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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
—— (4Z)-3-hydroxy-4-[(2-hydroxy-3,5-dinitrophenyl)hydrazinylidene]cyclohexa-2,5-dien-1-one —— C12H8N4O7
(4Z)-3-hydroxy-4-[(2-hydroxy-3,5-dinitrophenyl)hydrazinylidene]cyclohexa-2,5-dien-1-one
—— (3Z)-6-hydroxy-3-[(2-hydroxy-3-nitro-5-sulfophenyl)hydrazinylidene]-4-oxocyclohexa-1,5-diene-1-carboxylic acid —— C13H9N3O10S
(3Z)-6-hydroxy-3-[(2-hydroxy-3-nitro-5-sulfophenyl)hydrazinylidene]-4-oxocyclohexa-1,5-diene-1-carboxylic acid
—— 2-hydroxy-5-nitro-3-[(2Z)-2-(2-oxodibenzofuran-1-ylidene)hydrazinyl]benzenesulfonic acid —— C18H11N3O8S
2-hydroxy-5-nitro-3-[(2Z)-2-(2-oxodibenzofuran-1-ylidene)hydrazinyl]benzenesulfonic acid
—— (6Z)-4-amino-6-[(2-hydroxy-3,5-dinitrophenyl)hydrazinylidene]-5-oxonaphthalene-1-sulfonic acid —— C16H11N5O9S
(6Z)-4-amino-6-[(2-hydroxy-3,5-dinitrophenyl)hydrazinylidene]-5-oxonaphthalene-1-sulfonic acid
—— 2-[(4E)-5-hydroxy-4-[1-(hydroxyamino)-3-(3-hydroxy-4-methoxyphenyl)propylidene]-3-oxocyclohexa-1,5-dien-1-yl]oxyacetic acid —— C18H19NO8
2-[(4E)-5-hydroxy-4-[1-(hydroxyamino)-3-(3-hydroxy-4-methoxyphenyl)propylidene]-3-oxocyclohexa-1,5-dien-1-yl]oxyacetic acid
—— 5-methoxy-2-[(1S)-1-[[(1R,2R)-2-methylcyclohexyl]amino]ethyl]phenol —— C16H25NO2
5-methoxy-2-[(1S)-1-[[(1R,2R)-2-methylcyclohexyl]amino]ethyl]phenol
—— 2-[[[(1R,2R,3R)-2,3-dimethylcyclohexyl]amino]methyl]-4-methoxyphenol —— C16H25NO2
2-[[[(1R,2R,3R)-2,3-dimethylcyclohexyl]amino]methyl]-4-methoxyphenol
—— 2-[[[(1S,2R,3R)-2,3-dimethylcyclohexyl]amino]methyl]-4-methoxyphenol —— C16H25NO2
2-[[[(1S,2R,3R)-2,3-dimethylcyclohexyl]amino]methyl]-4-methoxyphenol
—— 2-hydroxy-5-nitro-3-[[(Z)-(6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino]benzenesulfonic acid —— C13H10N2O7S
2-hydroxy-5-nitro-3-[[(Z)-(6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino]benzenesulfonic acid
—— 3-fluoro-2-[(1S)-1-(propylamino)ethyl]phenol —— C11H16FNO
3-fluoro-2-[(1S)-1-(propylamino)ethyl]phenol
—— 3-fluoro-2-[(1R)-1-(propylamino)ethyl]phenol —— C11H16FNO
3-fluoro-2-[(1R)-1-(propylamino)ethyl]phenol
—— 4-[(1R)-2-(diethylamino)-1-hydroxyethyl]phenol —— C12H19NO2
4-[(1R)-2-(diethylamino)-1-hydroxyethyl]phenol
—— 4-[(1R)-1-(ethylamino)ethyl]-2-fluorophenol —— C10H14FNO
4-[(1R)-1-(ethylamino)ethyl]-2-fluorophenol
—— (4R)-5-acetyl-4-(2-hydroxy-3-methoxyphenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one —— C14H16N2O4
(4R)-5-acetyl-4-(2-hydroxy-3-methoxyphenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one
—— 4-[(S)-hydroxy(thiophen-2-yl)methyl]phenol —— C11H10O2S
4-[(S)-hydroxy(thiophen-2-yl)methyl]phenol
—— 4-[(R)-hydroxy(thiophen-2-yl)methyl]phenol —— C11H10O2S
4-[(R)-hydroxy(thiophen-2-yl)methyl]phenol
—— 2-[(2R)-thiolan-2-yl]phenol —— C10H12OS
2-[(2R)-thiolan-2-yl]phenol
—— 3,5-dimethoxy-2-[(2S)-oxan-2-yl]phenol —— C13H18O4
3,5-dimethoxy-2-[(2S)-oxan-2-yl]phenol
—— [(2R)-2,3-dihydroxy-2-(2-hydroxy-4-methylphenyl)propyl] acetate —— C12H16O5
[(2R)-2,3-dihydroxy-2-(2-hydroxy-4-methylphenyl)propyl] acetate
—— Dihydroxy(oxo)azanium;3-hydroxybenzenecarboximidamide —— C7H10N3O4+
Dihydroxy(oxo)azanium;3-hydroxybenzenecarboximidamide
—— (4S)-4-(4-hydroxyphenyl)pentanoic acid —— C11H14O3
(4S)-4-(4-hydroxyphenyl)pentanoic acid
—— 4-methyl-2-[(2R)-oxan-2-yl]phenol —— C12H16O2
4-methyl-2-[(2R)-oxan-2-yl]phenol
—— 5-methyl-2-[(2S)-oxan-2-yl]phenol —— C12H16O2
5-methyl-2-[(2S)-oxan-2-yl]phenol
—— 3-[(5R)-2-thiophen-2-yl-4,5-dihydro-1,3-oxazol-5-yl]phenol —— C13H11NO2S
3-[(5R)-2-thiophen-2-yl-4,5-dihydro-1,3-oxazol-5-yl]phenol
—— 2-[(2S)-oxolan-2-yl]phenol —— C10H12O2
2-[(2S)-oxolan-2-yl]phenol
—— 4-[(2R)-butan-2-yl]oxyphenol —— C10H14O2
4-[(2R)-butan-2-yl]oxyphenol
—— (5E)-2-(3,5-dimethylphenyl)imino-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-1,3-thiazolidin-4-one —— C19H18N2O3S
(5E)-2-(3,5-dimethylphenyl)imino-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-1,3-thiazolidin-4-one
—— (2S,5Z)-3-(4-ethoxyphenyl)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-2-(3-nitrophenyl)-1,1-dioxo-1,3-thiazolidin-4-one —— C25H22N2O8S
(2S,5Z)-3-(4-ethoxyphenyl)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-2-(3-nitrophenyl)-1,1-dioxo-1,3-thiazolidin-4-one
—— (5Z)-5-[(2-hydroxyphenyl)methylidene]-1,3-thiazolidin-4-one —— C10H9NO2S
(5Z)-5-[(2-hydroxyphenyl)methylidene]-1,3-thiazolidin-4-one
—— (2S)-2-(2-hydroxyphenyl)-N-methyl-1,3-thiazolidine-3-carboxamide —— C11H14N2O2S
(2S)-2-(2-hydroxyphenyl)-N-methyl-1,3-thiazolidine-3-carboxamide
—— (2R)-2-(4-hydroxyphenyl)-N-methyl-1,3-thiazolidine-3-carboxamide —— C11H14N2O2S
(2R)-2-(4-hydroxyphenyl)-N-methyl-1,3-thiazolidine-3-carboxamide
—— 3-[(1R,2S)-2-amino-1-hydroxybutyl]phenol —— C10H15NO2
3-[(1R,2S)-2-amino-1-hydroxybutyl]phenol
—— (Z)-N-[2-(cyclohexylamino)-2-oxoethyl]-4-(2-hydroxy-4-methoxyphenyl)-4-oxo-N-(thiophen-2-ylmethyl)but-2-enamide —— C24H28N2O5S
(Z)-N-[2-(cyclohexylamino)-2-oxoethyl]-4-(2-hydroxy-4-methoxyphenyl)-4-oxo-N-(thiophen-2-ylmethyl)but-2-enamide
—— 2-(4-Hydroxybenzylidene)-6-(1-piperidinylmethyl)cyclohexanone hydrochloride —— C19H25NO2
2-(4-Hydroxybenzylidene)-6-(1-piperidinylmethyl)cyclohexanone hydrochloride
—— (Z)-2-[4-(1,3-benzodioxol-5-yl)-1,3-thiazol-2-yl]-3-(3-hydroxy-4-methoxyphenyl)prop-2-enenitrile —— C20H14N2O4S
(Z)-2-[4-(1,3-benzodioxol-5-yl)-1,3-thiazol-2-yl]-3-(3-hydroxy-4-methoxyphenyl)prop-2-enenitrile
—— 2-chloro-4-nitro-6-[[(Z)-2-nitroethenyl]amino]phenol —— C8H6ClN3O5
2-chloro-4-nitro-6-[[(Z)-2-nitroethenyl]amino]phenol
—— 6-[(Z)-2-(2-hydroxy-3-methoxyphenyl)ethenyl]-5-nitro-1H-pyrimidine-2,4-dione —— C13H11N3O6
6-[(Z)-2-(2-hydroxy-3-methoxyphenyl)ethenyl]-5-nitro-1H-pyrimidine-2,4-dione
—— 3-[(5R)-3-ethyl-2-imino-1,3-thiazolidin-5-yl]phenol —— C11H14N2OS
3-[(5R)-3-ethyl-2-imino-1,3-thiazolidin-5-yl]phenol
—— (5Z,8Z,11E,14Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]icosa-5,8,11,14-tetraenamide —— C28H41NO3
(5Z,8Z,11E,14Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]icosa-5,8,11,14-tetraenamide
—— 5-[(Z)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-6-nitro-1H-[1,2,4]triazolo[1,5-a]pyrimidin-7-one —— C14H11N5O5
5-[(Z)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-6-nitro-1H-[1,2,4]triazolo[1,5-a]pyrimidin-7-one
—— (3S)-3-[(dimethylamino)methyl]-6-hydroxy-3H-2-benzothiophen-1-one —— C11H13NO2S
(3S)-3-[(dimethylamino)methyl]-6-hydroxy-3H-2-benzothiophen-1-one
—— (5Z)-5-[(3-bromo-4-hydroxy-5-nitrophenyl)methylidene]-3-phenyl-1,3-thiazolidine-2,4-dione —— C16H9BrN2O5S
(5Z)-5-[(3-bromo-4-hydroxy-5-nitrophenyl)methylidene]-3-phenyl-1,3-thiazolidine-2,4-dione
—— (2R,5E)-2-(4-ethylanilino)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-1,3-thiazolidin-4-one —— C19H20N2O3S
(2R,5E)-2-(4-ethylanilino)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-1,3-thiazolidin-4-one
—— 3-[(5S)-2,2-dimethyl-1,3-oxazolidin-5-yl]phenol —— C11H15NO2
3-[(5S)-2,2-dimethyl-1,3-oxazolidin-5-yl]phenol
—— (Z)-3-(4-bromo-2-methylpyrazol-3-yl)-1-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-one —— C14H13BrN2O3
(Z)-3-(4-bromo-2-methylpyrazol-3-yl)-1-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-one
—— (Z)-3-(3-hydroxy-4-methoxyphenyl)-2-[4-(4-nitrophenyl)-1,3-thiazol-2-yl]prop-2-enenitrile —— C19H13N3O4S
(Z)-3-(3-hydroxy-4-methoxyphenyl)-2-[4-(4-nitrophenyl)-1,3-thiazol-2-yl]prop-2-enenitrile
—— (Z)-3-(1,3-benzothiazol-2-yl)-4-(3-hydroxy-4-methoxyphenyl)but-3-enoic acid —— C18H15NO4S
(Z)-3-(1,3-benzothiazol-2-yl)-4-(3-hydroxy-4-methoxyphenyl)but-3-enoic acid
—— (3E)-3-[(2-hydroxy-5-nitrophenyl)methylidene]-1H-indol-2-one —— C15H10N2O4
(3E)-3-[(2-hydroxy-5-nitrophenyl)methylidene]-1H-indol-2-one
—— methyl (4E)-4-[(4-hydroxyphenyl)methylidene]-2-methyl-5-oxo-1H-pyrrole-3-carboxylate —— C14H13NO4
methyl (4E)-4-[(4-hydroxyphenyl)methylidene]-2-methyl-5-oxo-1H-pyrrole-3-carboxylate
—— (5E)-3-(2-cyclopentylethyl)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C18H21NO3S2
(5E)-3-(2-cyclopentylethyl)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one