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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
—— 2,6-Dinitro-3-hydroxy-benzonitril 861604-57-1 C7H3N3O5
2,6-Dinitro-3-hydroxy-benzonitril
—— (1R)-1,2-dihydroxy-1-(2-hydroxyphenyl)ethane 146440-39-3 C8H10O3
(1R)-1,2-dihydroxy-1-(2-hydroxyphenyl)ethane
—— alpha-(4-Bromophenylimino)-4,6-dibromo-O-cresol 195452-16-5 C13H8Br3NO
alpha-(4-Bromophenylimino)-4,6-dibromo-O-cresol
—— N-[5-(2-Hydroxy-phenyl)-[1,3,4]thiadiazol-2-yl]-guanidine; hydrobromide 113112-33-7 BrH*C9H9N5OS
N-[5-(2-Hydroxy-phenyl)-[1,3,4]thiadiazol-2-yl]-guanidine; hydrobromide
—— aqabamycin G 1252019-82-1 C18H11N3O5
aqabamycin G
—— 2,2-dioxo-3,4-dihydro-2H-2λ<sup>6</sup>-benzo[e][1,2]oxathiine-4,7-diol 1447351-51-0 C8H8O5S
2,2-dioxo-3,4-dihydro-2H-2λ<sup>6</sup>-benzo[e][1,2]oxathiine-4,7-diol
—— 2-diethoxyphosphorylhydroquinone 64362-80-7 C10H15O5P
2-diethoxyphosphorylhydroquinone
—— 2-ethyl-N,N-dimethylbutan-1-amine;2,4,6-trinitrophenol 92368-50-8 C14H22N4O7
2-ethyl-N,N-dimethylbutan-1-amine;2,4,6-trinitrophenol
—— ethyl 3-(2,4,6-trimethylphenyl)-5-(2-hydroxyphenyl)-4-isoxazolecarboxylate 129207-87-0 C21H21NO4
ethyl 3-(2,4,6-trimethylphenyl)-5-(2-hydroxyphenyl)-4-isoxazolecarboxylate
—— N,N-dimethyl-2-propylpentan-1-amine;2,4,6-trinitrophenol 93153-87-8 C16H26N4O7
N,N-dimethyl-2-propylpentan-1-amine;2,4,6-trinitrophenol
—— (R)-S-2-hydroxyphenyl S-1-methylethyl sulfoximine 177944-25-1 C9H13NO2S
(R)-S-2-hydroxyphenyl S-1-methylethyl sulfoximine
—— benzyl(diethyl)azanium;2,4,6-trinitrophenolate —— C17H20N4O7
benzyl(diethyl)azanium;2,4,6-trinitrophenolate
—— 7-methylsalicylidene-cyclohexylamine 79602-24-7 C14H19NO
7-methylsalicylidene-cyclohexylamine
—— 2,4-dinitro-6-(2-thienyl)phenol 103068-37-7 C10H6N2O5S
2,4-dinitro-6-(2-thienyl)phenol
—— N-(4-hydroxy-3-methoxybenzylidene)benzylamine 124843-15-8 C15H15NO2
N-(4-hydroxy-3-methoxybenzylidene)benzylamine
—— 6-Chlor-salicylaldehyd-oxim 90048-08-1 C7H6ClNO2
6-Chlor-salicylaldehyd-oxim
—— 4-[2-(1H-1,2,4-triazol-1-yl)ethyl]phenol 80200-08-4 C10H11N3O
4-[2-(1H-1,2,4-triazol-1-yl)ethyl]phenol
—— 2-[1,3]Dithian-2-yl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenol 620595-07-5 C16H23BO3S2
2-[1,3]Dithian-2-yl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenol
—— 2,4-dihydroxybenzaldoxime 349660-79-3 C7H7NO3
2,4-dihydroxybenzaldoxime
—— 4-[2-(2-Chloromethyl-[1,3]dioxolan-2-yl)-ethyl]-phenol 37827-64-8 C12H15ClO3
4-[2-(2-Chloromethyl-[1,3]dioxolan-2-yl)-ethyl]-phenol
—— 4-benzyloxy-3-t-butylphenol 85969-40-0 C17H20O2
4-benzyloxy-3-t-butylphenol
—— 5-Methyl-salicylaldehyd-trimethylenmercaptal 54810-44-5 C11H14OS2
5-Methyl-salicylaldehyd-trimethylenmercaptal
—— (E)-3-(2,4-dihydroxybenzylidene)pyrrolidine-2,5-dione 1383603-25-5 C11H9NO4
(E)-3-(2,4-dihydroxybenzylidene)pyrrolidine-2,5-dione
—— 5-(2-(cyclopropylmethoxy)ethoxy)-2-hydroxybenzonitrile 83068-16-0 C13H15NO3
5-(2-(cyclopropylmethoxy)ethoxy)-2-hydroxybenzonitrile
—— 2-(4-methoxybenzyloxy)-5-hydroxybenzonitrile 1434804-25-7 C15H13NO3
2-(4-methoxybenzyloxy)-5-hydroxybenzonitrile
—— Ethyl-4-tetrafluorphenol 52223-81-1 C8H6F4O
Ethyl-4-tetrafluorphenol
—— 2-(5-bromo-2-hydroxyphenyl)-2-methyl-1,3-dithiane 1063713-09-6 C11H13BrOS2
2-(5-bromo-2-hydroxyphenyl)-2-methyl-1,3-dithiane
—— ethyl 5-(4-hydroxy-3,5-dimethoxyphenyl)-3-oxopentanoate 1139819-15-0 C15H20O6
ethyl 5-(4-hydroxy-3,5-dimethoxyphenyl)-3-oxopentanoate
—— 2-(1,3-dithian-2-yl)-4-nitrophenol 1374114-53-0 C10H11NO3S2
2-(1,3-dithian-2-yl)-4-nitrophenol
—— ethyl 2-{2-[2-(4-hydroxy-3,5-dimethoxyphenyl)-ethyl]-[1,3]dithian-2-yl}acetate 1139819-19-4 C18H26O5S2
ethyl 2-{2-[2-(4-hydroxy-3,5-dimethoxyphenyl)-ethyl]-[1,3]dithian-2-yl}acetate
—— NSC 125527 26449-45-6 C16H17NO4
NSC 125527
—— 2-hydroxy-3-nitro-6-chlorobenzenesulfonamide 276702-19-3 C6H5ClN2O5S
2-hydroxy-3-nitro-6-chlorobenzenesulfonamide
—— 1,2-Dibenzyl-5-methylpyrazol-3-one;2,4,6-trinitrophenol 7695-16-1 C24H21N5O8
1,2-Dibenzyl-5-methylpyrazol-3-one;2,4,6-trinitrophenol
—— 2-amino-5-methyl-3-nitrophenol 70637-53-5 C7H8N2O3
2-amino-5-methyl-3-nitrophenol
—— N-(3-hydroxy-4-methoxybenzyl)-N-[2-(4-aminocyclohex-1-enyl)ethyl]formamide 363132-82-5 C17H24N2O3
N-(3-hydroxy-4-methoxybenzyl)-N-[2-(4-aminocyclohex-1-enyl)ethyl]formamide
—— N-{2-(1,4-dithiaspiro[4.5]dec-7-en-8-yl)ethyl}-N-(3-hydroxy-4-methoxybenzyl)formamide 363132-86-9 C19H25NO3S2
N-{2-(1,4-dithiaspiro[4.5]dec-7-en-8-yl)ethyl}-N-(3-hydroxy-4-methoxybenzyl)formamide
—— N-(3-hydroxy-4-methoxybenzyl)-N-[2-(4-oxocyclohex-1-enyl)ethyl]formamide 363132-77-8 C17H21NO4
N-(3-hydroxy-4-methoxybenzyl)-N-[2-(4-oxocyclohex-1-enyl)ethyl]formamide
—— N-[2-(1-hydroxycyclohexyl)ethyl]-N-(3-hydroxy-4-methoxybenzyl)formamide 363132-92-7 C17H25NO4
N-[2-(1-hydroxycyclohexyl)ethyl]-N-(3-hydroxy-4-methoxybenzyl)formamide
—— 3-amino-propan-1-ol; picrate 79886-22-9 C3H9NO*C6H3N3O7
3-amino-propan-1-ol; picrate
—— 2-hydroxy-4-methylacetophenone semicarbazone 90871-78-6 C10H13N3O2
2-hydroxy-4-methylacetophenone semicarbazone
—— 3-(2-hydroxy-4-methyl-phenylamino)-4-[(S)-(tetrahydro-thiophen-3-yl)amino]-cyclobut-3-ene-1,2-dione 1228575-01-6 C15H16N2O3S
3-(2-hydroxy-4-methyl-phenylamino)-4-[(S)-(tetrahydro-thiophen-3-yl)amino]-cyclobut-3-ene-1,2-dione
—— N-methyl-N-(phenylmethyl)aniline; 2,4,6-trinitrophenol 38734-75-7 C20H18N4O7
N-methyl-N-(phenylmethyl)aniline; 2,4,6-trinitrophenol
—— 3-[(1R)-2-azido-1-hydroxyethyl]phenol 925430-42-8 C8H9N3O2
3-[(1R)-2-azido-1-hydroxyethyl]phenol
—— (R)-norphenylephrine 5596-07-6 C8H11NO2
(R)-norphenylephrine
—— 4-bromo-6-fluoro-3-methyl-2-nitrophenol 1418720-47-4 C7H5BrFNO3
4-bromo-6-fluoro-3-methyl-2-nitrophenol
—— 2-Chloro-6-(2-(3,4-dimethoxyphenyl)ethoxy)pyridine 1185999-44-3 C15H16ClNO3
2-Chloro-6-(2-(3,4-dimethoxyphenyl)ethoxy)pyridine
—— 2-diethylaminomethyl-6-nitrophenol 69084-06-6 C11H16N2O3
2-diethylaminomethyl-6-nitrophenol
—— 4-ethyl-2-methyl-6-nitrophenol 56520-99-1 C9H11NO3
4-ethyl-2-methyl-6-nitrophenol
—— 2-{[(E)-4-Ethyl-phenylimino]-methyl}-phenol 33721-62-9 C15H15NO
2-{[(E)-4-Ethyl-phenylimino]-methyl}-phenol
—— 2-(azidomethyl)benzene-1,4-diol 915018-94-9 C7H7N3O2
2-(azidomethyl)benzene-1,4-diol