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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-ethyl-N-[(2S)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]-2-(1-methylpiperidin-4-yl)acetamide —— C18H28N2O3
N-ethyl-N-[(2S)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]-2-(1-methylpiperidin-4-yl)acetamide
—— N-ethyl-N-[(2R)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]-2-(1-methylpiperidin-4-yl)acetamide —— C18H28N2O3
N-ethyl-N-[(2R)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]-2-(1-methylpiperidin-4-yl)acetamide
—— (2S,3R,4S,5R,6R)-6-(hydroxymethyl)-4-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]oxyoxane-2,3,5-triol —— C16H24O7
(2S,3R,4S,5R,6R)-6-(hydroxymethyl)-4-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]oxyoxane-2,3,5-triol
—— 4-[(3S)-3-[[(2S)-2-hydroxy-2-(4-hydroxyphenyl)ethyl]amino]butyl]phenol;hydrochloride —— C18H24ClNO3
4-[(3S)-3-[[(2S)-2-hydroxy-2-(4-hydroxyphenyl)ethyl]amino]butyl]phenol;hydrochloride
—— 3-methyl-1-(4-hydroxy-3-methoxyphenyl)tridecan-3-ol 223801-34-1 C21H36O3
3-methyl-1-(4-hydroxy-3-methoxyphenyl)tridecan-3-ol
—— 8-(4-Hydroxyphenoxy)-2-propyloctanoic acid —— C17H26O4
8-(4-Hydroxyphenoxy)-2-propyloctanoic acid
—— 5-(2-Formyl-3-hydroxy-4-methoxyphenoxy)pentanoic acid —— C13H16O6
5-(2-Formyl-3-hydroxy-4-methoxyphenoxy)pentanoic acid
—— 2-[(5Z)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-4-oxo-1,3-thiazol-2-yl]guanidine —— C12H12N4O3S
2-[(5Z)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-4-oxo-1,3-thiazol-2-yl]guanidine
—— 2-[(4-Hydroxy-3,5-dimethoxyphenyl)methyl-methylamino]guanidine —— C11H18N4O3
2-[(4-Hydroxy-3,5-dimethoxyphenyl)methyl-methylamino]guanidine
—— (Z)-N-(4-hydroxy-3-methoxyphenyl)-8-methylnon-6-enamide —— C17H25NO3
(Z)-N-(4-hydroxy-3-methoxyphenyl)-8-methylnon-6-enamide
—— (3Z)-3-[(2-hydroxy-3-methoxyanilino)methylidene]-1H-indol-2-one —— C16H14N2O3
(3Z)-3-[(2-hydroxy-3-methoxyanilino)methylidene]-1H-indol-2-one
—— alpha-Isopropylamino-beta-(2-hydroxyphenyl)ethanol hydrochloride —— C11H18ClNO2
alpha-Isopropylamino-beta-(2-hydroxyphenyl)ethanol hydrochloride
—— 4-(3-Cyclohexen-1-yl)-1,3-benzenediol —— C12H14O2
4-(3-Cyclohexen-1-yl)-1,3-benzenediol
—— 3-Hydroxy-5,7,8,9-tetrahydrobenzo[7]annulen-6-one —— C11H12O2
3-Hydroxy-5,7,8,9-tetrahydrobenzo[7]annulen-6-one
—— 1-[(2-hydroxy-3-methoxyphenyl)methyl]-3-[[(2R)-oxolan-2-yl]methyl]urea —— C14H20N2O4
1-[(2-hydroxy-3-methoxyphenyl)methyl]-3-[[(2R)-oxolan-2-yl]methyl]urea
—— 1-[(2-hydroxy-3-methoxyphenyl)methyl]-3-[[(2S)-oxolan-2-yl]methyl]urea —— C14H20N2O4
1-[(2-hydroxy-3-methoxyphenyl)methyl]-3-[[(2S)-oxolan-2-yl]methyl]urea
—— (2R)-1-[4-(2-methoxyethyl)phenoxy]-3-(propan-2-ylamino)propan-2-ol;N-[4-(methoxymethyl)-1-(2-thiophen-2-ylethyl)piperidin-4-yl]-N-phenylpropanamide —— C37H55N3O5S
(2R)-1-[4-(2-methoxyethyl)phenoxy]-3-(propan-2-ylamino)propan-2-ol;N-[4-(methoxymethyl)-1-(2-thiophen-2-ylethyl)piperidin-4-yl]-N-phenylpropanamide
—— (2Z,4Z)-N-[(E)-3-(7,15-dihydroxy-9-oxo-10,17-dioxatricyclo[11.3.1.03,8]heptadeca-3(8),4,6-trien-11-yl)prop-1-enyl]hepta-2,4-dienamide —— C25H31NO6
(2Z,4Z)-N-[(E)-3-(7,15-dihydroxy-9-oxo-10,17-dioxatricyclo[11.3.1.03,8]heptadeca-3(8),4,6-trien-11-yl)prop-1-enyl]hepta-2,4-dienamide
—— [4-(2-methoxyethyl)phenyl] (2S)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonate —— C18H19ClO5S
[4-(2-methoxyethyl)phenyl] (2S)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonate
—— [4-(2-methoxyethyl)phenyl] (2R)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonate —— C18H19ClO5S
[4-(2-methoxyethyl)phenyl] (2R)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonate
—— N-(3-tert-butyl-2-hydroxy-5-methoxyphenyl)-2,2-dimethyldodecanamide —— C25H43NO3
N-(3-tert-butyl-2-hydroxy-5-methoxyphenyl)-2,2-dimethyldodecanamide
—— (3S)-4,4,4-trifluoro-N-[(2-hydroxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]-3-phenylbutanamide —— C22H24F3NO3
(3S)-4,4,4-trifluoro-N-[(2-hydroxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]-3-phenylbutanamide
—— (3R)-4,4,4-trifluoro-N-[(2-hydroxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]-3-phenylbutanamide —— C22H24F3NO3
(3R)-4,4,4-trifluoro-N-[(2-hydroxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]-3-phenylbutanamide
—— (3S)-4,4,4-trifluoro-N-[(2-hydroxyphenyl)methyl]-N-[[(2R)-oxolan-2-yl]methyl]-3-phenylbutanamide —— C22H24F3NO3
(3S)-4,4,4-trifluoro-N-[(2-hydroxyphenyl)methyl]-N-[[(2R)-oxolan-2-yl]methyl]-3-phenylbutanamide
—— (4Z)-4-[(5-hydroxy-2-nitrophenyl)methylidene]-3-(1,3-thiazol-2-yl)-1H-pyrazol-5-one —— C13H8N4O4S
(4Z)-4-[(5-hydroxy-2-nitrophenyl)methylidene]-3-(1,3-thiazol-2-yl)-1H-pyrazol-5-one
—— 4-[2,3-Diethyl-4-(4-hydroxyphenyl)cyclopenta-1,3-dien-1-yl]phenol —— C21H22O2
4-[2,3-Diethyl-4-(4-hydroxyphenyl)cyclopenta-1,3-dien-1-yl]phenol
—— 5-(5-Formyl-4-hydroxy-2-methoxyphenyl)sulfanylpentanoic acid —— C13H16O5S
5-(5-Formyl-4-hydroxy-2-methoxyphenyl)sulfanylpentanoic acid
—— N-(2-hydroxy-4-nitrophenyl)-N'-(benzyl)urea —— C14H13N3O4
N-(2-hydroxy-4-nitrophenyl)-N'-(benzyl)urea
—— 5-(3,4-DIHYDROXY-2,6-DICYANOPHENYL)PENTANOIC ACID —— C13H12N2O4
5-(3,4-DIHYDROXY-2,6-DICYANOPHENYL)PENTANOIC ACID
—— (5E)-5-[(E)-3-(2,3-dihydroxyphenyl)prop-2-enylidene]-1,3-oxazolidine-2,4-dione —— C12H9NO5
(5E)-5-[(E)-3-(2,3-dihydroxyphenyl)prop-2-enylidene]-1,3-oxazolidine-2,4-dione
—— 3-[(1S)-1-hydroxy-3-(methylamino)propyl]phenol —— C10H15NO2
3-[(1S)-1-hydroxy-3-(methylamino)propyl]phenol
—— [[(Z)-[3-(3,4-dihydroxyphenyl)-6-oxocyclohexa-2,4-dien-1-ylidene]methyl]amino]thiourea —— C14H13N3O3S
[[(Z)-[3-(3,4-dihydroxyphenyl)-6-oxocyclohexa-2,4-dien-1-ylidene]methyl]amino]thiourea
—— 4-hydroxy-N'-[(E)-(3-hydroxy-6-oxocyclohexa-2,4-dien-1-ylidene)methyl]-3-methoxybenzohydrazide —— C15H14N2O5
4-hydroxy-N'-[(E)-(3-hydroxy-6-oxocyclohexa-2,4-dien-1-ylidene)methyl]-3-methoxybenzohydrazide
—— 2,2-Diethyl-5-[(4-hydroxyphenyl)methyl]-1,3-dioxolan-4-one —— C14H18O4
2,2-Diethyl-5-[(4-hydroxyphenyl)methyl]-1,3-dioxolan-4-one
—— 5-[(Methoxymethylamino)methyl]benzene-1,3-diol —— C9H13NO3
5-[(Methoxymethylamino)methyl]benzene-1,3-diol
—— 5-[(Methoxymethylamino)methyl]benzene-1,3-diol;hydrochloride —— C9H14ClNO3
5-[(Methoxymethylamino)methyl]benzene-1,3-diol;hydrochloride
—— (Z)-2-[4-(furan-2-yl)-1,3-thiazol-2-yl]-3-(3-hydroxy-4-methoxyphenyl)prop-2-enenitrile —— C17H12N2O3S
(Z)-2-[4-(furan-2-yl)-1,3-thiazol-2-yl]-3-(3-hydroxy-4-methoxyphenyl)prop-2-enenitrile
—— 4-(2,4-dichlorophenoxy)-N-[(1S)-1-(2-hydroxy-5-methoxyphenyl)ethyl]butanamide —— C19H21Cl2NO4
4-(2,4-dichlorophenoxy)-N-[(1S)-1-(2-hydroxy-5-methoxyphenyl)ethyl]butanamide
—— N-[(4-hydroxy-3-methoxyphenyl)methyl]acetamide;(4Z,7Z,10Z,13Z,16Z,19Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]docosa-4,7,10,13,16,19-hexaenamide —— C40H54N2O6
N-[(4-hydroxy-3-methoxyphenyl)methyl]acetamide;(4Z,7Z,10Z,13Z,16Z,19Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]docosa-4,7,10,13,16,19-hexaenamide
—— [(1R,6R,13S,15R)-13-benzyl-6-hydroxy-4,15-dimethyl-5-oxo-13-prop-1-en-2-yloxy-12,14-dioxatetracyclo[9.3.3.01,10.02,6]heptadeca-3,8-dien-8-yl]methyl 2-(4-hydroxy-3-methoxyphenyl)acetate —— C37H42O9
[(1R,6R,13S,15R)-13-benzyl-6-hydroxy-4,15-dimethyl-5-oxo-13-prop-1-en-2-yloxy-12,14-dioxatetracyclo[9.3.3.01,10.02,6]heptadeca-3,8-dien-8-yl]methyl 2-(4-hydroxy-3-methoxyphenyl)acetate
—— 4-(2,4-dichlorophenoxy)-N-[(1R)-1-(2-hydroxy-5-methoxyphenyl)ethyl]butanamide —— C19H21Cl2NO4
4-(2,4-dichlorophenoxy)-N-[(1R)-1-(2-hydroxy-5-methoxyphenyl)ethyl]butanamide
—— (2S)-N-[(4-hydroxyphenyl)methyl]-2-propan-2-yloxy-N-(pyridin-4-ylmethyl)propanamide —— C19H24N2O3
(2S)-N-[(4-hydroxyphenyl)methyl]-2-propan-2-yloxy-N-(pyridin-4-ylmethyl)propanamide
—— (2R)-N-[(4-hydroxyphenyl)methyl]-2-propan-2-yloxy-N-(pyridin-4-ylmethyl)propanamide —— C19H24N2O3
(2R)-N-[(4-hydroxyphenyl)methyl]-2-propan-2-yloxy-N-(pyridin-4-ylmethyl)propanamide
—— (3Z)-3-[(4-hydroxy-3-methoxyphenyl)methylidene]pyrrolidine-2,5-dione —— C12H11NO4
(3Z)-3-[(4-hydroxy-3-methoxyphenyl)methylidene]pyrrolidine-2,5-dione
—— (3Z)-1-benzyl-3-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]pyrrolidine-2,5-dione —— C20H19NO5
(3Z)-1-benzyl-3-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]pyrrolidine-2,5-dione
—— (3Z)-3-[(4-hydroxy-3-methoxyphenyl)methylidene]-1-(2-phenylethyl)pyrrolidine-2,5-dione —— C20H19NO4
(3Z)-3-[(4-hydroxy-3-methoxyphenyl)methylidene]-1-(2-phenylethyl)pyrrolidine-2,5-dione
—— (3Z)-1-benzyl-3-[(4-hydroxy-3-methoxyphenyl)methylidene]pyrrolidine-2,5-dione —— C19H17NO4
(3Z)-1-benzyl-3-[(4-hydroxy-3-methoxyphenyl)methylidene]pyrrolidine-2,5-dione
—— 3-[2-dimethylaminomethyl-6-(3-fluoro-4-hydroxyphenyl)-cyclohept-1-enyl]-phenol hydrochloride —— C22H26FNO2*ClH
3-[2-dimethylaminomethyl-6-(3-fluoro-4-hydroxyphenyl)-cyclohept-1-enyl]-phenol hydrochloride
—— 3-[2-dimethylaminomethyl-6-(4-hydroxyphenyl)-cyclohept-1-enyl]-phenol hydrochloride —— C22H27NO2*ClH
3-[2-dimethylaminomethyl-6-(4-hydroxyphenyl)-cyclohept-1-enyl]-phenol hydrochloride
—— N-(2-hydroxy 4-nitro phenyl)-N'-(2-bromo phenyl)-thiourea —— C13H10BrN3O3S
N-(2-hydroxy 4-nitro phenyl)-N'-(2-bromo phenyl)-thiourea