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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
—— 1-(3-Hydroxyphenyl)-3-(pyridin-3-yl)-1-propanol 132687-67-3 C14H15NO2
1-(3-Hydroxyphenyl)-3-(pyridin-3-yl)-1-propanol
—— bis[[2-hydroxy-5-nitrophenyl]methylene]carbonic dihydrazide 330682-66-1 C15H12N6O7
bis[[2-hydroxy-5-nitrophenyl]methylene]carbonic dihydrazide
—— 3-(Benzothiazol-2-ylamino)-5-[1-(4-hydroxy-3-methoxy-phenyl)-meth-(Z)-ylidene]-2-phenyl-3,5-dihydro-imidazol-4-one 136740-27-7 C24H18N4O3S
3-(Benzothiazol-2-ylamino)-5-[1-(4-hydroxy-3-methoxy-phenyl)-meth-(Z)-ylidene]-2-phenyl-3,5-dihydro-imidazol-4-one
—— tetra-C-hexylcalix<4>resorcinarene 116670-09-8 C52H72O8
tetra-C-hexylcalix<4>resorcinarene
—— 3-Cyclopent-2-enyl-benzene-1,2-diol 57878-32-7 C11H12O2
3-Cyclopent-2-enyl-benzene-1,2-diol
—— 2-methoxy-4-(5-methoxy-2,3-dimethyl-indol-1-ylmethyl)-phenol 62674-40-2 C19H21NO3
2-methoxy-4-(5-methoxy-2,3-dimethyl-indol-1-ylmethyl)-phenol
—— 2,4-dibromo-6-chloro-3,5-dinitro-phenol 116995-41-6 C6HBr2ClN2O5
2,4-dibromo-6-chloro-3,5-dinitro-phenol
—— 4-(2-(4-chlorophenyl)-1-(4-hydroxyphenylimino)ethyl)benzene-1,2,3-triol 1224164-24-2 C20H16ClNO4
4-(2-(4-chlorophenyl)-1-(4-hydroxyphenylimino)ethyl)benzene-1,2,3-triol
—— 4-(3-Pyrrolidino-butyl)-phenol 101775-63-7 C14H21NO
4-(3-Pyrrolidino-butyl)-phenol
—— 2,4-dinitro-5-chlorophenyl-4-N15 136833-37-9 C6H3ClN2O5
2,4-dinitro-5-chlorophenyl-4-N15
—— 93529-46-5 C21H33NO2
—— 2,4-Dibromo-6-((2-bromo-phenylimino)-methyl)-phenol 329936-46-1 C13H8Br3NO
2,4-Dibromo-6-((2-bromo-phenylimino)-methyl)-phenol
—— 1,2-Bis-(3-allyl-4-hydroxy-5-methoxyphenyl)-ethan 40060-13-7 C22H26O4
1,2-Bis-(3-allyl-4-hydroxy-5-methoxyphenyl)-ethan
—— 4-hydroxy-4-(2-hydroxy-3-methoxyphenyl)butan-2-one 1162641-94-2 C11H14O4
4-hydroxy-4-(2-hydroxy-3-methoxyphenyl)butan-2-one
—— 3-<i>sec</i>-Butyl-5-methoxy-2-methyl-phenol 855350-73-1 C12H18O2
3-<i>sec</i>-Butyl-5-methoxy-2-methyl-phenol
—— 1,4-dihydro-4-(4-hydroxy-3-methylphenyl)-2,6-dimethyl-3,5-pyridinedicarbonitrile 1033766-81-2 C16H15N3O
1,4-dihydro-4-(4-hydroxy-3-methylphenyl)-2,6-dimethyl-3,5-pyridinedicarbonitrile
—— tetraphenylene-2,3,6,7-tetrol 1431883-75-8 C24H16O4
tetraphenylene-2,3,6,7-tetrol
—— 2-chloro-4-fluoro-5-iodophenol 148254-33-5 C6H3ClFIO
2-chloro-4-fluoro-5-iodophenol
—— methyl 3-(5-chloro-2-hydroxyphenyl)propiolate 1241956-38-6 C10H7ClO3
methyl 3-(5-chloro-2-hydroxyphenyl)propiolate
—— 3-methoxy-4-hydroxy-5,6-dibutylthio-phenylethylamine 159983-32-1 C17H29NO2S2
3-methoxy-4-hydroxy-5,6-dibutylthio-phenylethylamine
—— N-(2-Chlor-6-hydroxybenzyl)-ethylendiamin 38944-80-8 C9H13ClN2O
N-(2-Chlor-6-hydroxybenzyl)-ethylendiamin
—— 4-[2-(2,6-Dimethoxy-4-methyl-phenoxy)-1-hydroxy-ethyl]-2,6-dimethoxy-phenol 51149-44-1 C19H24O7
4-[2-(2,6-Dimethoxy-4-methyl-phenoxy)-1-hydroxy-ethyl]-2,6-dimethoxy-phenol
—— 7-dodecyl-7-(2-hydroxy-3,5-dinitrobenzyl)-2,5,9,12-tetraoxatridecane 106419-43-6 C28H48N2O9
7-dodecyl-7-(2-hydroxy-3,5-dinitrobenzyl)-2,5,9,12-tetraoxatridecane
—— 2-{1-[(Z)-4-Chloro-phenylimino]-ethyl}-4-methyl-6-nitro-phenol 112932-64-6 C15H13ClN2O3
2-{1-[(Z)-4-Chloro-phenylimino]-ethyl}-4-methyl-6-nitro-phenol
—— 3-Chlor-2-hydroxy-4,6-dimethoxy-N-dimethyl-benzamid 3187-09-5 C11H14ClNO4
3-Chlor-2-hydroxy-4,6-dimethoxy-N-dimethyl-benzamid
—— Hydrazinecarbothioamide,2-[(2,4-dihydroxyphenyl)methylene]-n-hexadecyl- 6278-85-9 C24H41N3O2S
Hydrazinecarbothioamide,2-[(2,4-dihydroxyphenyl)methylene]-n-hexadecyl-
—— 1323355-72-1 C15H16NO2
—— 2-Cyano-2-(4-hydroxy-3,5-dimethyl-benzyl)-3-(4-hydroxy-3,5-dimethyl-phenyl)-propionic acid ethyl ester 59735-04-5 C23H27NO4
2-Cyano-2-(4-hydroxy-3,5-dimethyl-benzyl)-3-(4-hydroxy-3,5-dimethyl-phenyl)-propionic acid ethyl ester
—— 4-bromo-2-{(E)-[(5-phenyl-6H-1,3,4-thiadiazine-2-yl)imino]methyl}phenol 1453536-26-9 C16H12BrN3OS
4-bromo-2-{(E)-[(5-phenyl-6H-1,3,4-thiadiazine-2-yl)imino]methyl}phenol
—— 6-[(3,5-Dibromo-2-hydroxyphenyl)methyl]-1,4,8,11-tetrazacyclotetradecane-5,7-dione 188925-63-5 C17H24Br2N4O3
6-[(3,5-Dibromo-2-hydroxyphenyl)methyl]-1,4,8,11-tetrazacyclotetradecane-5,7-dione
—— Acetic acid (E)-6-(2-hydroxy-4,5-dimethoxy-phenyl)-3-methyl-hept-2-enyl ester 123298-34-0 C18H26O5
Acetic acid (E)-6-(2-hydroxy-4,5-dimethoxy-phenyl)-3-methyl-hept-2-enyl ester
—— 2,4-Dichlorbenzoesaeure-5-nitrosalicyliden-hydrazon 41377-64-4 C14H9Cl2N3O4
2,4-Dichlorbenzoesaeure-5-nitrosalicyliden-hydrazon
—— 2-methylthiomethyl-5-nitrophenol 95202-32-7 C8H9NO3S
2-methylthiomethyl-5-nitrophenol
—— 1-<5-Chlor-2-hydroxy-phenyl>-3-methyl-Δ<sup>3</sup>-pyrazolon-(5) 23340-17-2 C10H9ClN2O2
1-<5-Chlor-2-hydroxy-phenyl>-3-methyl-Δ<sup>3</sup>-pyrazolon-(5)
—— 104676-55-3 C13H18CuO5S2
—— 3-(2-hydroxy-4-methoxy-phenyl)-3-methoxy-propionic acid methyl ester 105474-32-6 C12H16O5
3-(2-hydroxy-4-methoxy-phenyl)-3-methoxy-propionic acid methyl ester
—— 1,3-dihydroxy-5-(thiophen-3-yl)benzene 365548-68-1 C10H8O2S
1,3-dihydroxy-5-(thiophen-3-yl)benzene
—— 3,5-Dimethyl-4-(methyl-prop-2-ynyl-amino)-phenol 81578-94-1 C12H15NO
3,5-Dimethyl-4-(methyl-prop-2-ynyl-amino)-phenol
—— 2-Nitroso-4-chlor-5-methylphenol 39825-18-8 C7H6ClNO2
2-Nitroso-4-chlor-5-methylphenol
—— 2-methoxy-6-{((2-methoxyphenyl)imino)methyl}phenol 17390-29-3 C15H15NO3
2-methoxy-6-{((2-methoxyphenyl)imino)methyl}phenol
—— 2-(5-methylhex-1-ynyl)phenol 1398505-12-8 C13H16O
2-(5-methylhex-1-ynyl)phenol
—— 6-(2-hydroxy-3,5-dinitrobenzyl)-6-methyl-1,4,8,11-tetraoxacyclotetradecane 106419-35-6 C18H26N2O9
6-(2-hydroxy-3,5-dinitrobenzyl)-6-methyl-1,4,8,11-tetraoxacyclotetradecane
—— β-(2,3-Dihydroxyphenyl)-propionitril 43014-34-2 C9H9NO2
β-(2,3-Dihydroxyphenyl)-propionitril
—— 2-trimethylsilyl-5-ethylphenol 1069973-85-8 C11H18OSi
2-trimethylsilyl-5-ethylphenol
—— 2,6-dibromo-4-nitrophenol 76362-09-9 C6H3Br2NO3
2,6-dibromo-4-nitrophenol
—— 5-bromo-2-hydroxy-benzimidic acid ethyl ester 116956-71-9 C9H10BrNO2
5-bromo-2-hydroxy-benzimidic acid ethyl ester
—— 3-isopentyl-4-o-hydroxybenzylidenamino-4,5-dihydro-1,2,4-triazol-5-one 137182-50-4 C14H18N4O2
3-isopentyl-4-o-hydroxybenzylidenamino-4,5-dihydro-1,2,4-triazol-5-one
—— 2-fluoro-3-octyl-6-(4-hydroxyphenyl) pyrazine 148455-09-8 C18H23FN2O
2-fluoro-3-octyl-6-(4-hydroxyphenyl) pyrazine
—— 2-(2-Hydroxy-phenyl)-3-oxo-cyclobutan-1-carbonsaeure 7304-77-0 C11H10O4
2-(2-Hydroxy-phenyl)-3-oxo-cyclobutan-1-carbonsaeure
—— 3,5-Dinitro-4-hydroxy-phenylpropionat 19013-24-2 C9H8N2O7
3,5-Dinitro-4-hydroxy-phenylpropionat