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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-Dimethyl-4-propenyl-phenol 36197-11-2 C11H14O
2,6-Dimethyl-4-propenyl-phenol
—— 2,2'-(1,2-ethanediyldiimino)-4,4'-dimethylbisphenol 130966-13-1 C16H20N2O2
2,2'-(1,2-ethanediyldiimino)-4,4'-dimethylbisphenol
—— 2-(tetrahydro-2-thienyl)phenol S-Oxide 119019-43-1 C10H12O2S
2-(tetrahydro-2-thienyl)phenol S-Oxide
—— 1-benzyl-5-chloro-N-(2-hydroxy-5-methylphenyl)triazole-4-carboxamide 106157-37-3 C17H15ClN4O2
1-benzyl-5-chloro-N-(2-hydroxy-5-methylphenyl)triazole-4-carboxamide
—— 2-[5-Chloro-2-hydroxy-3-(hydroxymethyl)phenyl]-3-(2-hydroxy-5-methylphenyl)-2-methyl-1,3-thiazolidin-4-one 1059562-89-8 C18H18ClNO4S
2-[5-Chloro-2-hydroxy-3-(hydroxymethyl)phenyl]-3-(2-hydroxy-5-methylphenyl)-2-methyl-1,3-thiazolidin-4-one
—— 2-[3-Chloro-2-hydroxy-5-(hydroxymethyl)phenyl]-3-(2-hydroxy-5-methylphenyl)-2-methyl-1,3-thiazolidin-4-one 1059562-71-8 C18H18ClNO4S
2-[3-Chloro-2-hydroxy-5-(hydroxymethyl)phenyl]-3-(2-hydroxy-5-methylphenyl)-2-methyl-1,3-thiazolidin-4-one
—— N-(5-methyl-2-hydroxyphenyl)-2-hydroxy-3-methylbenzaldimine 76950-23-7 C15H15NO2
N-(5-methyl-2-hydroxyphenyl)-2-hydroxy-3-methylbenzaldimine
—— (4R,5R)-N,N'-bis(2-hydroxy-5-methylphenyl)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxamide 443287-85-2 C21H24N2O6
(4R,5R)-N,N'-bis(2-hydroxy-5-methylphenyl)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxamide
—— N-(5-methyl-2-hydroxyphenyl)-2-hydroxy-5-methylbenzaldimine 1761-41-7 C15H15NO2
N-(5-methyl-2-hydroxyphenyl)-2-hydroxy-5-methylbenzaldimine
—— 1-(2'-hydroxy-5'-methylphenyl)-1-dodecanone 103582-41-8 C19H31NO2
1-(2'-hydroxy-5'-methylphenyl)-1-dodecanone
—— ((E)-2-((2-hydroxy-3-methoxybenzylidene)amino)-4-methylphenol) 199929-23-2 C15H15NO3
((E)-2-((2-hydroxy-3-methoxybenzylidene)amino)-4-methylphenol)
—— (E)-2-(benzylideneamino)-4-methylphenol 878193-80-7 C14H13NO
(E)-2-(benzylideneamino)-4-methylphenol
—— (E)-3-((4-hydroxyphenylimino)methyl)benzene-1,2-diol 303215-22-7 C13H11NO3
(E)-3-((4-hydroxyphenylimino)methyl)benzene-1,2-diol
—— E-1-(2'-hydroxy-5'-methylphenyl)-1-octanone oxime 103582-39-4 C15H23NO2
E-1-(2'-hydroxy-5'-methylphenyl)-1-octanone oxime
—— 3,5,6-trichloroguaiacol 938-23-8 C7H5Cl3O2
3,5,6-trichloroguaiacol
—— 4,5-dinonyl-1,2-dihydroxybenzene 162131-14-8 C24H42O2
4,5-dinonyl-1,2-dihydroxybenzene
—— di-n-butyl traversate 102607-64-7 C26H32O8
di-n-butyl traversate
—— 3-(2-bromo-4,5-dihydroxyphenyl)propionitrile 84003-65-6 C9H8BrNO2
3-(2-bromo-4,5-dihydroxyphenyl)propionitrile
—— 4-methoxy-3-<(6-methylpyrid-3-yl)methyl>phenol 120130-11-2 C14H15NO2
4-methoxy-3-<(6-methylpyrid-3-yl)methyl>phenol
—— 2-(tetrahydro-2-thienyl)phenol S,S-dioxide 119019-32-8 C10H12O3S
2-(tetrahydro-2-thienyl)phenol S,S-dioxide
—— 2-(4-chlorophenoxy)-N-[(4-hydroxy-3-methoxyphenyl)methylideneamino]acetamide 106825-40-5 C16H15ClN2O4
2-(4-chlorophenoxy)-N-[(4-hydroxy-3-methoxyphenyl)methylideneamino]acetamide
—— 4-methoxy-3-<(2-methoxypyrimidin-5-yl)methyl>phenol 120130-10-1 C13H14N2O3
4-methoxy-3-<(2-methoxypyrimidin-5-yl)methyl>phenol
—— 1-(3',4'-dihydroxyphenyl)decan-5-one 95301-96-5 C16H24O3
1-(3',4'-dihydroxyphenyl)decan-5-one
—— (S)-5-(3,4-dihydroxybenzyl)dihydrofuran-2(3H)-one 1108192-01-3 C11H12O4
(S)-5-(3,4-dihydroxybenzyl)dihydrofuran-2(3H)-one
—— ethyl (2S)-3,3,3-trifluoro-2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)propanoate 1016638-55-3 C12H13F3O5
ethyl (2S)-3,3,3-trifluoro-2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)propanoate
—— 2-chloro-3-(3,5-dibromo-4-hydroxyphenyl)propionic acid methyl ester 475999-58-7 C10H9Br2ClO3
2-chloro-3-(3,5-dibromo-4-hydroxyphenyl)propionic acid methyl ester
—— 6-Benzyloxy-3-[(3-methoxy-4-hydroxyphenyl)-methyl]-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]-benzo[b]thiophene 215605-76-8 C35H35NO4S
6-Benzyloxy-3-[(3-methoxy-4-hydroxyphenyl)-methyl]-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]-benzo[b]thiophene
—— 2-benzothiazol-2-ylazo-4-methoxy-phenol 41228-90-4 C14H11N3O2S
2-benzothiazol-2-ylazo-4-methoxy-phenol
—— 1-biphenylenol 1078-07-5 C12H8O
1-biphenylenol
—— 2-hydroxy-5-methoxy-benzenesulfonic acid 79852-04-3 C7H8O5S
2-hydroxy-5-methoxy-benzenesulfonic acid
—— 2,5-Di-n-dodecyl-hydrochinon 60236-78-4 C30H54O2
2,5-Di-n-dodecyl-hydrochinon
—— N'-(4-hydroxybenzylidene)-4-methyl-1,2,3-thiadiazole-5-carbohydrazide 351327-86-1 C11H10N4O2S
N'-(4-hydroxybenzylidene)-4-methyl-1,2,3-thiadiazole-5-carbohydrazide
—— 4-methyl-[1,2,3]thiadiazole-5-carboxylic acid (5-bromo-2-hydroxybenzylidene)hydrazide 351327-87-2 C11H9BrN4O2S
4-methyl-[1,2,3]thiadiazole-5-carboxylic acid (5-bromo-2-hydroxybenzylidene)hydrazide
—— 2,5-bis(3-fluoro-4-hydroxyphenyl)thiophene 1430419-20-7 C16H10F2O2S
2,5-bis(3-fluoro-4-hydroxyphenyl)thiophene
—— 5-(3-chloro-4-hydroxyphenyl)-3-(3-fluoro-4-hydroxyphenyl)-4-methylthiophene-2-carbaldehyde 617688-90-1 C18H12ClFO3S
5-(3-chloro-4-hydroxyphenyl)-3-(3-fluoro-4-hydroxyphenyl)-4-methylthiophene-2-carbaldehyde
—— 3-(3-fluoro-4-hydroxyphenyl)-5-(4-hydroxyphenyl)-4-methyl-2-thiophenecarbaldehyde 617688-81-0 C18H13FO3S
3-(3-fluoro-4-hydroxyphenyl)-5-(4-hydroxyphenyl)-4-methyl-2-thiophenecarbaldehyde
—— 5-(3-fluoro-4-hydroxyphenyl)-3-(4-hydroxyphenyl)-4-methyl-2-thiophenecarbaldehyde 617688-84-3 C18H13FO3S
5-(3-fluoro-4-hydroxyphenyl)-3-(4-hydroxyphenyl)-4-methyl-2-thiophenecarbaldehyde
—— 3-(3-fluoro-4-hydroxyphenyl)-5-(4-hydroxy-2-methylphenyl)-4-methylthiophene-2-carbaldehyde 617688-88-7 C19H15FO3S
3-(3-fluoro-4-hydroxyphenyl)-5-(4-hydroxy-2-methylphenyl)-4-methylthiophene-2-carbaldehyde
—— 4-methoxy-2-(1-methyl-2-butenyl)phenol 95414-66-7 C12H16O2
4-methoxy-2-(1-methyl-2-butenyl)phenol
—— 4,6-Dichloro-3-methylcatechol 374591-33-0 C7H6Cl2O2
4,6-Dichloro-3-methylcatechol
—— cyclohexane-1,2-diylbis(azanediyl)bis(methylene)bis(2-methoxyphenol) 1335025-34-7 C22H30N2O4
cyclohexane-1,2-diylbis(azanediyl)bis(methylene)bis(2-methoxyphenol)
—— 2-amino-4-hydroxylamino-5-hydroxyl-6-nitrotoluene 220493-56-1 C7H9N3O4
2-amino-4-hydroxylamino-5-hydroxyl-6-nitrotoluene
—— 2,6-diethylhydroquinone 7330-81-6 C10H14O2
2,6-diethylhydroquinone
—— 2-hydroxy-1,3-xylyl-21-crown-6 94707-40-1 C18H28O7
2-hydroxy-1,3-xylyl-21-crown-6
—— 6-tert-butyl-9,18-dihydroxy[3.3]metacyclophane 1356194-35-8 C22H28O2
6-tert-butyl-9,18-dihydroxy[3.3]metacyclophane
—— 4-methoxy-2-(methylthio)phenol 1483-18-7 C8H10O2S
4-methoxy-2-(methylthio)phenol
—— 2-methanesulfonyl-4-methoxyphenol 1483-15-4 C8H10O4S
2-methanesulfonyl-4-methoxyphenol
—— 2-methoxy-4-[(1E)-1-pentenyl]phenol 81677-79-4 C12H16O2
2-methoxy-4-[(1E)-1-pentenyl]phenol
—— 2-aminomethyl-3-methoxy-4-(1,1-dimethylethyl)-6-chlorophenol hydrochloride 38946-41-7 C12H18ClNO2*ClH
2-aminomethyl-3-methoxy-4-(1,1-dimethylethyl)-6-chlorophenol hydrochloride
—— 2-<2-hydroxy-3-(phenylthio)propyl>-4-methoxyphenol 126708-03-0 C16H18O3S
2-<2-hydroxy-3-(phenylthio)propyl>-4-methoxyphenol