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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
—— 5-methoxy-2-(1-(piperidin-1-yl)allyl)phenol 1454789-98-0 C15H21NO2
5-methoxy-2-(1-(piperidin-1-yl)allyl)phenol
—— 2-{(E)-[(4-fluorophenyl)imino]methyl}-6-methoxyphenol 1841-85-6 C14H12FNO2
2-{(E)-[(4-fluorophenyl)imino]methyl}-6-methoxyphenol
—— Tripropylammoniumpikrat —— C15H24N4O7
Tripropylammoniumpikrat
—— N-[(S)-3-(4-hydroxyphenyl)-1-methylpropyl]acetamide 1204483-60-2 C12H17NO2
N-[(S)-3-(4-hydroxyphenyl)-1-methylpropyl]acetamide
—— 2,4-Dinitrophenol;1,2,3,4-tetrahydroquinoline 86434-16-4 C15H15N3O5
2,4-Dinitrophenol;1,2,3,4-tetrahydroquinoline
—— tert-butyl 1-[1-(4-hydroxyphenyl)cyclobutyl]-3-methylbutyl-carbamate 1010817-90-9 C20H31NO3
tert-butyl 1-[1-(4-hydroxyphenyl)cyclobutyl]-3-methylbutyl-carbamate
—— 5-(3-bromo-4-hydroxybenzylidene)-3-(6-chloropyridine-3-yl)-1,3-oxazolidin-2,4-dione 1379032-12-8 C15H8BrClN2O4
5-(3-bromo-4-hydroxybenzylidene)-3-(6-chloropyridine-3-yl)-1,3-oxazolidin-2,4-dione
—— Cyan-essigsaeure-vanillylidenhydrazid 7702-33-2 C11H11N3O3
Cyan-essigsaeure-vanillylidenhydrazid
—— 2-Chloro-4,6-dipentylphenol 6319-30-8 C16H25ClO
2-Chloro-4,6-dipentylphenol
—— 3-hydroxy-benzaldehyde-(4-phenyl thiosemicarbazone) 76572-75-3 C14H13N3OS
3-hydroxy-benzaldehyde-(4-phenyl thiosemicarbazone)
—— 2-(1,3-Dioxolan-2-yl)-4-fluorophenol 603041-30-1 C9H9FO3
2-(1,3-Dioxolan-2-yl)-4-fluorophenol
—— 2,6-dimethoxy-4-(2-methylprop-2-enyl)phenol 148123-58-4 C12H16O3
2,6-dimethoxy-4-(2-methylprop-2-enyl)phenol
—— (S)-(+)-2-(4-hydroxyphenyl)propionic acid carbamoylmethylester 164210-33-7 C11H13NO4
(S)-(+)-2-(4-hydroxyphenyl)propionic acid carbamoylmethylester
—— (4-Hydroxy-3-iodophenyl)arsonic acid 6267-45-4 C6H6AsIO4
(4-Hydroxy-3-iodophenyl)arsonic acid
—— 2-Phenylimino-5-(4-hydroxy-3-methoxy-phenyl)-2,3-dihydro-1,3,4-thiadiazol —— C15H13N3O2S
2-Phenylimino-5-(4-hydroxy-3-methoxy-phenyl)-2,3-dihydro-1,3,4-thiadiazol
—— 1-<3-Hydroxy-phenyl>-cyclopentan-carbonsaeure-(1) 92847-83-1 C12H14O3
1-<3-Hydroxy-phenyl>-cyclopentan-carbonsaeure-(1)
—— 2-chloro-4-(2-(3,4-dimethoxyphenyl)ethoxy)pyridine 1185999-53-4 C15H16ClNO3
2-chloro-4-(2-(3,4-dimethoxyphenyl)ethoxy)pyridine
—— 5-methoxy-2-(phenylsulfinyl)phenol 1300714-26-4 C13H12O3S
5-methoxy-2-(phenylsulfinyl)phenol
—— 2-[1-Hydroxy-2-(2-methyl-oxiranyl)-ethyl]-4-methoxy-phenol 433955-08-9 C12H16O4
2-[1-Hydroxy-2-(2-methyl-oxiranyl)-ethyl]-4-methoxy-phenol
—— benzo[c][1,2]oxaborole-1,7(3H)-diol 1093643-06-1 C7H7BO3
benzo[c][1,2]oxaborole-1,7(3H)-diol
—— hydroxyanantine 85644-21-9 C15H15N3O2
hydroxyanantine
—— 5-Bromo-4-[tert-butyl(dimethyl)silyl]oxy-2-methoxyphenol 1260143-07-4 C13H21BrO3Si
5-Bromo-4-[tert-butyl(dimethyl)silyl]oxy-2-methoxyphenol
—— 2-(1,4-dioxa-5-cyclopentyl)-4-guanidinophenol 624722-40-3 C10H13N3O3
2-(1,4-dioxa-5-cyclopentyl)-4-guanidinophenol
—— 4-methyl-3-(methanethio)phenol 85428-44-0 C8H10OS
4-methyl-3-(methanethio)phenol
—— 1-(2-Hydroxy-phenyl)-3-methyl-butan-2-one 117379-93-8 C11H14O2
1-(2-Hydroxy-phenyl)-3-methyl-butan-2-one
—— 4-(5-hydroxymethylselenophen-2-yl)phenol 1123312-89-9 C11H10O2Se
4-(5-hydroxymethylselenophen-2-yl)phenol
—— N,N-bis(4-hydroxybenzyl)acetamide 148235-18-1 C16H17NO3
N,N-bis(4-hydroxybenzyl)acetamide
—— 4'-hydroxy-3'-nitroacetophenone ethylene acetal 145600-81-3 C10H11NO5
4'-hydroxy-3'-nitroacetophenone ethylene acetal
—— 4-hydroxy-3-methylaniline sulfate 6274-30-2 C7H9NO*H2O4S
4-hydroxy-3-methylaniline sulfate
—— m-Hydroxyperisoxal 53983-88-3 C16H20N2O3
m-Hydroxyperisoxal
—— 2,2'-((2-((carboxymethyl)(2-hydroxy-5-methoxybenzyl)amino)ethyl)azanediyl)diacetic acid 1616587-96-2 C16H22N2O8
2,2'-((2-((carboxymethyl)(2-hydroxy-5-methoxybenzyl)amino)ethyl)azanediyl)diacetic acid
—— 2-[(2-Aminoethylamino)methyl]-4-methoxyphenol 1183339-39-0 C10H16N2O2
2-[(2-Aminoethylamino)methyl]-4-methoxyphenol
—— 5-(2,5-Dihydroxy-benzyl)-4,4-dimethyl-[1,3]dioxolan-2-one 464920-08-9 C12H14O5
5-(2,5-Dihydroxy-benzyl)-4,4-dimethyl-[1,3]dioxolan-2-one
—— Propyl carbamimidothioate;2,4,6-trinitrophenol 6335-89-3 C10H13N5O7S
Propyl carbamimidothioate;2,4,6-trinitrophenol
—— 5-(4-Butylanilino)-2,4-dinitrophenol 1314491-07-0 C16H17N3O5
5-(4-Butylanilino)-2,4-dinitrophenol
—— 5,6-dimethyl-2-ethyl-3-methoxyphenol 125569-62-2 C11H16O2
5,6-dimethyl-2-ethyl-3-methoxyphenol
—— N-(3-chloro-4-hydroxy-5-methylphenyl)-4-(4-fluorophenyl)-1,3-thiazole-2-amine 1299975-15-7 C16H12ClFN2OS
N-(3-chloro-4-hydroxy-5-methylphenyl)-4-(4-fluorophenyl)-1,3-thiazole-2-amine
—— 2-(3-Hydroxy-butyl)-5-methoxy-phenol 121175-59-5 C11H16O3
2-(3-Hydroxy-butyl)-5-methoxy-phenol
—— 2,4,6-Trinitrophenol-1-phenyl-1h-imidazole(1:1) 6314-35-8 C15H11N5O7
2,4,6-Trinitrophenol-1-phenyl-1h-imidazole(1:1)
—— (2E,4E)-1-(2,4-dihydroxy-6-methoxyphenyl)-5-phenyl-2,4-pentadien-1-one 1207843-47-7 C18H16O4
(2E,4E)-1-(2,4-dihydroxy-6-methoxyphenyl)-5-phenyl-2,4-pentadien-1-one
—— Heptyl carbamimidothioate;2,4,6-trinitrophenol 6336-00-1 C14H21N5O7S
Heptyl carbamimidothioate;2,4,6-trinitrophenol
—— 3-bromo-5-hydroxy-2-methoxybenzaldehyde 147067-68-3 C8H7BrO3
3-bromo-5-hydroxy-2-methoxybenzaldehyde
—— 2,4,6-Trinitrophenol-1,3-dimethylpyrrolidine(1:1) 6307-50-2 C12H16N4O7
2,4,6-Trinitrophenol-1,3-dimethylpyrrolidine(1:1)
—— 4-{3-[2-(2-Hydroxyethyl)-1H-imidazol-1-yl]propyl}phenol 366016-92-4 C14H18N2O2
4-{3-[2-(2-Hydroxyethyl)-1H-imidazol-1-yl]propyl}phenol
—— 4-(3,5-dimethoxy-4-hydroxybenzoyl)-3-morpholinol 76534-75-3 C13H17NO6
4-(3,5-dimethoxy-4-hydroxybenzoyl)-3-morpholinol
—— 4-(tert-butyldimethylsilanyloxy)-3-chloro-5-methoxyphenol 1365030-60-9 C13H21ClO3Si
4-(tert-butyldimethylsilanyloxy)-3-chloro-5-methoxyphenol
—— (4-hydroxy-3-nitro-phenyl)-(4-nitro-phenyl)-arsinic acid 6973-85-9 C12H9AsN2O7
(4-hydroxy-3-nitro-phenyl)-(4-nitro-phenyl)-arsinic acid
—— atromentic acid 90320-59-5 C18H12O7
atromentic acid
—— 2,4,6-Triiodo-3-methoxyphenol 2012-30-8 C7H5I3O2
2,4,6-Triiodo-3-methoxyphenol
—— 3,3-bis-(4-hydroxy-3,5-dinitro-phenyl)-phthalide 139369-70-3 C20H10N4O12
3,3-bis-(4-hydroxy-3,5-dinitro-phenyl)-phthalide