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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-(3',4'-dihydroxyphenyl)-1,2,3,6-tetrahydropyridine hydrochloride 94427-37-9 C11H13NO2*ClH
4-(3',4'-dihydroxyphenyl)-1,2,3,6-tetrahydropyridine hydrochloride
—— 1-formyl-4-(3'-methoxy-4'-hydroxyphenyl)-1,2,3,6-tetrahydropyridine 94427-35-7 C13H15NO3
1-formyl-4-(3'-methoxy-4'-hydroxyphenyl)-1,2,3,6-tetrahydropyridine
—— 5-[4-(4-hydroxy-3-methoxyphenyl)butyl]-2,4-oxazolidinedione 178611-00-2 C14H17NO5
5-[4-(4-hydroxy-3-methoxyphenyl)butyl]-2,4-oxazolidinedione
—— 4,5,6-Tribrom-3-methyl-pyrocatechol 39064-84-1 C7H5Br3O2
4,5,6-Tribrom-3-methyl-pyrocatechol
—— 6,7,10-Trimethyl-5,9-imino-4,5,8,9-tetrahydro-cycloocta(b)-thiophenpicrat [German] 67061-93-2 C19H20N4O7S
6,7,10-Trimethyl-5,9-imino-4,5,8,9-tetrahydro-cycloocta(b)-thiophenpicrat [German]
—— 2-Bromo-5-methoxy-3-methoxymethoxy-phenol 121980-56-1 C9H11BrO4
2-Bromo-5-methoxy-3-methoxymethoxy-phenol
—— 5-(3-bromo-4-hydroxybenzylidene)-3-(6-methylpyridine-3-yl)-1,3-oxazolidin-2,4-dione 1379032-10-6 C16H11BrN2O4
5-(3-bromo-4-hydroxybenzylidene)-3-(6-methylpyridine-3-yl)-1,3-oxazolidin-2,4-dione
—— 5-(3-bromo-4-hydroxybenzylidene)-3-(4-methylphenyl)-2-thioxo-1,3-oxazolidin-4-one 1275574-98-5 C17H12BrNO3S
5-(3-bromo-4-hydroxybenzylidene)-3-(4-methylphenyl)-2-thioxo-1,3-oxazolidin-4-one
—— 5-(3-bromo-4-hydroxybenzylidene)-3-(pyridine-2-yl)-1,3-oxazolidin-2,4-dione 1379032-06-0 C15H9BrN2O4
5-(3-bromo-4-hydroxybenzylidene)-3-(pyridine-2-yl)-1,3-oxazolidin-2,4-dione
—— 5-(3-bromo-4-hydroxybenzylidene)-3-(pyridine-3-yl)-1,3-oxazolidin-2,4-dione 1379032-07-1 C15H9BrN2O4
5-(3-bromo-4-hydroxybenzylidene)-3-(pyridine-3-yl)-1,3-oxazolidin-2,4-dione
—— 7,10-Dimethyl-5,9-imino-4,5,8,9-tetrahydrocyclooct(b)thiophene picrate 67061-91-0 C18H18N4O7S
7,10-Dimethyl-5,9-imino-4,5,8,9-tetrahydrocyclooct(b)thiophene picrate
—— 4-(4-Hydroxy-2,6-dimethylphenyl)butanoic acid 60995-64-4 C12H16O3
4-(4-Hydroxy-2,6-dimethylphenyl)butanoic acid
—— 4,4'-(Tetradecane-1,14-diyl)diphenol 115914-44-8 C26H38O2
4,4'-(Tetradecane-1,14-diyl)diphenol
—— 1,10-Bis(4-hydroxyphenyl)decane 3682-97-1 C22H30O2
1,10-Bis(4-hydroxyphenyl)decane
—— 4-(2-Hydroxy-4,6-dimethylphenyl)butansaeure 71862-20-9 C12H16O3
4-(2-Hydroxy-4,6-dimethylphenyl)butansaeure
—— 3,5-diheptadecylcatechol 1376682-02-8 C40H74O2
3,5-diheptadecylcatechol
—— 2-methoxy-4-({2-[4-(4-methoxyphenyl)-1,3-thiazol-2-yl]hydrazinylidene}methyl)-phenol 618065-09-1 C18H17N3O3S
2-methoxy-4-({2-[4-(4-methoxyphenyl)-1,3-thiazol-2-yl]hydrazinylidene}methyl)-phenol
—— 4-hydroxy-3-methoxybenzylhydroxylamine 201931-69-3 C8H11NO3
4-hydroxy-3-methoxybenzylhydroxylamine
—— 4-hydroxy-3-methoxy-5-<i>cis</i>-propenyl-benzaldehyde 5438-52-8 C11H12O3
4-hydroxy-3-methoxy-5-<i>cis</i>-propenyl-benzaldehyde
—— 4-((3-(4-hydroxy-3-methoxyphenyl)-4,5-dihydroisoxazol-5-yl)methoxy)benzaldehyde 1352954-65-4 C18H17NO5
4-((3-(4-hydroxy-3-methoxyphenyl)-4,5-dihydroisoxazol-5-yl)methoxy)benzaldehyde
—— hexadecyl-N-hydroxy(4-hydroxy-3-methoxybenzyl)carbamate 1400943-39-6 C25H43NO5
hexadecyl-N-hydroxy(4-hydroxy-3-methoxybenzyl)carbamate
—— 4-hydroxy-3-methoxy-benzonitrile N-oxide 1186630-50-1 C8H7NO3
4-hydroxy-3-methoxy-benzonitrile N-oxide
—— 2-(4-Hydroxy-3-methoxybenzylidene)hydrazine-1-carboxamide 120445-66-1 C9H11N3O3
2-(4-Hydroxy-3-methoxybenzylidene)hydrazine-1-carboxamide
—— methyl-α-methoxy-dihydroferulate 477980-70-4 C12H16O5
methyl-α-methoxy-dihydroferulate
—— 3-hydroxy-2,6-dinitro-benzaldehyde 754961-03-0 C7H4N2O6
3-hydroxy-2,6-dinitro-benzaldehyde
—— 1-(4-hydroxy-3-methoxyphenyl)butan-1,4-diol 1426433-78-4 C11H16O4
1-(4-hydroxy-3-methoxyphenyl)butan-1,4-diol
—— 4-[1,3-Bis-(tert-butyl-dimethyl-silanyloxy)-propyl]-2-methoxy-phenol 217454-08-5 C22H42O4Si2
4-[1,3-Bis-(tert-butyl-dimethyl-silanyloxy)-propyl]-2-methoxy-phenol
—— 3-(4-hydroxy-3-methoxybenzyl)-γ-butyrolactone 84755-40-8 C12H14O4
3-(4-hydroxy-3-methoxybenzyl)-γ-butyrolactone
—— 1-(4-hydroxy-3-methoxyphenyl)-4-methyl-3-pentanone 452528-73-3 C13H18O3
1-(4-hydroxy-3-methoxyphenyl)-4-methyl-3-pentanone
—— 2-methoxy-4-(3-pyridylmethyl)phenol 85666-37-1 C13H13NO2
2-methoxy-4-(3-pyridylmethyl)phenol
—— 5-(3,4-dihydroxy-5-nitrophenyl)pentanoic acid 116313-81-6 C11H13NO6
5-(3,4-dihydroxy-5-nitrophenyl)pentanoic acid
—— 2-Hydroxy-3-methoxy-5-(pyridin-3-ylmethyl)benzaldehyde 85666-38-2 C14H13NO3
2-Hydroxy-3-methoxy-5-(pyridin-3-ylmethyl)benzaldehyde
—— 1-(α,β)-D-xylopyranosyl-4-(4-hydroxy-3-methoxyphenyl)butan-2-one 1228878-05-4 C16H22O7
1-(α,β)-D-xylopyranosyl-4-(4-hydroxy-3-methoxyphenyl)butan-2-one
—— 4-(allyloxy)-3-methoxyphenol 263138-68-7 C10H12O3
4-(allyloxy)-3-methoxyphenol
—— methyl eugenol 186743-24-8 C11H14O2
methyl eugenol
—— (4-hydroxy-3-methoxy-5-methyl-phenyl)-acetaldehyde 857543-08-9 C10H12O3
(4-hydroxy-3-methoxy-5-methyl-phenyl)-acetaldehyde
—— 1-[3-(3-hydroxyphenyl)propyl]imidazole 202595-12-8 C12H14N2O
1-[3-(3-hydroxyphenyl)propyl]imidazole
—— 4-hydroxy-3-methoxy-5-methyl-phenethyl alcohol 861006-40-8 C10H14O3
4-hydroxy-3-methoxy-5-methyl-phenethyl alcohol
—— 3-Deuterio-2,6-dimethoxy-4-[1,1,3-trideuterio-2-(dideuteriomethyl)octan-2-yl]phenol 217471-19-7 C17H28O3
3-Deuterio-2,6-dimethoxy-4-[1,1,3-trideuterio-2-(dideuteriomethyl)octan-2-yl]phenol
—— 4-[1-(1H-1,2,3-benzotriazol-1-yl)ethyl]-2-methoxyphenol 887683-57-0 C15H15N3O2
4-[1-(1H-1,2,3-benzotriazol-1-yl)ethyl]-2-methoxyphenol
—— 1-Aethoxy-1-(4-hydroxy-3-methoxy-phenyl)-aethan 6331-23-3 C11H16O3
1-Aethoxy-1-(4-hydroxy-3-methoxy-phenyl)-aethan
—— 1-(4-hydroxy-3-methoxyphenyl)-2,2-di(n-propoxy) propane 90176-86-6 C16H26O4
1-(4-hydroxy-3-methoxyphenyl)-2,2-di(n-propoxy) propane
—— sodium-3-(3,5-dimethoxy-4-hydroxyphenyl)-2-propene-1-sulphonate 7382-63-0 C11H13O6S*Na
sodium-3-(3,5-dimethoxy-4-hydroxyphenyl)-2-propene-1-sulphonate
—— 3-(allyloxy)-4-methoxyphenol 132802-70-1 C10H12O3
3-(allyloxy)-4-methoxyphenol
—— 3-benzyloxy-5-hydroxy-4-methoxybenzaldehyde 1242690-36-3 C15H14O4
3-benzyloxy-5-hydroxy-4-methoxybenzaldehyde
—— 3-benzyloxy-5-tert-butyldimethylsilyloxymethyl-2-methoyphenol 1242690-32-9 C21H30O4Si
3-benzyloxy-5-tert-butyldimethylsilyloxymethyl-2-methoyphenol
—— vanillyl n-tridecanoate 1073340-80-3 C21H34O4
vanillyl n-tridecanoate
—— polyandrocarpamine A 444106-74-5 C11H11N3O3
polyandrocarpamine A
—— (E)-4-hydroxy-3-methoxy-β-(2-methoxyphenoxy)styrene 37791-76-7 C16H16O4
(E)-4-hydroxy-3-methoxy-β-(2-methoxyphenoxy)styrene
—— 3-(4-hydroxy-3-methoxyphenyl)-2-(2-methoxyphenoxy)-2-propenol 58046-03-0 C17H18O5
3-(4-hydroxy-3-methoxyphenyl)-2-(2-methoxyphenoxy)-2-propenol