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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
—— 2-fluoro-5-[5-(4-hydroxyphenyl)-2-thienyl]phenol 1193524-81-0 C16H11FO2S
2-fluoro-5-[5-(4-hydroxyphenyl)-2-thienyl]phenol
—— 2-fluoro-4-[5-(4-fluoro-3-hydroxyphenyl)thien-2-yl]phenol 1193524-99-0 C16H10F2O2S
2-fluoro-4-[5-(4-fluoro-3-hydroxyphenyl)thien-2-yl]phenol
—— N-(3-[5-(3-hydroxyphenyl)-2-thienyl]benzyl)methanesulfonamide 1193524-64-9 C18H17NO3S2
N-(3-[5-(3-hydroxyphenyl)-2-thienyl]benzyl)methanesulfonamide
—— 5-(3-Hydroxy-4-methoxyphenyl)-5-methyl-2-phenyl-4,5-dihydropyridazin-3(2H)-one 1092388-61-8 C18H18N2O3
5-(3-Hydroxy-4-methoxyphenyl)-5-methyl-2-phenyl-4,5-dihydropyridazin-3(2H)-one
—— 4-chloro-3-fluoro-5-methoxyphenol 920036-40-4 C7H6ClFO2
4-chloro-3-fluoro-5-methoxyphenol
—— [2-(6-allyloxy-2-bromo-3-hydroxyphenyl)ethyl]carbamic acid tert-butyl ester 1203905-07-0 C16H22BrNO4
[2-(6-allyloxy-2-bromo-3-hydroxyphenyl)ethyl]carbamic acid tert-butyl ester
—— 4-Methoxy-2-(3-propan-2-ylideneinden-1-yl)phenol 1202185-94-1 C19H18O2
4-Methoxy-2-(3-propan-2-ylideneinden-1-yl)phenol
—— 3,4,5-trihydroxy-N-octadecylbenzamide 87667-26-3 C25H43NO4
3,4,5-trihydroxy-N-octadecylbenzamide
—— Docosyl 3,4,5-trihydroxybenzamide 109462-52-4 C29H51NO4
Docosyl 3,4,5-trihydroxybenzamide
—— (E)-N-Hydroxy-5-(2-hydroxy-3-methoxystyryl)furan-2-carboxamide 1019734-16-7 C14H13NO5
(E)-N-Hydroxy-5-(2-hydroxy-3-methoxystyryl)furan-2-carboxamide
—— 3-methoxy-6-[(1,2,3-trimethoxy-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-yl)methyl]benzene-1,2-diol 1073537-25-3 C22H28O6
3-methoxy-6-[(1,2,3-trimethoxy-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-yl)methyl]benzene-1,2-diol
—— 3-(10-Heptadecenyl)phenol 111047-33-7 C23H38O
3-(10-Heptadecenyl)phenol
—— 2-Cyano-3-(4-hydroxy-phenyl)-but-2-enedinitrile 72971-39-2 C11H5N3O
2-Cyano-3-(4-hydroxy-phenyl)-but-2-enedinitrile
—— (E)-1-(5-butoxy-2-hydroxyphenyl)-3-(5-methylthiophen-2-yl)prop-2-en-1-one 1067559-86-7 C18H20O3S
(E)-1-(5-butoxy-2-hydroxyphenyl)-3-(5-methylthiophen-2-yl)prop-2-en-1-one
—— (E)-1-(2-hydroxy-5-propoxyphenyl)-3-(5-methylthiophen-2-yl)prop-2-en-1-one 1067559-74-3 C17H18O3S
(E)-1-(2-hydroxy-5-propoxyphenyl)-3-(5-methylthiophen-2-yl)prop-2-en-1-one
—— (E)-1-(5-ethoxy-2-hydroxyphenyl)-3-(5-methylthiophen-2-yl)prop-2-en-1-one 1067559-63-0 C16H16O3S
(E)-1-(5-ethoxy-2-hydroxyphenyl)-3-(5-methylthiophen-2-yl)prop-2-en-1-one
—— 4-([5-(3-hydroxy-4-methoxybenzylidene)-4-oxo-2-(phenylimino)thiazolidin-3-yl]methyl)benzoic acid 1148127-01-8 C25H20N2O5S
4-([5-(3-hydroxy-4-methoxybenzylidene)-4-oxo-2-(phenylimino)thiazolidin-3-yl]methyl)benzoic acid
—— (E)-6-fluoro-3-(3-hydroxy-4-methoxybenzylidene)indolin-2-one 1148119-13-4 C16H12FNO3
(E)-6-fluoro-3-(3-hydroxy-4-methoxybenzylidene)indolin-2-one
—— 4-([5-(4-hydroxy-3-methoxybenzylidene)-4-oxo-2-(phenylimino)thiazolidin-3-yl]methyl)benzoic acid 1148127-02-9 C25H20N2O5S
4-([5-(4-hydroxy-3-methoxybenzylidene)-4-oxo-2-(phenylimino)thiazolidin-3-yl]methyl)benzoic acid
—— 2-[(5Z)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide 1039558-89-8 C13H12N2O5S
2-[(5Z)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide
—— 2-[(5Z)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide 1039558-88-7 C13H12N2O5S
2-[(5Z)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide
—— (4S,5R,8R,9S,10S)-8,9,10-trihydroxy-4-(4-hydroxyphenyl)-1,6-dioxaspiro[4.5]decan-2-one 1206770-15-1 C14H16O7
(4S,5R,8R,9S,10S)-8,9,10-trihydroxy-4-(4-hydroxyphenyl)-1,6-dioxaspiro[4.5]decan-2-one
—— 2-Phenylamino-4-(5-fluoro-2-hydroxy-phenyl)-thiazole 1512-76-1 C15H11FN2OS
2-Phenylamino-4-(5-fluoro-2-hydroxy-phenyl)-thiazole
—— (3-chloro-4-hydroxy-5-nitro-phenyl)-(2,3-dihydro-pyrido[3,4-b][1,4]oxazin-1-yl)-methanone 1198153-50-2 C14H10ClN3O5
(3-chloro-4-hydroxy-5-nitro-phenyl)-(2,3-dihydro-pyrido[3,4-b][1,4]oxazin-1-yl)-methanone
—— 2-(5-amino-3,4-dihydro-2H-pyrrol-1-ium-1-yl)phenol;chloride 1049745-24-5 C10H13ClN2O
2-(5-amino-3,4-dihydro-2H-pyrrol-1-ium-1-yl)phenol;chloride
—— Benzene-1,4-diol;4,6-dichloro-5-(pyrrolidin-1-ylmethylidene)cyclohexa-3,6-diene-1,3-dicarbaldehyde 119141-11-6 C6H6O2*2C13H13Cl2NO2
Benzene-1,4-diol;4,6-dichloro-5-(pyrrolidin-1-ylmethylidene)cyclohexa-3,6-diene-1,3-dicarbaldehyde
—— 1H-indole;2,4,6-trinitrophenol 2084-47-1 C14H10N4O7
1H-indole;2,4,6-trinitrophenol
—— 2-(3-methyloxetan-3-yl)phenol 1123786-84-4 C10H12O2
2-(3-methyloxetan-3-yl)phenol
—— 3-[3-(4-hydroxyphenyl)propyl]-5-methyl-5-phenyl-4,5-dihydroisoxazole 1158558-42-9 C19H21NO2
3-[3-(4-hydroxyphenyl)propyl]-5-methyl-5-phenyl-4,5-dihydroisoxazole
—— 4-(2-Isocyanatoethyl)phenol 132740-46-6 C9H9NO2
4-(2-Isocyanatoethyl)phenol
—— N-cyclopropyl-11-(3,5-dihydroxyphenoxy)undecanamide 1150586-60-9 C20H31NO4
N-cyclopropyl-11-(3,5-dihydroxyphenoxy)undecanamide
—— 3,4-dihydroxy-5-methoxy-2-(7-methoxy-2,2-dimethyl-4-oxo-4H-benzo[1,3]dioxin-5-yl)benzaldehyde 1170034-94-2 C19H18O8
3,4-dihydroxy-5-methoxy-2-(7-methoxy-2,2-dimethyl-4-oxo-4H-benzo[1,3]dioxin-5-yl)benzaldehyde
—— 4-[1-[[3-(4-Methyl-1-piperazinyl)propyl]amino]ethyl]phenol 1042528-40-4 C16H27N3O
4-[1-[[3-(4-Methyl-1-piperazinyl)propyl]amino]ethyl]phenol
—— 2-Methoxy-4-[1-[(1-propyl-4-piperidinyl)amino]ethyl]phenol 1042614-43-6 C17H28N2O2
2-Methoxy-4-[1-[(1-propyl-4-piperidinyl)amino]ethyl]phenol
—— N,N-diethyl-3-(2-hydroxy-3-methoxyphenyl)furan-2-carboxamide 1160708-12-2 C16H19NO4
N,N-diethyl-3-(2-hydroxy-3-methoxyphenyl)furan-2-carboxamide
—— Potassium;formaldehyde;3-hydroxyphenolate 155122-63-7 C7H7KO3
Potassium;formaldehyde;3-hydroxyphenolate
—— Formaldehyde;2-methylphenol;2-nonylphenol;phenol 74486-33-2 C29H40O4
Formaldehyde;2-methylphenol;2-nonylphenol;phenol
—— Benzene-1,4-diol;4-oxatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione;propane-1,2-diol 83864-25-9 C18H22O7
Benzene-1,4-diol;4-oxatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione;propane-1,2-diol
—— Einecs 279-485-8 80484-34-0 C25H30N8O15
Einecs 279-485-8
—— N-(2-hydroxy-3,5-dinitrophenethyl)-2,2,2-trifluoroacetamide 1161880-89-2 C10H8F3N3O6
N-(2-hydroxy-3,5-dinitrophenethyl)-2,2,2-trifluoroacetamide
—— 1-[4-[2-(Cyclobutylmethoxy)ethyl]phenoxy]-3-(4-phenylbutan-2-ylamino)propan-2-ol 63659-71-2 C26H37NO3
1-[4-[2-(Cyclobutylmethoxy)ethyl]phenoxy]-3-(4-phenylbutan-2-ylamino)propan-2-ol
—— 5-[9-(2,3-Dihydroxyphenyl)nonyl]-3-methylideneoxolan-2-one 104876-09-7 C20H28O4
5-[9-(2,3-Dihydroxyphenyl)nonyl]-3-methylideneoxolan-2-one
—— N-(4,5-Dihydro-1,3-thiazol-2-yl)-3,4,5-trihydroxybenzamide 692752-51-5 C10H10N2O4S
N-(4,5-Dihydro-1,3-thiazol-2-yl)-3,4,5-trihydroxybenzamide
—— ethyl 4-(5-hydroxy-2-nitrophenyl)-6-methyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxylate 863774-47-4 C14H15N3O5S
ethyl 4-(5-hydroxy-2-nitrophenyl)-6-methyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— 4,4-dimethylcyclohexyl (S)-3-(4-hydroxy-3-methoxybenzylcarbamoyl)-pyrrolidine-1-carboxylate 1193988-18-9 C22H32N2O5
4,4-dimethylcyclohexyl (S)-3-(4-hydroxy-3-methoxybenzylcarbamoyl)-pyrrolidine-1-carboxylate
—— (R)-N-(5-(2-(4-hydroxybenzyl)-5-oxo-2,5-dihydro-1H-pyrrol-1-yl)-3,5-dioxopentyl)-6,6-dimethylheptanamide 1190758-14-5 C25H34N2O5
(R)-N-(5-(2-(4-hydroxybenzyl)-5-oxo-2,5-dihydro-1H-pyrrol-1-yl)-3,5-dioxopentyl)-6,6-dimethylheptanamide
—— (4S,5R,8R,9S,10R)-8,9,10-trihydroxy-4-(4-hydroxyphenyl)-1,6-dioxaspiro[4.5]decan-2-one 1206770-08-2 C14H16O7
(4S,5R,8R,9S,10R)-8,9,10-trihydroxy-4-(4-hydroxyphenyl)-1,6-dioxaspiro[4.5]decan-2-one
—— 2-(Pyrrolidin-1-ylmethyl)aniline;2,4,6-trinitrophenol 55727-60-1 C17H19N5O7
2-(Pyrrolidin-1-ylmethyl)aniline;2,4,6-trinitrophenol
—— N-[2-(4-hydroxy-3-methoxyphenyl)-4-oxo-1,3-thiazolidin-3-yl]pyridine-4-carboxamide 79844-14-7 C16H15N3O4S
N-[2-(4-hydroxy-3-methoxyphenyl)-4-oxo-1,3-thiazolidin-3-yl]pyridine-4-carboxamide
—— 2-(2-Cyclohexylethyl)-1,1-dioxo-1-benzothiophen-6-ol 1001203-30-0 C16H20O3S
2-(2-Cyclohexylethyl)-1,1-dioxo-1-benzothiophen-6-ol