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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
—— 4-hydroxy-3-methoxy-benzoic acid-(3-nitro-benzylidenehydrazide) —— C15H13N3O5
4-hydroxy-3-methoxy-benzoic acid-(3-nitro-benzylidenehydrazide)
—— 2-[2,2,2-trichloro-1-(methylamino)ethyl]phenol —— C9H10Cl3NO
2-[2,2,2-trichloro-1-(methylamino)ethyl]phenol
—— 4-[(1-pentylsulfanyl)methyl]-1,2-benzenediol —— C12H18O2S
4-[(1-pentylsulfanyl)methyl]-1,2-benzenediol
—— 2-(bis(pentylthio)methyl)phenol —— C17H28OS2
2-(bis(pentylthio)methyl)phenol
—— 5-fluoro-2-methyl-4-nitrophenol —— C7H6FNO3
5-fluoro-2-methyl-4-nitrophenol
—— 2-(3,3-dichloro-1-methyl-allyl)-phenol —— C10H10Cl2O
2-(3,3-dichloro-1-methyl-allyl)-phenol
—— (p-hydroxyphenyl)dimethylsulfonium perchlorate —— C8H11OS*ClO4
(p-hydroxyphenyl)dimethylsulfonium perchlorate
—— 2-methoxy-6-phenylsulfonyl-1,4-hydroquinone —— C13H12O5S
2-methoxy-6-phenylsulfonyl-1,4-hydroquinone
—— 3-methoxy-5-(phenylsulfonyl)benzene-1,2-diol —— C13H12O5S
3-methoxy-5-(phenylsulfonyl)benzene-1,2-diol
—— 2-methoxy-5-phenylsulfonyl-1,4-hydroquinone —— C13H12O5S
2-methoxy-5-phenylsulfonyl-1,4-hydroquinone
—— 5-[(3,4-dihydroxy-5-nitrophenyl)methylidene]-3-methyl-2-thioxothiazolidin-4-one —— C11H8N2O5S2
5-[(3,4-dihydroxy-5-nitrophenyl)methylidene]-3-methyl-2-thioxothiazolidin-4-one
—— 5-(3,4-dihydroxy-5-nitrobenzylidene)3-ethylthiazolidine-2,4-dione —— C12H10N2O6S
5-(3,4-dihydroxy-5-nitrobenzylidene)3-ethylthiazolidine-2,4-dione
—— 4-(6-chlorohexyloxy)-2,3,6-trimethylphenol —— C15H23ClO2
4-(6-chlorohexyloxy)-2,3,6-trimethylphenol
—— 4-(10-chlorodecyloxy)-2,3,6-trimethylphenol —— C19H31ClO2
4-(10-chlorodecyloxy)-2,3,6-trimethylphenol
—— 4-(4-chlorobutoxy)-2,3,6-trimethylphenol —— C13H19ClO2
4-(4-chlorobutoxy)-2,3,6-trimethylphenol
—— 4-(8-bromooctyloxy)-2,3,6-trimethylphenol —— C17H27BrO2
4-(8-bromooctyloxy)-2,3,6-trimethylphenol
—— 4-(((4-iodo-2,5-dimethoxyphenethyl)amino)methyl)-3-methoxyphenol 1800475-17-5 C18H22INO4
4-(((4-iodo-2,5-dimethoxyphenethyl)amino)methyl)-3-methoxyphenol
—— N-(p-hydroxybenzylidene)-m-hydroxyaniline —— C13H11NO2
N-(p-hydroxybenzylidene)-m-hydroxyaniline
—— (E)-2-(((3-hydroxyphenyl)imino)methyl)-4-nitrophenol —— C13H10N2O4
(E)-2-(((3-hydroxyphenyl)imino)methyl)-4-nitrophenol
—— 2-chloro-N-(3-hydroxyphenyl)isonicotinamidine —— C12H10ClN3O
2-chloro-N-(3-hydroxyphenyl)isonicotinamidine
—— (E)-2-(((3-hydroxyphenyl)imino)methyl)phenol —— C13H11NO2
(E)-2-(((3-hydroxyphenyl)imino)methyl)phenol
—— 2-[(sec-butylthio)methyl]phenol —— C11H16OS
2-[(sec-butylthio)methyl]phenol
—— 4-[(2-butylsulfanyl)methyl]-1,2-benzenediol —— C11H16O2S
4-[(2-butylsulfanyl)methyl]-1,2-benzenediol
—— (2-hydroxy-4,6-dimethyl-phenyl)-glyoxylic acid —— C10H10O4
(2-hydroxy-4,6-dimethyl-phenyl)-glyoxylic acid
—— 2-(bis(5-methylthiophen-2-yl)methyl)-4-nitrophenol —— C17H15NO3S2
2-(bis(5-methylthiophen-2-yl)methyl)-4-nitrophenol
—— 2-hydroxy-5-methylacetophenone benzoylhydrazone —— C16H16N2O2
2-hydroxy-5-methylacetophenone benzoylhydrazone
—— 3-hydroxy-2-methoxybenzonitrile —— C8H7NO2
3-hydroxy-2-methoxybenzonitrile
—— 2-[3-(trifluoromethyl)-5-isoxazolyl]phenol —— C10H6F3NO2
2-[3-(trifluoromethyl)-5-isoxazolyl]phenol
—— N,N'-bis(salicylidene)-1,1-dimethylethane-1,2-diamine —— C18H20N2O2
N,N'-bis(salicylidene)-1,1-dimethylethane-1,2-diamine
—— 4-bromo-N’-(2-hydroxy-3-methoxybenzylidene)benzohydrazide —— C15H13BrN2O3
4-bromo-N’-(2-hydroxy-3-methoxybenzylidene)benzohydrazide
—— (E)-N'-(2-hydroxy-3-methoxybenzylidene)benzohydrazide —— C15H14N2O3
(E)-N'-(2-hydroxy-3-methoxybenzylidene)benzohydrazide
—— N’-(2-hydroxy-4-methoxybenzylidene)isonicotinohydrazide —— C14H13N3O3
N’-(2-hydroxy-4-methoxybenzylidene)isonicotinohydrazide
—— N'-(2-hydroxy-3-methoxybenzylidene)-3-methylbenzohydrazide —— C16H16N2O3
N'-(2-hydroxy-3-methoxybenzylidene)-3-methylbenzohydrazide
—— benzyl 4-hydroxybenzimidothioate —— C14H13NOS
benzyl 4-hydroxybenzimidothioate
—— 4-hydroxy-3,5-dimethyl-α-[(trimethylsilyl)-methyl]benzenemethanol —— C13H22O2Si
4-hydroxy-3,5-dimethyl-α-[(trimethylsilyl)-methyl]benzenemethanol
—— N'-(4'-hydroxy-3'-methoxybenzylidene)hexadecanohydrazide —— C24H40N2O3
N'-(4'-hydroxy-3'-methoxybenzylidene)hexadecanohydrazide
—— 2-[(1-hydroxycyclopropyl)methyl]phenol —— C10H12O2
2-[(1-hydroxycyclopropyl)methyl]phenol
—— (R)-(-)-4-fluoro-2-<<N-<1-(1H-imidazol-4-yl)-2-propyl>imino>(3-thienyl)methyl>phenol —— C17H16FN3OS
(R)-(-)-4-fluoro-2-<<N-<1-(1H-imidazol-4-yl)-2-propyl>imino>(3-thienyl)methyl>phenol
—— 4-chloro-2-(5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl)phenol —— C13H9ClN2O3
4-chloro-2-(5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl)phenol
—— 4-hydroxyphenyl-2-aminoethyl selenide —— C8H11NOSe
4-hydroxyphenyl-2-aminoethyl selenide
—— (S)-4-hydroxyphenyl 2-methyl-2-aminoethyl selenide —— C9H13NOSe
(S)-4-hydroxyphenyl 2-methyl-2-aminoethyl selenide
—— cis-5-fluoro-N-[4-(4-hydroxy-2-methoxy-benzoylamino)-cyclohexyl]-2-(tetrahydro-thiopyran-4-yloxy)-nicotinamide —— C25H30FN3O5S
cis-5-fluoro-N-[4-(4-hydroxy-2-methoxy-benzoylamino)-cyclohexyl]-2-(tetrahydro-thiopyran-4-yloxy)-nicotinamide
—— (2R,3S,4S)-4-{[2-(4-hydroxyphenyl)ethoxy]carbonyl}-3-formyl-3,4-dihydro-2H-pyran-5-acetic acid methyl ester —— C19H22O7
(2R,3S,4S)-4-{[2-(4-hydroxyphenyl)ethoxy]carbonyl}-3-formyl-3,4-dihydro-2H-pyran-5-acetic acid methyl ester
—— 2-(3-phenoxypropyl)hydroquinone —— C15H16O3
2-(3-phenoxypropyl)hydroquinone
—— 5-[(1E,3E)-4-(4-hydroxyphenyl)-1,3-butadienyl]-1,3-benzenediol —— C16H14O3
5-[(1E,3E)-4-(4-hydroxyphenyl)-1,3-butadienyl]-1,3-benzenediol
—— 4-(2-fluoro-4-hydroxyphenyl)butan-2-one —— C10H11FO2
4-(2-fluoro-4-hydroxyphenyl)butan-2-one
—— 4-(2-methylbenzyloxy)phenol —— C14H14O2
4-(2-methylbenzyloxy)phenol
—— 2,3-difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol 1029439-85-7 C12H15BF2O3
2,3-difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
—— 4-(3-butenoxy)-2,3-difluorophenol —— C10H10F2O2
4-(3-butenoxy)-2,3-difluorophenol
—— 2,3,4-tribromo-5,6-difluorophenol —— C6HBr3F2O
2,3,4-tribromo-5,6-difluorophenol