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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)-5-(3-chloro-4-hydroxybenzylidene)-3-(3-chlorophenyl)-2-isopropylimino-thiazolidin-4-one 1029435-57-1 C19H16Cl2N2O2S
(Z,Z)-5-(3-chloro-4-hydroxybenzylidene)-3-(3-chlorophenyl)-2-isopropylimino-thiazolidin-4-one
—— (Z,Z)-5-(3-chloro-4-hydroxybenzylidene)-2-ethylimino-3-phenyl-thiazolidin-4-one 1228116-79-7 C18H15ClN2O2S
(Z,Z)-5-(3-chloro-4-hydroxybenzylidene)-2-ethylimino-3-phenyl-thiazolidin-4-one
—— (Z,Z)-5-(3-chloro-4-hydroxybenzylidene)-2-propylimino-3-phenyl-thiazolidin-4-one 1029435-53-7 C19H17ClN2O2S
(Z,Z)-5-(3-chloro-4-hydroxybenzylidene)-2-propylimino-3-phenyl-thiazolidin-4-one
—— (Z,Z)-5-(3-chloro-4-hydroxybenzylidene)-3-(2-chlorophenyl)-2-isopropylimino-thiazolidin-4-one 1228116-98-0 C19H16Cl2N2O2S
(Z,Z)-5-(3-chloro-4-hydroxybenzylidene)-3-(2-chlorophenyl)-2-isopropylimino-thiazolidin-4-one
—— (Z,Z)-5-(3-chloro-4-hydroxybenzylidene)-2-methylimino-3-phenyl-thiazolidin-4-one 1228116-78-6 C17H13ClN2O2S
(Z,Z)-5-(3-chloro-4-hydroxybenzylidene)-2-methylimino-3-phenyl-thiazolidin-4-one
—— (Z,Z)-2-sec-butylimino-5-(3-chloro-4-hydroxybenzylidene)-3-phenylthiazolidin-4-one 1228116-80-0 C20H19ClN2O2S
(Z,Z)-2-sec-butylimino-5-(3-chloro-4-hydroxybenzylidene)-3-phenylthiazolidin-4-one
—— (Z,Z)-5-(3-chloro-4-hydroxybenzylidene)-2-cyclopropylimino-3-phenyl-thiazolidin-4-one 1228116-82-2 C19H15ClN2O2S
(Z,Z)-5-(3-chloro-4-hydroxybenzylidene)-2-cyclopropylimino-3-phenyl-thiazolidin-4-one
—— (Z,Z)-2-tert-butylimino-5-(3-chloro-4-hydroxybenzylidene)-3-phenylthiazolidin-4-one 1228116-81-1 C20H19ClN2O2S
(Z,Z)-2-tert-butylimino-5-(3-chloro-4-hydroxybenzylidene)-3-phenylthiazolidin-4-one
—— (Z,Z)-5-(3-chloro-4-hydroxybenzylidene)-2-isopropylimino-3-p-tolyl-thiazolidin-4-one 1228116-93-5 C20H19ClN2O2S
(Z,Z)-5-(3-chloro-4-hydroxybenzylidene)-2-isopropylimino-3-p-tolyl-thiazolidin-4-one
—— 2-chloro-4-(4-methyl-(E)-2-nitrohept-1-enyl)phenol 1035694-87-1 C14H18ClNO3
2-chloro-4-(4-methyl-(E)-2-nitrohept-1-enyl)phenol
—— (2-hydroxy-6-methylphenyl)boronic acid 1567218-39-6 C7H9BO3
(2-hydroxy-6-methylphenyl)boronic acid
—— 2-hydroxy-3-methoxyphenyl dimethyldithiocarbamate 935859-26-0 C10H13NO2S2
2-hydroxy-3-methoxyphenyl dimethyldithiocarbamate
—— 3-ethyl-2-thioxo-5-vanillylidene-thiazolidin-4-one 23509-47-9 C13H13NO3S2
3-ethyl-2-thioxo-5-vanillylidene-thiazolidin-4-one
—— (Z)-3-ethyl-5-(2-hydroxybenzylidene)-2-thioxothiazolidin-4-one 1220624-80-5 C12H11NO2S2
(Z)-3-ethyl-5-(2-hydroxybenzylidene)-2-thioxothiazolidin-4-one
—— 5-(1-[4-[2-(4-Methanesulfonyloxyphenyl)ethoxy]phenyl]ethyl)thiazolidine-2,4-dione 218138-88-6 C20H21NO6S2
5-(1-[4-[2-(4-Methanesulfonyloxyphenyl)ethoxy]phenyl]ethyl)thiazolidine-2,4-dione
—— (Z,Z)-5-(3-chloro-4-hydroxybenzylidene)-2-isopropylimino-3-pyridin-3-yl-thiazolidin-4-one 1228117-05-2 C18H16ClN3O2S
(Z,Z)-5-(3-chloro-4-hydroxybenzylidene)-2-isopropylimino-3-pyridin-3-yl-thiazolidin-4-one
—— (α,α,α-2H3)-methylhydroquinone 609337-68-0 C7H8O2
(α,α,α-2H3)-methylhydroquinone
—— 4-(1-tridecynyl)phenol 115750-82-8 C19H28O
4-(1-tridecynyl)phenol
—— 4-methyl-2-(2,3,3-trichloro-2-propenyl)phenol 106119-06-6 C10H9Cl3O
4-methyl-2-(2,3,3-trichloro-2-propenyl)phenol
—— 5-([4-[2-(4-Trifluoromethanesulfonyloxyphenyl)ethoxy]phenyl]methyl)thiazolidine-2,4-dione 218138-98-8 C19H16F3NO6S2
5-([4-[2-(4-Trifluoromethanesulfonyloxyphenyl)ethoxy]phenyl]methyl)thiazolidine-2,4-dione
—— 5-([4-[2-(4-Methanesulfonyloxyphenyl)ethoxy]phenyl]methyl)thiazolidine-2,4-dione 218138-80-8 C19H19NO6S2
5-([4-[2-(4-Methanesulfonyloxyphenyl)ethoxy]phenyl]methyl)thiazolidine-2,4-dione
—— (Z,Z)-5-(4-hydroxybenzylidene)-2-isopropylimino-3-phenyl-thiazolidin-4-one 1228117-10-9 C19H18N2O2S
(Z,Z)-5-(4-hydroxybenzylidene)-2-isopropylimino-3-phenyl-thiazolidin-4-one
—— (Z,Z)-5-(3-fluoro-4-hydroxybenzylidene)-2-isopropylimino-3-phenyl-thiazolidin-4-one 1228117-11-0 C19H17FN2O2S
(Z,Z)-5-(3-fluoro-4-hydroxybenzylidene)-2-isopropylimino-3-phenyl-thiazolidin-4-one
—— (Z,Z)-5-(4-hydroxy-3-methoxybenzylidene)-2-isopropylimino-3-phenyl-thiazolidin-4-one 1228117-13-2 C20H20N2O3S
(Z,Z)-5-(4-hydroxy-3-methoxybenzylidene)-2-isopropylimino-3-phenyl-thiazolidin-4-one
—— (Z,Z)-5-(3-hydroxybenzylidene)-2-isopropylimino-3-phenyl-thiazolidin-4-one 1228117-18-7 C19H18N2O2S
(Z,Z)-5-(3-hydroxybenzylidene)-2-isopropylimino-3-phenyl-thiazolidin-4-one
—— (Z,Z)-5-(3-chloro-4-hydroxybenzylidene)-2-isopropylimino-3-phenyl-thiazolidin-4-one 1029435-52-6 C19H17ClN2O2S
(Z,Z)-5-(3-chloro-4-hydroxybenzylidene)-2-isopropylimino-3-phenyl-thiazolidin-4-one
—— (Z,Z)-5-(3-hydroxy-4-methoxybenzylidene)-2-isopropylimino-3-phenyl-thiazolidin-4-one 1228117-19-8 C20H20N2O3S
(Z,Z)-5-(3-hydroxy-4-methoxybenzylidene)-2-isopropylimino-3-phenyl-thiazolidin-4-one
—— 4-[2-(2-hydroxy-3-(2-thienyloxy)propylamino)ethoxy]phenol 133025-79-3 C15H19NO4S
4-[2-(2-hydroxy-3-(2-thienyloxy)propylamino)ethoxy]phenol
—— 4-[2-(2-hydroxy-3-(3-thienyloxy)propylamino)ethoxy]phenol 133025-76-0 C15H19NO4S
4-[2-(2-hydroxy-3-(3-thienyloxy)propylamino)ethoxy]phenol
—— 4-methyl-6-nitro-resorcinol 71608-03-2 C7H7NO4
4-methyl-6-nitro-resorcinol
—— 4-methyl-6-(4-thiazol-4-yl-isoxazol-5-yl)-benzene-1,3-diol 66780-76-5 C13H10N2O3S
4-methyl-6-(4-thiazol-4-yl-isoxazol-5-yl)-benzene-1,3-diol
—— 4-Benzyloxy-3-fluoro-2-mercapto-phenol 620626-91-7 C13H11FO2S
4-Benzyloxy-3-fluoro-2-mercapto-phenol
—— N-(2-Hydroxy-3-methoxy-benzyl)-aminoacetaldehyd-dimethylacetal 36646-90-9 C12H19NO4
N-(2-Hydroxy-3-methoxy-benzyl)-aminoacetaldehyd-dimethylacetal
—— 5-(4-hydroxybenzyl)-2,2,5-trimethyl-1,3-dioxane-4,6-dione 1334672-61-5 C14H16O5
5-(4-hydroxybenzyl)-2,2,5-trimethyl-1,3-dioxane-4,6-dione
—— 4-amino-6-methyl-resorcinol 708201-61-0 C7H9NO2
4-amino-6-methyl-resorcinol
—— 5,13,21,29-Tetrahydroxy<2<sub>4</sub>>metacyclophan 153862-38-5 C32H32O4
5,13,21,29-Tetrahydroxy<2<sub>4</sub>>metacyclophan
—— 1-(3,4-Dihydroxy-phenyl)-4-methyl-pentan-1-ol 25474-46-8 C12H18O3
1-(3,4-Dihydroxy-phenyl)-4-methyl-pentan-1-ol
—— 4,6-dichloro-3-hydroxy-2-nitrobenzamide 679797-75-2 C7H4Cl2N2O4
4,6-dichloro-3-hydroxy-2-nitrobenzamide
—— <(hydroxy-2' nitro-4' phenyl) carbamoyl>-2 nitro-6 benzoxazoline 92607-97-1 C14H10N4O7
<(hydroxy-2' nitro-4' phenyl) carbamoyl>-2 nitro-6 benzoxazoline
—— 2-[4-(2-methoxyethyl)phenoxy]ethanol 118241-48-8 C11H16O3
2-[4-(2-methoxyethyl)phenoxy]ethanol
—— 2-tert-butyl-4-chloro-5-[2-{4-(2-methoxyethyl)phenoxy}ethyloxy]-3(2H)-pyridazinone 118241-81-9 C19H25ClN2O4
2-tert-butyl-4-chloro-5-[2-{4-(2-methoxyethyl)phenoxy}ethyloxy]-3(2H)-pyridazinone
—— 4-Benzyloxy-2,5-dimethyl-phenol 147351-69-7 C15H16O2
4-Benzyloxy-2,5-dimethyl-phenol
—— 2-chloro-6-<2-hydroxy-1-(isopropylthio)ethyl>phenol 121045-28-1 C11H15ClO2S
2-chloro-6-<2-hydroxy-1-(isopropylthio)ethyl>phenol
—— N-Isopropyldopamine hydrochloride 5178-52-9 C11H17NO2*ClH
N-Isopropyldopamine hydrochloride
—— 4-benzyloxy-2,6-dimethylphenol 38645-03-3 C15H16O2
4-benzyloxy-2,6-dimethylphenol
—— N-(3-cyclohexylphenyl)-4-hydroxy-3-methoxyphenylacetamide 478400-38-3 C21H25NO3
N-(3-cyclohexylphenyl)-4-hydroxy-3-methoxyphenylacetamide
—— 4-(4-hydroxy-2-methylphenyl)-butyric acid ethyl ester 729590-52-7 C13H18O3
4-(4-hydroxy-2-methylphenyl)-butyric acid ethyl ester
—— 3,4-dimethoxy-6-isopentenylphenol 75188-80-6 C13H18O3
3,4-dimethoxy-6-isopentenylphenol
—— N-Adamantan-1-yl-N'-(4-hydroxy-2-methyl-phenyl)-guanidine 133985-82-7 C18H25N3O
N-Adamantan-1-yl-N'-(4-hydroxy-2-methyl-phenyl)-guanidine
—— o-Hydroxyacetophenonacetyloxim 54758-75-7 C10H11NO3
o-Hydroxyacetophenonacetyloxim