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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
—— (1S,2S)-2-thiophen-2-yl-cyclopropanecarboxylic acid [(R)-2-hydroxy-1-(4-hydroxy-2-methoxy-phenyl)ethyl]amide 1286280-70-3 C17H19NO4S
(1S,2S)-2-thiophen-2-yl-cyclopropanecarboxylic acid [(R)-2-hydroxy-1-(4-hydroxy-2-methoxy-phenyl)ethyl]amide
—— 5,11,17,23-tetra(dihydroxyphosphoryl)-25,26,27,28-tetrahydroxycalix[4]arene 155562-06-4 C28H28O16P4
5,11,17,23-tetra(dihydroxyphosphoryl)-25,26,27,28-tetrahydroxycalix[4]arene
—— 5,11,17,23-tetra(diethoxyphosphoryl)-25,26,27,28-tetrahydroxycalix[4]arene 155562-07-5 C44H60O16P4
5,11,17,23-tetra(diethoxyphosphoryl)-25,26,27,28-tetrahydroxycalix[4]arene
—— (2S,4R,6S)-2-(3',4'-hydroxyphenyl)-4-hydroxy-6-pentyltetrahydropyran 190077-91-9 C16H24O4
(2S,4R,6S)-2-(3',4'-hydroxyphenyl)-4-hydroxy-6-pentyltetrahydropyran
—— (E)-2-(3,4-dihydroxystyryl)-5-hydroxy-4H-pyran-4-one 1334399-73-3 C13H10O5
(E)-2-(3,4-dihydroxystyryl)-5-hydroxy-4H-pyran-4-one
—— (2S,4R,6S)-4-acetoxy-2-(3',4'-dihydroxyphenyl)-6-pentyltetrahydropyran 190077-90-8 C18H26O5
(2S,4R,6S)-4-acetoxy-2-(3',4'-dihydroxyphenyl)-6-pentyltetrahydropyran
—— 3-Hydroxy-4-methoxybenzylphenylether 58451-96-0 C14H14O3
3-Hydroxy-4-methoxybenzylphenylether
—— 2,4-Bis(1-hydroxybut-3-enyl)phenol 1000781-26-9 C14H18O3
2,4-Bis(1-hydroxybut-3-enyl)phenol
—— 3-hydroxy-4-methoxy-benzyl acetate 63867-04-9 C10H12O4
3-hydroxy-4-methoxy-benzyl acetate
—— 2-amino-4-bromo-6-methylphenol 343269-52-3 C7H8BrNO
2-amino-4-bromo-6-methylphenol
—— 8-methylnonanoic acid (3-hydroxy-4-methoxyphenyl)methyl ester 1000377-97-8 C18H28O4
8-methylnonanoic acid (3-hydroxy-4-methoxyphenyl)methyl ester
—— 3,4-Bis(methoxymethoxy)phenol 476648-43-8 C10H14O5
3,4-Bis(methoxymethoxy)phenol
—— 2,2-dioxo-3,4-dihydro-2H-2λ<sup>6</sup>-benzo[e][1,2]oxathiin-7-ol 1447351-47-4 C8H8O4S
2,2-dioxo-3,4-dihydro-2H-2λ<sup>6</sup>-benzo[e][1,2]oxathiin-7-ol
—— 2,2-dioxo-2H-2λ<sup>6</sup>-benzo[e][1,2]oxathiin-7-ol 1447351-57-6 C8H6O4S
2,2-dioxo-2H-2λ<sup>6</sup>-benzo[e][1,2]oxathiin-7-ol
—— sulfanediyldi-acetic acid bis-salicylidenehydrazide 6325-10-6 C18H18N4O4S
sulfanediyldi-acetic acid bis-salicylidenehydrazide
—— styphninic acid ; potassium-hydrogenstyphnate 20317-13-9 C6H2N3O8*K
styphninic acid ; potassium-hydrogenstyphnate
—— 2,3-Dimethoxy-6-propyl-phenol 70155-41-8 C11H16O3
2,3-Dimethoxy-6-propyl-phenol
—— 4-(1-Pyrrolidin-1-ylethyl)phenol 862423-64-1 C12H17NO
4-(1-Pyrrolidin-1-ylethyl)phenol
—— 4-[1-(Diethylamino)ethyl]phenol 865874-28-8 C12H19NO
4-[1-(Diethylamino)ethyl]phenol
—— 3-[1-(morpholin-4-yl)ethyl]phenol 862423-59-4 C12H17NO2
3-[1-(morpholin-4-yl)ethyl]phenol
—— 3-[1-(diethylamino)ethyl]phenol 865874-27-7 C12H19NO
3-[1-(diethylamino)ethyl]phenol
—— 3-[1-(4-methylpiperazin-1-yl)ethyl]phenol 862423-60-7 C13H20N2O
3-[1-(4-methylpiperazin-1-yl)ethyl]phenol
—— 4-(1-Morpholin-4-ylethyl)phenol 862423-62-9 C12H17NO2
4-(1-Morpholin-4-ylethyl)phenol
—— 4-(piperidin-1-ylethyl)-phenol 862423-61-8 C13H19NO
4-(piperidin-1-ylethyl)-phenol
—— 4-[1-(4-Methylpiperazin-1-yl)ethyl]phenol 862423-63-0 C13H20N2O
4-[1-(4-Methylpiperazin-1-yl)ethyl]phenol
—— 3-(Ethyliminomethyl)phenol 213891-20-4 C9H11NO
3-(Ethyliminomethyl)phenol
—— 3-(4-hydroxy-2,3,5-trimethyl-phenylsulfanyl)-3-methyl-butyric acid methyl ester 101836-23-1 C15H22O3S
3-(4-hydroxy-2,3,5-trimethyl-phenylsulfanyl)-3-methyl-butyric acid methyl ester
—— [1-(4-Hydroxy-2,3,5-trimethyl-phenylsulfanyl)-cyclobutyl]-acetic acid methyl ester 891188-02-6 C16H22O3S
[1-(4-Hydroxy-2,3,5-trimethyl-phenylsulfanyl)-cyclobutyl]-acetic acid methyl ester
—— 2-(3-Hydroxy-phenyl)-pyrimidin 69491-48-1 C10H8N2O
2-(3-Hydroxy-phenyl)-pyrimidin
—— S-(3,3-dimethylallyl)-2,3,5-trimethyl-4-hydroxybenzenethiol 101836-34-4 C14H20OS
S-(3,3-dimethylallyl)-2,3,5-trimethyl-4-hydroxybenzenethiol
—— 2-methoxy-6-[(E)-1-propenyl]phenol 29275-83-0 C10H12O2
2-methoxy-6-[(E)-1-propenyl]phenol
—— 2-methoxy-6-(Z)-propenylphenol 29275-82-9 C10H12O2
2-methoxy-6-(Z)-propenylphenol
—— 2-<3-hydroxy-2-(phenylthio)propyl>-6-methoxyphenol 126708-11-0 C16H18O3S
2-<3-hydroxy-2-(phenylthio)propyl>-6-methoxyphenol
—— 2-<2-hydroxy-3-(phenylthio)propyl>-6-methoxyphenol 126708-02-9 C16H18O3S
2-<2-hydroxy-3-(phenylthio)propyl>-6-methoxyphenol
—— 2-(1-hydroxy-2-(1H-imidazol-1-yl)ethyl)phenol 1621686-36-9 C11H12N2O2
2-(1-hydroxy-2-(1H-imidazol-1-yl)ethyl)phenol
—— 1-(2-Chlor-5-hydroxyphenyl)-2-tert.butylamino-ethanol 58020-39-6 C12H18ClNO2
1-(2-Chlor-5-hydroxyphenyl)-2-tert.butylamino-ethanol
—— 4-(1,1,1,3,3,3-hexamethyl-2-(trimethylsilyl)trisilan-2-yl)-2,6-dimethylphenol 1257556-22-1 C17H36OSi4
4-(1,1,1,3,3,3-hexamethyl-2-(trimethylsilyl)trisilan-2-yl)-2,6-dimethylphenol
—— N-[4-[(4-oxocyclohexa-2,5-dien-1-ylidene)methylamino]phenyl]acetamide 103912-30-7 C15H14N2O2
N-[4-[(4-oxocyclohexa-2,5-dien-1-ylidene)methylamino]phenyl]acetamide
—— 4-(4-hydroxy-2-methylphenoxy)butyronitrile 125451-73-2 C11H13NO2
4-(4-hydroxy-2-methylphenoxy)butyronitrile
—— o-Diethylphosphinylmethylphenol 70127-51-4 C11H17O2P
o-Diethylphosphinylmethylphenol
—— 2,5-bis(4-hydroxyphenylethynyl)-3,4-dibromothiophene 475560-86-2 C20H10Br2O2S
2,5-bis(4-hydroxyphenylethynyl)-3,4-dibromothiophene
—— Acetamide, N-[4-[[(4-hydroxyphenyl)methylene]amino]phenyl]- 103912-30-7 C15H14N2O2
Acetamide, N-[4-[[(4-hydroxyphenyl)methylene]amino]phenyl]-
—— 2,5-bis[(4-hydroxyphenyl)ethynyl]-3,4-dicyanothiophene 222639-34-1 C22H10N2O2S
2,5-bis[(4-hydroxyphenyl)ethynyl]-3,4-dicyanothiophene
—— tert-butyl 3-(5-chloro-2-hydroxyphenyl)-3-hydroxy-2-methylenepropanoate 1215266-96-8 C14H17ClO4
tert-butyl 3-(5-chloro-2-hydroxyphenyl)-3-hydroxy-2-methylenepropanoate
—— 1-(3-methoxy-4-hydroxyphenyl)ethylamine hydrochloride 24521-34-4 C9H13NO2*ClH
1-(3-methoxy-4-hydroxyphenyl)ethylamine hydrochloride
—— 4-hydroxy-3,5-dimethxoybenzylamine hydrochloride 5047-77-8 C9H13NO3*ClH
4-hydroxy-3,5-dimethxoybenzylamine hydrochloride
—— 4-(ethyl-dimethyl-silanyl)-phenol 17876-94-7 C10H16OSi
4-(ethyl-dimethyl-silanyl)-phenol
—— (S)-4-(2'-Methylbutyloxy)phenol 67599-20-6 C11H16O2
(S)-4-(2'-Methylbutyloxy)phenol
—— 4-chloro-2-(1-methyl-butyl)-phenol 18979-93-6 C11H15ClO
4-chloro-2-(1-methyl-butyl)-phenol
—— 3-hydroxy-3-(3-hydroxyphenyl)-1-propyne 90887-42-6 C9H8O2
3-hydroxy-3-(3-hydroxyphenyl)-1-propyne