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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
—— (3R)-4-(cyclopropylmethyl)-1-(4-hydroxy-3-methoxybenzoyl)-3-propan-2-yl-1,4-diazepan-5-one —— C20H28N2O4
(3R)-4-(cyclopropylmethyl)-1-(4-hydroxy-3-methoxybenzoyl)-3-propan-2-yl-1,4-diazepan-5-one
—— (3S)-4-(cyclopropylmethyl)-1-(4-hydroxy-3-methoxybenzoyl)-3-propan-2-yl-1,4-diazepan-5-one —— C20H28N2O4
(3S)-4-(cyclopropylmethyl)-1-(4-hydroxy-3-methoxybenzoyl)-3-propan-2-yl-1,4-diazepan-5-one
—— [(3R)-4-(cyclopropylmethyl)-3-propan-2-yl-1,4-diazepan-1-yl]-(3-hydroxy-4-methoxyphenyl)methanone —— C20H30N2O3
[(3R)-4-(cyclopropylmethyl)-3-propan-2-yl-1,4-diazepan-1-yl]-(3-hydroxy-4-methoxyphenyl)methanone
—— [(3S)-4-(cyclopropylmethyl)-3-propan-2-yl-1,4-diazepan-1-yl]-(3-hydroxy-4-methoxyphenyl)methanone —— C20H30N2O3
[(3S)-4-(cyclopropylmethyl)-3-propan-2-yl-1,4-diazepan-1-yl]-(3-hydroxy-4-methoxyphenyl)methanone
—— 2-(2-ethylimidazol-1-yl)-N-[(1S)-1-(3-fluoro-4-hydroxyphenyl)ethyl]acetamide —— C15H18FN3O2
2-(2-ethylimidazol-1-yl)-N-[(1S)-1-(3-fluoro-4-hydroxyphenyl)ethyl]acetamide
—— [(3R)-4-(cyclopropylmethyl)-3-propan-2-yl-1,4-diazepan-1-yl]-(4-hydroxy-3-methoxyphenyl)methanone —— C20H30N2O3
[(3R)-4-(cyclopropylmethyl)-3-propan-2-yl-1,4-diazepan-1-yl]-(4-hydroxy-3-methoxyphenyl)methanone
—— [(3S)-4-(cyclopropylmethyl)-3-propan-2-yl-1,4-diazepan-1-yl]-(4-hydroxy-3-methoxyphenyl)methanone —— C20H30N2O3
[(3S)-4-(cyclopropylmethyl)-3-propan-2-yl-1,4-diazepan-1-yl]-(4-hydroxy-3-methoxyphenyl)methanone
—— methyl 1-[[(1R)-1-(3-fluoro-4-hydroxyphenyl)ethyl]carbamoyl]cyclopropane-1-carboxylate —— C14H16FNO4
methyl 1-[[(1R)-1-(3-fluoro-4-hydroxyphenyl)ethyl]carbamoyl]cyclopropane-1-carboxylate
—— methyl 1-[[(1S)-1-(3-fluoro-4-hydroxyphenyl)ethyl]carbamoyl]cyclopropane-1-carboxylate —— C14H16FNO4
methyl 1-[[(1S)-1-(3-fluoro-4-hydroxyphenyl)ethyl]carbamoyl]cyclopropane-1-carboxylate
—— (3R)-4-benzyl-3-ethyl-1-(4-hydroxy-3-methoxybenzoyl)-1,4-diazepan-5-one —— C22H26N2O4
(3R)-4-benzyl-3-ethyl-1-(4-hydroxy-3-methoxybenzoyl)-1,4-diazepan-5-one
—— (3S)-4-benzyl-3-ethyl-1-(4-hydroxy-3-methoxybenzoyl)-1,4-diazepan-5-one —— C22H26N2O4
(3S)-4-benzyl-3-ethyl-1-(4-hydroxy-3-methoxybenzoyl)-1,4-diazepan-5-one
—— 2-(4-Methoxyphenyl)ethyl 2-[2-[(5-methyl-1,2-oxazol-3-yl)amino]-2-oxoethyl]sulfanylacetate —— C17H20N2O5S
2-(4-Methoxyphenyl)ethyl 2-[2-[(5-methyl-1,2-oxazol-3-yl)amino]-2-oxoethyl]sulfanylacetate
—— 4-methoxy-3-[[(2R)-2-(trifluoromethyl)morpholin-4-yl]methyl]phenol —— C13H16F3NO3
4-methoxy-3-[[(2R)-2-(trifluoromethyl)morpholin-4-yl]methyl]phenol
—— 4-methoxy-3-[[(2S)-2-(trifluoromethyl)morpholin-4-yl]methyl]phenol —— C13H16F3NO3
4-methoxy-3-[[(2S)-2-(trifluoromethyl)morpholin-4-yl]methyl]phenol
—— 2-(4-methoxyphenyl)ethyl (E)-3-(1,3,5-trimethylpyrazol-4-yl)prop-2-enoate —— C18H22N2O3
2-(4-methoxyphenyl)ethyl (E)-3-(1,3,5-trimethylpyrazol-4-yl)prop-2-enoate
—— 4-[(3-Bromo-4-hydroxy-5-methoxyphenyl)methylidene]-1-(4-bromophenyl)pyrazolidine-3,5-dione —— C17H12Br2N2O4
4-[(3-Bromo-4-hydroxy-5-methoxyphenyl)methylidene]-1-(4-bromophenyl)pyrazolidine-3,5-dione
—— (5Z)-3-phenyl-2-phenylimino-5-[(2,3,4-trihydroxyphenyl)methylidene]-1,3-thiazolidin-4-one —— C22H16N2O4S
(5Z)-3-phenyl-2-phenylimino-5-[(2,3,4-trihydroxyphenyl)methylidene]-1,3-thiazolidin-4-one
—— 2-amino-4-[(2-hydroxy-3-methoxyphenyl)methylidene]-3-methyl-1H-imidazol-3-ium-5-one —— C12H14N3O3+
2-amino-4-[(2-hydroxy-3-methoxyphenyl)methylidene]-3-methyl-1H-imidazol-3-ium-5-one
—— 2-(4-Methoxyphenyl)ethyl 3-(2-chlorophenyl)-5-methyl-1,2-oxazole-4-carboxylate —— C20H18ClNO4
2-(4-Methoxyphenyl)ethyl 3-(2-chlorophenyl)-5-methyl-1,2-oxazole-4-carboxylate
—— (E)-3-(3-hydroxy-4-methoxyphenyl)-2-[(7S)-7-methyl-4-oxo-5,6,7,8-tetrahydro-3H-[1]benzothiolo[2,3-d]pyrimidin-2-yl]prop-2-enenitrile —— C21H19N3O3S
(E)-3-(3-hydroxy-4-methoxyphenyl)-2-[(7S)-7-methyl-4-oxo-5,6,7,8-tetrahydro-3H-[1]benzothiolo[2,3-d]pyrimidin-2-yl]prop-2-enenitrile
—— (E)-3-(3-hydroxy-4-methoxyphenyl)-2-[(7R)-7-methyl-4-oxo-5,6,7,8-tetrahydro-3H-[1]benzothiolo[2,3-d]pyrimidin-2-yl]prop-2-enenitrile —— C21H19N3O3S
(E)-3-(3-hydroxy-4-methoxyphenyl)-2-[(7R)-7-methyl-4-oxo-5,6,7,8-tetrahydro-3H-[1]benzothiolo[2,3-d]pyrimidin-2-yl]prop-2-enenitrile
—— (3R)-4-benzyl-1-[(3,4-dihydroxyphenyl)methyl]-3-ethyl-1,4-diazepan-5-one —— C21H26N2O3
(3R)-4-benzyl-1-[(3,4-dihydroxyphenyl)methyl]-3-ethyl-1,4-diazepan-5-one
—— 3-[(2Z)-2-[(3-hydroxyphenyl)methylidene]hydrazinyl]-6-methyl-4H-1,2,4-triazin-5-one —— C11H11N5O2
3-[(2Z)-2-[(3-hydroxyphenyl)methylidene]hydrazinyl]-6-methyl-4H-1,2,4-triazin-5-one
—— 1-[(3R)-1-[(E)-3-(5-chloro-2-hydroxyphenyl)-2-methylprop-2-enyl]piperidin-3-yl]pyrrolidin-2-one —— C19H25ClN2O2
1-[(3R)-1-[(E)-3-(5-chloro-2-hydroxyphenyl)-2-methylprop-2-enyl]piperidin-3-yl]pyrrolidin-2-one
—— 1-[(3S)-1-[(E)-3-(5-chloro-2-hydroxyphenyl)-2-methylprop-2-enyl]piperidin-3-yl]pyrrolidin-2-one —— C19H25ClN2O2
1-[(3S)-1-[(E)-3-(5-chloro-2-hydroxyphenyl)-2-methylprop-2-enyl]piperidin-3-yl]pyrrolidin-2-one
—— (2S)-2-chloro-N-(2-hydroxy-5-nitrophenyl)propanamide —— C9H9ClN2O4
(2S)-2-chloro-N-(2-hydroxy-5-nitrophenyl)propanamide
—— (2R)-2-chloro-N-(2-hydroxy-5-nitrophenyl)propanamide —— C9H9ClN2O4
(2R)-2-chloro-N-(2-hydroxy-5-nitrophenyl)propanamide
—— (2S)-2-chloro-N-(2-hydroxy-4-nitrophenyl)propanamide —— C9H9ClN2O4
(2S)-2-chloro-N-(2-hydroxy-4-nitrophenyl)propanamide
—— (2R)-2-chloro-N-(2-hydroxy-4-nitrophenyl)propanamide —— C9H9ClN2O4
(2R)-2-chloro-N-(2-hydroxy-4-nitrophenyl)propanamide
—— 2-(4-Methoxyphenyl)ethyl 2-thieno[2,3-d]pyrimidin-4-ylsulfanylacetate —— C17H16N2O3S2
2-(4-Methoxyphenyl)ethyl 2-thieno[2,3-d]pyrimidin-4-ylsulfanylacetate
—— 2-(4-Methoxyphenyl)ethyl 4-fluoro-3-(methoxymethyl)-1-benzothiophene-2-carboxylate —— C20H19FO4S
2-(4-Methoxyphenyl)ethyl 4-fluoro-3-(methoxymethyl)-1-benzothiophene-2-carboxylate
—— 2-(4-Methoxyphenyl)ethyl 2-(2-bromo-4,5-dimethoxyphenyl)acetate —— C19H21BrO5
2-(4-Methoxyphenyl)ethyl 2-(2-bromo-4,5-dimethoxyphenyl)acetate
—— 2-[(5Z)-5-[(2-hydroxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]ethanesulfonate —— C12H10NO5S3-
2-[(5Z)-5-[(2-hydroxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]ethanesulfonate
—— 2-[(5Z)-5-[(4-hydroxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]ethanesulfonate —— C12H10NO5S3-
2-[(5Z)-5-[(4-hydroxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]ethanesulfonate
—— 2-[(5Z)-5-[(3,4-dihydroxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]ethanesulfonate —— C12H10NO6S3-
2-[(5Z)-5-[(3,4-dihydroxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]ethanesulfonate
—— 3-Hydroxybenzaldehyde N-ethylthiosemicarbazone 477731-03-6 C10H13N3OS
3-Hydroxybenzaldehyde N-ethylthiosemicarbazone
—— 4-[(Z)-(3-hydroxyphenyl)methylideneamino]-3-propan-2-yl-1H-1,2,4-triazole-5-thione —— C12H14N4OS
4-[(Z)-(3-hydroxyphenyl)methylideneamino]-3-propan-2-yl-1H-1,2,4-triazole-5-thione
—— (2R)-2-(3-bromo-4-hydroxy-5-methoxyphenyl)-2,3,5,6,7,8-hexahydro-1H-[1]benzothiolo[2,3-d]pyrimidin-4-one —— C17H17BrN2O3S
(2R)-2-(3-bromo-4-hydroxy-5-methoxyphenyl)-2,3,5,6,7,8-hexahydro-1H-[1]benzothiolo[2,3-d]pyrimidin-4-one
—— (2S)-2-(3-bromo-4-hydroxy-5-methoxyphenyl)-2,3,5,6,7,8-hexahydro-1H-[1]benzothiolo[2,3-d]pyrimidin-4-one —— C17H17BrN2O3S
(2S)-2-(3-bromo-4-hydroxy-5-methoxyphenyl)-2,3,5,6,7,8-hexahydro-1H-[1]benzothiolo[2,3-d]pyrimidin-4-one
—— 2-[(2E,5R)-2-[(Z)-(3-hydroxy-4-methoxyphenyl)methylidenehydrazinylidene]-4-oxo-1,3-thiazolidin-5-yl]acetate —— C13H12N3O5S-
2-[(2E,5R)-2-[(Z)-(3-hydroxy-4-methoxyphenyl)methylidenehydrazinylidene]-4-oxo-1,3-thiazolidin-5-yl]acetate
—— 2-[(2E,5R)-2-[(Z)-(3-hydroxy-4-methoxyphenyl)methylidenehydrazinylidene]-4-oxo-1,3-thiazolidin-5-yl]acetic acid —— C13H13N3O5S
2-[(2E,5R)-2-[(Z)-(3-hydroxy-4-methoxyphenyl)methylidenehydrazinylidene]-4-oxo-1,3-thiazolidin-5-yl]acetic acid
—— 2-(4-methoxyphenyl)ethyl (E)-3-(3-chloro-1-benzothiophen-2-yl)prop-2-enoate —— C20H17ClO3S
2-(4-methoxyphenyl)ethyl (E)-3-(3-chloro-1-benzothiophen-2-yl)prop-2-enoate
—— 1-[(3S)-1,1-dioxothiolan-3-yl]-3-(2-hydroxy-5-nitrophenyl)thiourea —— C11H13N3O5S2
1-[(3S)-1,1-dioxothiolan-3-yl]-3-(2-hydroxy-5-nitrophenyl)thiourea
—— 5-[(Z)-[(2R,6R)-2,6-dimethylpiperidin-1-yl]iminomethyl]-2-methoxyphenol —— C15H22N2O2
5-[(Z)-[(2R,6R)-2,6-dimethylpiperidin-1-yl]iminomethyl]-2-methoxyphenol
—— 5-[(Z)-(3-benzylsulfanyl-5-methyl-1,2,4-triazol-4-yl)iminomethyl]-2-methoxyphenol —— C18H18N4O2S
5-[(Z)-(3-benzylsulfanyl-5-methyl-1,2,4-triazol-4-yl)iminomethyl]-2-methoxyphenol
—— (2S)-2-[(5Z)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]pentanoic acid —— C16H17NO5S2
(2S)-2-[(5Z)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]pentanoic acid
—— (2R)-2-[(5Z)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]pentanoic acid —— C16H17NO5S2
(2R)-2-[(5Z)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]pentanoic acid
—— 2-(4-Methoxyphenyl)ethyl 2-(3,4,5-trimethoxyphenyl)acetate —— C20H24O6
2-(4-Methoxyphenyl)ethyl 2-(3,4,5-trimethoxyphenyl)acetate
—— 4-[(2S)-1,1,1,2,3,3-hexafluoro-3-hydroxypropan-2-yl]phenol —— C9H6F6O2
4-[(2S)-1,1,1,2,3,3-hexafluoro-3-hydroxypropan-2-yl]phenol
—— [(4S)-4-(4-hydroxyphenyl)-2-methylpentan-2-yl]carbamic acid —— C13H19NO3
[(4S)-4-(4-hydroxyphenyl)-2-methylpentan-2-yl]carbamic acid