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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
—— (S)-(2-amino-4-hydroxy-5-methoxyphenyl)(2-(hydroxymethyl)pyrrolidin-1-yl)methanone 550355-91-4 C13H18N2O4
(S)-(2-amino-4-hydroxy-5-methoxyphenyl)(2-(hydroxymethyl)pyrrolidin-1-yl)methanone
—— methyl (2-fluoro-6-hydroxy-3-nitrophenyl)acetate 361340-51-4 C9H8FNO5
methyl (2-fluoro-6-hydroxy-3-nitrophenyl)acetate
—— β-(4-Benzyloxy)phenylethyl nonanoate 137422-37-8 C24H32O3
β-(4-Benzyloxy)phenylethyl nonanoate
—— 4-(2-propoxyethyl)phenol 91204-76-1 C11H16O2
4-(2-propoxyethyl)phenol
—— 1-[4-[2-(2-Phenoxyethoxy)ethyl]phenoxy]-3-(propan-2-ylamino)propan-2-ol 86901-81-7 C22H31NO4
1-[4-[2-(2-Phenoxyethoxy)ethyl]phenoxy]-3-(propan-2-ylamino)propan-2-ol
—— 4-(5-((4-fluorobenzyl)thio)-1,3,4-oxadiazol-2-yl)-2-methoxyphenol 1391739-55-1 C16H13FN2O3S
4-(5-((4-fluorobenzyl)thio)-1,3,4-oxadiazol-2-yl)-2-methoxyphenol
—— d3-1-benzyloxy-4-(2-methoxy-ethyl)-benzene 959786-30-2 C16H18O2
d3-1-benzyloxy-4-(2-methoxy-ethyl)-benzene
—— 1-[4-[2-(Cyclopentylmethoxy)ethyl]phenoxy]-3-(propan-2-ylamino)propan-2-ol 63686-84-0 C20H33NO3
1-[4-[2-(Cyclopentylmethoxy)ethyl]phenoxy]-3-(propan-2-ylamino)propan-2-ol
—— 2-[2-(4-benzyloxyphenyl)ethoxy]ethanol 86902-15-0 C17H20O3
2-[2-(4-benzyloxyphenyl)ethoxy]ethanol
—— 1-[4-[2-(Cyclobutylmethoxy)ethyl]phenoxy]-3-[2-(3,4-dimethoxyphenyl)ethylamino]propan-2-ol 63659-74-5 C26H37NO5
1-[4-[2-(Cyclobutylmethoxy)ethyl]phenoxy]-3-[2-(3,4-dimethoxyphenyl)ethylamino]propan-2-ol
—— 4-(2-butoxyethyl)phenol 1327337-45-0 C12H18O2
4-(2-butoxyethyl)phenol
—— 1-benzyloxy-4-(2-tetrahydropyran-2-yloxyethyl)benzene 114208-15-0 C20H24O3
1-benzyloxy-4-(2-tetrahydropyran-2-yloxyethyl)benzene
—— 4-(2-hexyloxyethyl)phenol 164978-46-5 C14H22O2
4-(2-hexyloxyethyl)phenol
—— 1-allyloxy-4-(2-cyclopropylmethoxyethyl)benzene 128645-29-4 C15H20O2
1-allyloxy-4-(2-cyclopropylmethoxyethyl)benzene
—— 3-[[3-[4-[2-(Cyclobutylmethoxy)ethyl]phenoxy]-2-hydroxypropyl]amino]butanenitrile 69322-26-5 C20H30N2O3
3-[[3-[4-[2-(Cyclobutylmethoxy)ethyl]phenoxy]-2-hydroxypropyl]amino]butanenitrile
—— N-[2-[[3-[4-[2-(cyclobutylmethoxy)ethyl]phenoxy]-2-hydroxypropyl]amino]ethyl]acetamide 108007-85-8 C20H32N2O4
N-[2-[[3-[4-[2-(cyclobutylmethoxy)ethyl]phenoxy]-2-hydroxypropyl]amino]ethyl]acetamide
—— 4-[2-(Cyclohexylmethoxy)ethyl]phenol 63659-38-1 C15H22O2
4-[2-(Cyclohexylmethoxy)ethyl]phenol
—— 4-<(cyclobutylmethoxy)ethyl>-1-(phenylmethoxy)benzene 63659-31-4 C20H24O2
4-<(cyclobutylmethoxy)ethyl>-1-(phenylmethoxy)benzene
—— 1-[4-[2-(Cyclohexylmethoxy)ethyl]phenoxy]-3-(propan-2-ylamino)propan-2-ol 63659-40-5 C21H35NO3
1-[4-[2-(Cyclohexylmethoxy)ethyl]phenoxy]-3-(propan-2-ylamino)propan-2-ol
—— (R)-4-<2-(cyclopropylmethoxy)ethyl>phenyl 2,3-epoxypropyl ether 108008-08-8 C15H20O3
(R)-4-<2-(cyclopropylmethoxy)ethyl>phenyl 2,3-epoxypropyl ether
—— 1-[4-[2-(Cyclobutylmethoxy)ethyl]phenoxy]-3-(cyclopropylamino)propan-2-ol 108007-84-7 C19H29NO3
1-[4-[2-(Cyclobutylmethoxy)ethyl]phenoxy]-3-(cyclopropylamino)propan-2-ol
—— 1-[4-[2-(Cyclobutylmethoxy)ethyl]phenoxy]-3-[4-(4-fluorophenyl)butan-2-ylamino]propan-2-ol 63659-73-4 C26H36FNO3
1-[4-[2-(Cyclobutylmethoxy)ethyl]phenoxy]-3-[4-(4-fluorophenyl)butan-2-ylamino]propan-2-ol
—— 1-[4-[2-(2-Phenylethoxy)ethyl]phenoxy]-3-(propan-2-ylamino)propan-2-ol 86901-83-9 C22H31NO3
1-[4-[2-(2-Phenylethoxy)ethyl]phenoxy]-3-(propan-2-ylamino)propan-2-ol
—— 2-[[4-[2-(Cyclohexylmethoxy)ethyl]phenoxy]methyl]oxirane 63659-39-2 C18H26O3
2-[[4-[2-(Cyclohexylmethoxy)ethyl]phenoxy]methyl]oxirane
—— 1-{4-[2-(cyclobutylmethoxy)ethyl]-phenoxy}-2,3-epoxy-propane 63659-33-6 C16H22O3
1-{4-[2-(cyclobutylmethoxy)ethyl]-phenoxy}-2,3-epoxy-propane
—— (R)-(-)-3-<4-<2-(cyclopropylmethoxy)ethyl>phenoxy>-1,2-propanodiol 108008-06-6 C15H22O4
(R)-(-)-3-<4-<2-(cyclopropylmethoxy)ethyl>phenoxy>-1,2-propanodiol
—— 2-[4-(benzyloxy)phenyl]ethyl 4-phenylbutyl ether 212838-79-4 C25H28O2
2-[4-(benzyloxy)phenyl]ethyl 4-phenylbutyl ether
—— dimethylpicric acid 6538-39-2 C8H7N3O7
dimethylpicric acid
—— 1-benzyloxy-4-[2-(3-chloro-propoxy)-ethyl]-benzene 890042-60-1 C18H21ClO2
1-benzyloxy-4-[2-(3-chloro-propoxy)-ethyl]-benzene
—— (5S,7R)-5,7-di[1-(tert-butyl)-1,1-dimethylsilyl]oxy-1-(4-hydroxyphenyl)icosan-3-one 913814-44-5 C38H72O4Si2
(5S,7R)-5,7-di[1-(tert-butyl)-1,1-dimethylsilyl]oxy-1-(4-hydroxyphenyl)icosan-3-one
—— ethyl 3-(4-hydroxy-2,3-dimethylphenyl)propanoate 1234845-57-8 C13H18O3
ethyl 3-(4-hydroxy-2,3-dimethylphenyl)propanoate
—— 1-[(4R,6R)-(2,2-dimethyl-6-tridecyl-[1,3]dioxan-4-yl)]-4-(4-hydroxyphenyl)-butan-2-one 913814-39-8 C29H48O4
1-[(4R,6R)-(2,2-dimethyl-6-tridecyl-[1,3]dioxan-4-yl)]-4-(4-hydroxyphenyl)-butan-2-one
—— 2-hydroxy-3-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde 214360-82-4 C14H19BO5
2-hydroxy-3-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde
—— 4-acetamino-2,3-dinitrophenol 99233-28-0 C8H7N3O6
4-acetamino-2,3-dinitrophenol
—— 3-benzyloxy-1-[3-(3,5-dimethoxy-4-hydroxyphenyl)propyl]-2-methyl-4(1H)-pyridinone 224564-34-5 C24H27NO5
3-benzyloxy-1-[3-(3,5-dimethoxy-4-hydroxyphenyl)propyl]-2-methyl-4(1H)-pyridinone
—— 3-n-Butyl-5-(4-hydroxy-benzyliden)-4-oxo-thiazolidin-2-thion 93959-14-9 C14H15NO2S2
3-n-Butyl-5-(4-hydroxy-benzyliden)-4-oxo-thiazolidin-2-thion
—— 5,11,17,23-tetraaminothiacalix[4]arene 443144-40-9 C24H20N4O4S4
5,11,17,23-tetraaminothiacalix[4]arene
—— 2-[4-(triisopropylsilyloxy)phenyl]ethanol 207122-47-2 C17H30O2Si
2-[4-(triisopropylsilyloxy)phenyl]ethanol
—— (p-hydroxyphenyl)-4-methylpentane 5490-39-1 C12H18O
(p-hydroxyphenyl)-4-methylpentane
—— 2-(4-Benzyloxy-3-bromophenyl)-1-ethanol 222843-69-8 C15H15BrO2
2-(4-Benzyloxy-3-bromophenyl)-1-ethanol
—— 5-methoxy-3-(2'-hydroxyphenyl)-isoxazoline 86176-53-6 C10H11NO3
5-methoxy-3-(2'-hydroxyphenyl)-isoxazoline
—— methyl (2E)-2-[2-(4-hydroxyphenoxy)ethylidene]-1-pyridin-3-ylcyclohexane-1-carbodithioate 1026488-68-5 C21H23NO2S2
methyl (2E)-2-[2-(4-hydroxyphenoxy)ethylidene]-1-pyridin-3-ylcyclohexane-1-carbodithioate
—— 2-(2-methyl-1,3-dioxolan-2-yl)phenol 89723-40-0 C10H12O3
2-(2-methyl-1,3-dioxolan-2-yl)phenol
—— 2-butylresorcinol 13331-20-9 C10H14O2
2-butylresorcinol
—— 3,4-dihydroxy-6-fluorophenylacetic acid 117722-94-8 C8H7FO4
3,4-dihydroxy-6-fluorophenylacetic acid
—— 5-(2'-hydroxyphenyl)isothiazole 120869-47-8 C9H7NOS
5-(2'-hydroxyphenyl)isothiazole
—— 5,5-<3-(2'-hydroxyphenyl)-isoxazolinyl>-hydroxylamine 65479-04-1 C18H17N3O5
5,5-<3-(2'-hydroxyphenyl)-isoxazolinyl>-hydroxylamine
—— 3-Hydroxyamino-5-(o-hydroxyphenyl)-isoxazolin 65479-02-9 C9H10N2O3
3-Hydroxyamino-5-(o-hydroxyphenyl)-isoxazolin
—— Methyl-<2-hydroxy-5-methoxy-benzyl>-keton 143050-58-2 C10H12O3
Methyl-<2-hydroxy-5-methoxy-benzyl>-keton
—— 6-(1-anilinoethylidene)cyclohexa-2,4-dien-1-one 4183-86-2 C14H13NO
6-(1-anilinoethylidene)cyclohexa-2,4-dien-1-one