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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
—— 4-Methoxy-5-methyl-3,6-dihydroxyphthalaldehyd 52643-53-5 C10H10O5
4-Methoxy-5-methyl-3,6-dihydroxyphthalaldehyd
—— 4-[2-[Methoxymethyl(methyl)amino]ethyl]phenol;hydrochloride —— C11H18ClNO2
4-[2-[Methoxymethyl(methyl)amino]ethyl]phenol;hydrochloride
—— benzene-1,3,5-triol;dihydrate —— C12H16O8
benzene-1,3,5-triol;dihydrate
—— O-ethyl 5-formyl-3-hydroxy-2-methoxybenzenecarbothioate —— C11H12O4S
O-ethyl 5-formyl-3-hydroxy-2-methoxybenzenecarbothioate
—— 4-[(2-Aminohydrazinyl)methoxy]phenol —— C7H11N3O2
4-[(2-Aminohydrazinyl)methoxy]phenol
—— 4-Hydroxybicyclo[4.2.0]octa-1(6),2,4,7-tetraene-7-carbonitrile —— C9H5NO
4-Hydroxybicyclo[4.2.0]octa-1(6),2,4,7-tetraene-7-carbonitrile
—— 2-[(E)-(2-amino-1,3-thiazol-4-ylidene)methyl]phenol —— C10H10N2OS
2-[(E)-(2-amino-1,3-thiazol-4-ylidene)methyl]phenol
—— 3-(1H-imidazol-2-ylmethyl)benzene-1,2-diol —— C10H10N2O2
3-(1H-imidazol-2-ylmethyl)benzene-1,2-diol
—— 3-(1H-imidazol-2-ylmethyl)benzene-1,2-diol;hydrochloride —— C10H11ClN2O2
3-(1H-imidazol-2-ylmethyl)benzene-1,2-diol;hydrochloride
—— 2-(2-Hydroxyethyl)-1-(4-hydroxyphenyl)guanidine —— C9H13N3O2
2-(2-Hydroxyethyl)-1-(4-hydroxyphenyl)guanidine
—— 3-Hydroxy-N-methyl-5-nitro-benzamide 58199-91-0 C8H8N2O4
3-Hydroxy-N-methyl-5-nitro-benzamide
—— heptapotassium;2-hydroxy-3-methoxybenzenesulfonate;3-hydroxy-2-methoxybenzenesulfonate;3-hydroxy-4-methoxybenzenesulfonate;4-hydroxy-3-methoxybenzenesulfonate;2-hydroxy-3-methoxy-5-methylbenzenesulfonate;3-hydroxy-2-methoxy-6-methylbenzenesulfonate;5-hydroxy-4-methoxy-2-methylbenzenesulfonate —— C52H55K7O35S7
heptapotassium;2-hydroxy-3-methoxybenzenesulfonate;3-hydroxy-2-methoxybenzenesulfonate;3-hydroxy-4-methoxybenzenesulfonate;4-hydroxy-3-methoxybenzenesulfonate;2-hydroxy-3-methoxy-5-methylbenzenesulfonate;3-hydroxy-2-methoxy-6-methylbenzenesulfonate;5-hydroxy-4-methoxy-2-methylbenzenesulfonate
—— (2E)-3-[(2-hydroxy-4-methylphenyl)amino]-1-(3,4,5-trimethoxyphenyl)prop-2-en-1-one —— C19H21NO5
(2E)-3-[(2-hydroxy-4-methylphenyl)amino]-1-(3,4,5-trimethoxyphenyl)prop-2-en-1-one
—— 2,3-Dimethoxy-4,6-dimethyl-5-(3-methylbut-2-enyl)phenol —— C15H22O3
2,3-Dimethoxy-4,6-dimethyl-5-(3-methylbut-2-enyl)phenol
—— (2E,5E)-5-(2-hydroxy-3-nitrobenzylidene)-2-[(2-methoxyphenyl)imino]-1,3-thiazolidin-4-one —— C17H13N3O5S
(2E,5E)-5-(2-hydroxy-3-nitrobenzylidene)-2-[(2-methoxyphenyl)imino]-1,3-thiazolidin-4-one
—— (5E)-3-(butan-2-yl)-5-[4-hydroxy-3-methoxy-5-(prop-2-en-1-yl)benzylidene]-1,3-thiazolidine-2,4-dione —— C18H21NO4S
(5E)-3-(butan-2-yl)-5-[4-hydroxy-3-methoxy-5-(prop-2-en-1-yl)benzylidene]-1,3-thiazolidine-2,4-dione
—— (5E)-3-(2-ethoxyethyl)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-2-phenylimino-1,3-thiazolidin-4-one —— C21H22N2O4S
(5E)-3-(2-ethoxyethyl)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-2-phenylimino-1,3-thiazolidin-4-one
—— 5-[3-[[6-[[(5-Fluoro-4-morpholin-4-ylpyrimidin-2-yl)diazenyl]methyl]pyridin-3-yl]amino]anilino]benzene-1,3-diol —— C26H25FN8O3
5-[3-[[6-[[(5-Fluoro-4-morpholin-4-ylpyrimidin-2-yl)diazenyl]methyl]pyridin-3-yl]amino]anilino]benzene-1,3-diol
—— (3E)-3-[(3-hydroxyphenyl)methylidene]oxolan-2-one —— C11H10O3
(3E)-3-[(3-hydroxyphenyl)methylidene]oxolan-2-one
—— [1-(4-Hydroxy-3-methoxy-5-methylphenyl)-2-(pyridin-3-ylamino)ethyl]phosphonic acid —— C15H19N2O5P
[1-(4-Hydroxy-3-methoxy-5-methylphenyl)-2-(pyridin-3-ylamino)ethyl]phosphonic acid
—— 4-chloro-6-(N-(2-chloro-4-hydroxyphenyl)anilino)pyrimidine-5-carbonitrile —— C17H10Cl2N4O
4-chloro-6-(N-(2-chloro-4-hydroxyphenyl)anilino)pyrimidine-5-carbonitrile
—— 4-chloro-2-(6,12-dihydrobenzimidazolo[1,2-c]quinazolin-6-yl)-6-nitrophenol —— C20H13ClN4O3
4-chloro-2-(6,12-dihydrobenzimidazolo[1,2-c]quinazolin-6-yl)-6-nitrophenol
—— [1-(4-Hydroxy-3-methoxy-5-methylphenyl)-2-(pyrazin-2-ylamino)ethyl]phosphonic acid —— C14H18N3O5P
[1-(4-Hydroxy-3-methoxy-5-methylphenyl)-2-(pyrazin-2-ylamino)ethyl]phosphonic acid
—— 4-[1-Diethoxyphosphoryl-2-(1,3-thiazol-2-ylimino)ethyl]-2-methoxy-6-methylphenol —— C17H23N2O5PS
4-[1-Diethoxyphosphoryl-2-(1,3-thiazol-2-ylimino)ethyl]-2-methoxy-6-methylphenol
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(2-methyl-1,3-thiazol-4-yl)acetamide —— C14H15N3O3S
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(2-methyl-1,3-thiazol-4-yl)acetamide
—— 5-(3-hydroxy-N-(2-hydroxyethylamino)-4-methylanilino)-4-methoxy-2-methylphenol —— C17H22N2O4
5-(3-hydroxy-N-(2-hydroxyethylamino)-4-methylanilino)-4-methoxy-2-methylphenol
—— 2-[1-Hydroxy-2-(7-phenyl-2,3,6,7-tetrahydro-1H-[1,4]diazepin-5-yl)-vinyl]-5-methyl-phenol —— C20H22N2O2
2-[1-Hydroxy-2-(7-phenyl-2,3,6,7-tetrahydro-1H-[1,4]diazepin-5-yl)-vinyl]-5-methyl-phenol
—— (5E)-5-(3-bromo-5-chloro-4-hydroxybenzylidene)-3-phenyl-1,3-thiazolidine-2,4-dione —— C16H9BrClNO3S
(5E)-5-(3-bromo-5-chloro-4-hydroxybenzylidene)-3-phenyl-1,3-thiazolidine-2,4-dione
—— (4Z)-4-(2-bromo-5-hydroxybenzylidene)-1-(3-bromophenyl)pyrazolidine-3,5-dione —— C16H10Br2N2O3
(4Z)-4-(2-bromo-5-hydroxybenzylidene)-1-(3-bromophenyl)pyrazolidine-3,5-dione
—— 3-Azatricyclo[7.4.0.02,5]trideca-1(9),10,12-trien-13-ol —— C12H15NO
3-Azatricyclo[7.4.0.02,5]trideca-1(9),10,12-trien-13-ol
—— ethane;phenol;1-N,1-N,1-N'-trimethyl-1-N'-propan-2-ylethane-1,1-diamine —— C16H32N2O
ethane;phenol;1-N,1-N,1-N'-trimethyl-1-N'-propan-2-ylethane-1,1-diamine
—— (4E)-4-(5-bromo-2-hydroxy-3-methoxybenzylidene)-1-(3-bromophenyl)pyrazolidine-3,5-dione —— C17H12Br2N2O4
(4E)-4-(5-bromo-2-hydroxy-3-methoxybenzylidene)-1-(3-bromophenyl)pyrazolidine-3,5-dione
—— 5-Bromo-2-chloro-4-iodophenol —— C6H3BrClIO
5-Bromo-2-chloro-4-iodophenol
—— Ethane;3-ethylphenol —— C10H16O
Ethane;3-ethylphenol
—— 4-[3-(cyclobutylmethyl)-4-hydroxyphenyl]-1-piperazin-1-ylbuta-2,3-dien-1-one —— C19H24N2O2
4-[3-(cyclobutylmethyl)-4-hydroxyphenyl]-1-piperazin-1-ylbuta-2,3-dien-1-one
—— 1,3-dichloro-2-hydroxy-5-[(4-methoxyphenoxy)sulfinylamino]benzene;1,3-dichloro-2-hydroxy-5-[(4-methylphenoxy)sulfinylamino]benzene;N-[4-(2-hydroxy-4-methoxy-5-methylphenyl)sulfinamoyloxyphenyl]acetamide;N-[4-(2-hydroxy-5-methoxy-4-methylphenyl)sulfinamoyloxyphenyl]acetamide —— C58H58Cl4N6O17S4
1,3-dichloro-2-hydroxy-5-[(4-methoxyphenoxy)sulfinylamino]benzene;1,3-dichloro-2-hydroxy-5-[(4-methylphenoxy)sulfinylamino]benzene;N-[4-(2-hydroxy-4-methoxy-5-methylphenyl)sulfinamoyloxyphenyl]acetamide;N-[4-(2-hydroxy-5-methoxy-4-methylphenyl)sulfinamoyloxyphenyl]acetamide
—— ethyl (5Z)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-(4-methoxyanilino)-4-oxothiophene-3-carboxylate —— C22H21NO6S
ethyl (5Z)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-(4-methoxyanilino)-4-oxothiophene-3-carboxylate
—— 4-[2-(Cyclopropylmethoxy)ethyl]-3-(propan-2-ylamino)phenol —— C15H23NO2
4-[2-(Cyclopropylmethoxy)ethyl]-3-(propan-2-ylamino)phenol
—— (5E)-5-[(2-hydroxy-3,5-dinitrophenyl)methylidene]-3-phenyl-1,3-thiazolidine-2,4-dione —— C16H9N3O7S
(5E)-5-[(2-hydroxy-3,5-dinitrophenyl)methylidene]-3-phenyl-1,3-thiazolidine-2,4-dione
—— 2-[(5Z)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-2-phenylacetic acid —— C19H15NO5S2
2-[(5Z)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-2-phenylacetic acid
—— (E)-3-(3-hydroxy-4-methoxyphenyl)-2-[4-(4-methylphenyl)-1,3-thiazol-2-yl]prop-2-enenitrile —— C20H16N2O2S
(E)-3-(3-hydroxy-4-methoxyphenyl)-2-[4-(4-methylphenyl)-1,3-thiazol-2-yl]prop-2-enenitrile
—— Ethane;4-methoxy-3,5-dimethylphenol —— C11H18O2
Ethane;4-methoxy-3,5-dimethylphenol
—— [5-Hydroxy-2-[4-(3-hydroxyphenyl)butyl]anilino]phosphonic acid —— C16H20NO5P
[5-Hydroxy-2-[4-(3-hydroxyphenyl)butyl]anilino]phosphonic acid
—— ethyl (2Z)-2-[(3-bromo-4-hydroxy-5-methoxyphenyl)methylidene]-5-(2,5-dimethoxyphenyl)-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C26H25BrN2O7S
ethyl (2Z)-2-[(3-bromo-4-hydroxy-5-methoxyphenyl)methylidene]-5-(2,5-dimethoxyphenyl)-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 2-(6,12-dihydrobenzimidazolo[1,2-c]quinazolin-6-yl)-4-nitrophenol —— C20H14N4O3
2-(6,12-dihydrobenzimidazolo[1,2-c]quinazolin-6-yl)-4-nitrophenol
—— tert-butyl (1R,5S)-2-(2-hydroxyphenyl)-3-oxabicyclo[3.1.0]hexane-1-carboxylate —— C16H20O4
tert-butyl (1R,5S)-2-(2-hydroxyphenyl)-3-oxabicyclo[3.1.0]hexane-1-carboxylate
—— N-[(Z)-(3-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-2-(5-methylpyrazol-1-yl)acetamide —— C14H15BrN4O3
N-[(Z)-(3-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-2-(5-methylpyrazol-1-yl)acetamide
—— (4-Hydroxy-3-methoxyphenyl)-oxomethanesulfinic acid —— C8H8O5S
(4-Hydroxy-3-methoxyphenyl)-oxomethanesulfinic acid
—— 30-(2,4,6-Trihydroxyphenyl)triacont-24-enal —— C36H62O4
30-(2,4,6-Trihydroxyphenyl)triacont-24-enal
—— 3,5,6-trichloro-4-[(2Z)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]pyridine-2-carboxylic acid —— C14H10Cl3N3O4
3,5,6-trichloro-4-[(2Z)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]pyridine-2-carboxylic acid