[(2-Hydroxy-5-nitrophenyl)methyl]-3-(2-methylphenyl)thiourea —— C15H15N3O3S
1-[(2-Hydroxy-5-nitrophenyl)methyl]-3-(2-methylphenyl)thiourea
—— methyl (3S)-3-(3-chloro-4-hydroxyphenyl)-3-[3-hydroxy-6-(methoxymethyl)-4-oxopyran-2-yl]propanoate —— C17H17ClO7
methyl (3S)-3-(3-chloro-4-hydroxyphenyl)-3-[3-hydroxy-6-(methoxymethyl)-4-oxopyran-2-yl]propanoate
—— methyl (3R)-3-(3-chloro-4-hydroxyphenyl)-3-(3-hydroxy-6-methyl-4-oxopyran-2-yl)propanoate —— C16H15ClO6
methyl (3R)-3-(3-chloro-4-hydroxyphenyl)-3-(3-hydroxy-6-methyl-4-oxopyran-2-yl)propanoate
—— (7R)-2-[(Z)-1-chloro-2-(3-hydroxy-4-methoxyphenyl)ethenyl]-7-methyl-5,6,7,8-tetrahydro-3H-[1]benzothiolo[2,3-d]pyrimidin-4-one —— C20H19ClN2O3S
(7R)-2-[(Z)-1-chloro-2-(3-hydroxy-4-methoxyphenyl)ethenyl]-7-methyl-5,6,7,8-tetrahydro-3H-[1]benzothiolo[2,3-d]pyrimidin-4-one
—— 1-(3-Ethylphenyl)-3-[(2-hydroxy-5-nitrophenyl)methyl]thiourea —— C16H17N3O3S
1-(3-Ethylphenyl)-3-[(2-hydroxy-5-nitrophenyl)methyl]thiourea
—— 1-[(2R)-2-ethylhexyl]-3-(2-hydroxy-5-nitrophenyl)thiourea —— C15H23N3O3S
1-[(2R)-2-ethylhexyl]-3-(2-hydroxy-5-nitrophenyl)thiourea
—— 4-bromo-2-methoxy-5-[(Z)-[methyl(phenyl)hydrazinylidene]methyl]phenol —— C15H15BrN2O2
4-bromo-2-methoxy-5-[(Z)-[methyl(phenyl)hydrazinylidene]methyl]phenol
—— 2-methoxy-5-[(Z)-[(4-phenyl-1,3-thiazol-2-yl)hydrazinylidene]methyl]phenol —— C17H15N3O2S
2-methoxy-5-[(Z)-[(4-phenyl-1,3-thiazol-2-yl)hydrazinylidene]methyl]phenol
—— (E)-5-(1,3-benzothiazol-2-yl)-6-(3-hydroxy-4-methoxyphenyl)hex-5-enoate —— C20H18NO4S-
(E)-5-(1,3-benzothiazol-2-yl)-6-(3-hydroxy-4-methoxyphenyl)hex-5-enoate
—— 3-[(Z)-2-chloro-2-(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)ethenyl]phenol —— C14H9ClN2O2S
3-[(Z)-2-chloro-2-(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)ethenyl]phenol
—— (5Z)-2-anilino-5-[(3-chloro-4-hydroxy-5-methoxyphenyl)methylidene]-4-oxofuran-3-carboxylic acid —— C19H14ClNO6
(5Z)-2-anilino-5-[(3-chloro-4-hydroxy-5-methoxyphenyl)methylidene]-4-oxofuran-3-carboxylic acid
—— (2E,6Z)-2-[(4-hydroxyphenyl)methylidene]-6-(thiophen-2-ylmethylidene)cyclohexan-1-one —— C18H16O2S
(2E,6Z)-2-[(4-hydroxyphenyl)methylidene]-6-(thiophen-2-ylmethylidene)cyclohexan-1-one
—— (E)-4-(3-hydroxy-4-methoxyphenyl)-3-(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)but-3-enoic acid —— C17H14N2O5S
(E)-4-(3-hydroxy-4-methoxyphenyl)-3-(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)but-3-enoic acid
—— (2E,6Z)-2-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-6-(thiophen-2-ylmethylidene)cyclohexan-1-one —— C20H20O4S
(2E,6Z)-2-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-6-(thiophen-2-ylmethylidene)cyclohexan-1-one
—— N-[(2-hydroxy-5-nitrophenyl)methyl]-1-(thiophene-2-carbonyl)piperidine-4-carboxamide —— C18H19N3O5S
N-[(2-hydroxy-5-nitrophenyl)methyl]-1-(thiophene-2-carbonyl)piperidine-4-carboxamide
—— [2-oxo-2-[[(R)-phenyl(thiophen-2-yl)methyl]amino]ethyl] 2-(4-hydroxyphenyl)acetate —— C21H19NO4S
[2-oxo-2-[[(R)-phenyl(thiophen-2-yl)methyl]amino]ethyl] 2-(4-hydroxyphenyl)acetate
—— N-[1-(2,5-dihydroxyphenyl)ethylideneamino]-2-(2,4-dimethylphenoxy)acetamide —— C18H20N2O4
N-[1-(2,5-dihydroxyphenyl)ethylideneamino]-2-(2,4-dimethylphenoxy)acetamide
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(2-morpholin-4-yl-1,3-thiazol-4-yl)acetamide —— C17H20N4O4S
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(2-morpholin-4-yl-1,3-thiazol-4-yl)acetamide
—— (5Z)-3-[4-(dimethylamino)phenyl]-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C20H20N2O4S2
(5Z)-3-[4-(dimethylamino)phenyl]-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (5E)-3-[4-(dimethylamino)phenyl]-5-[(4-hydroxy-3-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C18H15N3O4S2
(5E)-3-[4-(dimethylamino)phenyl]-5-[(4-hydroxy-3-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (5Z)-5-[(2-bromo-5-hydroxy-4-methoxyphenyl)methylidene]-2-sulfanylideneimidazolidin-4-one —— C11H9BrN2O3S
(5Z)-5-[(2-bromo-5-hydroxy-4-methoxyphenyl)methylidene]-2-sulfanylideneimidazolidin-4-one
—— 3-[(5Z)-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoate —— C15H14NO6S2-
3-[(5Z)-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoate
—— 6-[(5Z)-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]hexanoic acid —— C18H21NO4S2
6-[(5Z)-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]hexanoic acid
—— 4-[(5Z)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanoate —— C15H14NO5S2-
4-[(5Z)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanoate
—— 5-[(5E)-5-[(3-hydroxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]pentanoate —— C15H14NO4S2-
5-[(5E)-5-[(3-hydroxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]pentanoate
—— (Z)-5-(4’-hydroxy-3‘,5‘-dimethylphenylmethylidene)-3-(3‘-hydroxycarbonylpropyl)-2-thioxothiazolidin-4-one —— C16H17NO4S2
(Z)-5-(4’-hydroxy-3‘,5‘-dimethylphenylmethylidene)-3-(3‘-hydroxycarbonylpropyl)-2-thioxothiazolidin-4-one
—— (5Z)-3-(4-fluorophenyl)-5-(4-hydroxy-3,5-dimethoxybenzylidene)-2-thioxo-1,3-thiazolidin-4-one —— C18H14FNO4S2
(5Z)-3-(4-fluorophenyl)-5-(4-hydroxy-3,5-dimethoxybenzylidene)-2-thioxo-1,3-thiazolidin-4-one
—— 5-[(5Z)-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]pentanoate —— C17H18NO4S2-
5-[(5Z)-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]pentanoate
—— (5Z)-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-3-pyridin-3-yl-2-sulfanylidene-1,3-thiazolidin-4-one —— C17H14N2O4S2
(5Z)-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-3-pyridin-3-yl-2-sulfanylidene-1,3-thiazolidin-4-one
—— (5E)-2-(2,6-dimethylphenyl)imino-5-[(4-hydroxy-3-nitrophenyl)methylidene]-1,3-thiazolidin-4-one —— C18H15N3O4S
(5E)-2-(2,6-dimethylphenyl)imino-5-[(4-hydroxy-3-nitrophenyl)methylidene]-1,3-thiazolidin-4-one