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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
—— 2-ethyl-2-(4-hydroxyphenyl)-1,3-dioxolane 89723-36-4 C11H14O3
2-ethyl-2-(4-hydroxyphenyl)-1,3-dioxolane
—— 2-ethyl-2-(4-hydroxyphenyl)-1,3-dioxane 1171247-83-8 C12H16O3
2-ethyl-2-(4-hydroxyphenyl)-1,3-dioxane
—— 2<6(-chloropyridazin-3-yl)methyl>phenol 105190-15-6 C11H9ClN2O
2<6(-chloropyridazin-3-yl)methyl>phenol
—— 2-methoxy-4-trimethylsilylphenol 486413-42-7 C10H16O2Si
2-methoxy-4-trimethylsilylphenol
—— 4-Methylamino-resorcin 98547-39-8 C7H9NO2
4-Methylamino-resorcin
—— 2,4-dihydroxy-N-methyl-N-nitrosoaniline 173043-85-1 C7H8N2O3
2,4-dihydroxy-N-methyl-N-nitrosoaniline
—— 6-(4-chlorophenyl)-2-(4-hydroxy-3-methoxyphenyl)-3-(1,2,4-triazol-4-yl)-2H-1,3,5-oxadiazine-4-thione 1216963-34-6 C18H14ClN5O3S
6-(4-chlorophenyl)-2-(4-hydroxy-3-methoxyphenyl)-3-(1,2,4-triazol-4-yl)-2H-1,3,5-oxadiazine-4-thione
—— 2-(5-bromo-2-hydroxyphenyl)-6-(4-chlorophenyl)-3-(1,2,4-triazol-4-yl)-2H-1,3,5-oxadiazine-4-thione 1216963-41-5 C17H11BrClN5O2S
2-(5-bromo-2-hydroxyphenyl)-6-(4-chlorophenyl)-3-(1,2,4-triazol-4-yl)-2H-1,3,5-oxadiazine-4-thione
—— sodium phenoxide trihydrate 66923-86-2 C6H5O*3H2O*Na
sodium phenoxide trihydrate
—— 2-hydroxyphenyl(phenyl)phosphinic acid 94407-54-2 C12H11O3P
2-hydroxyphenyl(phenyl)phosphinic acid
—— 2,3,5,6-Tetramethyl-4-(3-methyl-2-butenyl)phenol 82276-53-7 C15H22O
2,3,5,6-Tetramethyl-4-(3-methyl-2-butenyl)phenol
—— 3-Hydroxy-9,10,-seco-1,3,5(10)-androstatrien-9,17-dion 2394-69-6 C19H24O3
3-Hydroxy-9,10,-seco-1,3,5(10)-androstatrien-9,17-dion
—— Tert-butyl 2-[2-(4-hydroxy-3-methoxyphenyl)ethyl]pyrrolidine-1-carboxylate 544481-88-1 C18H27NO4
Tert-butyl 2-[2-(4-hydroxy-3-methoxyphenyl)ethyl]pyrrolidine-1-carboxylate
—— 3-iodo-5-methoxyphenol 855839-41-7 C7H7IO2
3-iodo-5-methoxyphenol
—— (E)-5-(2-(1-hydroxy-2,2,6,6-tetramethyl-1,2,3,6-tetrahydropyridin-4-yl)vinyl)benzene-1,3-diol hydrochloride 1352458-05-9 C17H23NO3*ClH
(E)-5-(2-(1-hydroxy-2,2,6,6-tetramethyl-1,2,3,6-tetrahydropyridin-4-yl)vinyl)benzene-1,3-diol hydrochloride
—— 2-Brom-4,5,6-trichlorphenol 13664-62-5 C6H2BrCl3O
2-Brom-4,5,6-trichlorphenol
—— N-(2-((4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenamido)ethyl)-3,4,5-trihydroxybenzamide 1411773-00-6 C31H42N2O5
N-(2-((4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenamido)ethyl)-3,4,5-trihydroxybenzamide
—— 4-(3,4,5-trihydroxy-thiobenzoyl)-morpholine 70733-98-1 C11H13NO4S
4-(3,4,5-trihydroxy-thiobenzoyl)-morpholine
—— N-(4'-hydroxybenzyl)hydroxylamine 51307-62-1 C7H9NO2
N-(4'-hydroxybenzyl)hydroxylamine
—— phenylisoxazoline 207297-09-4 C15H13NO2
phenylisoxazoline
—— (S)-1-bromo-4-(2-hydroxy-phenyl)butan-2-yl acetate 955124-69-3 C12H15BrO3
(S)-1-bromo-4-(2-hydroxy-phenyl)butan-2-yl acetate
—— 4-hydroxy-2,3-dimethoxy-6-methylbenzonitrile 161394-71-4 C10H11NO3
4-hydroxy-2,3-dimethoxy-6-methylbenzonitrile
—— 2,3-dimethoxy-5-methyl-6-(tetrahydropyran-2-yl)-4-(tetrahydropyran-2-yloxy)-phenol 764723-84-4 C19H28O6
2,3-dimethoxy-5-methyl-6-(tetrahydropyran-2-yl)-4-(tetrahydropyran-2-yloxy)-phenol
—— 2,4-bis-(α-hydroxyhexafluoroisopropyl)-5-fluorophenol 121058-39-7 C12H5F13O3
2,4-bis-(α-hydroxyhexafluoroisopropyl)-5-fluorophenol
—— 2-(2'-hydroxy-5'-methylphenyl)but-3-en-2-ol 139436-99-0 C11H14O2
2-(2'-hydroxy-5'-methylphenyl)but-3-en-2-ol
—— ethyl 3-bromo-2-hydroxy-5-methylbenzeneacetate 96608-67-2 C11H13BrO3
ethyl 3-bromo-2-hydroxy-5-methylbenzeneacetate
—— (2-hydroxy-5-methylphenyl)thioacetomorpholide 83504-95-4 C13H17NO2S
(2-hydroxy-5-methylphenyl)thioacetomorpholide
—— (Z)-3-amino-4,4,4-trichloro-1-(2-hydroxy-5-methylphenyl)but-2-en-1-one 288087-80-9 C11H10Cl3NO2
(Z)-3-amino-4,4,4-trichloro-1-(2-hydroxy-5-methylphenyl)but-2-en-1-one
—— 2-Hydroxy-5-methyl-acetophenoxim 3973-90-8 C9H11NO2
2-Hydroxy-5-methyl-acetophenoxim
—— 1-(2-hydroxy-5-methylphenyl)-3-(thiophen-2-yl) prop-2-en-1-one 51956-77-5 C14H12O2S
1-(2-hydroxy-5-methylphenyl)-3-(thiophen-2-yl) prop-2-en-1-one
—— 4-(tert-butoxy)-2-(tert-butyl)phenol 2467-52-9 C14H22O2
4-(tert-butoxy)-2-(tert-butyl)phenol
—— 4-dodecyloxy-2,5-di-t-butylphenol 130442-22-7 C26H46O2
4-dodecyloxy-2,5-di-t-butylphenol
—— 4-(hexyloxy)-3,5-dimethoxyphenol 165685-76-7 C14H22O4
4-(hexyloxy)-3,5-dimethoxyphenol
—— 4-[5-(3-Methoxyphenyl)-1,3,4-thiadiazol-2-yl]benzene-1,3-diol 1430092-72-0 C15H12N2O3S
4-[5-(3-Methoxyphenyl)-1,3,4-thiadiazol-2-yl]benzene-1,3-diol
—— 4-(3-methoxybutyl)phenol 1338831-50-7 C11H16O2
4-(3-methoxybutyl)phenol
—— N-(2-(2-hydroxyphenyl)-ethyl)-N-methylcarbamic acid tert-butyl ester 202811-43-6 C14H21NO3
N-(2-(2-hydroxyphenyl)-ethyl)-N-methylcarbamic acid tert-butyl ester
—— N'-(3-hydroxy-4-methoxybenzylidene)-2-methoxybenzohydrazide 544461-94-1 C16H16N2O4
N'-(3-hydroxy-4-methoxybenzylidene)-2-methoxybenzohydrazide
—— 4-[5-(2-Methoxyphenyl)-1,3,4-thiadiazol-2-yl]benzene-1,3-diol 1430092-71-9 C15H12N2O3S
4-[5-(2-Methoxyphenyl)-1,3,4-thiadiazol-2-yl]benzene-1,3-diol
—— 3-{1-[6-(4-hydroxy-3,5-dimethyl-phenylamino)-pyrimidin-4-yl]-piperidin-4-yl}-7-methoxy-1,3,4,5-tetrahydro-benzo[d][1,3]diazepin-2-one 1231748-53-0 C27H32N6O3
3-{1-[6-(4-hydroxy-3,5-dimethyl-phenylamino)-pyrimidin-4-yl]-piperidin-4-yl}-7-methoxy-1,3,4,5-tetrahydro-benzo[d][1,3]diazepin-2-one
—— 1-(2,3,5,6-Tetrafluoro-4-hydroxy-benzyl)-1,3-dihydro-imidazole-2-thione 95333-62-3 C10H6F4N2OS
1-(2,3,5,6-Tetrafluoro-4-hydroxy-benzyl)-1,3-dihydro-imidazole-2-thione
—— 2-[Bis[(2-hydroxy-3-methoxy-5-methylphenyl)methyl]amino]acetic acid 58035-76-0 C20H25NO6
2-[Bis[(2-hydroxy-3-methoxy-5-methylphenyl)methyl]amino]acetic acid
—— 2-((hydroxy(methyl)amino)methyl)phenol 180265-66-1 C8H11NO2
2-((hydroxy(methyl)amino)methyl)phenol
—— 4-Nitrophenyl N-(2-hydroxy-5-nitrobenzyl)-N-methylcarbamate 309965-27-3 C15H13N3O7
4-Nitrophenyl N-(2-hydroxy-5-nitrobenzyl)-N-methylcarbamate
—— N-methyl-2-hydroxy-5-nitrobenzylamine 35039-53-3 C8H10N2O3
N-methyl-2-hydroxy-5-nitrobenzylamine
—— 4-(6-chloro-pyrimidin-4-ylamino)-2,6-dimethyl-phenol 1231749-64-6 C12H12ClN3O
4-(6-chloro-pyrimidin-4-ylamino)-2,6-dimethyl-phenol
—— m-Chlor-deuterophenol 65750-22-3 C6H5ClO
m-Chlor-deuterophenol
—— 3-(3-chloro-4-hydroxy-5-methoxy-phenyl)-1-((1aS,5aR)-1,1,2-trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclopropa[a]pentalen-4-yl)-propan-1-one 910814-21-0 C21H23ClO3S
3-(3-chloro-4-hydroxy-5-methoxy-phenyl)-1-((1aS,5aR)-1,1,2-trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclopropa[a]pentalen-4-yl)-propan-1-one
—— 2-hydroxy-4-nitro-benzoic acid-[2]pyridylamide 874500-62-6 C12H9N3O4
2-hydroxy-4-nitro-benzoic acid-[2]pyridylamide
—— 2-allyl-5-chloro-4-methoxyphenol 132802-65-4 C10H11ClO2
2-allyl-5-chloro-4-methoxyphenol
—— 4-Methoxy-2-carboxymethylaminomethyl-phenol 91013-17-1 C10H13NO4
4-Methoxy-2-carboxymethylaminomethyl-phenol