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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
—— 1613543-47-7 C26H40KN4O4*ClO4
—— 2-((S)-2,5,5,8a-Tetramethyl-3,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-ylmethyl)-benzene-1,4-diol 72853-89-5 C21H30O2
2-((S)-2,5,5,8a-Tetramethyl-3,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-ylmethyl)-benzene-1,4-diol
—— (2<i>RS</i>,3<i>SR</i>)-2,3-dibromo-3-(5-bromo-2-methoxy-phenyl)-1-(2-hydroxy-5-methyl-3-nitro-phenyl)-propan-1-one 109248-10-4 C17H14Br3NO5
(2<i>RS</i>,3<i>SR</i>)-2,3-dibromo-3-(5-bromo-2-methoxy-phenyl)-1-(2-hydroxy-5-methyl-3-nitro-phenyl)-propan-1-one
—— 4-(4-hydroxy-2,5-dimethyl-phenyl)-4-oxo-<i>trans</i>-crotonic acid 107058-13-9 C12H12O4
4-(4-hydroxy-2,5-dimethyl-phenyl)-4-oxo-<i>trans</i>-crotonic acid
—— sulfuric acid amide-salicylidenehydrazide 100524-17-2 C7H9N3O3S
sulfuric acid amide-salicylidenehydrazide
—— diethyl 2-[(E)-6-(3-methoxyphenyl)-6-oxohex-4-en-2-ynyl]-2-prop-2-enylpropanedioate 1428189-03-0 C23H26O6
diethyl 2-[(E)-6-(3-methoxyphenyl)-6-oxohex-4-en-2-ynyl]-2-prop-2-enylpropanedioate
—— 2-(3-hydroxymethyl-4-hydroxyphenyl)ethylpivalate 722539-68-6 C14H20O4
2-(3-hydroxymethyl-4-hydroxyphenyl)ethylpivalate
—— 4-(1-(pyridin-3-yl)ethyl)benzene-1,3-diol 1393115-09-7 C13H13NO2
4-(1-(pyridin-3-yl)ethyl)benzene-1,3-diol
—— 5-Methyl-2-[(E)-3-methyl-5-(2,6,6-trimethyl-cyclohex-2-enyl)-pent-2-enyl]-benzene-1,3-diol 35316-57-5 C22H32O2
5-Methyl-2-[(E)-3-methyl-5-(2,6,6-trimethyl-cyclohex-2-enyl)-pent-2-enyl]-benzene-1,3-diol
—— 2-[(4-methyl-2-phenylimino-thiazol-3-ylimino)-methyl]-phenol 101569-74-8 C17H15N3OS
2-[(4-methyl-2-phenylimino-thiazol-3-ylimino)-methyl]-phenol
—— 4-fluoro-2-{[2-(2-hydroxyethylamino)ethylimino]methyl}phenol 1627852-69-0 C11H15FN2O2
4-fluoro-2-{[2-(2-hydroxyethylamino)ethylimino]methyl}phenol
—— 9-<4-Hydroxy-3-methoxy-phenyl>-anhydro-vilangin 14367-61-4 C42H56O9
9-<4-Hydroxy-3-methoxy-phenyl>-anhydro-vilangin
—— 2-(triethylsilyl)phenol 58933-95-2 C12H20OSi
2-(triethylsilyl)phenol
—— 2,6-di-t-butyl-4-[(dimethyl-4-trifluoromethylphenylsilyl)methyloxy]phenol 188578-43-0 C24H33F3O2Si
2,6-di-t-butyl-4-[(dimethyl-4-trifluoromethylphenylsilyl)methyloxy]phenol
—— 2,6-dibromo-4-(3-(3-(dimethylamino)benzyloxy)-1,2,4-triazin-6-yl)phenol 1191246-48-6 C18H16Br2N4O2
2,6-dibromo-4-(3-(3-(dimethylamino)benzyloxy)-1,2,4-triazin-6-yl)phenol
—— 3-ethyl-4-((<i>Z</i>)-2-hydroxy-benzylidene)-4<i>H</i>-isoxazol-5-one 17975-56-3 C12H11NO3
3-ethyl-4-((<i>Z</i>)-2-hydroxy-benzylidene)-4<i>H</i>-isoxazol-5-one
—— 4-(2,4-Diamino-3,5-dimethyl-phenylamino)-3-methyl-phenol 41669-56-1 C15H19N3O
4-(2,4-Diamino-3,5-dimethyl-phenylamino)-3-methyl-phenol
—— 4-[2-(2-Hydroxyethoxy)pent-4-enyl]phenol 1190958-15-6 C13H18O3
4-[2-(2-Hydroxyethoxy)pent-4-enyl]phenol
—— 3,5-dimethylcyclohexyl 4-(4-hydroxy-3-methoxybenzylcarbamoyl)-piperidine-1-carboxylate 1193988-52-1 C23H34N2O5
3,5-dimethylcyclohexyl 4-(4-hydroxy-3-methoxybenzylcarbamoyl)-piperidine-1-carboxylate
—— ethyl 3-(3-fluoro-4-hydroxy-2-isopentylphenyl)propanoate 1234846-10-6 C16H23FO3
ethyl 3-(3-fluoro-4-hydroxy-2-isopentylphenyl)propanoate
—— ethyl 3-(2-butyl-3-fluoro-4-hydroxyphenyl)propanoate 1234846-16-2 C15H21FO3
ethyl 3-(2-butyl-3-fluoro-4-hydroxyphenyl)propanoate
—— 3-methyl-5-(2',6',6'-trimethyl-2'-cyclohexen-1'-yl)phenol 141885-13-4 C16H22O
3-methyl-5-(2',6',6'-trimethyl-2'-cyclohexen-1'-yl)phenol
—— 3-1H-Benzoimidazol-2-yl-6-(2-(hydroxymethyl)-5-methoxy-4-hydroxy-phenyl)-1H-indazole 319461-69-3 C22H18N4O3
3-1H-Benzoimidazol-2-yl-6-(2-(hydroxymethyl)-5-methoxy-4-hydroxy-phenyl)-1H-indazole
—— 2-(3-(pyridin-3-yl)isoxazol-5-yl)phenol 65010-79-9 C14H10N2O2
2-(3-(pyridin-3-yl)isoxazol-5-yl)phenol
—— 5-benzyl-3-(4-hydroxyphenyl)-4,5-dihydroisoxazole 1158558-15-6 C16H15NO2
5-benzyl-3-(4-hydroxyphenyl)-4,5-dihydroisoxazole
—— 5',5''-dinitro-N,N'-disalicyloyl-1,2-ethanediamine 136437-23-5 C16H14N4O8
5',5''-dinitro-N,N'-disalicyloyl-1,2-ethanediamine
—— N-(2-hydroxy-5-methoxybenzylidene)-P,P-diphenylphosphinothioic amide 1093349-14-4 C20H18NO2PS
N-(2-hydroxy-5-methoxybenzylidene)-P,P-diphenylphosphinothioic amide
—— d5-2-(4-(2-methoxy-ethyl)phenoxymethyl)-oxirane 959786-60-8 C12H16O3
d5-2-(4-(2-methoxy-ethyl)phenoxymethyl)-oxirane
—— (2-hydroxy-3-methoxy-phenyl)-methanesulfonic acid 106270-33-1 C8H10O5S
(2-hydroxy-3-methoxy-phenyl)-methanesulfonic acid
—— 71319-42-1 C14H10BrIN2O6
—— 2-<5-Butyl-2.4-dihydroxy-benzylidenamino>-phenol 93407-53-5 C17H19NO3
2-<5-Butyl-2.4-dihydroxy-benzylidenamino>-phenol
—— 4-[(5S)-1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl]-2-methoxyphenol 1013655-69-0 C13H15NO4
4-[(5S)-1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl]-2-methoxyphenol
—— Trimethyl-<2-hydroxy-2-(3-hydroxy-phenyl)-ethyl>-ammonium 110378-10-4 C11H18NO2
Trimethyl-<2-hydroxy-2-(3-hydroxy-phenyl)-ethyl>-ammonium
—— (E)-2-((1-hydroxy-2-methylpropan-2-ylimino)methyl)-4-methoxyphenol 1350842-47-5 C12H17NO3
(E)-2-((1-hydroxy-2-methylpropan-2-ylimino)methyl)-4-methoxyphenol
—— 2-Methyl-6-[(4-methylphenyl)iminomethyl]phenol 440122-50-9 C15H15NO
2-Methyl-6-[(4-methylphenyl)iminomethyl]phenol
—— 2-(vanillylidenehydrazinocarbonyl-methoxy)-benzoic acid amide 101879-22-5 C17H17N3O5
2-(vanillylidenehydrazinocarbonyl-methoxy)-benzoic acid amide
—— 2-[5-(4-hydroxyphenyl)-4-methylisoxazol-3-yl]phenol 258858-83-2 C16H13NO3
2-[5-(4-hydroxyphenyl)-4-methylisoxazol-3-yl]phenol
—— 7-(5,6-dihydro-4H-1,3-oxazin-2-yl)-2,3-dihydrobenzo[b][1,4]dioxin-6-ol 1268833-83-5 C12H13NO4
7-(5,6-dihydro-4H-1,3-oxazin-2-yl)-2,3-dihydrobenzo[b][1,4]dioxin-6-ol
—— N-(2-chloro-phenyl)-2-hydroxy-thiobenzamide 7133-98-4 C13H10ClNOS
N-(2-chloro-phenyl)-2-hydroxy-thiobenzamide
—— 5-hydroxy-6-phenyl-benzo[1,3]oxathiol-2-one 7735-69-5 C13H8O3S
5-hydroxy-6-phenyl-benzo[1,3]oxathiol-2-one
—— Dimethyl-(5-chlor-2-hydroxy-4-pentadecyl-benzyl)-ammonium Chlorid 95808-65-4 C24H42ClNO*ClH
Dimethyl-(5-chlor-2-hydroxy-4-pentadecyl-benzyl)-ammonium Chlorid
—— (5-OH)C6H3(OH)CH=NNHCON(CH2Ph)2 1522166-52-4 C22H21N3O3
(5-OH)C6H3(OH)CH=NNHCON(CH2Ph)2
—— 4-(1-(thiophene-2-yl)butyl)benzene-1,3-diol 1393115-13-3 C14H16O2S
4-(1-(thiophene-2-yl)butyl)benzene-1,3-diol
—— 6-(2-(5,5-dimethyl-2-oxido-1,3,2-dioxaphosphinan-2-yl)-3,6-dihydroxyphenyl)-6H-dibenzo[c,e][1,2]oxaphosphinine 6-oxide 1384457-25-3 C23H22O7P2
6-(2-(5,5-dimethyl-2-oxido-1,3,2-dioxaphosphinan-2-yl)-3,6-dihydroxyphenyl)-6H-dibenzo[c,e][1,2]oxaphosphinine 6-oxide
—— 4-Chlor-5-(2-hydroxy-5-methyl-phenyl)-1,2,3-dithiazolium-chlorid 97272-66-7 C9H7ClNOS2*Cl
4-Chlor-5-(2-hydroxy-5-methyl-phenyl)-1,2,3-dithiazolium-chlorid
—— 2-<3,4-Dihydroxy-phenyl>-Δ<sup>1</sup>-piperidein 91133-09-4 C11H13NO2
2-<3,4-Dihydroxy-phenyl>-Δ<sup>1</sup>-piperidein
—— 2-(1,4,5,6-tetrahydro-pyridazin-3-yl)-phenol 28858-20-0 C10H12N2O
2-(1,4,5,6-tetrahydro-pyridazin-3-yl)-phenol
—— 4-[4-(4-chloro-phenyl)-6-methoxy-[1,3,5]triazin-2-yl]-benzene-1,3-diol 4686-71-9 C16H12ClN3O3
4-[4-(4-chloro-phenyl)-6-methoxy-[1,3,5]triazin-2-yl]-benzene-1,3-diol
—— 2-{1-[(E)-Methylimino]-ethyl}-benzene-1,4-diol 40685-72-1 C9H11NO2
2-{1-[(E)-Methylimino]-ethyl}-benzene-1,4-diol
—— 2-((2-(6-chloropyridazin-3-yl)-2-methylhydrazineylidene)methyl)phenol 1313759-08-8 C12H11ClN4O
2-((2-(6-chloropyridazin-3-yl)-2-methylhydrazineylidene)methyl)phenol