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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
—— 4-(2-(3-hydroxyphenylamino)thiazol-4-yl)benzene-1,3-diol 1173282-17-1 C15H12N2O3S
4-(2-(3-hydroxyphenylamino)thiazol-4-yl)benzene-1,3-diol
—— 4-(2-(4-hydroxyphenylamino)thiazol-4-yl)benzene-1,3-diol 797813-79-7 C15H12N2O3S
4-(2-(4-hydroxyphenylamino)thiazol-4-yl)benzene-1,3-diol
—— 3-(4-hydroxy-phenoxy)-propionic acid ethyl ester 856810-03-2 C11H14O4
3-(4-hydroxy-phenoxy)-propionic acid ethyl ester
—— 5-phenethyloxy-resorcinol 109564-82-1 C14H14O3
5-phenethyloxy-resorcinol
—— 2,5-dihydroxy-4-bromophenethylbromide 184473-61-8 C8H8Br2O2
2,5-dihydroxy-4-bromophenethylbromide
—— 1,4-benzoquinone-2-chlorohydroquinone complex 55836-32-3 C6H4O2*C6H5ClO2
1,4-benzoquinone-2-chlorohydroquinone complex
—— 2-Chloro-4-tetradecoxyphenol 140466-86-0 C20H33ClO2
2-Chloro-4-tetradecoxyphenol
—— 3-Chloro-4-tetradecoxyphenol 140466-87-1 C20H33ClO2
3-Chloro-4-tetradecoxyphenol
—— 3-chloro-4-(cyclopropylmethoxy)phenol 1243284-44-7 C10H11ClO2
3-chloro-4-(cyclopropylmethoxy)phenol
—— 2-ethyl-3-fluorophenol 950519-97-8 C8H9FO
2-ethyl-3-fluorophenol
—— 2-(2-bromoethyl)-1,4-dihydroquinone 130933-04-9 C8H9BrO2
2-(2-bromoethyl)-1,4-dihydroquinone
—— (−)-cylindrocyclophane F 141854-69-5 C36H56O4
(−)-cylindrocyclophane F
—— 3-{3,5-bis-[2-(3,4-didodecyloxyphenyl)ethoxy]phenoxy}propylamine 1352994-18-3 C73H125NO7
3-{3,5-bis-[2-(3,4-didodecyloxyphenyl)ethoxy]phenoxy}propylamine
—— 4-((2H-indazol-2-yl)methyl)-2-nitrophenol 1246085-50-6 C14H11N3O3
4-((2H-indazol-2-yl)methyl)-2-nitrophenol
—— 4-((1H-indazol-1-yl)methyl)-2-nitrophenol 1246085-52-8 C14H11N3O3
4-((1H-indazol-1-yl)methyl)-2-nitrophenol
—— 1,4-bis(2,4,6-trihydroxyphenyl)but-2-ene-1,4-dione 1103524-23-7 C16H12O8
1,4-bis(2,4,6-trihydroxyphenyl)but-2-ene-1,4-dione
—— 2-methyl-3-nitro-hydroquinone 89791-94-6 C7H7NO4
2-methyl-3-nitro-hydroquinone
—— 5-(3-hydroxypropyloxy)-1,3-resorcinol 216968-13-7 C9H12O4
5-(3-hydroxypropyloxy)-1,3-resorcinol
—— 5-Amino-pyrogallol 72218-71-4 C6H7NO3
5-Amino-pyrogallol
—— 2-(3-ethyl-isoxazol-4-yl)-phenol 1133-47-7 C11H11NO2
2-(3-ethyl-isoxazol-4-yl)-phenol
—— 2,3,5,6-tetrachloro-4-tetradecoxyphenol 140466-88-2 C20H30Cl4O2
2,3,5,6-tetrachloro-4-tetradecoxyphenol
—— Nitroapionol, 2.3.4.5-Tetrahydroxy-nitrobenzol 14416-23-0 C6H5NO6
Nitroapionol, 2.3.4.5-Tetrahydroxy-nitrobenzol
—— 4-chloro-5-hydroxy-2-(3-methyl-but-2-enoyl) phenol 129056-48-0 C11H11ClO3
4-chloro-5-hydroxy-2-(3-methyl-but-2-enoyl) phenol
—— 5-cyano-3-(4-hydroxyphenyl)-4,5-dihydroisoxazole 696614-94-5 C10H8N2O2
5-cyano-3-(4-hydroxyphenyl)-4,5-dihydroisoxazole
—— 2-ethyl-3,5,6-trimethyl-hydroquinone 34036-31-2 C11H16O2
2-ethyl-3,5,6-trimethyl-hydroquinone
—— 4-ethyl-6-chloro-resorcinol 99969-44-5 C8H9ClO2
4-ethyl-6-chloro-resorcinol
—— 2,4-bis(pyridin-2-ylmethyl)benzene-1,3,5-triol 1233132-26-7 C18H16N2O3
2,4-bis(pyridin-2-ylmethyl)benzene-1,3,5-triol
—— N,N-diethyl 3-bromo-5-chloro-4-hydroxy-2-methoxybenzamide 144986-53-8 C12H15BrClNO3
N,N-diethyl 3-bromo-5-chloro-4-hydroxy-2-methoxybenzamide
—— (S)-4-(1-hydroxyethyl)-2-methylphenol 1427170-24-8 C9H12O2
(S)-4-(1-hydroxyethyl)-2-methylphenol
—— (R)-4-(1-hydroxyethyl)-2-methylphenol 1427170-34-0 C9H12O2
(R)-4-(1-hydroxyethyl)-2-methylphenol
—— 2-allyl-2,4-dimethoxyethoxymethyloxyphenol 312608-08-5 C17H26O7
2-allyl-2,4-dimethoxyethoxymethyloxyphenol
—— 7,16-bis(2-hydroxy-5-methoxybenzyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane 168280-25-9 C28H42N2O8
7,16-bis(2-hydroxy-5-methoxybenzyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane
—— tert-butyl [(1S)-2-(4-hydroxyphenoxy)-1-methylethyl]carbamate 1344685-30-8 C14H21NO4
tert-butyl [(1S)-2-(4-hydroxyphenoxy)-1-methylethyl]carbamate
—— 2-bromo-6-chlorohydroquinone 150900-92-8 C6H4BrClO2
2-bromo-6-chlorohydroquinone
—— 4-(3,4-dichlorobenzyloxy)phenol 1094409-95-6 C13H10Cl2O2
4-(3,4-dichlorobenzyloxy)phenol
—— methyl 5-bromo-2,3-dihydroxyphenylacetate 86232-48-6 C9H9BrO4
methyl 5-bromo-2,3-dihydroxyphenylacetate
—— 4-(2-chlorobenzyloxy)phenol 1094247-85-4 C13H11ClO2
4-(2-chlorobenzyloxy)phenol
—— 4-(3-chlorobenzyloxy)phenol 124933-30-8 C13H11ClO2
4-(3-chlorobenzyloxy)phenol
—— methyl 5-chloro-2,3-dihydroxyphenylacetate 86232-49-7 C9H9ClO4
methyl 5-chloro-2,3-dihydroxyphenylacetate
—— 4-[(2E,4E)-hexa-2,4-dienoxy]phenol 277332-60-2 C12H14O2
4-[(2E,4E)-hexa-2,4-dienoxy]phenol
—— 2,6-Bis[(di-tert-butylphosphanyl)methyl]-4-methylphenol 189561-71-5 C25H46OP2
2,6-Bis[(di-tert-butylphosphanyl)methyl]-4-methylphenol
—— 2-hydroxy-5-methylphenyl-p-toluenesulfonimidate 89374-84-5 C14H15NO3S
2-hydroxy-5-methylphenyl-p-toluenesulfonimidate
—— (E)-tert-butyl 2-((2-(3-(3-bromo-4-hydroxyphenyl)-2-(hydroxyimino)propanamido)ethyl)disulfanyl)ethylcarbamate 1383447-50-4 C18H26BrN3O5S2
(E)-tert-butyl 2-((2-(3-(3-bromo-4-hydroxyphenyl)-2-(hydroxyimino)propanamido)ethyl)disulfanyl)ethylcarbamate
—— (2E)-3-(3-bromo-4-hydroxyphenyl)-2-(N-hydroxyimino)-N-(2-sulfamoylethyl)propanamide 133991-68-1 C11H14BrN3O5S
(2E)-3-(3-bromo-4-hydroxyphenyl)-2-(N-hydroxyimino)-N-(2-sulfamoylethyl)propanamide
—— hydroquinone; compound with dimethylamine 38446-07-0 C2H7N*C6H6O2
hydroquinone; compound with dimethylamine
—— (E)-3-((2,2-diethoxyethylamino)methyl)benzene-1,2-diol 54329-06-5 C13H21NO4
(E)-3-((2,2-diethoxyethylamino)methyl)benzene-1,2-diol
—— 2-amino-1-(2-hydroxy-5-methyl-phenyl)-ethanol 3490-00-4 C9H13NO2
2-amino-1-(2-hydroxy-5-methyl-phenyl)-ethanol
—— 2-methoxyimino-2-(3-hydroxyphenyl)acetic acid 66340-54-3 C9H9NO4
2-methoxyimino-2-(3-hydroxyphenyl)acetic acid
—— 5-(2-amino-1-hydroxy-ethyl)-pyrogallol 73917-81-4 C8H11NO4
5-(2-amino-1-hydroxy-ethyl)-pyrogallol
—— 1-(3,5-dimethylpiperidin-1-yl)-3-(4,6-dimethoxy-2-hydroxy-phenyl)-3-(benzothiazol-2-yl)propan-1-one 1427192-11-7 C25H30N2O4S
1-(3,5-dimethylpiperidin-1-yl)-3-(4,6-dimethoxy-2-hydroxy-phenyl)-3-(benzothiazol-2-yl)propan-1-one