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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
—— Acetic acid;3-chloro-6-methylbenzene-1,2,4,5-tetrol 88207-75-4 C15H23ClO12
Acetic acid;3-chloro-6-methylbenzene-1,2,4,5-tetrol
—— 4-{[2-(3,4-Dihydroxyphenyl)ethyl]amino}-4-oxobut-2-enoic acid 88204-79-9 C12H13NO5
4-{[2-(3,4-Dihydroxyphenyl)ethyl]amino}-4-oxobut-2-enoic acid
—— 1-(2-Hydroxy-5-methylphenyl)-3-(morpholin-4-yl)prop-2-en-1-one 88021-77-6 C14H17NO3
1-(2-Hydroxy-5-methylphenyl)-3-(morpholin-4-yl)prop-2-en-1-one
—— Sulfuric acid--1-(3-hydroxyphenyl)ethane-1,2-diol (1/1) 87940-45-2 C8H12O7S
Sulfuric acid--1-(3-hydroxyphenyl)ethane-1,2-diol (1/1)
—— N-Hexadecyl-3,4,5-trihydroxybenzamide 87667-25-2 C23H39NO4
N-Hexadecyl-3,4,5-trihydroxybenzamide
—— Bis(2,3,5,6-tetrafluoro-4-hydroxyphenyl)mercury;hydrate 873889-26-0 C12H4F8HgO3
Bis(2,3,5,6-tetrafluoro-4-hydroxyphenyl)mercury;hydrate
—— Benzene-1,2,3-triol;pyrimidine 874009-91-3 C10H10N2O3
Benzene-1,2,3-triol;pyrimidine
—— 4-(5-Hexyl-1,3-dithian-2-YL)phenol 86571-01-9 C16H24OS2
4-(5-Hexyl-1,3-dithian-2-YL)phenol
—— Methyl 5-(4-hydroxy-3,5-dimethylphenyl)pent-4-enoate 866082-53-3 C14H18O3
Methyl 5-(4-hydroxy-3,5-dimethylphenyl)pent-4-enoate
—— 5-Nitroso-vanillin 863546-29-6 C8H7NO4
5-Nitroso-vanillin
—— 2-{[1-(2-Bromo-phenyl)-meth-(E)-ylidene]-amino}-4-nitro-phenol 83663-26-7 C13H9BrN2O3
2-{[1-(2-Bromo-phenyl)-meth-(E)-ylidene]-amino}-4-nitro-phenol
—— (1R,2S)-3-chloro-1-(4-hydroxy-3-methoxyphenyl)propane-1,2-diol 832699-72-6 C10H13ClO4
(1R,2S)-3-chloro-1-(4-hydroxy-3-methoxyphenyl)propane-1,2-diol
—— 2-Methoxy-4-(2-methylpropoxy)phenol 833445-79-7 C11H16O3
2-Methoxy-4-(2-methylpropoxy)phenol
—— 4-Nitro-2-(2,4,6-trinitroanilino)phenol 832733-70-7 C12H7N5O9
4-Nitro-2-(2,4,6-trinitroanilino)phenol
—— N-[(R)-2-Hydroxy-2-(3-hydroxy-phenyl)-ethyl]-butyramide 831171-91-6 C12H17NO3
N-[(R)-2-Hydroxy-2-(3-hydroxy-phenyl)-ethyl]-butyramide
—— 4-Cyclooctyl-3-methylphenol 828288-76-2 C15H22O
4-Cyclooctyl-3-methylphenol
—— acetic acid;2,3,6-trimethyl-4-[[(2R)-oxiran-2-yl]methoxy]phenol 830320-57-5 C14H20O5
acetic acid;2,3,6-trimethyl-4-[[(2R)-oxiran-2-yl]methoxy]phenol
—— Cyclohexa-2,5-diene-1,4-dione;2,6-dimethoxyphenol 830319-99-8 C14H14O5
Cyclohexa-2,5-diene-1,4-dione;2,6-dimethoxyphenol
—— acetic acid;2,3,6-trimethyl-4-[[(2S)-oxiran-2-yl]methoxy]phenol 830320-58-6 C14H20O5
acetic acid;2,3,6-trimethyl-4-[[(2S)-oxiran-2-yl]methoxy]phenol
—— Acetic acid;2-ethynylbenzene-1,4-diol 827624-47-5 C12H14O6
Acetic acid;2-ethynylbenzene-1,4-diol
—— Acetic acid;2,6-dibromobenzene-1,4-diol 827624-58-8 C10H12Br2O6
Acetic acid;2,6-dibromobenzene-1,4-diol
—— Benzene-1,4-diol;1-hexylsulfinylhexane 828249-67-8 C30H58O4S2
Benzene-1,4-diol;1-hexylsulfinylhexane
—— 3-Bromo-2-methoxy-5-{(E)-[(4-methoxyphenyl)imino]methyl}phenol 828247-37-6 C15H14BrNO3
3-Bromo-2-methoxy-5-{(E)-[(4-methoxyphenyl)imino]methyl}phenol
—— Acetic acid;2-(2-trimethylsilylethynyl)benzene-1,4-diol 827624-45-3 C15H22O6Si
Acetic acid;2-(2-trimethylsilylethynyl)benzene-1,4-diol
—— 4-(Phenylsulfinimidoyl)phenol;hydrochloride 827044-71-3 C12H12ClNOS
4-(Phenylsulfinimidoyl)phenol;hydrochloride
—— 4-Nitrophenol;4-nitrophenolate;pyridin-1-ium-2,6-diamine —— C17H17N5O6
4-Nitrophenol;4-nitrophenolate;pyridin-1-ium-2,6-diamine
—— 2-[N-(2-mercaptoethyl)-N-(2-pyridylmethyl)]amino-4-methylphenol 827307-28-8 C15H18N2OS
2-[N-(2-mercaptoethyl)-N-(2-pyridylmethyl)]amino-4-methylphenol
—— 2-Aminopyridinium 4-nitrophenolate 4-nitrophenol —— C17H16N4O6
2-Aminopyridinium 4-nitrophenolate 4-nitrophenol
—— 2-[N-(2-hydroxy-5-nitrobenzyl)-N-(2-mercaptoethyl)]aminomethylpyridine 827307-31-3 C15H17N3O3S
2-[N-(2-hydroxy-5-nitrobenzyl)-N-(2-mercaptoethyl)]aminomethylpyridine
—— 2-(Phenylsulfinimidoyl)phenol;hydrochloride 827044-69-9 C12H12ClNOS
2-(Phenylsulfinimidoyl)phenol;hydrochloride
—— 2-[(2-{[(3-Hydroxyphenyl)methyl]sulfanyl}ethyl)sulfanyl]ethane-1-sulfonic acid 823235-28-5 C11H16O4S3
2-[(2-{[(3-Hydroxyphenyl)methyl]sulfanyl}ethyl)sulfanyl]ethane-1-sulfonic acid
—— 2-(Dec-3-ene-1,5-diyn-1-yl)phenol 823228-05-3 C16H16O
2-(Dec-3-ene-1,5-diyn-1-yl)phenol
—— 4-(Dec-3-ene-1,5-diyn-1-yl)phenol 823228-07-5 C16H16O
4-(Dec-3-ene-1,5-diyn-1-yl)phenol
—— 3-(Dec-3-ene-1,5-diyn-1-yl)phenol 823228-06-4 C16H16O
3-(Dec-3-ene-1,5-diyn-1-yl)phenol
—— 3,4-Dibutyl-2-methoxyphenol 82321-68-4 C15H24O2
3,4-Dibutyl-2-methoxyphenol
—— 2-(4-Hydroxyphenyl)-3-(pyrimidin-2-yl)-1,3-thiazolidin-4-one 821782-78-9 C13H11N3O2S
2-(4-Hydroxyphenyl)-3-(pyrimidin-2-yl)-1,3-thiazolidin-4-one
—— 4,4'-(Buta-1,3-diyne-1,4-diyl)bis(2,6-dimethylphenol) 822411-44-9 C20H18O2
4,4'-(Buta-1,3-diyne-1,4-diyl)bis(2,6-dimethylphenol)
—— 2-(4-Hydroxyphenyl)-5-methyl-3-(pyrimidin-2-yl)-1,3-thiazolidin-4-one 821782-86-9 C14H13N3O2S
2-(4-Hydroxyphenyl)-5-methyl-3-(pyrimidin-2-yl)-1,3-thiazolidin-4-one
—— 2-(2-Hydroxyphenyl)-3-(pyrimidin-2-yl)-1,3-thiazolidin-4-one 821782-80-3 C13H11N3O2S
2-(2-Hydroxyphenyl)-3-(pyrimidin-2-yl)-1,3-thiazolidin-4-one
—— 2-(2-Hydroxyphenyl)-5-methyl-3-(pyrimidin-2-yl)-1,3-thiazolidin-4-one 821782-88-1 C14H13N3O2S
2-(2-Hydroxyphenyl)-5-methyl-3-(pyrimidin-2-yl)-1,3-thiazolidin-4-one
—— 2-Methoxy-4-[(2-methoxyphenoxy)methyl]phenol 80851-85-0 C15H16O4
2-Methoxy-4-[(2-methoxyphenoxy)methyl]phenol
—— 2,4,6-Trinitrophenol--heptane-1,7-diamine (2/1) 80056-67-3 C19H24N8O14
2,4,6-Trinitrophenol--heptane-1,7-diamine (2/1)
—— Octane-1,8-diamine;2,4,6-trinitrophenol 80056-68-4 C20H26N8O14
Octane-1,8-diamine;2,4,6-trinitrophenol
—— 2,4,6-Trinitrophenol--nonane-1,9-diamine (2/1) 80056-69-5 C21H28N8O14
2,4,6-Trinitrophenol--nonane-1,9-diamine (2/1)
—— 2-{(2R)-2-[(Prop-2-en-1-yl)amino]pent-4-en-2-yl}phenol 922191-62-6 C14H19NO
2-{(2R)-2-[(Prop-2-en-1-yl)amino]pent-4-en-2-yl}phenol
—— N,N'-Bis[(4-hydroxy-3-methoxyphenyl)methyl]thiourea 921766-23-6 C17H20N2O4S
N,N'-Bis[(4-hydroxy-3-methoxyphenyl)methyl]thiourea
—— N,N'-Bis[(4-hydroxy-3-methoxyphenyl)methyl]urea 921766-22-5 C17H20N2O5
N,N'-Bis[(4-hydroxy-3-methoxyphenyl)methyl]urea
—— Benzene-1,2-diol;4-(2-pyridin-4-ylethenyl)pyridine 920034-56-6 C18H16N2O2
Benzene-1,2-diol;4-(2-pyridin-4-ylethenyl)pyridine
—— 1,2-bis(3-hydroxyphenyl)-1,1,2,2-tetramethyldisilane 920978-35-4 C16H22O2Si2
1,2-bis(3-hydroxyphenyl)-1,1,2,2-tetramethyldisilane
—— 2,6-Bis(imidazol-1-ylmethyl)-4-methylphenol monohydrate 903521-06-2 C15H18N4O2
2,6-Bis(imidazol-1-ylmethyl)-4-methylphenol monohydrate