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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
—— 2,2,2-trifluoro-N-(3-(3-deutero-5-hydroxyphenyl)-3-hydroxypropyl)acetamide 1222169-17-6 C11H12F3NO3
2,2,2-trifluoro-N-(3-(3-deutero-5-hydroxyphenyl)-3-hydroxypropyl)acetamide
—— 3,4-Dihydroxy-mandelsaeure-aethylester 99187-03-8 C10H12O5
3,4-Dihydroxy-mandelsaeure-aethylester
—— Thioschwefelsaeure-S-(2-<4-hydroxy-phenaethylamino>-2-imino-aethylester) 13338-59-5 C10H14N2O4S2
Thioschwefelsaeure-S-(2-<4-hydroxy-phenaethylamino>-2-imino-aethylester)
—— 4-(1-Benzenesulfonyl-ethyl)-2,6-dimethoxy-phenol 61563-85-7 C16H18O5S
4-(1-Benzenesulfonyl-ethyl)-2,6-dimethoxy-phenol
—— (Z)-3-((E)-1-(benzyloxyimino)ethyl)-4-hydroxy-5-(4-hydroxybenzylidene)-1,5-dihydro-2H-pyrrole-2-one 1262232-54-1 C20H18N2O4
(Z)-3-((E)-1-(benzyloxyimino)ethyl)-4-hydroxy-5-(4-hydroxybenzylidene)-1,5-dihydro-2H-pyrrole-2-one
—— 4-Bromo-2-(cyclohexyliminomethyl)phenol 78987-54-9 C13H16BrNO
4-Bromo-2-(cyclohexyliminomethyl)phenol
—— 4-Allyl-6-isopropylaminomethyl-2-methoxy-phenol 1952-83-6 C14H21NO2
4-Allyl-6-isopropylaminomethyl-2-methoxy-phenol
—— (1S,2S)-1-cyano-2-hexyl-1-(4-hydroxyphenyl)cyclopropane 138604-03-2 C16H21NO
(1S,2S)-1-cyano-2-hexyl-1-(4-hydroxyphenyl)cyclopropane
—— 2-methyl-4-(α-methoxycarbonylhexafluoroisopropylthio)phenol 137380-24-6 C12H10F6O3S
2-methyl-4-(α-methoxycarbonylhexafluoroisopropylthio)phenol
—— 4-tetradecyl-pyrocatechol 140947-24-6 C20H34O2
4-tetradecyl-pyrocatechol
—— (1R,2S)-1-cyano-2-hexyl-1-(4-hydroxyphenyl)cyclopropane 134637-56-2 C16H21NO
(1R,2S)-1-cyano-2-hexyl-1-(4-hydroxyphenyl)cyclopropane
—— 3-methoxy-4-(α-methoxycarbonylhexafluoroisopropylthio)phenol 137380-37-1 C12H10F6O4S
3-methoxy-4-(α-methoxycarbonylhexafluoroisopropylthio)phenol
—— N-[2-(4-hydroxyphenyl)ethyl]-2-oxohexanamide 1374640-39-7 C14H19NO3
N-[2-(4-hydroxyphenyl)ethyl]-2-oxohexanamide
—— <2-(2,6-dihydroxyphenyl)-4-thiazolyl>acetic acid 171017-50-8 C11H9NO4S
<2-(2,6-dihydroxyphenyl)-4-thiazolyl>acetic acid
—— 6-[(2-hydroxy-3-methoxyphenyl)(1-pyrrolidinyl)methyl]-1,3-benzodioxol-5-ol 116385-17-2 C19H21NO5
6-[(2-hydroxy-3-methoxyphenyl)(1-pyrrolidinyl)methyl]-1,3-benzodioxol-5-ol
—— 2-[1-(3-dimethylamino-propylamino)ethyl]phenol 1021064-85-6 C13H22N2O
2-[1-(3-dimethylamino-propylamino)ethyl]phenol
—— 2-bromo-6-hydroxy-3-methoxy-5-(2-propenyl)benzaldehyde 327163-80-4 C11H11BrO3
2-bromo-6-hydroxy-3-methoxy-5-(2-propenyl)benzaldehyde
—— 2-(4-Ethoxyphenyl)ethyl acetate 22532-53-2 C12H16O3
2-(4-Ethoxyphenyl)ethyl acetate
—— 4-bromo-3-chloro-5-methoxybenzene-1,2-diol 1365030-44-9 C7H6BrClO3
4-bromo-3-chloro-5-methoxybenzene-1,2-diol
—— N-[4-(2-Hydroxy-4-methoxy-phenyl)-thiazol-2-yl]-oxalamic acid ethyl ester 74604-61-8 C14H14N2O5S
N-[4-(2-Hydroxy-4-methoxy-phenyl)-thiazol-2-yl]-oxalamic acid ethyl ester
—— 3-(4-hydroxy-3-methoxyphenyl)-3-mercapto-1-propanol 68946-36-1 C10H14O3S
3-(4-hydroxy-3-methoxyphenyl)-3-mercapto-1-propanol
—— 1-(2-hydroxy-4-methoxy-phenyl)-3-pyridin-4-yl-propenone 7401-39-0 C15H13NO3
1-(2-hydroxy-4-methoxy-phenyl)-3-pyridin-4-yl-propenone
—— 4-Hydroxy-2-methyl-3-nitro-benzenesulfonyl fluoride 23379-32-0 C7H6FNO5S
4-Hydroxy-2-methyl-3-nitro-benzenesulfonyl fluoride
—— (E)-benzyl 2-(2,4-Dihydroxy-5-methoxybenzylidene)hydrazinecarboxylate 1621252-68-3 C16H16N2O5
(E)-benzyl 2-(2,4-Dihydroxy-5-methoxybenzylidene)hydrazinecarboxylate
—— (E)-benzyl 2-(4-hydroxy-3-methoxybenzylidene)hydrazinecarboxylate 1621252-65-0 C16H16N2O4
(E)-benzyl 2-(4-hydroxy-3-methoxybenzylidene)hydrazinecarboxylate
—— 3-Chloro-4-hydroxy-5-nitro-benzenesulfonyl fluoride 23379-30-8 C6H3ClFNO5S
3-Chloro-4-hydroxy-5-nitro-benzenesulfonyl fluoride
—— N-((1S)-1-{[(4-hydroxy-2-methoxyphenyl)amino]methyl}propyl)(tert-butoxy)carboxamide 1190743-75-9 C16H26N2O4
N-((1S)-1-{[(4-hydroxy-2-methoxyphenyl)amino]methyl}propyl)(tert-butoxy)carboxamide
—— (E)-1-[2-hydroxy-4-methoxy-3-(morpholinomethyl)phenyl]-3-(pyridin-2-yl)-2-propen-1-one 1064287-98-4 C20H22N2O4
(E)-1-[2-hydroxy-4-methoxy-3-(morpholinomethyl)phenyl]-3-(pyridin-2-yl)-2-propen-1-one
—— (E)-1-[2-hydroxy-4-methoxy-5-(morpholin-4-ylmethyl)phenyl]-3-thiophen-2-ylprop-2-en-1-one 1064288-09-0 C19H21NO4S
(E)-1-[2-hydroxy-4-methoxy-5-(morpholin-4-ylmethyl)phenyl]-3-thiophen-2-ylprop-2-en-1-one
—— (E)-3-(furan-2-yl)-1-[2-hydroxy-4-methoxy-5-(morpholin-4-ylmethyl)phenyl]prop-2-en-1-one 1064288-10-3 C19H21NO5
(E)-3-(furan-2-yl)-1-[2-hydroxy-4-methoxy-5-(morpholin-4-ylmethyl)phenyl]prop-2-en-1-one
—— (E)-1-[2-hydroxy-4-methoxy-5-(morpholin-4-ylmethyl)phenyl]-3-pyridin-3-ylprop-2-en-1-one 1064288-07-8 C20H22N2O4
(E)-1-[2-hydroxy-4-methoxy-5-(morpholin-4-ylmethyl)phenyl]-3-pyridin-3-ylprop-2-en-1-one
—— 6-Allyl-3-bromo-4-[1,3]dioxolan-2-yl-2-methoxy-phenol 1027270-48-9 C13H15BrO4
6-Allyl-3-bromo-4-[1,3]dioxolan-2-yl-2-methoxy-phenol
—— 2,6-Bis-(1-methylnonyl)-phenol 82971-18-4 C26H46O
2,6-Bis-(1-methylnonyl)-phenol
—— 2-Cyclopropylidene-2-(2-hydroxy-4-methylphenyl)ethyl pivalate 154699-01-1 C17H22O3
2-Cyclopropylidene-2-(2-hydroxy-4-methylphenyl)ethyl pivalate
—— 3-<(2,5-Dihydroxyphenyl)amino>-5,5-dimethyl-2-cyclohexen-1-on 117527-09-0 C14H17NO3
3-<(2,5-Dihydroxyphenyl)amino>-5,5-dimethyl-2-cyclohexen-1-on
—— 2-Cyclopropylidene-2-(2-hydroxy-4-methylphenyl)ethanol 154699-00-0 C12H14O2
2-Cyclopropylidene-2-(2-hydroxy-4-methylphenyl)ethanol
—— 4-hydroxyphenyl 3-phenylselenylprop-2-yn-1-yl ether 1147711-59-8 C15H12O2Se
4-hydroxyphenyl 3-phenylselenylprop-2-yn-1-yl ether
—— 2-(4,6-diethyl-2-hydrazino-pyrimidin-5-yl)-phenol 53511-48-1 C14H18N4O
2-(4,6-diethyl-2-hydrazino-pyrimidin-5-yl)-phenol
—— 4-butyl-1-(3-hydroxy-phenyl)-2-phenyl-pyrazolidine-3,5-dione 98196-00-0 C19H20N2O3
4-butyl-1-(3-hydroxy-phenyl)-2-phenyl-pyrazolidine-3,5-dione
—— 1,2-Bis-m-hydroxyphenyl-4-n-butyl-pyrazolidin-3,5-dion 1242-28-0 C19H20N2O4
1,2-Bis-m-hydroxyphenyl-4-n-butyl-pyrazolidin-3,5-dion
—— 2-(Di-morpholin-4-yl-methyl)-6-nitro-phenol 183364-35-4 C15H21N3O5
2-(Di-morpholin-4-yl-methyl)-6-nitro-phenol
—— difluoromethyl-phenol 271249-71-9 C7H6F2O
difluoromethyl-phenol
—— 2-(5,7-diethyl-tetrazolo[1,5-<i>a</i>]pyrimidin-6-yl)-phenol 53511-54-9 C14H15N5O
2-(5,7-diethyl-tetrazolo[1,5-<i>a</i>]pyrimidin-6-yl)-phenol
—— 4-(2-Amino-1-hydroxy-ethyl)-2-fluoro-phenol; hydrochloride 37302-03-7 C8H10FNO2*ClH
4-(2-Amino-1-hydroxy-ethyl)-2-fluoro-phenol; hydrochloride
—— (S)-3-(5-methyl-4,5-dihydrooxazol-2-yl)phenol 1188498-91-0 C10H11NO2
(S)-3-(5-methyl-4,5-dihydrooxazol-2-yl)phenol
—— 2-{(E)-[(4-methylphenyl)imino]methyl}-4-nitrophenol 20772-75-2 C14H12N2O3
2-{(E)-[(4-methylphenyl)imino]methyl}-4-nitrophenol
—— (+/-)-2,6-Dimethyl-4-<3-hydroxy-4-<(trimethylsilyl)methyl>-4-pentenyl>phenol 118631-04-2 C17H28O2Si
(+/-)-2,6-Dimethyl-4-<3-hydroxy-4-<(trimethylsilyl)methyl>-4-pentenyl>phenol
—— diethyl N-(3-chloro-2-hydroxyphenyl)aminomethylenemalonate 121996-73-4 C14H16ClNO5
diethyl N-(3-chloro-2-hydroxyphenyl)aminomethylenemalonate
—— 4-[2-(Chloromethyl)-1,3-dioxolan-2-yl]phenol 20535-60-8 C10H11ClO3
4-[2-(Chloromethyl)-1,3-dioxolan-2-yl]phenol
—— 2-(1-Butylheptyl)-phenol 17404-53-4 C17H28O
2-(1-Butylheptyl)-phenol