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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
—— 3-hydroxy-4-nitrobenzoyl chloride 36852-58-1 C7H4ClNO4
3-hydroxy-4-nitrobenzoyl chloride
—— 3-Hydroxy-N-methoxy-N-methyl-4-nitro-benzamide 909124-60-3 C9H10N2O5
3-Hydroxy-N-methoxy-N-methyl-4-nitro-benzamide
—— Triethylhydrochinon 25113-17-1 C12H18O2
Triethylhydrochinon
—— 4-(tetrahydropyran-4-yl)benzene-1,3-diol 1228321-01-4 C11H14O3
4-(tetrahydropyran-4-yl)benzene-1,3-diol
—— 4,4-diethylcyclohexyl 3-(4-hydroxy-3-methoxybenzylcarbamoyl)-azetidine-1-carboxylate 1193988-05-4 C23H34N2O5
4,4-diethylcyclohexyl 3-(4-hydroxy-3-methoxybenzylcarbamoyl)-azetidine-1-carboxylate
—— 2-cyclooctylhydroquinone 4197-84-6 C14H20O2
2-cyclooctylhydroquinone
—— 2,4,6-Trinitrophenol-azecane(1:1) 51206-66-7 C15H22N4O7
2,4,6-Trinitrophenol-azecane(1:1)
—— 2-Ethenyl-1-methylpiperidine;2,4,6-trinitrophenol 62101-07-9 C14H18N4O7
2-Ethenyl-1-methylpiperidine;2,4,6-trinitrophenol
—— N,N-diethyl-3-(2-hydroxy-5-methoxyphenyl)-2-thiophenecarboxamide 1160708-08-6 C16H19NO3S
N,N-diethyl-3-(2-hydroxy-5-methoxyphenyl)-2-thiophenecarboxamide
—— 3,9,15,21,27-Pentatert-butyl-32,32-di(propan-2-yl)-31,33-dioxa-32-silaheptacyclo[27.5.1.17,11.113,17.119,23.05,34.025,30]octatriaconta-1,3,5(34),7,9,11(38),13,15,17(37),19(36),20,22,25(30),26,28-pentadecaene-36,37,38-triol 1192283-06-9 C61H82O5Si
3,9,15,21,27-Pentatert-butyl-32,32-di(propan-2-yl)-31,33-dioxa-32-silaheptacyclo[27.5.1.17,11.113,17.119,23.05,34.025,30]octatriaconta-1,3,5(34),7,9,11(38),13,15,17(37),19(36),20,22,25(30),26,28-pentadecaene-36,37,38-triol
—— 2-[3-(Oxan-2-yloxy)prop-1-ynyl]-4,5-di(propan-2-yloxy)phenol 1169767-71-8 C20H28O5
2-[3-(Oxan-2-yloxy)prop-1-ynyl]-4,5-di(propan-2-yloxy)phenol
—— 2,3-dihydroxy-4,6-dimethoxybenzaldehyde 69832-55-9 C9H10O5
2,3-dihydroxy-4,6-dimethoxybenzaldehyde
—— 4,6-Dimethoxy-3-ethoxy-2-hydroxybenzaldehyd 69832-50-4 C11H14O5
4,6-Dimethoxy-3-ethoxy-2-hydroxybenzaldehyd
—— 2,3,5-Trimethoxy-phenol 20660-35-9 C9H12O4
2,3,5-Trimethoxy-phenol
—— 3,9,15,21,27-Pentatert-butyl-32,32-diphenyl-31,33-dioxa-32-silaheptacyclo[27.5.1.17,11.113,17.119,23.05,34.025,30]octatriaconta-1,3,5(34),7,9,11(38),13,15,17(37),19(36),20,22,25(30),26,28-pentadecaene-36,37,38-triol 1192283-05-8 C67H78O5Si
3,9,15,21,27-Pentatert-butyl-32,32-diphenyl-31,33-dioxa-32-silaheptacyclo[27.5.1.17,11.113,17.119,23.05,34.025,30]octatriaconta-1,3,5(34),7,9,11(38),13,15,17(37),19(36),20,22,25(30),26,28-pentadecaene-36,37,38-triol
—— methyl 2-(4-chloro-2-hydroxyphenyl)acetate 518979-09-4 C9H9ClO3
methyl 2-(4-chloro-2-hydroxyphenyl)acetate
—— 6-{(2R,3S,4S,5S,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-[(S)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyl]-3,5-dimethyl-tetrahydro-pyran-2-yl}-2,4-dimethoxy-3-methyl-phenol 717916-71-7 C33H62O6Si2
6-{(2R,3S,4S,5S,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-[(S)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyl]-3,5-dimethyl-tetrahydro-pyran-2-yl}-2,4-dimethoxy-3-methyl-phenol
—— 2,6-Dimethyl-4-(methyl-mercaptomethyl)-phenol 4526-45-8 C10H14OS
2,6-Dimethyl-4-(methyl-mercaptomethyl)-phenol
—— 4-(3-chloro-1-methylpropyl)phenol 1072474-71-5 C10H13ClO
4-(3-chloro-1-methylpropyl)phenol
—— 3-(dimethylamino)-5-nitrophenol 13831-54-4 C8H10N2O3
3-(dimethylamino)-5-nitrophenol
—— o-cresol-diethyl ether complex 53313-49-8 C4H10O*C7H8O
o-cresol-diethyl ether complex
—— 5-acetyl-2-(2-hydroxy-5-methoxybenzylamino)-1-methylpyrrole 94631-56-8 C15H18N2O3
5-acetyl-2-(2-hydroxy-5-methoxybenzylamino)-1-methylpyrrole
—— tetraisopropyl 2-(4-hydroxy-3,5-dimethoxyphenyl)ethylidene-diphosphonate 501020-08-2 C22H40O9P2
tetraisopropyl 2-(4-hydroxy-3,5-dimethoxyphenyl)ethylidene-diphosphonate
—— 3-nitro-benzoic acid vanillylidenehydrazide 117522-83-5 C15H13N3O5
3-nitro-benzoic acid vanillylidenehydrazide
—— 6-chloro-noradrenaline 101996-38-7 C8H10ClNO3
6-chloro-noradrenaline
—— (R,R)-1,2-cyclohexylenediamino-di-(R,R)-[(2-hydroxyphenyl)-methylphosphonic acid] 1537890-05-3 C20H28N2O8P2
(R,R)-1,2-cyclohexylenediamino-di-(R,R)-[(2-hydroxyphenyl)-methylphosphonic acid]
—— [4-(1-Deuterio-2-hydroxyethyl)phenyl] acetate 1245926-99-1 C10H12O3
[4-(1-Deuterio-2-hydroxyethyl)phenyl] acetate
—— 2-Chlor-4,6-dinitro-3-hydroxy-benzaldehyd 1854-60-0 C7H3ClN2O6
2-Chlor-4,6-dinitro-3-hydroxy-benzaldehyd
—— ethyl [(3-hydroxybenzyl)thio]acetate 672931-07-6 C11H14O3S
ethyl [(3-hydroxybenzyl)thio]acetate
—— 2-Benzyloxy-5-hydroxymethyl-3-methoxy-phenol 852810-65-2 C15H16O4
2-Benzyloxy-5-hydroxymethyl-3-methoxy-phenol
—— anti-7,10,15,18-tetrahydroxy<4.2>metacyclophane 143309-59-5 C18H20O4
anti-7,10,15,18-tetrahydroxy<4.2>metacyclophane
—— 2-{[(E)-2-Hydroxy-1,1-dimethyl-ethylimino]-methyl}-4-nitro-phenol 25458-15-5 C11H14N2O4
2-{[(E)-2-Hydroxy-1,1-dimethyl-ethylimino]-methyl}-4-nitro-phenol
—— 5-(3-Hydroxy-4-methoxy-phenyl)-valeriansaeure 18238-48-7 C12H16O4
5-(3-Hydroxy-4-methoxy-phenyl)-valeriansaeure
—— 5-methyl-4-(methylsulfonyl)-2-nitrophenol 1134197-91-3 C8H9NO5S
5-methyl-4-(methylsulfonyl)-2-nitrophenol
—— 6,15-di-tert-butyl-9,18-dihydroxy[3.3]metacyclophane 70675-15-9 C26H36O2
6,15-di-tert-butyl-9,18-dihydroxy[3.3]metacyclophane
—— 2,4,6-Trinitrophenol-2-(pyridin-4-yl)ethanol(1:1) 32080-61-8 C13H12N4O8
2,4,6-Trinitrophenol-2-(pyridin-4-yl)ethanol(1:1)
—— 3-(3-Chloropropyl)pyridine;2,4,6-trinitrophenol 69603-41-4 C14H13ClN4O7
3-(3-Chloropropyl)pyridine;2,4,6-trinitrophenol
—— 5-Bromo-3,4-dimethoxy-2-methyl-phenol 851122-00-4 C9H11BrO3
5-Bromo-3,4-dimethoxy-2-methyl-phenol
—— Tris-(p-hydroxyphenyl)-s-trithian 63978-69-8 C21H18O3S3
Tris-(p-hydroxyphenyl)-s-trithian
—— sodium [3-hydroxy-5-pentylphenyl]acetate 1254580-24-9 C13H17O3*Na
sodium [3-hydroxy-5-pentylphenyl]acetate
—— methyl [3-hydroxy-5-pentylphenyl]acetate 1254580-44-3 C14H20O3
methyl [3-hydroxy-5-pentylphenyl]acetate
—— [3-hydroxy-5-pentylphenyl]acetic acid 1254580-45-4 C13H18O3
[3-hydroxy-5-pentylphenyl]acetic acid
—— 2,4,6-Trinitrophenol-2-(2-chloroethyl)pyridine(1:1) 69603-38-9 C13H11ClN4O7
2,4,6-Trinitrophenol-2-(2-chloroethyl)pyridine(1:1)
—— 3-(1,1-dimethylethyl-diphenyl-silanyloxy)methyl-2-fluoro-phenol 960001-12-1 C23H25FO2Si
3-(1,1-dimethylethyl-diphenyl-silanyloxy)methyl-2-fluoro-phenol
—— 2-Pyridin-4-ylethanethiol;2,4,6-trinitrophenol 69603-95-8 C13H12N4O7S
2-Pyridin-4-ylethanethiol;2,4,6-trinitrophenol
—— 3-(1-Oxidopyridin-1-ium-4-yl)propane-1-thiol;2,4,6-trinitrophenol 69603-72-1 C14H14N4O8S
3-(1-Oxidopyridin-1-ium-4-yl)propane-1-thiol;2,4,6-trinitrophenol
—— 2-(2-Chloroethyl)-5-ethylpyridine;2,4,6-trinitrophenol 69603-37-8 C15H15ClN4O7
2-(2-Chloroethyl)-5-ethylpyridine;2,4,6-trinitrophenol
—— 3-Pyridin-3-ylpropane-1-thiol;2,4,6-trinitrophenol 69603-94-7 C14H14N4O7S
3-Pyridin-3-ylpropane-1-thiol;2,4,6-trinitrophenol
—— 3,5-Dichloro-4-(2-hydroxyethoxy)phenol —— C7H13N2O4Pol
3,5-Dichloro-4-(2-hydroxyethoxy)phenol
—— 2-(2-Chloroethyl)-4,6-dimethylpyridine;2,4,6-trinitrophenol 69603-40-3 C15H15ClN4O7
2-(2-Chloroethyl)-4,6-dimethylpyridine;2,4,6-trinitrophenol