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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
—— 3-(4-((5-(1,1-Dimethylpropyl)-2-hydroxy-3-nitrophenyl)azo)-4,5-dihydro-3-methyl-5-oxo-1H-pyrazol-1-yl)benzenesulphonamide 93893-61-9 C21H24N6O6S
3-(4-((5-(1,1-Dimethylpropyl)-2-hydroxy-3-nitrophenyl)azo)-4,5-dihydro-3-methyl-5-oxo-1H-pyrazol-1-yl)benzenesulphonamide
—— (4-hydroxy-phenyl)-diazenesulfonic acid 17668-87-0 C6H6N2O4S
(4-hydroxy-phenyl)-diazenesulfonic acid
—— 9-Bromo-1-thiophen-2-yl-5,6-dihydro-imidazo[5,1-a]isoquinolin-8-ol 1256777-91-9 C15H11BrN2OS
9-Bromo-1-thiophen-2-yl-5,6-dihydro-imidazo[5,1-a]isoquinolin-8-ol
—— 9-isobutyl-1-thiophen-2-yl-5,6-dihydro-imidazo [5,1-a]isoquinolin-8-ol 1256777-66-8 C19H20N2OS
9-isobutyl-1-thiophen-2-yl-5,6-dihydro-imidazo [5,1-a]isoquinolin-8-ol
—— N,N'-dodecamethylenebis(3,4,5-trihydroxybenzamide) 1169975-81-8 C26H36N2O8
N,N'-dodecamethylenebis(3,4,5-trihydroxybenzamide)
—— (Bis(2-hydroxypropyl)amino)-o-cresol 93981-17-0 C13H21NO3
(Bis(2-hydroxypropyl)amino)-o-cresol
—— 2-(3-((tertbutyldimethylsilyl) oxy)propyl)phenol 1346808-84-1 C15H26O2Si
2-(3-((tertbutyldimethylsilyl) oxy)propyl)phenol
—— 2,3,5-Tribrom-phenol 57383-81-0 C6H3Br3O
2,3,5-Tribrom-phenol
—— (2-methoxy-4-hydroxy)benzylamine hydrochloride 1255942-75-6 C8H11NO2*ClH
(2-methoxy-4-hydroxy)benzylamine hydrochloride
—— 4-(2-Amino-1-hydroxy-ethyl)-5-fluoro-benzene-1,2-diol; hydrochloride 70952-50-0 C8H10FNO3*ClH
4-(2-Amino-1-hydroxy-ethyl)-5-fluoro-benzene-1,2-diol; hydrochloride
—— isopropyl (S)-2-ethoxy-3-(3,6-dibromo-4-hydroxyphenyl)propionate 652991-83-8 C14H18Br2O4
isopropyl (S)-2-ethoxy-3-(3,6-dibromo-4-hydroxyphenyl)propionate
—— 9-methylene-N-vanillyl-octadecanamide 96513-72-3 C27H45NO3
9-methylene-N-vanillyl-octadecanamide
—— 4-(((3,5-Dibromo-2-hydroxyphenyl)imino)methyl)-6-hexylresorcinol 94303-99-8 C19H21Br2NO3
4-(((3,5-Dibromo-2-hydroxyphenyl)imino)methyl)-6-hexylresorcinol
—— 4-Methoxy-2-undecyl-phenol 148665-96-7 C18H30O2
4-Methoxy-2-undecyl-phenol
—— 2-chloro-3,5-dimethylbenzene-1,4-diol 223133-18-4 C8H9ClO2
2-chloro-3,5-dimethylbenzene-1,4-diol
—— (2Z,5Z)-5-(3-chloro-4-hydroxybenzylidene)-2-propylimino-3-o-tolylthiazolidin-4-one 1029435-58-2 C20H19ClN2O2S
(2Z,5Z)-5-(3-chloro-4-hydroxybenzylidene)-2-propylimino-3-o-tolylthiazolidin-4-one
—— 3,4-dihydroxybenzamidine 5690-00-6 C7H8N2O2
3,4-dihydroxybenzamidine
—— 1-(4-hydroxybenzyl)-1H-1,2,3-triazole-4-carboxylic acid 1510613-23-6 C10H9N3O3
1-(4-hydroxybenzyl)-1H-1,2,3-triazole-4-carboxylic acid
—— (S)-2-(4-Hydroxy-phenoxymethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester 929918-00-3 C16H23NO4
(S)-2-(4-Hydroxy-phenoxymethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester
—— 1,2-Benzenediol, 4-[1-hydroxy-2-[(3-hydroxypropyl)amino]ethyl]- 95482-86-3 C11H17NO4
1,2-Benzenediol, 4-[1-hydroxy-2-[(3-hydroxypropyl)amino]ethyl]-
—— Falodin 8005-49-0 C34H33Cl6N2O11P
Falodin
—— 6-bromo-3-chloro-2-methylphenol 55289-29-7 C7H6BrClO
6-bromo-3-chloro-2-methylphenol
—— Phenol, 2-(1-methylpropyl)dinitro- 1344-30-5 C10H12N2O5
Phenol, 2-(1-methylpropyl)dinitro-
—— 3-Allyl-2-chlor-6-methyl-phenol 41389-65-5 C10H11ClO
3-Allyl-2-chlor-6-methyl-phenol
—— 2-Allyl-4-chloro-6-methyl-phenol 108002-11-5 C10H11ClO
2-Allyl-4-chloro-6-methyl-phenol
—— 4-(2-hydroxy-4-methylphenyl)-butyric acid 71945-73-8 C11H14O3
4-(2-hydroxy-4-methylphenyl)-butyric acid
—— 6-(2-hydroxy-4-methyl-phenyl)-4,5-dihydro-2<i>H</i>-pyridazin-3-one 39499-70-2 C11H12N2O2
6-(2-hydroxy-4-methyl-phenyl)-4,5-dihydro-2<i>H</i>-pyridazin-3-one
—— 4-Chloro-2-cyclohexylmethyl-6-methyl-phenol 136007-10-8 C14H19ClO
4-Chloro-2-cyclohexylmethyl-6-methyl-phenol
—— 3-Brom-2-chlor-6-hydroxytoluol 55289-31-1 C7H6BrClO
3-Brom-2-chlor-6-hydroxytoluol
—— N-[2-(4-hydroxyphenyl)ethyl]-2-hydroxy-3-methylpentanamide 1374640-37-5 C14H21NO3
N-[2-(4-hydroxyphenyl)ethyl]-2-hydroxy-3-methylpentanamide
—— 2-fluoro-4-methyl-6-{[1-(4-methyltetrahydro-2H-pyran-4-yl)-4-piperidinyl]amino}phenol 1134819-99-0 C18H27FN2O2
2-fluoro-4-methyl-6-{[1-(4-methyltetrahydro-2H-pyran-4-yl)-4-piperidinyl]amino}phenol
—— 3,4-bis(octyloxy)phenol 883981-75-7 C22H38O3
3,4-bis(octyloxy)phenol
—— (2-Hydroxy-5-nitrophenyl)methyl-dimethylsulfanium —— C9H12NO3S+
(2-Hydroxy-5-nitrophenyl)methyl-dimethylsulfanium
—— 2-Chloro-6-(4-methyl-3,6-dihydro-2H-pyran-3-yl)-phenol 97303-87-2 C12H13ClO2
2-Chloro-6-(4-methyl-3,6-dihydro-2H-pyran-3-yl)-phenol
—— 2-(1-Hydroxybut-3-enyl)-6-methoxyphenol 113842-30-1 C11H14O3
2-(1-Hydroxybut-3-enyl)-6-methoxyphenol
—— 3-bromo-6-(1,3-dioxan-2-yl)-2-hydroxymethyl-4-methoxy-5-methylphenol 857283-24-0 C13H17BrO5
3-bromo-6-(1,3-dioxan-2-yl)-2-hydroxymethyl-4-methoxy-5-methylphenol
—— ethyl 4-(4-fluoro-2-hydroxyphenyl)-2-hydroxybutanoate 1193392-97-0 C12H15FO4
ethyl 4-(4-fluoro-2-hydroxyphenyl)-2-hydroxybutanoate
—— 3-((Z)-4-Hydroxy-3-methyl-but-2-enyl)-benzene-1,2-diol 866535-65-1 C11H14O3
3-((Z)-4-Hydroxy-3-methyl-but-2-enyl)-benzene-1,2-diol
—— Dihydrodibutylstilbestrol 23576-77-4 C22H30O2
Dihydrodibutylstilbestrol
—— N-methoxy-N'-methyl guanidine picrate 65179-00-2 C3H9N3O*C6H3N3O7
N-methoxy-N'-methyl guanidine picrate
—— 2,6-Dimethyl-4-(2-ethyl)hexyloxycarbonylethylphenol 75248-98-5 C19H30O3
2,6-Dimethyl-4-(2-ethyl)hexyloxycarbonylethylphenol
—— 1-<2-Hydroxy-5-methyl-phenyl>-5-phenyl-pentadien-(2,4)-on-(1) 2552-56-9 C18H16O2
1-<2-Hydroxy-5-methyl-phenyl>-5-phenyl-pentadien-(2,4)-on-(1)
—— 2-methoxy-4-[(tetrahydrofuran-2-ylmethylimino)methyl]phenol 1352004-91-1 C13H17NO3
2-methoxy-4-[(tetrahydrofuran-2-ylmethylimino)methyl]phenol
—— 2-chloro-5-(2-methyl-1,3-dioxolan-2-yl)phenol 92119-08-9 C10H11ClO3
2-chloro-5-(2-methyl-1,3-dioxolan-2-yl)phenol
—— tetramethylene-bisresorcinol 126947-80-6 C16H18O4
tetramethylene-bisresorcinol
—— 2,6-Diallyl-4-benzyloxy-phenol 205433-80-3 C19H20O2
2,6-Diallyl-4-benzyloxy-phenol
—— 4-((Z)-phenylimino-methyl)-phenol 40339-46-6 C13H11NO
4-((Z)-phenylimino-methyl)-phenol
—— 4-[(cyclohexylamino)methylidene]cyclohexa-2,5-dien-1-one 58336-73-5 C13H17NO
4-[(cyclohexylamino)methylidene]cyclohexa-2,5-dien-1-one
—— 5-[3-(4-hydroxyphenyl)propyl]-3-phenylisoxazole 883750-14-9 C18H17NO2
5-[3-(4-hydroxyphenyl)propyl]-3-phenylisoxazole
—— 2,4,5-Trichlorophenol;tridecan-2-amine 42589-07-1 C19H32Cl3NO
2,4,5-Trichlorophenol;tridecan-2-amine