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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
—— 2,6-Dimethylphenol;(3,5-dimethylphenyl)-propan-2-ylazanide;molybdenum;phosphanylphosphane —— C54H76Mo2N2O4P2-2
2,6-Dimethylphenol;(3,5-dimethylphenyl)-propan-2-ylazanide;molybdenum;phosphanylphosphane
—— [2-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)ethyl]-methylazanium —— C10H16NO3+
[2-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)ethyl]-methylazanium
—— Iron;2,3,5,6-tetramethylphenol —— C40H56FeO4
Iron;2,3,5,6-tetramethylphenol
—— Iron;2,4,6-trichlorophenol —— C24H12Cl12FeO4
Iron;2,4,6-trichlorophenol
—— Benzene-1,2-diol;vanadium —— C18H18O6V
Benzene-1,2-diol;vanadium
—— Benzene-1,2-diol;oxovanadium —— C12H12O5V
Benzene-1,2-diol;oxovanadium
—— Ethanol;(2-hydroxyphenyl)methanediol;oxo(oxomolybdeniooxy)molybdenum;tetrahydrochloride —— C9H18Cl4Mo2O7
Ethanol;(2-hydroxyphenyl)methanediol;oxo(oxomolybdeniooxy)molybdenum;tetrahydrochloride
—— 4-(Thiolan-1-ium-1-yl)phenol —— C10H13OS+
4-(Thiolan-1-ium-1-yl)phenol
—— 2-Hydroxybenzenethiolate;oxido-(oxido(oxo)molybdenio)oxy-oxomolybdenum —— C12H10Mo2O7S2-4
2-Hydroxybenzenethiolate;oxido-(oxido(oxo)molybdenio)oxy-oxomolybdenum
—— Decaoxidanium;[3-(dihydroxymethyl)-5-hydroxyphenyl]methanediol;europium;dihydrate —— C16H54Eu3O22+10
Decaoxidanium;[3-(dihydroxymethyl)-5-hydroxyphenyl]methanediol;europium;dihydrate
—— 5-amino-7-(5-bromo-2-hydroxyphenyl)-2-[(5-bromo-2-hydroxyphenyl)methylidene]-3-oxo-7H-[1,3]thiazolo[3,2-a]pyridine-6,8-dicarbonitrile —— C22H12Br2N4O3S
5-amino-7-(5-bromo-2-hydroxyphenyl)-2-[(5-bromo-2-hydroxyphenyl)methylidene]-3-oxo-7H-[1,3]thiazolo[3,2-a]pyridine-6,8-dicarbonitrile
—— 1-(4-Chlorophenyl)-3-(2-hydroxy-5-methylanilino)prop-2-en-1-one —— C16H14ClNO2
1-(4-Chlorophenyl)-3-(2-hydroxy-5-methylanilino)prop-2-en-1-one
—— 4-({[2-(Dimethylamino)ethyl]amino}methyl)-2-methoxyphenol —— C12H20N2O2
4-({[2-(Dimethylamino)ethyl]amino}methyl)-2-methoxyphenol
—— benzene-1,2-diol;fluorogermane —— C12H15FGeO4
benzene-1,2-diol;fluorogermane
—— 2-Methyl-3-trimethylammonium-phenol —— C10H16NO
2-Methyl-3-trimethylammonium-phenol
—— 2-[(3-Hydroxy-4-methoxyphenyl)methylidene]-1-azabicyclo[2.2.2]octan-3-one —— C15H17NO3
2-[(3-Hydroxy-4-methoxyphenyl)methylidene]-1-azabicyclo[2.2.2]octan-3-one
—— copper;azanide;copper(1+);2-pyrazolidin-2-id-1-yl-5-(3H-pyrazol-2-id-1-yl)benzene-1,4-diol;hydrate —— C12H18Cu2N5O3
copper;azanide;copper(1+);2-pyrazolidin-2-id-1-yl-5-(3H-pyrazol-2-id-1-yl)benzene-1,4-diol;hydrate
—— 2-(1,5-Dihydropyrazol-2-yl)-5-pyrazolidin-1-ylbenzene-1,4-diol —— C12H16N4O2
2-(1,5-Dihydropyrazol-2-yl)-5-pyrazolidin-1-ylbenzene-1,4-diol
—— 4-(Furan-2-yl)-6-(2-hydroxyphenyl)-5-nitrohex-5-en-2-one —— C16H15NO5
4-(Furan-2-yl)-6-(2-hydroxyphenyl)-5-nitrohex-5-en-2-one
—— (5S)-N-[2-(4-hydroxyphenyl)ethyl]-5-phenyl-4,5-dihydro-1,2-oxazole-3-carboxamide —— C18H18N2O3
(5S)-N-[2-(4-hydroxyphenyl)ethyl]-5-phenyl-4,5-dihydro-1,2-oxazole-3-carboxamide
—— Barium(2+);1,2-dimethoxyethane;europium;1-methoxy-2-(2-methoxyethoxy)ethane;4-methylphenol;4-methylphenolate —— C65H91Ba2EuO15+
Barium(2+);1,2-dimethoxyethane;europium;1-methoxy-2-(2-methoxyethoxy)ethane;4-methylphenol;4-methylphenolate
—— 3-(2-Chloro-3-hydroxy-4-methoxyphenyl)-3-hydroxy-1-(2-sulfanylidene-1,3-thiazolidin-3-yl)propan-1-one —— C13H14ClNO4S2
3-(2-Chloro-3-hydroxy-4-methoxyphenyl)-3-hydroxy-1-(2-sulfanylidene-1,3-thiazolidin-3-yl)propan-1-one
—— 2-[[4-[(2-Hydroxyphenyl)methylideneamino]-2,2,5,5-tetramethylhexan-3-yl]iminomethyl]phenol —— C24H32N2O2
2-[[4-[(2-Hydroxyphenyl)methylideneamino]-2,2,5,5-tetramethylhexan-3-yl]iminomethyl]phenol
—— 5,11,17,23-Tetratert-butyl-26,28-bis[[chloro(diphenyl)silyl]oxy]pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaene-25,27-diol —— C68H74Cl2O4Si2
5,11,17,23-Tetratert-butyl-26,28-bis[[chloro(diphenyl)silyl]oxy]pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaene-25,27-diol
—— [3-(Dihydroxymethyl)-5-hydroxyphenyl]methanediol —— C8H10O5
[3-(Dihydroxymethyl)-5-hydroxyphenyl]methanediol
—— ethyl 1-(4-hydroxybenzyl)-1H-1,2,3-triazole-4-carboxylate —— C12H13N3O3
ethyl 1-(4-hydroxybenzyl)-1H-1,2,3-triazole-4-carboxylate
—— 4-[(4-Trimethylsilyltriazol-1-yl)methyl]phenol —— C12H17N3OSi
4-[(4-Trimethylsilyltriazol-1-yl)methyl]phenol
—— (2,6-Dihydroxyphenyl)azanium —— C6H8NO2+
(2,6-Dihydroxyphenyl)azanium
—— 8,28-Dimethyl-1,15,21,35-tetraza-4,12,18,24,32,38-hexazoniapentacyclo[33.5.2.215,21.16,10.126,30]hexatetraconta-6,8,10(46),26(43),27,29-hexaene-43,46-diol —— C38H72N10O2+6
8,28-Dimethyl-1,15,21,35-tetraza-4,12,18,24,32,38-hexazoniapentacyclo[33.5.2.215,21.16,10.126,30]hexatetraconta-6,8,10(46),26(43),27,29-hexaene-43,46-diol
—— 8,28-Dimethyl-1,4,12,15,18,21,24,32,35,38-decazapentacyclo[33.5.2.215,21.16,10.126,30]hexatetraconta-6,8,10(46),26(43),27,29-hexaene-43,46-diol —— C38H66N10O2
8,28-Dimethyl-1,4,12,15,18,21,24,32,35,38-decazapentacyclo[33.5.2.215,21.16,10.126,30]hexatetraconta-6,8,10(46),26(43),27,29-hexaene-43,46-diol
—— Tetraphenylene-1,16-diol —— C24H16O2
Tetraphenylene-1,16-diol
—— 10-Bromo-4-[(2-hydroxy-5-nitrophenyl)methylidene]-5-thia-2,7,12-triazatricyclo[6.4.0.02,6]dodeca-1(8),6,9,11-tetraen-3-one —— C15H7BrN4O4S
10-Bromo-4-[(2-hydroxy-5-nitrophenyl)methylidene]-5-thia-2,7,12-triazatricyclo[6.4.0.02,6]dodeca-1(8),6,9,11-tetraen-3-one
—— 2-[4-[Cyano-(3-hydroxyphenyl)methyl]piperazin-1-yl]-2-(3-hydroxyphenyl)acetonitrile —— C20H20N4O2
2-[4-[Cyano-(3-hydroxyphenyl)methyl]piperazin-1-yl]-2-(3-hydroxyphenyl)acetonitrile
—— 3-(4-Bromo-2-methylpyrazol-3-yl)-1-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-one —— C14H13BrN2O3
3-(4-Bromo-2-methylpyrazol-3-yl)-1-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-one
—— 1-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]-3-[3-(2-oxopyrrolidin-1-yl)propyl]urea —— C18H27N3O3
1-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]-3-[3-(2-oxopyrrolidin-1-yl)propyl]urea
—— 4-methylphenol;5,11,17,23-tetratert-butyl-26,28-dimethoxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaene-25,27-diol;titanium —— C60H76O6Ti
4-methylphenol;5,11,17,23-tetratert-butyl-26,28-dimethoxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaene-25,27-diol;titanium
—— 2,6-dimethylphenol;5,11,17,23-tetratert-butyl-26,28-dimethoxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaene-25,27-diol;zirconium —— C62H80O6Zr
2,6-dimethylphenol;5,11,17,23-tetratert-butyl-26,28-dimethoxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaene-25,27-diol;zirconium
—— trioxidanium;erbium;4-hydroxy-3-methoxybenzaldehyde;nitrous acid —— C16H26ErNO11+3
trioxidanium;erbium;4-hydroxy-3-methoxybenzaldehyde;nitrous acid
—— 2-[6-(4-Chlorophenyl)-2-propan-2-yl-1,2,3,4-tetrahydropyrimidin-4-yl]-6-methoxyphenol —— C20H23ClN2O2
2-[6-(4-Chlorophenyl)-2-propan-2-yl-1,2,3,4-tetrahydropyrimidin-4-yl]-6-methoxyphenol
—— N-(2-chlorophenyl)-N'-[(3-hydroxy-4-methoxyphenyl)methylideneamino]butanediamide —— C18H18ClN3O4
N-(2-chlorophenyl)-N'-[(3-hydroxy-4-methoxyphenyl)methylideneamino]butanediamide
—— 2-[[[4-(Methylamino)-6-[3-(trifluoromethyl)anilino]-1,3,5-triazin-2-yl]hydrazinylidene]methyl]-4-nitrophenol —— C18H15F3N8O3
2-[[[4-(Methylamino)-6-[3-(trifluoromethyl)anilino]-1,3,5-triazin-2-yl]hydrazinylidene]methyl]-4-nitrophenol
—— N-(2-fluorophenyl)-2-[5-[(2-hydroxy-5-nitrophenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide —— C18H12FN3O6S
N-(2-fluorophenyl)-2-[5-[(2-hydroxy-5-nitrophenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide
—— 4-[(4-chlorophenyl)methoxy]-N-[(4-hydroxy-3-methoxyphenyl)methylideneamino]benzamide 396658-52-9 C22H19ClN2O4
4-[(4-chlorophenyl)methoxy]-N-[(4-hydroxy-3-methoxyphenyl)methylideneamino]benzamide
—— 2-[6-(4-Chlorophenyl)-2-propan-2-yl-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]-6-methoxyphenol —— C20H24ClN2O2+
2-[6-(4-Chlorophenyl)-2-propan-2-yl-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]-6-methoxyphenol
—— 6-[2-(2,3-dibromo-6-hydroxy-5-methoxyphenyl)ethenyl]-5-nitro-1H-pyrimidine-2,4-dione —— C13H9Br2N3O6
6-[2-(2,3-dibromo-6-hydroxy-5-methoxyphenyl)ethenyl]-5-nitro-1H-pyrimidine-2,4-dione
—— 4-Bromo-2-[2-(3-bromo-4-fluorophenyl)-6-(4-ethylphenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]phenol —— C24H21Br2FN2O
4-Bromo-2-[2-(3-bromo-4-fluorophenyl)-6-(4-ethylphenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]phenol
—— 4-Bromo-2-[6-(4-ethylphenyl)-2-(2-fluorophenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]phenol —— C24H22BrFN2O
4-Bromo-2-[6-(4-ethylphenyl)-2-(2-fluorophenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]phenol
—— 4-Bromo-2-[6-(4-ethylphenyl)-2-(2-fluorophenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]phenol —— C24H23BrFN2O+
4-Bromo-2-[6-(4-ethylphenyl)-2-(2-fluorophenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]phenol
—— 4-Bromo-2-[6-(4-ethylphenyl)-2-(3-fluorophenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]phenol —— C24H22BrFN2O
4-Bromo-2-[6-(4-ethylphenyl)-2-(3-fluorophenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]phenol
—— 2-[6-(4-Chlorophenyl)-2-[4-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidin-4-yl]-6-methoxyphenol —— C24H20ClF3N2O2
2-[6-(4-Chlorophenyl)-2-[4-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidin-4-yl]-6-methoxyphenol