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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-hydroxy-5-nitro-benzyl)-6-oxo-thioxo-1,2,3,6-tetrahydro-pyrimidine-4-carbaldehyde 31349-29-8 C12H9N3O5S
5-(2-hydroxy-5-nitro-benzyl)-6-oxo-thioxo-1,2,3,6-tetrahydro-pyrimidine-4-carbaldehyde
—— (S)-2-(N-3',5'-dibromosalicylidene)-amino-3,3-dimethyl-1-butanol 196929-82-5 C13H17Br2NO2
(S)-2-(N-3',5'-dibromosalicylidene)-amino-3,3-dimethyl-1-butanol
—— 3-Methyl-5-(2-methylthiophen-3-yl)phenol 1262003-00-8 C12H12OS
3-Methyl-5-(2-methylthiophen-3-yl)phenol
—— 2-hydroxy-5-nitro-benzaldehyde dimethylhydrazone 90559-56-1 C9H11N3O3
2-hydroxy-5-nitro-benzaldehyde dimethylhydrazone
—— dimethyl ((((dimethoxyphosphoryl)methyl)(methyl)amino)(4-hydroxyphenyl)methyl)phosphonate 918636-20-1 C13H23NO7P2
dimethyl ((((dimethoxyphosphoryl)methyl)(methyl)amino)(4-hydroxyphenyl)methyl)phosphonate
—— 5-(5-chloro-2,4-dihydroxy-phenyl)-4-(4-hydroxy-phenyl)-isoxazole-3-carboxylic acid methylamide 947616-54-8 C17H13ClN2O5
5-(5-chloro-2,4-dihydroxy-phenyl)-4-(4-hydroxy-phenyl)-isoxazole-3-carboxylic acid methylamide
—— 2-(1-(2-hydroxyphenyl)ethylideneamino)phenol 1382678-22-9 C14H13NO2
2-(1-(2-hydroxyphenyl)ethylideneamino)phenol
—— Orcilaldehyd 4-ethylthiosemicarbazon 21305-69-1 C11H15N3O2S
Orcilaldehyd 4-ethylthiosemicarbazon
—— 482301-02-0 C13H9Br2NO
—— 2-Oxo-4-aethyl-6-methyl-6-<2-hydroxy-3,5-dimethyl-phenyl>-hexahydropyrimidin 14079-84-6 C15H22N2O2
2-Oxo-4-aethyl-6-methyl-6-<2-hydroxy-3,5-dimethyl-phenyl>-hexahydropyrimidin
—— 885068-80-4 C22H28N2O4
—— 1-(4-Hydroxy-3-methyl-phenyl)-heptadien-2,4 5075-74-1 C14H18O
1-(4-Hydroxy-3-methyl-phenyl)-heptadien-2,4
—— sodium S-[3-(3,5-dimethyl-4-hydroxyphenyl)propyl] thiosulfate 1005515-71-8 C11H15O4S2*Na
sodium S-[3-(3,5-dimethyl-4-hydroxyphenyl)propyl] thiosulfate
—— 2,4-dibromo-6-dichloromethyl-3-methoxy-phenol 861315-27-7 C8H6Br2Cl2O2
2,4-dibromo-6-dichloromethyl-3-methoxy-phenol
—— 1-benzoyl-3-(2''-hydroxy-3''-bromo-4''-n-butoxy-5''-nitrophen-1''-yl)-5-(4'-chlorophenyl)-2-pyrazoline 132559-07-0 C26H23BrClN3O5
1-benzoyl-3-(2''-hydroxy-3''-bromo-4''-n-butoxy-5''-nitrophen-1''-yl)-5-(4'-chlorophenyl)-2-pyrazoline
—— 2,3,4-trihydroxy-5-morpholin-4-ylmethyl-benzaldehyde oxime 73050-53-0 C12H16N2O5
2,3,4-trihydroxy-5-morpholin-4-ylmethyl-benzaldehyde oxime
—— 2-(2'-Methylaminocrotonyl)-4-methylphenol 20933-29-3 C12H15NO2
2-(2'-Methylaminocrotonyl)-4-methylphenol
—— 4-Carboxymethyl-3-oxo-1-(4-hydroxy-phenyl)-cyclohexen-(1) 22483-81-4 C14H14O4
4-Carboxymethyl-3-oxo-1-(4-hydroxy-phenyl)-cyclohexen-(1)
—— 4-Nitro-2-hydroxy-phenylhydrazono-nitromethan 21099-25-2 C7H6N4O5
4-Nitro-2-hydroxy-phenylhydrazono-nitromethan
—— methyl-2-([2-(2-hydroxy-5-chloro-phenyl)methylidynenitrilo]ethyl)amino-1-cyclopentenedithiocarboxylate 1234511-14-8 C16H19ClN2OS2
methyl-2-([2-(2-hydroxy-5-chloro-phenyl)methylidynenitrilo]ethyl)amino-1-cyclopentenedithiocarboxylate
—— N,N'-(1,1,2,2-tetramethylene)bis(5-methoxysalicylideneimine) 895526-10-0 C22H28N2O4
N,N'-(1,1,2,2-tetramethylene)bis(5-methoxysalicylideneimine)
—— 1-(4-hydroxy-3-methoxyphenyl)-2-(piperidin-1-yl)ethane-1,2-dione 1554456-25-5 C14H17NO4
1-(4-hydroxy-3-methoxyphenyl)-2-(piperidin-1-yl)ethane-1,2-dione
—— β-(Cyclohexyl)-β-(3,4-dihydroxy-phenyl)-ethylamin 10592-06-0 C14H21NO2
β-(Cyclohexyl)-β-(3,4-dihydroxy-phenyl)-ethylamin
—— 2-[[2-(Dimethylamino)ethyl-ethylamino]methyl]-6-[2-(dimethylamino)ethyliminomethyl]-4-methylphenol 288300-55-0 C19H34N4O
2-[[2-(Dimethylamino)ethyl-ethylamino]methyl]-6-[2-(dimethylamino)ethyliminomethyl]-4-methylphenol
—— 2-[3-[(2-Hydroxyphenyl)methylideneamino]propyliminomethyl]benzene-1,4-diol 286855-10-5 C17H18N2O3
2-[3-[(2-Hydroxyphenyl)methylideneamino]propyliminomethyl]benzene-1,4-diol
—— 1.7-Bis(2-hydroxy-5-methoxyphenyl)heptane 10365-40-9 C21H28O4
1.7-Bis(2-hydroxy-5-methoxyphenyl)heptane
—— 4-[(2-ethyl-1,3-dioxolan-2-yl)methyl]phenol 133154-07-1 C12H16O3
4-[(2-ethyl-1,3-dioxolan-2-yl)methyl]phenol
—— 5-Hydroxy-4-methoxy-6-trans-styryl-2-pyron 60037-36-7 C14H12O4
5-Hydroxy-4-methoxy-6-trans-styryl-2-pyron
—— (3-hydroxy-2,4,6-trinitro-phenyl)-phenyl-mercury 6705-62-0 C12H7HgN3O7
(3-hydroxy-2,4,6-trinitro-phenyl)-phenyl-mercury
—— 2,5-dibutyl-4-[(triethylsilyl)methyloxy]phenol 1230389-04-4 C21H38O2Si
2,5-dibutyl-4-[(triethylsilyl)methyloxy]phenol
—— 2-[[2-[(2-Hydroxy-6-methoxyphenyl)methylideneamino]-4,5-dimethylphenyl]iminomethyl]-3-methoxyphenol 1258886-39-3 C24H24N2O4
2-[[2-[(2-Hydroxy-6-methoxyphenyl)methylideneamino]-4,5-dimethylphenyl]iminomethyl]-3-methoxyphenol
—— 5-fluoro-2-iodobenzene-1,3-diol 1240403-20-6 C6H4FIO2
5-fluoro-2-iodobenzene-1,3-diol
—— 2,3,5-tribromo-4-ethyl-6-nitrophenol 105590-27-0 C8H6Br3NO3
2,3,5-tribromo-4-ethyl-6-nitrophenol
—— 4-[4,5-dihydro-5-(4-hydroxy-3-methoxyphenyl)-1H-pyrazol-3-yl]-2-methylbenzohydrazide 1391709-84-4 C18H20N4O3
4-[4,5-dihydro-5-(4-hydroxy-3-methoxyphenyl)-1H-pyrazol-3-yl]-2-methylbenzohydrazide
—— 2,4-Ditert-butyl-6-[[2-[(3,5-ditert-butyl-2-hydroxyphenyl)methylideneamino]-4,5-dinitrophenyl]iminomethyl]phenol 1146106-78-6 C36H46N4O6
2,4-Ditert-butyl-6-[[2-[(3,5-ditert-butyl-2-hydroxyphenyl)methylideneamino]-4,5-dinitrophenyl]iminomethyl]phenol
—— (2-Hydroxy-5-nitro-phenylazo)-acetoacetbenzylamid 94540-39-3 C17H16N4O5
(2-Hydroxy-5-nitro-phenylazo)-acetoacetbenzylamid
—— thiazolidine-2,4-dione-2-(2-hydroxy-4-nitro-benzylidenehydrazone) 120771-90-6 C10H8N4O4S
thiazolidine-2,4-dione-2-(2-hydroxy-4-nitro-benzylidenehydrazone)
—— 4,7-Dimethyl-3,3-dioxo-2,3,5,9b-tetrahydro-1H-3λ<sup>6</sup>-naphtho[2,1-b]thiophene-6,9-diol 125220-19-1 C14H16O4S
4,7-Dimethyl-3,3-dioxo-2,3,5,9b-tetrahydro-1H-3λ<sup>6</sup>-naphtho[2,1-b]thiophene-6,9-diol
—— (5-acetylamino-2-hydroxy-3-nitro-phenyl)-arsonic acid 860728-39-8 C8H9AsN2O7
(5-acetylamino-2-hydroxy-3-nitro-phenyl)-arsonic acid
—— Methyl 2-[2-[(2-hydroxy-5-nitrophenyl)methylideneamino]ethylamino]cyclopentene-1-carbodithioate 200716-71-8 C16H19N3O3S2
Methyl 2-[2-[(2-hydroxy-5-nitrophenyl)methylideneamino]ethylamino]cyclopentene-1-carbodithioate
—— 1-(3-hydroxybenzyl)-1-<3-(N,N-dimethylamino)propoxy>cycloheptane 86933-27-9 C19H31NO2
1-(3-hydroxybenzyl)-1-<3-(N,N-dimethylamino)propoxy>cycloheptane
—— 5-(3-amino-5-phenyl-1,2,4-triazin-6-yl)-2-chlorophenol 1321515-11-0 C15H11ClN4O
5-(3-amino-5-phenyl-1,2,4-triazin-6-yl)-2-chlorophenol
—— 1,3,5-Trihydroxybenzol-2-t 34649-93-9 C6H6O3
1,3,5-Trihydroxybenzol-2-t
—— 5-butoxy-2-hydroxy-benzaldehyde 41002-38-4 C11H14O3
5-butoxy-2-hydroxy-benzaldehyde
—— 1-methyl-2-[6-trifluoromethoxybenzothiazol-2-ylamino]-1H-benzoimidazole-5-carboxylic acid 3-hydroxy-4-methoxybenzylamide 1325721-50-3 C25H20F3N5O4S
1-methyl-2-[6-trifluoromethoxybenzothiazol-2-ylamino]-1H-benzoimidazole-5-carboxylic acid 3-hydroxy-4-methoxybenzylamide
—— 5-(4-hydroxy-phenoxy)-valeric acid 100059-47-0 C11H14O4
5-(4-hydroxy-phenoxy)-valeric acid
—— 2-Hydroxy-3-methoxy-benzaldehyd-<4-(3,4,5-trimethoxy-benzoylamino)-thiosemicarbazon> 13737-77-4 C19H22N4O6S
2-Hydroxy-3-methoxy-benzaldehyd-<4-(3,4,5-trimethoxy-benzoylamino)-thiosemicarbazon>
—— 1-<3,5-Dihydroxy-phenyl>-2-<1-methyl-3-phenyl-1-propylamino>-aethanol 22729-62-0 C18H23NO3
1-<3,5-Dihydroxy-phenyl>-2-<1-methyl-3-phenyl-1-propylamino>-aethanol
—— 3-(benzo[d][1,3]dioxol-5-ylmethyl)-5-(3-hydroxy-4-methoxybenzylidene)-2-thioxothiazolidin-4-one 1019776-47-6 C19H15NO5S2
3-(benzo[d][1,3]dioxol-5-ylmethyl)-5-(3-hydroxy-4-methoxybenzylidene)-2-thioxothiazolidin-4-one
—— 4-Methyl-2-(3,5-dimethyl-octyl)-phenol 23446-64-2 C17H28O
4-Methyl-2-(3,5-dimethyl-octyl)-phenol