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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
—— (Z,Z,Z,Z,Z,Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-docosa-4,7,10,13,16,19-hexaenamide —— C30H41NO3
(Z,Z,Z,Z,Z,Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-docosa-4,7,10,13,16,19-hexaenamide
—— N-(4'-hydroxy-3'-methoxybenzyl)-(12R)-hydroxyoctadec-(9E)-enamide —— C26H43NO4
N-(4'-hydroxy-3'-methoxybenzyl)-(12R)-hydroxyoctadec-(9E)-enamide
—— N-(4-hydroxy-3-methoxybenzyl)-6-heptenamide —— C15H21NO3
N-(4-hydroxy-3-methoxybenzyl)-6-heptenamide
—— N-(4-hydroxy-3-methoxybenzyl)-formamide —— C9H11NO3
N-(4-hydroxy-3-methoxybenzyl)-formamide
—— N-(4-hydroxy-3-methoxybenzyl)-N'-<(4-chlorophenyl)ethyl>thiourea —— C17H19ClN2O2S
N-(4-hydroxy-3-methoxybenzyl)-N'-<(4-chlorophenyl)ethyl>thiourea
—— N-vanillyl-6-aminohexamide —— C14H22N2O3
N-vanillyl-6-aminohexamide
—— 4-[(4-hydroxy-3-methoxybenzyl)amino]-4-oxobutanoicacid —— C12H15NO5
4-[(4-hydroxy-3-methoxybenzyl)amino]-4-oxobutanoicacid
—— N-palmitoyl-vanillamide —— C24H39NO4
N-palmitoyl-vanillamide
—— acetylrinvanil —— C28H45NO5
acetylrinvanil
—— (Z)-sinapaldehyde 205534-54-9 C11H12O4
(Z)-sinapaldehyde
—— 1-(5-(2-hydroxyphenyl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl)ethanone —— C17H16N2O2
1-(5-(2-hydroxyphenyl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl)ethanone
—— 9(4-hydroxyphenyl)nonanoic acid, methyl ester —— C16H24O3
9(4-hydroxyphenyl)nonanoic acid, methyl ester
—— 2-amino-2-methyl-4-(4-hydroxyphenyl)butane hydrochloride —— C11H17NO*ClH
2-amino-2-methyl-4-(4-hydroxyphenyl)butane hydrochloride
—— 3-[(1E)-3-hydroxy-1-propenyl]-4-methoxyphenol —— C10H12O3
3-[(1E)-3-hydroxy-1-propenyl]-4-methoxyphenol
—— 2-(2-hydroxy-5-methylphenyl)-propionic acid methyl ester —— C11H14O3
2-(2-hydroxy-5-methylphenyl)-propionic acid methyl ester
—— 2-(furan-3-yl)-6-methylphenol —— C11H10O2
2-(furan-3-yl)-6-methylphenol
—— 2-hydroxy-2-(4-hydroxyphenyl)-prpionic acid ethyl ester —— C11H14O4
2-hydroxy-2-(4-hydroxyphenyl)-prpionic acid ethyl ester
—— 4-[2-(4-hydroxy-2,6-dimethylphenylamino) ethylamino]-3,5-dimethylphenol —— C18H24N2O2
4-[2-(4-hydroxy-2,6-dimethylphenylamino) ethylamino]-3,5-dimethylphenol
—— 25,26,27,28-tetrahydroxy-2-methylcalix[4]arene —— C29H26O4
25,26,27,28-tetrahydroxy-2-methylcalix[4]arene
—— (E)-4-((2-methylhydrazono)methyl)phenol —— C8H10N2O
(E)-4-((2-methylhydrazono)methyl)phenol
—— 1-(1-(4-hydroxy-3-methoxyphenyl)-3-oxodecan-5-yl)-5-methylpyrimidine-2,4-(1H,3H)-dione —— C22H30N2O5
1-(1-(4-hydroxy-3-methoxyphenyl)-3-oxodecan-5-yl)-5-methylpyrimidine-2,4-(1H,3H)-dione
—— 1-(3,4-dihydroxyphenethyl)-3-decylthiourea —— C19H32N2O2S
1-(3,4-dihydroxyphenethyl)-3-decylthiourea
—— N-(3,4-dihydroxyphenethyl)-3-(dimethylamino)propanamide —— C13H20N2O3
N-(3,4-dihydroxyphenethyl)-3-(dimethylamino)propanamide
—— 3,4-[ring-2,5,6-<sup>3</sup>H]dihydroxyphenylethylamine —— C8H11NO2
3,4-[ring-2,5,6-<sup>3</sup>H]dihydroxyphenylethylamine
—— dihomo-γ-linolenoyl dopamine —— C28H43NO3
dihomo-γ-linolenoyl dopamine
—— N-(3,4-dihydroxyphenethyl)-2-phenylacetamide —— C16H17NO3
N-(3,4-dihydroxyphenethyl)-2-phenylacetamide
—— N-(3,4-dihydroxyphenethyl)-1-methylpyrrole-2-carboxamide —— C14H16N2O3
N-(3,4-dihydroxyphenethyl)-1-methylpyrrole-2-carboxamide
—— C18:4(ω-3)-dopamine —— C26H37NO3
C18:4(ω-3)-dopamine
—— N-(3,4-dihydroxyphenethyl)-2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetamide —— C17H19NO6
N-(3,4-dihydroxyphenethyl)-2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetamide
—— 2-(bis-carboxymethylamino)-6-{3-[2-(3,4-dihydroxyphenyl)ethylcarbamoyl]propionylamino}hexanoic acid —— C22H31N3O10
2-(bis-carboxymethylamino)-6-{3-[2-(3,4-dihydroxyphenyl)ethylcarbamoyl]propionylamino}hexanoic acid
—— N-(3,4-dihydroxyphenethyl)-2-(3,4-dihydroxyphenyl)-2-hydroxyacetamide —— C16H17NO6
N-(3,4-dihydroxyphenethyl)-2-(3,4-dihydroxyphenyl)-2-hydroxyacetamide
—— 1-<β-(3,4-dihydroxyphenyl)-ethyl>-2,4,6-trimethyl-pyridinium perchlorate —— C16H20NO2*ClO4
1-<β-(3,4-dihydroxyphenyl)-ethyl>-2,4,6-trimethyl-pyridinium perchlorate
—— N-[2-(3,4-dihydroxyphenyl)ethyl]-O-methylurethane —— C12H17NO4
N-[2-(3,4-dihydroxyphenyl)ethyl]-O-methylurethane
—— N-[2-(3,4-dihydroxyphenyl)ethyl]-3-(3,4,5-trimethoxyphenyl)-2-propenamide —— C20H23NO6
N-[2-(3,4-dihydroxyphenyl)ethyl]-3-(3,4,5-trimethoxyphenyl)-2-propenamide
—— N-(3,4-dihydroxyhydrocinnamoyl)dopamine —— C17H19NO5
N-(3,4-dihydroxyhydrocinnamoyl)dopamine
—— N-(3,4-dihydroxyphenethyl)dodecanamide —— C20H33NO3
N-(3,4-dihydroxyphenethyl)dodecanamide
—— pillar[5]arene —— C35H30O10
pillar[5]arene
—— dopamine sulfonate —— C11H17NO5S
dopamine sulfonate
—— N-eicosapentaenoyl dopamine —— C28H39NO3
N-eicosapentaenoyl dopamine
—— N-myristoleoyl dopamine —— C22H35NO3
N-myristoleoyl dopamine
—— 4-(2-isothiocyanatoethyl)benzene-1,2-diol —— C9H9NO2S
4-(2-isothiocyanatoethyl)benzene-1,2-diol
—— 2-nitrodopamine hydrogensulfate —— C8H10N2O4*H2O4S
2-nitrodopamine hydrogensulfate
—— N-[2-(3,4-dihydroxy-phenyl)-ethyl]-formamide —— C9H11NO3
N-[2-(3,4-dihydroxy-phenyl)-ethyl]-formamide
—— 4-(3-chloropropoxy)phenol —— C9H11ClO2
4-(3-chloropropoxy)phenol
—— 2,3-O,O-dibenzyl-6-deoxy-6-[4-(3-hydroxyphenyl)-1,2,3-triazol-1-yl]-L-ascorbic acid —— C28H25N3O6
2,3-O,O-dibenzyl-6-deoxy-6-[4-(3-hydroxyphenyl)-1,2,3-triazol-1-yl]-L-ascorbic acid
—— 4-(cinnamyloxy)phenol —— C15H14O2
4-(cinnamyloxy)phenol
—— 2-[(4-hydroxy-3-methoxyphenyl)methylene]-5-(hydroxymethyl)tetrahydrofuran-3-one —— C13H14O5
2-[(4-hydroxy-3-methoxyphenyl)methylene]-5-(hydroxymethyl)tetrahydrofuran-3-one
—— ethyl 3-[3-(4-hydroxy-3-methoxyphenyl)-2-oxopropoxy]propanoate —— C15H20O6
ethyl 3-[3-(4-hydroxy-3-methoxyphenyl)-2-oxopropoxy]propanoate
—— (Z)-2,3-O,O-dibenzyl-4,5-didehydro-5,6-dideoxy-6-[4-(3-hydroxyphenyl)-1,2,3-triazole-1-yl]-L-ascorbic acid —— C28H23N3O5
(Z)-2,3-O,O-dibenzyl-4,5-didehydro-5,6-dideoxy-6-[4-(3-hydroxyphenyl)-1,2,3-triazole-1-yl]-L-ascorbic acid
—— trans-hex-1-enylhydroquinone —— C12H16O2
trans-hex-1-enylhydroquinone