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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
—— amino-3-(4-hydroxy-3-methylphenyl)-5-(4-methoxyphenyl)-4,5-dihydro-1H-1-pyrazolylmethanethione 1092962-12-3 C18H19N3O2S
amino-3-(4-hydroxy-3-methylphenyl)-5-(4-methoxyphenyl)-4,5-dihydro-1H-1-pyrazolylmethanethione
—— 4-furan-3-yl-1-(4-hydroxyphenyl)-1-<<(methoxyethoxy)methyl>oxy>butane 127461-74-9 C18H24O5
4-furan-3-yl-1-(4-hydroxyphenyl)-1-<<(methoxyethoxy)methyl>oxy>butane
—— 1.10-Bis-[2.4-dihydroxy-phenyl-decan 114327-24-1 C22H30O4
1.10-Bis-[2.4-dihydroxy-phenyl-decan
—— 2-(5,6-diphenyl-[1,2,4]triazin-3-yl)-4-methyl-phenol 106410-38-2 C22H17N3O
2-(5,6-diphenyl-[1,2,4]triazin-3-yl)-4-methyl-phenol
—— [Butylamino-(2-hydroxy-phenyl)-methyl]-phosphonic acid monoethyl ester 59488-07-2 C13H22NO4P
[Butylamino-(2-hydroxy-phenyl)-methyl]-phosphonic acid monoethyl ester
—— 1,3-Diisopropyl-2-m-tolyl-isourea; compound with picric acid 87944-21-6 C6H3N3O7*C14H22N2O
1,3-Diisopropyl-2-m-tolyl-isourea; compound with picric acid
—— 1-[(2-hydroxyphenyl)methylideneamino]-3-[[phenyl(pyridin-2-yl)methylidene]amino]thiourea 142047-99-2 C20H17N5OS
1-[(2-hydroxyphenyl)methylideneamino]-3-[[phenyl(pyridin-2-yl)methylidene]amino]thiourea
—— N''-[1-(5-chloro-2-hydroxyphenyl)ethylidene]-N'''-[1-(2-hydroxy-5-methylphenyl)ethylidene]carbonohydrazide 1352958-32-7 C18H19ClN4O3
N''-[1-(5-chloro-2-hydroxyphenyl)ethylidene]-N'''-[1-(2-hydroxy-5-methylphenyl)ethylidene]carbonohydrazide
—— [3-(2,5-Diethyl-phenyl)-butyl]-phosphonic acid diethyl ester 32421-67-3 C18H31O3P
[3-(2,5-Diethyl-phenyl)-butyl]-phosphonic acid diethyl ester
—— 1',2'-Dehydroolivetolmonomethylether 58545-49-6 C12H16O2
1',2'-Dehydroolivetolmonomethylether
—— 7-(4-hydroxyphenoxy)heptanenitrile 136833-85-7 C13H17NO2
7-(4-hydroxyphenoxy)heptanenitrile
—— 6-(3-Fluoro-4-hydroxyphenyl)-5-methyl-4,5-dihydro-2H-pyridazin-3-one 1094253-68-5 C11H11FN2O2
6-(3-Fluoro-4-hydroxyphenyl)-5-methyl-4,5-dihydro-2H-pyridazin-3-one
—— 2-amino-1-(4-hydroxybenzyl)imidazole 123593-06-6 C10H11N3O
2-amino-1-(4-hydroxybenzyl)imidazole
—— 1,4-dimethyl-1,2,3,4-tetrahydro-quinoxaline-5,8-diol 1375148-98-3 C10H14N2O2
1,4-dimethyl-1,2,3,4-tetrahydro-quinoxaline-5,8-diol
—— 3-[1,3]dioxolan-2-yl-5-isopropoxyphenol 894077-77-1 C12H16O4
3-[1,3]dioxolan-2-yl-5-isopropoxyphenol
—— 5,17-N,N'-bis(salicylidene)-25,26,27,28-tetrahydroxy-5,17-diamino-11,23-dinitrocalix(4)arene 443919-12-8 C42H32N4O10
5,17-N,N'-bis(salicylidene)-25,26,27,28-tetrahydroxy-5,17-diamino-11,23-dinitrocalix(4)arene
—— 2-Hydroxy-N-isopropylmethoxamine 14722-91-9 C13H21NO3
2-Hydroxy-N-isopropylmethoxamine
—— 3-Amino-benzosuberanol-(2) 103861-54-7 C11H15NO
3-Amino-benzosuberanol-(2)
—— 1181373-31-8 C29H22N4O2
—— 3-[3-(N,N-diethylamino)propoxycarbonyl]-5-[1,2,3,4-tetrahydro-1-(3-methoxy-4-hydroxybenzoyl)-4,4-dimethyl-6-quinolyl]-6-methyl-3,6-dihydro-2H-1,3,4-thiadiazin-2-one 1226561-30-3 C31H40N4O6S
3-[3-(N,N-diethylamino)propoxycarbonyl]-5-[1,2,3,4-tetrahydro-1-(3-methoxy-4-hydroxybenzoyl)-4,4-dimethyl-6-quinolyl]-6-methyl-3,6-dihydro-2H-1,3,4-thiadiazin-2-one
—— (1r,3R,4S)-3,4-bis((2-hydroxy-3-methoxybenzylidene)amino)-N-(1H-imidazol-2-yl)cyclopentane-1-carboxamide 1427204-44-1 C25H27N5O5
(1r,3R,4S)-3,4-bis((2-hydroxy-3-methoxybenzylidene)amino)-N-(1H-imidazol-2-yl)cyclopentane-1-carboxamide
—— 2-((E)-(S)-1-Hydroxy-3-methyl-hex-2-en-5-ynyl)-4-methoxy-5-((Z)-2-methyl-7-triisopropylsilanyl-hept-2-en-6-ynyl)-phenol 403696-85-5 C31H46O3Si
2-((E)-(S)-1-Hydroxy-3-methyl-hex-2-en-5-ynyl)-4-methoxy-5-((Z)-2-methyl-7-triisopropylsilanyl-hept-2-en-6-ynyl)-phenol
—— Phenol, Tetramethylharnstoff 39858-07-6 C5H12N2O*C6H6O
Phenol, Tetramethylharnstoff
—— 4-{(E)-[(5-phenyl-6H-1,3,4-thiadiazine-2-yl)imino]methyl}benzene-1,3-diol 1453536-25-8 C16H13N3O2S
4-{(E)-[(5-phenyl-6H-1,3,4-thiadiazine-2-yl)imino]methyl}benzene-1,3-diol
—— 7-dodecyl-7-(2-hydroxy-5-nitrobenzyl)-2,5,9,12-tetraoxatridecane 106419-41-4 C28H49NO7
7-dodecyl-7-(2-hydroxy-5-nitrobenzyl)-2,5,9,12-tetraoxatridecane
—— 3,5,3',6'-tetramethyl-4-oxo-7'-(3'',5''-dimethyl-4''-hydroxyphenyl)spiro<2,5-cyclohexadiene-1,1'-cyclopenta<d>pyridazine> 111512-71-1 C24H26N2O2
3,5,3',6'-tetramethyl-4-oxo-7'-(3'',5''-dimethyl-4''-hydroxyphenyl)spiro<2,5-cyclohexadiene-1,1'-cyclopenta<d>pyridazine>
—— 1-Hydroxy-2-methoxy-4-<2-(2-methoxy-phenoxy)-1-p-toluolsulfonyl-aethyl>-benzol 3795-81-1 C23H24O6S
1-Hydroxy-2-methoxy-4-<2-(2-methoxy-phenoxy)-1-p-toluolsulfonyl-aethyl>-benzol
—— 1,3-dihydroxy-4-(furan-2-yl)benzene 475391-60-7 C10H8O3
1,3-dihydroxy-4-(furan-2-yl)benzene
—— 3,5-Di-(3-chlor-but-2-enyl)-mesitol 36165-35-2 C17H22Cl2O
3,5-Di-(3-chlor-but-2-enyl)-mesitol
—— 2-Methyl-3.6-bis-<dimethylaminomethyl>-hydrochinon 724-08-3 C13H22N2O2
2-Methyl-3.6-bis-<dimethylaminomethyl>-hydrochinon
—— ethyl 3,5-bis((2-(ethylcarbamothioyl)hydrazineylidene)methyl)-4-hydroxybenzoate 1246354-31-3 C17H24N6O3S2
ethyl 3,5-bis((2-(ethylcarbamothioyl)hydrazineylidene)methyl)-4-hydroxybenzoate
—— 3-Methoxy-4-hydroxy-5-brom-benzylchlorid 21709-81-9 C8H8BrClO2
3-Methoxy-4-hydroxy-5-brom-benzylchlorid
—— 1-(3-Methoxy-4-hydroxy-phenyl)-3,7-dihydroxy-3-methyl-4-ethyl-6-methoxy-3,4-dihydro-isochinolin 14073-38-2 C20H23NO5
1-(3-Methoxy-4-hydroxy-phenyl)-3,7-dihydroxy-3-methyl-4-ethyl-6-methoxy-3,4-dihydro-isochinolin
—— 2-Aethoxycarbonylmethyl-5-<2-hydroxy-phenyl>-1,3,4-oxadiazol 4882-93-3 C12H12N2O4
2-Aethoxycarbonylmethyl-5-<2-hydroxy-phenyl>-1,3,4-oxadiazol
—— 3,4-dihydroxyphenylacetamidoxime 31983-65-0 C8H10N2O3
3,4-dihydroxyphenylacetamidoxime
—— 6-chloro-3-fluoro-4-methoxy-2-methylphenol 1600530-37-7 C8H8ClFO2
6-chloro-3-fluoro-4-methoxy-2-methylphenol
—— 2-Hydroxy-3-methoxy-benzyliden-<o-nitranilin> 15334-07-3 C14H12N2O4
2-Hydroxy-3-methoxy-benzyliden-<o-nitranilin>
—— (2Z,5Z)-5-{[2-(tert-butyl)(1,3-thiazol-5-yl)]methylene}-2-[(4-hydroxy-2-methylphenyl)azamethylene]-1,3-thiazolidin-4-one 1253208-83-1 C18H19N3O2S2
(2Z,5Z)-5-{[2-(tert-butyl)(1,3-thiazol-5-yl)]methylene}-2-[(4-hydroxy-2-methylphenyl)azamethylene]-1,3-thiazolidin-4-one
—— 3-(2-ethylbutyl)-5-(4-hydroxy-3-nitrobenzylidene)thiazolidine-2,4-dione 1372864-82-8 C16H18N2O5S
3-(2-ethylbutyl)-5-(4-hydroxy-3-nitrobenzylidene)thiazolidine-2,4-dione
—— 2,4,6-trinitro-3-(2-nitryloxy-ethoxy)-phenol 856376-13-1 C8H6N4O11
2,4,6-trinitro-3-(2-nitryloxy-ethoxy)-phenol
—— 2-{1-[(6-Chloro-pyridin-2-yl)-hydrazono]-ethyl}-phenol 909394-43-0 C13H12ClN3O
2-{1-[(6-Chloro-pyridin-2-yl)-hydrazono]-ethyl}-phenol
—— 5-(3-Hydroxy-phenyl)-pentin-(1) 33753-45-6 C11H12O
5-(3-Hydroxy-phenyl)-pentin-(1)
—— 2-[3-(1-hydroxy-2-piperidin-1-yl-ethyl)-isoxazol-5-yl]-phenol 53983-87-2 C16H20N2O3
2-[3-(1-hydroxy-2-piperidin-1-yl-ethyl)-isoxazol-5-yl]-phenol
—— 1404575-73-0 C16H17NO2
—— N-Heptyl-2-[(2-hydroxyphenyl)methylidene]hydrazine-1-carboximidothioic acid 6623-76-3 C15H23N3OS
N-Heptyl-2-[(2-hydroxyphenyl)methylidene]hydrazine-1-carboximidothioic acid
—— 2-Chloro-N-(3,5-dichloro-2,6-dihydroxy-benzyl)-acetamide 26486-47-5 C9H8Cl3NO3
2-Chloro-N-(3,5-dichloro-2,6-dihydroxy-benzyl)-acetamide
—— 1,4-Bis-(2,4-dihydroxyphenyl)-butan 16290-21-4 C16H18O4
1,4-Bis-(2,4-dihydroxyphenyl)-butan
—— 2-ethoxycarbonyl-6-(2'-hydroxy-3'-nitrophenyl)-1,4,5,6-tetrahydropyrid-4-one 1235985-82-6 C14H14N2O6
2-ethoxycarbonyl-6-(2'-hydroxy-3'-nitrophenyl)-1,4,5,6-tetrahydropyrid-4-one
—— amino-3-(4-hydroxy-3-methylphenyl)-5-phenyl-4,5-dihydro-1H-pyrazol-1-ylmethanethione 1092962-17-8 C17H17N3OS
amino-3-(4-hydroxy-3-methylphenyl)-5-phenyl-4,5-dihydro-1H-pyrazol-1-ylmethanethione
—— N-(2-{2-[(E)-2-(2-Bromo-3-hydroxy-4-methoxy-phenyl)-vinyl]-4-hydroxy-5-methoxy-phenyl}-ethyl)-2,2,2-trifluoro-N-methyl-acetamide 38726-46-4 C21H21BrF3NO5
N-(2-{2-[(E)-2-(2-Bromo-3-hydroxy-4-methoxy-phenyl)-vinyl]-4-hydroxy-5-methoxy-phenyl}-ethyl)-2,2,2-trifluoro-N-methyl-acetamide