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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-bis(((tert-butyldimethylsilyl)oxy)methyl)-4-methylphenol 633314-21-3 C21H40O3Si2
2,6-bis(((tert-butyldimethylsilyl)oxy)methyl)-4-methylphenol
—— N-methyl-3-(3-hydroxyphenyl)-2-methoximino-propionamide 150193-32-1 C11H14N2O3
N-methyl-3-(3-hydroxyphenyl)-2-methoximino-propionamide
—— 3-(4-hydroxy-3-methoxy-phenyl)-2-(4-oxo-2-thioxo-thiazolidin-5-ylidene)-propionic acid 22900-93-2 C13H11NO5S2
3-(4-hydroxy-3-methoxy-phenyl)-2-(4-oxo-2-thioxo-thiazolidin-5-ylidene)-propionic acid
—— 5-fluoroisoproterenol oxalate 81441-21-6 C2H2O4*2C11H16FNO3
5-fluoroisoproterenol oxalate
—— 2-chloro-5-hydroxy-benzo[1,3,2]dioxaphosphinin-4-one 51754-64-4 C7H4ClO4P
2-chloro-5-hydroxy-benzo[1,3,2]dioxaphosphinin-4-one
—— methyl 2-(β-salicylaldimino-2-hydroxypropyl)cyclopent-1-ene-1-dithiocarboxylate 627483-97-0 C17H22N2O2S2
methyl 2-(β-salicylaldimino-2-hydroxypropyl)cyclopent-1-ene-1-dithiocarboxylate
—— 2-methoxy-6-((E){[(5-methyl-2-furyl)methyl]imino}methyl)phenol 1311271-53-0 C14H15NO3
2-methoxy-6-((E){[(5-methyl-2-furyl)methyl]imino}methyl)phenol
—— 4-(6-(methyl(pyridin-4-yl)amino)hexyl)benzene-1,2-diol 1391976-73-0 C18H24N2O2
4-(6-(methyl(pyridin-4-yl)amino)hexyl)benzene-1,2-diol
—— Benzeneacetic acid, 2-cyano-3-hydroxy-6-iodo-, ethyl ester 1803784-79-3 C11H10INO3
Benzeneacetic acid, 2-cyano-3-hydroxy-6-iodo-, ethyl ester
—— 5-(3-(2,4-dihydroxyphenyl)propyl)-4-methoxy-1,2,3-oxathiazinane 2,2-dioxide 1002353-72-1 C13H19NO6S
5-(3-(2,4-dihydroxyphenyl)propyl)-4-methoxy-1,2,3-oxathiazinane 2,2-dioxide
—— 3-butyl-4,5-dimethyl-1H-pyrazolium picrate 1158595-67-5 C6H3N3O7*C9H16N2
3-butyl-4,5-dimethyl-1H-pyrazolium picrate
—— 5-((diethylamino)methyl)-2-methoxyphenol 63673-90-5 C12H19NO2
5-((diethylamino)methyl)-2-methoxyphenol
—— N-Jodacetyl-3,4-dihydroxybenzylamin 53527-22-3 C9H10INO3
N-Jodacetyl-3,4-dihydroxybenzylamin
—— 3-(4-hydroxy-3-methoxy-benzylideneamino)-4-phenyl-3<i>H</i>-thiazole-2-thione 15387-25-4 C17H14N2O2S2
3-(4-hydroxy-3-methoxy-benzylideneamino)-4-phenyl-3<i>H</i>-thiazole-2-thione
—— Bis-<2,3-dihydroxy-benzyl>-sulfid 5273-66-5 C14H14O4S
Bis-<2,3-dihydroxy-benzyl>-sulfid
—— (N-methoxy-N-methyl)-6-chloro-2-hydroxy-3-nitrobenzenesulfonamide 276703-13-0 C8H9ClN2O6S
(N-methoxy-N-methyl)-6-chloro-2-hydroxy-3-nitrobenzenesulfonamide
—— 2-(2-Chlor-benzylidenamino)-4-methyl-phenol 22587-56-0 C14H12ClNO
2-(2-Chlor-benzylidenamino)-4-methyl-phenol
—— 5-(4'-hydroxy-3'-methoxyphenyl)-2E,4E-pentadienoic acid isobutyl amide 1228296-72-7 C16H21NO3
5-(4'-hydroxy-3'-methoxyphenyl)-2E,4E-pentadienoic acid isobutyl amide
—— (3R,4R,5S)-3,4-dihydroxy-1,3-dimethyl-5-[(4-phenylmethoxyphenyl)methyl]pyrrolidin-2-one 1370332-17-4 C20H23NO4
(3R,4R,5S)-3,4-dihydroxy-1,3-dimethyl-5-[(4-phenylmethoxyphenyl)methyl]pyrrolidin-2-one
—— 3-amino-4-[(4-hydroxy-3-methoxyphenyl)methylene]-1H-pyrazol-5(4H)-one 1267391-79-6 C11H11N3O3
3-amino-4-[(4-hydroxy-3-methoxyphenyl)methylene]-1H-pyrazol-5(4H)-one
—— thiomorpholine-4-carbothioic acid (5-hydroxy-pyridin-2-ylmethylene)-hydrazide 53222-86-9 C11H14N4OS2
thiomorpholine-4-carbothioic acid (5-hydroxy-pyridin-2-ylmethylene)-hydrazide
—— 950773-71-4 C27H30O3Si
—— 2-{[6-(3-chloro-4-fluoro-phenylamino)-[1,2,5]oxadiazolo[3,4-b]pyrazin-5-yl]-hydrazonomethyl}-6-methoxy-phenol 851661-44-4 C18H13ClFN7O3
2-{[6-(3-chloro-4-fluoro-phenylamino)-[1,2,5]oxadiazolo[3,4-b]pyrazin-5-yl]-hydrazonomethyl}-6-methoxy-phenol
—— 2-(4-Hydroxy-2-methyl-phenylsulfanyl)-N-methyl-acetamide 30512-55-1 C10H13NO2S
2-(4-Hydroxy-2-methyl-phenylsulfanyl)-N-methyl-acetamide
—— (Z)-4-bromo-N'-(2-hydroxy-4-methoxybenzylidene)benzohydrazide 1285538-72-8 C15H13BrN2O3
(Z)-4-bromo-N'-(2-hydroxy-4-methoxybenzylidene)benzohydrazide
—— 4-(2)-Pyridylazo-o-kresol 40525-90-4 C12H11N3O
4-(2)-Pyridylazo-o-kresol
—— Phenol, Methylamin 34768-15-5 CH3NO2*C6H6O
Phenol, Methylamin
—— 1569471-89-1 C11H8O2
—— Chlortrimethylhydrochinon 2011-58-7 C9H11ClO2
Chlortrimethylhydrochinon
—— prop-2-yn-1-yl 2-(4-hydroxyphenyl)acetate 1152593-69-5 C11H10O3
prop-2-yn-1-yl 2-(4-hydroxyphenyl)acetate
—— 3-Cyan-5-(2,5-dihydroxybenzyliden)-4-phenyl-2(5H)-furanon 7721-27-9 C18H11NO4
3-Cyan-5-(2,5-dihydroxybenzyliden)-4-phenyl-2(5H)-furanon
—— 4-Butyl-1-(4-hydroxy-3-nitroso-phenyl)-2-phenyl-pyrazolidine-3,5-dione 74004-36-7 C19H19N3O4
4-Butyl-1-(4-hydroxy-3-nitroso-phenyl)-2-phenyl-pyrazolidine-3,5-dione
—— 1-(2-Hydroxy-4-methyl-phenyl)-2,2-dimethyl-propan-1-one oxime 14194-56-0 C12H17NO2
1-(2-Hydroxy-4-methyl-phenyl)-2,2-dimethyl-propan-1-one oxime
—— 4-Methyl-2-methylselanyl-phenol 65325-99-7 C8H10OSe
4-Methyl-2-methylselanyl-phenol
—— 4,5-didodecylbenzene-1,2-diol 930782-42-6 C30H54O2
4,5-didodecylbenzene-1,2-diol
—— N-hydroxy-3,5-bis(2-hydroxyphenyl)-4,5-dihydro-1H-pyrazole-1-carboxamide 1344115-18-9 C16H15N3O4
N-hydroxy-3,5-bis(2-hydroxyphenyl)-4,5-dihydro-1H-pyrazole-1-carboxamide
—— 3,5-Dinitro-4-hydroxy-N-acetyl-amphetamin 91332-94-4 C11H13N3O6
3,5-Dinitro-4-hydroxy-N-acetyl-amphetamin
—— 2-amino-5-[(3-chloro-4-hydroxy-5-methoxyphenyl)methyl]-1,3-thiazol-4-one 86726-26-3 C11H11ClN2O3S
2-amino-5-[(3-chloro-4-hydroxy-5-methoxyphenyl)methyl]-1,3-thiazol-4-one
—— tert-butyl {2-[4-(4-methyl-4,5-dihydro-1H-imidazol-2-yl)phenyl]ethyl}carbamate 1211569-88-8 C17H25N3O2
tert-butyl {2-[4-(4-methyl-4,5-dihydro-1H-imidazol-2-yl)phenyl]ethyl}carbamate
—— 2-[3-hydroxy-4-nitrophenyl]-1-[pyridin-2-yl]-ethanone 815581-98-7 C13H10N2O4
2-[3-hydroxy-4-nitrophenyl]-1-[pyridin-2-yl]-ethanone
—— 4-dimethylsilanephenol 31353-78-3 C8H12OSi
4-dimethylsilanephenol
—— 1-Isopropylamino-3-[4-(2-methoxy-ethyl)-phenoxy]-propan-2-one oxime 125720-85-6 C15H24N2O3
1-Isopropylamino-3-[4-(2-methoxy-ethyl)-phenoxy]-propan-2-one oxime
—— 3-Aethyl-4-<2-hydroxy-phenyl>-5-<pyridyl-(4)>-isoxazol 1031-81-8 C16H14N2O2
3-Aethyl-4-<2-hydroxy-phenyl>-5-<pyridyl-(4)>-isoxazol
—— 1050600-83-3 C14H15ClN4O
—— 2-[(R,S)-3-hydroxy-3-methyl-4-pentenyl]-4-methoxy-3,5,6-trimethylphenol 133185-64-5 C16H24O3
2-[(R,S)-3-hydroxy-3-methyl-4-pentenyl]-4-methoxy-3,5,6-trimethylphenol
—— 1-(benzyloxy)-2-methoxy-4-(2-dodecyloxyethyl)benzene 1327337-43-8 C28H42O3
1-(benzyloxy)-2-methoxy-4-(2-dodecyloxyethyl)benzene
—— 2,4-diamino-5-(2-hydroxy-3-allyl-5-methylbenzyl)pyrimidine 84876-29-9 C15H18N4O
2,4-diamino-5-(2-hydroxy-3-allyl-5-methylbenzyl)pyrimidine
—— 2-[amino(2-hydroxyphenyl)methyl]malononitrile 1629184-88-8 C10H9N3O
2-[amino(2-hydroxyphenyl)methyl]malononitrile
—— 3-Hydroxy-2-methyl-phenol anion 20217-28-1 C7H7O2
3-Hydroxy-2-methyl-phenol anion
—— Glyoxal-bis-(2-hydroxy-5-chloranil) 2089-11-4 C14H10Cl2N2O2
Glyoxal-bis-(2-hydroxy-5-chloranil)