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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
—— 4,4-difluoro-8-(4-hydroxyphenyl)-4-bora-3a,4a-diaza-s-indacene —— C15H11BF2N2O
4,4-difluoro-8-(4-hydroxyphenyl)-4-bora-3a,4a-diaza-s-indacene
—— 2-bromo-3-methyl-6-nitrophenol —— C7H6BrNO3
2-bromo-3-methyl-6-nitrophenol
—— 1-(4-hydroxyphenyl)-3-methoxypropan-2-one —— C10H12O3
1-(4-hydroxyphenyl)-3-methoxypropan-2-one
—— 5-bromo-2-hydroxy-1,3-xylyl-18-crown-5 —— C16H23BrO6
5-bromo-2-hydroxy-1,3-xylyl-18-crown-5
—— 2-bromo-4-ethoxyphenol —— C8H9BrO2
2-bromo-4-ethoxyphenol
—— 2,3,5-Trimethylhydroquinone carbonate —— C10H12O4
2,3,5-Trimethylhydroquinone carbonate
—— 1-(tert-butylsulfanyl)-3,5-dimethoxyphenol —— C12H18O3S
1-(tert-butylsulfanyl)-3,5-dimethoxyphenol
—— [1-(3-hydroxy-phenyl)-3,5-dimethoxy-cyclohexa-2,5-dienyl]acetonitrile —— C16H17NO3
[1-(3-hydroxy-phenyl)-3,5-dimethoxy-cyclohexa-2,5-dienyl]acetonitrile
—— 5-methyl-2-cyclopropyl phenol —— C10H12O
5-methyl-2-cyclopropyl phenol
—— [1-(4-hydroxy-3-methoxy-phenyl)-3,5-dimethoxy-cyclohexa-2,5-dienyl]acetonitrile —— C17H19NO4
[1-(4-hydroxy-3-methoxy-phenyl)-3,5-dimethoxy-cyclohexa-2,5-dienyl]acetonitrile
—— [1-(3-hydroxyphenyl)-cyclohexa-2,5-dienyl]-acetonitrile —— C14H13NO
[1-(3-hydroxyphenyl)-cyclohexa-2,5-dienyl]-acetonitrile
—— diethyl (2-hydroxy-5-ethylphenyl)phosphonate —— C12H19O4P
diethyl (2-hydroxy-5-ethylphenyl)phosphonate
—— diethyl (E)-2-(3,4-dihydroxyphenyl)vinylphosphonate —— C12H17O5P
diethyl (E)-2-(3,4-dihydroxyphenyl)vinylphosphonate
—— diethyl (hydroxy(2-hydroxyphenyl)methyl)phosphonate —— C11H17O5P
diethyl (hydroxy(2-hydroxyphenyl)methyl)phosphonate
—— diethyl hydroxy(4-hydroxy-3-nitrophenyl)methylphosphonate —— C11H16NO7P
diethyl hydroxy(4-hydroxy-3-nitrophenyl)methylphosphonate
—— benzyl (diethoxyphosphoryl)(4-hydroxy-3-methoxyphenyl)methylcarbamate —— C20H26NO7P
benzyl (diethoxyphosphoryl)(4-hydroxy-3-methoxyphenyl)methylcarbamate
—— 4-(3-Butenoxyphenylmethoxy)phenol —— C17H18O3
4-(3-Butenoxyphenylmethoxy)phenol
—— 3-allyl-2-hydroxyphenylboronic acid —— C9H11BO3
3-allyl-2-hydroxyphenylboronic acid
—— 4-hydro-3-methoxyxybenzyl 1-methylpropyl ether —— C12H18O3
4-hydro-3-methoxyxybenzyl 1-methylpropyl ether
—— 1,2-Dihydroxy-7-methyl-benzosuberan —— C12H16O2
1,2-Dihydroxy-7-methyl-benzosuberan
—— 2-(methoxyethoxymethoxymethyl)phenol —— C11H16O4
2-(methoxyethoxymethoxymethyl)phenol
—— ytterbium(III) picrate —— 3C6H2N3O7*Yb
ytterbium(III) picrate
—— 4-((trifluoromethyl)disulfanyl)phenol —— C7H5F3OS2
4-((trifluoromethyl)disulfanyl)phenol
—— 2-methoxy-5-((tetrahydro-2H-pyran-2-yloxy)methyl)phenol —— C13H18O4
2-methoxy-5-((tetrahydro-2H-pyran-2-yloxy)methyl)phenol
—— 2-hydroxy-5-tetrahydropyran-2-yloxybenzaldehyde —— C12H14O4
2-hydroxy-5-tetrahydropyran-2-yloxybenzaldehyde
—— 3-(12'Z-pentadecenyl)phenol —— C21H34O
3-(12'Z-pentadecenyl)phenol
—— 3-(8'Z-heptadecenyl)phenol —— C23H38O
3-(8'Z-heptadecenyl)phenol
—— 2-Methoxy-4-(methylthio)phenol —— C8H10O2S
2-Methoxy-4-(methylthio)phenol
—— 2-fluoro-4-[(tetrahydro-2H-pyran-2-yl)oxy]phenol —— C11H13FO3
2-fluoro-4-[(tetrahydro-2H-pyran-2-yl)oxy]phenol
—— 4-hydroxybenzenediazonium o-benzenedisulfonimide —— C6H4NO4S2*C6H5N2O
4-hydroxybenzenediazonium o-benzenedisulfonimide
—— 2-hydroxybenzenediazonium o-benzenedisulfonimide —— C6H4NO4S2*C6H5N2O
2-hydroxybenzenediazonium o-benzenedisulfonimide
—— 6-bromo-3-chloro-2-fluorophenol —— C6H3BrClFO
6-bromo-3-chloro-2-fluorophenol
—— 4-(3,3-dimethoxypropoxy)phenol —— C11H16O4
4-(3,3-dimethoxypropoxy)phenol
—— 1-methoxy-4-(2-(methoxymethoxy)ethyl)benzene —— C11H16O3
1-methoxy-4-(2-(methoxymethoxy)ethyl)benzene
—— 2-amino-4-(3-hydroxyphenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile —— C16H14N2O3
2-amino-4-(3-hydroxyphenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile
—— 9-(2-hydroxyphenyl)-2,3,4,5,6,7-hexahydro-2H-xanthene-1,8-dione —— C19H18O4
9-(2-hydroxyphenyl)-2,3,4,5,6,7-hexahydro-2H-xanthene-1,8-dione
—— 9-(4-hydroxyphenyl)-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione —— C19H18O4
9-(4-hydroxyphenyl)-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione
—— 1-(5,5-dimethyl-4,5,6,7-tetrahydro-benzo[c]thiophen-1-yl)-3-(4-hydroxy-3,5-dimethyl-phenyl)-propan-1-one —— C21H26O2S
1-(5,5-dimethyl-4,5,6,7-tetrahydro-benzo[c]thiophen-1-yl)-3-(4-hydroxy-3,5-dimethyl-phenyl)-propan-1-one
—— 3,4,5-trihydroxystyrene —— C8H8O3
3,4,5-trihydroxystyrene
—— carbamic acid 2-[4-(3-fluoro-benzyloxy)-phenyl]-ethyl ester —— C16H16FNO3
carbamic acid 2-[4-(3-fluoro-benzyloxy)-phenyl]-ethyl ester
—— 2-methyldodecol —— C44H56O12
2-methyldodecol
—— 3-bromo-6-chlorobenzene-1,2-diol —— C6H4BrClO2
3-bromo-6-chlorobenzene-1,2-diol
—— 2-[(1S)-1-cyclopropylethyl]-6-[(1R)-1-cyclopropylethyl]phenol —— C16H22O
2-[(1S)-1-cyclopropylethyl]-6-[(1R)-1-cyclopropylethyl]phenol
—— 2,6-bis[(1S)-1-cyclopropylethyl]phenol —— C16H22O
2,6-bis[(1S)-1-cyclopropylethyl]phenol
—— N-(5-nitro-2-hydroxyphenyl)-2-(4-chlorophenyl)acetamide —— C14H11ClN2O4
N-(5-nitro-2-hydroxyphenyl)-2-(4-chlorophenyl)acetamide
—— 5-(3-bromo-4-hydroxy-benzylidene)-thiazolidine-2,4-dione —— C10H6BrNO3S
5-(3-bromo-4-hydroxy-benzylidene)-thiazolidine-2,4-dione
—— 5-[(3,4-dihydroxy-5-nitrophenyl)methylidene]-2,4,6(1H,3H,5H)-pyrimidinetrione —— C11H7N3O7
5-[(3,4-dihydroxy-5-nitrophenyl)methylidene]-2,4,6(1H,3H,5H)-pyrimidinetrione
—— 4-{2-[4-(2-Ethoxyethyl)-2-methylphenoxy]ethylamino}-6-methylfuro[2,3-d]pyrimidine —— C20H25N3O3
4-{2-[4-(2-Ethoxyethyl)-2-methylphenoxy]ethylamino}-6-methylfuro[2,3-d]pyrimidine
—— 4-{2-[4-(2-Ethoxyethyl)-2-methylphenoxy]ethylamino}thieno[3,2-d]pyrimidine —— C19H23N3O2S
4-{2-[4-(2-Ethoxyethyl)-2-methylphenoxy]ethylamino}thieno[3,2-d]pyrimidine
—— 4-(3,5-di-t-butyl-4-hydroxyphenoxy)butyronitrile —— C18H27NO2
4-(3,5-di-t-butyl-4-hydroxyphenoxy)butyronitrile