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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
—— 5-(2-hydroxyphenyl)dipyrromethane —— C15H14N2O
5-(2-hydroxyphenyl)dipyrromethane
—— (E)-2-((pyridin-2-yl)methyleneamino)phenol —— C12H10N2O
(E)-2-((pyridin-2-yl)methyleneamino)phenol
—— 3-hydroxy-4-methoxyphenyl butyl carbonate —— C12H16O5
3-hydroxy-4-methoxyphenyl butyl carbonate
—— 2-ethoxy-1-(4-chloro-2-fluoro-5-hydroxyphenyl)-4-trifluoromethyl-6(1H)-pyrimidinone —— C13H9ClF4N2O3
2-ethoxy-1-(4-chloro-2-fluoro-5-hydroxyphenyl)-4-trifluoromethyl-6(1H)-pyrimidinone
—— 2,4-bis(benzyloxy)-6-pentylphenol —— C25H28O3
2,4-bis(benzyloxy)-6-pentylphenol
—— 2-(N-Methyl-1,2,3,6-tetrahydro-pyridin-4-yl)-5-pentyl resorcinol hydrochloride —— C17H25NO2*ClH
2-(N-Methyl-1,2,3,6-tetrahydro-pyridin-4-yl)-5-pentyl resorcinol hydrochloride
—— 2-(3-methylcyclohex-2-en-1-yl)-5-pentylbenzene-1,3-diol —— C18H26O2
2-(3-methylcyclohex-2-en-1-yl)-5-pentylbenzene-1,3-diol
—— 2-pentadecyl-resorcinol —— C21H36O2
2-pentadecyl-resorcinol
—— 1-cyclopropyl-6-fluoro-7-(4-(2-hydroxy-3,5-dinitrobenzoyl)piperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid —— C24H20FN5O9
1-cyclopropyl-6-fluoro-7-(4-(2-hydroxy-3,5-dinitrobenzoyl)piperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
—— (E)-N-<2-(4-hydroxyphenyl)ethyl>-3-methyldodec-2-enamide —— C21H33NO2
(E)-N-<2-(4-hydroxyphenyl)ethyl>-3-methyldodec-2-enamide
—— (Z)-N-<2-(4-hydroxyphenyl)ethyl>-3-methyldodec-2-enamide —— C21H33NO2
(Z)-N-<2-(4-hydroxyphenyl)ethyl>-3-methyldodec-2-enamide
—— 2-(3-chloro-4-hydroxyphenyl)ethyl isothiocyanate —— C9H8ClNOS
2-(3-chloro-4-hydroxyphenyl)ethyl isothiocyanate
—— N-Aloc-tyramine —— C12H15NO3
N-Aloc-tyramine
—— 2-(5-(chloromethyl)-1,3,4-oxadiazol-2-yl)phenol —— C9H7ClN2O2
2-(5-(chloromethyl)-1,3,4-oxadiazol-2-yl)phenol
—— N-(4-benzyloxy-3-methoxyphenethyl)-2-(4-hydroxy-2-chloromethyl-3-methoxyphenyl)acetamide —— C26H28ClNO5
N-(4-benzyloxy-3-methoxyphenethyl)-2-(4-hydroxy-2-chloromethyl-3-methoxyphenyl)acetamide
—— 4-(2-(cyclopropylmethoxy)ethoxy)phenol —— C12H16O3
4-(2-(cyclopropylmethoxy)ethoxy)phenol
—— 3-hydroxy-6-[(4-hydroxyphenoxy)methyl]-4H-pyran-4-one —— C12H10O5
3-hydroxy-6-[(4-hydroxyphenoxy)methyl]-4H-pyran-4-one
—— 4-(2',6'-dimethyl)benzyloxyphenol —— C15H16O2
4-(2',6'-dimethyl)benzyloxyphenol
—— 4-[2-(2-tetrahydrofurylmethoxy)ethoxy]phenol —— C13H18O4
4-[2-(2-tetrahydrofurylmethoxy)ethoxy]phenol
—— 4-benzyloxy-2-diethylaminomethylphenol —— C18H23NO2
4-benzyloxy-2-diethylaminomethylphenol
—— 4-(2-Cyclopentyloxyethoxy)-phenol benzyl ether —— C13H18O3*C14H14O
4-(2-Cyclopentyloxyethoxy)-phenol benzyl ether
—— N-(5-hydroxy-2-nitrophenyl)-amino acetic acid —— C8H8N2O5
N-(5-hydroxy-2-nitrophenyl)-amino acetic acid
—— N-Fmoc-L-Pro Wang resin —— C20H18NO3Pol
N-Fmoc-L-Pro Wang resin
—— methyl 2-fluoro-3-hydroxy-4-nitrophenylacetate —— C9H8FNO5
methyl 2-fluoro-3-hydroxy-4-nitrophenylacetate
—— 4-(2-allylamino-thiazol-4-yl)-benzene-1,2-diol —— C12H12N2O2S
4-(2-allylamino-thiazol-4-yl)-benzene-1,2-diol
—— 3-methoxy-5-(trimethylsilyl)phenol —— C10H16O2Si
3-methoxy-5-(trimethylsilyl)phenol
—— 5-(trimethylsilyl)benzene-1,3-diol —— C9H14O2Si
5-(trimethylsilyl)benzene-1,3-diol
—— (±)-N,O-bis(trimethylsilyl)metoprolol —— C21H41NO3Si2
(±)-N,O-bis(trimethylsilyl)metoprolol
—— O 1987 —— C28H42N2O3
O 1987
—— N-(4'-hydroxy-3'-methoxybenzyl)-10-hydroxy-12-oxooctadecanamide —— C26H43NO5
N-(4'-hydroxy-3'-methoxybenzyl)-10-hydroxy-12-oxooctadecanamide
—— 1''-hexyl-12''-[(3'''-((4''''-hydroxy-3''''-methoxybenzyl)amino)-3'''-oxopropyl)seleno]dodec-(3''Z)-en-(1''R)-yl 2-phenylacetate —— C37H55NO5Se
1''-hexyl-12''-[(3'''-((4''''-hydroxy-3''''-methoxybenzyl)amino)-3'''-oxopropyl)seleno]dodec-(3''Z)-en-(1''R)-yl 2-phenylacetate
—— 3-(hexadecylthio)-N-(4'-hydroxy-3'-methoxybenzyl)propanamide —— C27H47NO3S
3-(hexadecylthio)-N-(4'-hydroxy-3'-methoxybenzyl)propanamide
—— 2-((4-hydroxy-2-iodo-5-methoxybenzyl)amino)-2-oxoethyl pentanoate —— C15H20INO5
2-((4-hydroxy-2-iodo-5-methoxybenzyl)amino)-2-oxoethyl pentanoate
—— 1-(4-tert-butylbenzyl)-3-(2-chloro-4-hydroxy-5-methoxybenzyl)thiourea —— C20H25ClN2O2S
1-(4-tert-butylbenzyl)-3-(2-chloro-4-hydroxy-5-methoxybenzyl)thiourea
—— 4-chloro-5-(3-fluorophenylsulfonyl)-1,2-benzenediol —— C12H8ClFO4S
4-chloro-5-(3-fluorophenylsulfonyl)-1,2-benzenediol
—— 2-((4-hydroxy-2-iodo-5-methoxybenzyl)amino)-2-oxoethyl pentadecanoate —— C25H40INO5
2-((4-hydroxy-2-iodo-5-methoxybenzyl)amino)-2-oxoethyl pentadecanoate
—— 2-((4-hydroxy-2-iodo-5-methoxybenzyl)amino)-2-oxoethyl dodecanoate —— C22H34INO5
2-((4-hydroxy-2-iodo-5-methoxybenzyl)amino)-2-oxoethyl dodecanoate
—— (R,Z)-2-((4-hydroxy-3-methoxybenzyl)amino)-2-oxoethyl 12-(2-phenylacetoxy)octadec-9-enoate —— C36H51NO7
(R,Z)-2-((4-hydroxy-3-methoxybenzyl)amino)-2-oxoethyl 12-(2-phenylacetoxy)octadec-9-enoate
—— 2-((4-hydroxy-2-iodo-5-methoxybenzyl)amino)-2-oxoethyl octanoate —— C18H26INO5
2-((4-hydroxy-2-iodo-5-methoxybenzyl)amino)-2-oxoethyl octanoate
—— 4-chloro-5-(3,5-dichloro-phenylsulfonyl)-1,2-benzenediol —— C12H7Cl3O4S
4-chloro-5-(3,5-dichloro-phenylsulfonyl)-1,2-benzenediol
—— 2-((4-hydroxy-3-methoxybenzyl)amino)-2-oxoethyl oleate —— C28H45NO5
2-((4-hydroxy-3-methoxybenzyl)amino)-2-oxoethyl oleate
—— 2-hydroxy-N-(4-hydroxy-2-iodo-5-methoxybenzyl)acetamide —— C10H12INO4
2-hydroxy-N-(4-hydroxy-2-iodo-5-methoxybenzyl)acetamide
—— 2-((4-hydroxy-3-methoxybenzyl)amino)-2-oxoethyl octanoate —— C18H27NO5
2-((4-hydroxy-3-methoxybenzyl)amino)-2-oxoethyl octanoate
—— 2-((4-hydroxy-3-methoxybenzyl)amino)-2-oxoethyl pentadecanoate —— C25H41NO5
2-((4-hydroxy-3-methoxybenzyl)amino)-2-oxoethyl pentadecanoate
—— 2-((4-hydroxy-3-methoxybenzyl)amino)-2-oxoethyl dodecanoate —— C22H35NO5
2-((4-hydroxy-3-methoxybenzyl)amino)-2-oxoethyl dodecanoate
—— 2-((4-hydroxy-3-methoxybenzyl)amino)-2-oxoethyl butyrate —— C14H19NO5
2-((4-hydroxy-3-methoxybenzyl)amino)-2-oxoethyl butyrate
—— 3-hexyloxypropionic acid N-(4-hydroxy-3-methoxybenzyl)amide —— C17H27NO4
3-hexyloxypropionic acid N-(4-hydroxy-3-methoxybenzyl)amide
—— 1-(4-tert-butylbenzyl)-3-(2-iodo-4-hydroxy-5-methoxybenzyl)thiourea —— C20H25IN2O2S
1-(4-tert-butylbenzyl)-3-(2-iodo-4-hydroxy-5-methoxybenzyl)thiourea
—— 1-nitro-2-(octylamino)-2-[(3-methoxy-4-hydroxybenzyl)amino]ethene —— C18H29N3O4
1-nitro-2-(octylamino)-2-[(3-methoxy-4-hydroxybenzyl)amino]ethene
—— N-(4-tert-butylbenzyl)-N'-(4-hydroxy-3-methoxybenzyl)thiourea —— C20H26N2O2S
N-(4-tert-butylbenzyl)-N'-(4-hydroxy-3-methoxybenzyl)thiourea