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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-(2,4-dihydroxybenzyl)dihydrofuran-2(3H)-one —— C11H12O4
3-(2,4-dihydroxybenzyl)dihydrofuran-2(3H)-one
—— 1,1',1",1‴-((1<sup>4</sup>,1<sup>6</sup>,3<sup>4</sup>,3<sup>6</sup>,5<sup>4</sup>,5<sup>6</sup>,7<sup>4</sup>,7<sup>6</sup>-octahydroxy-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-2,4,6,8-tetrayl)tetrakis(propane-3,1-diyl))tetraurea —— C44H56N8O12
1,1',1",1‴-((1<sup>4</sup>,1<sup>6</sup>,3<sup>4</sup>,3<sup>6</sup>,5<sup>4</sup>,5<sup>6</sup>,7<sup>4</sup>,7<sup>6</sup>-octahydroxy-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-2,4,6,8-tetrayl)tetrakis(propane-3,1-diyl))tetraurea
—— 4-(3-hydroxytetrahydropyran-3-yl)benzene-1,3-diol —— C11H14O4
4-(3-hydroxytetrahydropyran-3-yl)benzene-1,3-diol
—— (2,4-dihydroxy-benzylidene)-dimethyl-ammonium; dichloro phosphate —— C9H12NO2*Cl2O2P
(2,4-dihydroxy-benzylidene)-dimethyl-ammonium; dichloro phosphate
—— 1,1',1",1‴-((1<sup>4</sup>,1<sup>6</sup>,3<sup>4</sup>,3<sup>6</sup>,5<sup>4</sup>,5<sup>6</sup>,7<sup>4</sup>,7<sup>6</sup>-octahydroxy-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-2,4,6,8-tetrayl)tetrakis(propane-3,1-diyl))tetrakis(3-phenylurea) —— C68H72N8O12
1,1',1",1‴-((1<sup>4</sup>,1<sup>6</sup>,3<sup>4</sup>,3<sup>6</sup>,5<sup>4</sup>,5<sup>6</sup>,7<sup>4</sup>,7<sup>6</sup>-octahydroxy-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-2,4,6,8-tetrayl)tetrakis(propane-3,1-diyl))tetrakis(3-phenylurea)
—— (2S,5S)-2,5-bis<(p-hydroxyphenyl)methyl>piperazine —— C18H22N2O2
(2S,5S)-2,5-bis<(p-hydroxyphenyl)methyl>piperazine
—— cyclo-[Val-ψ(triazole)-Pro-Tyr-ψ(triazole)-Pro] —— C26H32N8O3
cyclo-[Val-ψ(triazole)-Pro-Tyr-ψ(triazole)-Pro]
—— 2-chloro-N-(3-hydroxy-4-methoxyphenyl)acetamide —— C9H10ClNO3
2-chloro-N-(3-hydroxy-4-methoxyphenyl)acetamide
—— 2-methyl-4-perfluorooctylphenol —— C15H7F17O
2-methyl-4-perfluorooctylphenol
—— 4-bromo-2-perfluorooctylphenol —— C14H4BrF17O
4-bromo-2-perfluorooctylphenol
—— 2,4-bis(perfluorooctyl)phenol —— C22H4F34O
2,4-bis(perfluorooctyl)phenol
—— 4-(1-(2-hydroxyethyl)-4-(4-hydroxyphenyl)-1H-pyrazol-3-yl)benzene-1,3-diol —— C17H16N2O4
4-(1-(2-hydroxyethyl)-4-(4-hydroxyphenyl)-1H-pyrazol-3-yl)benzene-1,3-diol
—— 4-<(Phenyl)(phenylmethoxy)methoxy>phenol —— C20H18O3
4-<(Phenyl)(phenylmethoxy)methoxy>phenol
—— ethyl 3-[3-ethoxy-1-(4-hydroxy-3-methoxybenzyl)-1H-pyrazol-4-yl]propionate —— C18H24N2O5
ethyl 3-[3-ethoxy-1-(4-hydroxy-3-methoxybenzyl)-1H-pyrazol-4-yl]propionate
—— (S)-1-(3-hydroxyphenyl)-N,N-dimethyl-N-((S)-1-phenylethyl)ethanaminium iodide 1412902-91-0 C18H24NO*I
(S)-1-(3-hydroxyphenyl)-N,N-dimethyl-N-((S)-1-phenylethyl)ethanaminium iodide
—— 5-ethoxy-2,4-dihydroxybenzaldehyde —— C9H10O4
5-ethoxy-2,4-dihydroxybenzaldehyde
—— 2-Methoxy-6-(1-methyl-allyl)-phenol —— C11H14O2
2-Methoxy-6-(1-methyl-allyl)-phenol
—— 2-(diethylaminomethyl)-6-methoxyphenol —— C12H19NO2
2-(diethylaminomethyl)-6-methoxyphenol
—— Methyl 4-(2-hydroxy-3-methoxybenzyl)-1-piperazinecarbodithioate —— C14H20N2O2S2
Methyl 4-(2-hydroxy-3-methoxybenzyl)-1-piperazinecarbodithioate
—— o-methoxyphenol-d4 —— C7H8O2
o-methoxyphenol-d4
—— 4-[2,2,2-trifluoro-1-(methylamino)ethyl]-2-methoxyphenol —— C10H12F3NO2
4-[2,2,2-trifluoro-1-(methylamino)ethyl]-2-methoxyphenol
—— 4-hydroxy-3-methoxy-α-oxobenzeneacetic acid ethyl ester —— C11H12O5
4-hydroxy-3-methoxy-α-oxobenzeneacetic acid ethyl ester
—— 4-methoxy-2-(triethylsilylethynyl)phenol —— C15H22O2Si
4-methoxy-2-(triethylsilylethynyl)phenol
—— sodium hydroxy(2-hydroxyphenyl)methane sulfonate salt —— C7H7O5S*Na
sodium hydroxy(2-hydroxyphenyl)methane sulfonate salt
—— ethyl 4-(3-hydroxy-4-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyri-midine-5-carboxylate —— C15H18N2O4S
ethyl 4-(3-hydroxy-4-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyri-midine-5-carboxylate
—— vanillin isopropyl ether —— C6H14O*C8H8O3
vanillin isopropyl ether
—— 4,4'-[(1E,1'E)-hydrazine-1,2-diylidenebis(methanylylidene)]bis(2-methoxyphenol) —— C16H16N2O4
4,4'-[(1E,1'E)-hydrazine-1,2-diylidenebis(methanylylidene)]bis(2-methoxyphenol)
—— 4,5,6,7-tetrahydro-1H-indazole-3-carboxylic acid [1-(3-hydroxy-4-methoxy-phenyl)-meth-(E)-ylidene]-hydrazide —— C16H18N4O3
4,5,6,7-tetrahydro-1H-indazole-3-carboxylic acid [1-(3-hydroxy-4-methoxy-phenyl)-meth-(E)-ylidene]-hydrazide
—— 3-hydroxy-4-methoxybenzaldehyde-O-ethyloxime —— C10H13NO3
3-hydroxy-4-methoxybenzaldehyde-O-ethyloxime
—— (2E,5E)-2-[(4-hydroxy-3-methoxyphenyl)methylidene]-5-[(3-hydroxy-4-methoxyphenyl)methylidene]cyclopentan-1-one —— C21H20O5
(2E,5E)-2-[(4-hydroxy-3-methoxyphenyl)methylidene]-5-[(3-hydroxy-4-methoxyphenyl)methylidene]cyclopentan-1-one
—— N-(benzo[d]thiazol-2-yl)-1,2,3,4-tetrahydro-4-(3-hydroxy-4-methoxyphenyl)-6-methyl-2-thioxopyrimidine-5-carboxamide —— C20H18N4O3S2
N-(benzo[d]thiazol-2-yl)-1,2,3,4-tetrahydro-4-(3-hydroxy-4-methoxyphenyl)-6-methyl-2-thioxopyrimidine-5-carboxamide
—— (3Z,5E)-4-hydroxy-6-(3-hydroxy-4-methoxyphenyl)hexa-3,5-dien-2-one —— C13H14O4
(3Z,5E)-4-hydroxy-6-(3-hydroxy-4-methoxyphenyl)hexa-3,5-dien-2-one
—— (E)-5-((2-(2,4-dinitrophenyl)hydrazono)methyl)-2-methoxyphenol —— C14H12N4O6
(E)-5-((2-(2,4-dinitrophenyl)hydrazono)methyl)-2-methoxyphenol
—— 1-(4-bromophenyl)-5-(3-hydroxy-4-methoxybenzenemethylene)pyrimidine-2,4,6(1H,3H,5H)-trione —— C18H13BrN2O5
1-(4-bromophenyl)-5-(3-hydroxy-4-methoxybenzenemethylene)pyrimidine-2,4,6(1H,3H,5H)-trione
—— 4-((1H-benzimidazol-2-yl-thio)methyl)-N'-(3-hydroxy-4-methoxybenzylidene)benzohydrazide —— C23H20N4O3S
4-((1H-benzimidazol-2-yl-thio)methyl)-N'-(3-hydroxy-4-methoxybenzylidene)benzohydrazide
—— diethyl [(3-hydroxy-4-methoxyphenyl)(phenylamino)methyl]phosphonate —— C18H24NO5P
diethyl [(3-hydroxy-4-methoxyphenyl)(phenylamino)methyl]phosphonate
—— (Z)-5-(3-hydroxy-4-methoxybenzylidene)-2-iminothiazolidin-4-one —— C11H10N2O3S
(Z)-5-(3-hydroxy-4-methoxybenzylidene)-2-iminothiazolidin-4-one
—— (E)-2-methoxy-5-(2-((3,4,5-trimethoxyphenyl)sulfinyl)vinyl)phenol —— C18H20O6S
(E)-2-methoxy-5-(2-((3,4,5-trimethoxyphenyl)sulfinyl)vinyl)phenol
—— (E)-N'-(3-hydroxy-4-methoxybenzylidene)-4-(benzo[d]thiazol-2-yl)benzohydrazide —— C22H17N3O3S
(E)-N'-(3-hydroxy-4-methoxybenzylidene)-4-(benzo[d]thiazol-2-yl)benzohydrazide
—— (E)-N′-(3-hydroxy-4-methoxybenzylidene)-2-phenoxyacetohydrazide —— C16H16N2O4
(E)-N′-(3-hydroxy-4-methoxybenzylidene)-2-phenoxyacetohydrazide
—— (E)-2-methoxy-5-(2-((3,4,5-trimethoxyphenyl)sulfinyl)prop-1-en-1-yl)phenol —— C19H22O6S
(E)-2-methoxy-5-(2-((3,4,5-trimethoxyphenyl)sulfinyl)prop-1-en-1-yl)phenol
—— N-cyclohexyl-2-[(3-hydroxy-4-methoxyphenyl)methylidene]hydrazine-1-carbothioamide —— C15H21N3O2S
N-cyclohexyl-2-[(3-hydroxy-4-methoxyphenyl)methylidene]hydrazine-1-carbothioamide
—— (E)-5-(2-fluoro-2-((3,4,5-trimethoxyphenyl)sulfonyl)vinyl)-2-methoxyphenol —— C18H19FO7S
(E)-5-(2-fluoro-2-((3,4,5-trimethoxyphenyl)sulfonyl)vinyl)-2-methoxyphenol
—— ethyl 4-(3-hydroxy-4-methoxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate —— C15H18N2O5
ethyl 4-(3-hydroxy-4-methoxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
—— (Z)-5-(3-hydroxy-4-methoxybenzylidene)-2-thioxothiazolidin-4-one —— C11H9NO3S2
(Z)-5-(3-hydroxy-4-methoxybenzylidene)-2-thioxothiazolidin-4-one
—— 2-methoxy-5-(1-(3,4,5-trimethoxyphenyl)-1H-imidazo[4,5-c]pyridin-2-yl)phenol —— C22H21N3O5
2-methoxy-5-(1-(3,4,5-trimethoxyphenyl)-1H-imidazo[4,5-c]pyridin-2-yl)phenol
—— 2-[(3-hydroxy-4-methoxyphenyl)methylidene]-N-(prop-2-en-1-yl)hydrazine-1-carbothioamide —— C12H15N3O2S
2-[(3-hydroxy-4-methoxyphenyl)methylidene]-N-(prop-2-en-1-yl)hydrazine-1-carbothioamide
—— 2-(3-hydroxy-4-methoxyphenyl)-2-(pyrrolidin-1-yl)acetonitrile —— C13H16N2O2
2-(3-hydroxy-4-methoxyphenyl)-2-(pyrrolidin-1-yl)acetonitrile
—— 2-(3-hydroxy-4-methoxyphenyl)-5,6,7,8-tetrahydrobenzothieno[2,3-d]pyrimidin-4(3H)-one —— C17H16N2O3S
2-(3-hydroxy-4-methoxyphenyl)-5,6,7,8-tetrahydrobenzothieno[2,3-d]pyrimidin-4(3H)-one
—— (E)-N'-(3-hydroxy-4-methoxybenzylidene)cyclohexanecarbohydrazide —— C15H20N2O3
(E)-N'-(3-hydroxy-4-methoxybenzylidene)cyclohexanecarbohydrazide