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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
—— (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
—— cis-4b,5,6,7,8,8a-hexahydro-2-biphenylenol 89638-74-4 C12H14O
cis-4b,5,6,7,8,8a-hexahydro-2-biphenylenol
—— 2-bromo-4-chloro-6-(cyclopentenylmethyl)phenol 1234845-09-0 C12H12BrClO
2-bromo-4-chloro-6-(cyclopentenylmethyl)phenol
—— 4-chloro-2-cyclopropylphenol 1401065-66-4 C9H9ClO
4-chloro-2-cyclopropylphenol
—— (<i>R</i>)-2-(3-hydroxy-phenyl)-propionic acid methyl ester 103324-20-5 C10H12O3
(<i>R</i>)-2-(3-hydroxy-phenyl)-propionic acid methyl ester
—— 2-((5-benzyl-4-(4-methoxyphenyl)thiazol-2-ylamino)methyl)-4-nitrophenol 1621006-44-7 C24H21N3O4S
2-((5-benzyl-4-(4-methoxyphenyl)thiazol-2-ylamino)methyl)-4-nitrophenol
—— 4-((5-benzyl-4-(4-methoxyphenyl)thiazol-2-ylamino)methyl)-2-methoxyphenol 1446017-75-9 C25H24N2O3S
4-((5-benzyl-4-(4-methoxyphenyl)thiazol-2-ylamino)methyl)-2-methoxyphenol
—— (Z)-5-(2'-hydroxybenzylidene)-3-methyl-2-thioxothiazolidin-4-one 23517-85-3 C11H9NO2S2
(Z)-5-(2'-hydroxybenzylidene)-3-methyl-2-thioxothiazolidin-4-one
—— 2-amine-5-chlorophenol hydrochloride 56549-03-2 C6H6ClNO*ClH
2-amine-5-chlorophenol hydrochloride
—— 2-(3-hydroxyphenylmethylthio)acetic acid methyl ester 244152-79-2 C10H12O3S
2-(3-hydroxyphenylmethylthio)acetic acid methyl ester
—— 1,3-Bis-(p-hydroxyphenyl)-tetramethyldisiloxan 24602-62-8 C16H22O3Si2
1,3-Bis-(p-hydroxyphenyl)-tetramethyldisiloxan
—— 2,4-dihydroxy-3-methoxybenzaldehyde 58922-29-5 C8H8O4
2,4-dihydroxy-3-methoxybenzaldehyde
—— 3-chloro-2-hydroxy-6-methoxy-4-methylbenzaldehyde 251654-52-1 C9H9ClO3
3-chloro-2-hydroxy-6-methoxy-4-methylbenzaldehyde
—— 2-hydroxy-6-methoxy-5-methylbenzaldehyde 878479-98-2 C9H10O3
2-hydroxy-6-methoxy-5-methylbenzaldehyde
—— N-[(3,4-dihydroxyphenyl)methylideneamino]acetamide 59670-64-3 C9H10N2O3
N-[(3,4-dihydroxyphenyl)methylideneamino]acetamide
—— 5-(3',4'-Dioxy-benzyliden)-pseudothiohydantoin 99361-53-2 C10H8N2O3S
5-(3',4'-Dioxy-benzyliden)-pseudothiohydantoin
—— (Z)-5-(3,4-dihydroxybenzylidene)-2-iminothiazolidin-4-one —— C10H8N2O3S
(Z)-5-(3,4-dihydroxybenzylidene)-2-iminothiazolidin-4-one
—— 1-(2-hydroxy-4-nitrophenyl)-3-(2-thienyl)-2-propen-1-one 118761-27-6 C13H9NO4S
1-(2-hydroxy-4-nitrophenyl)-3-(2-thienyl)-2-propen-1-one
—— 1-(2-hydroxy-4-nitrophenyl)-3-(3-thienyl)-2-propen-1-one 118761-29-8 C13H9NO4S
1-(2-hydroxy-4-nitrophenyl)-3-(3-thienyl)-2-propen-1-one
—— 5-(3,4-dihydroxybenzylidene)-3-phenyl-2-thioxo-1,3-thiazolidin-4-one 129049-00-9 C16H11NO3S2
5-(3,4-dihydroxybenzylidene)-3-phenyl-2-thioxo-1,3-thiazolidin-4-one
—— 5-(3,4-dihydroxy-benzylidene)-3-phenyl-2-thioxo-thiazolidin-4-one 129049-00-9 C16H11NO3S2
5-(3,4-dihydroxy-benzylidene)-3-phenyl-2-thioxo-thiazolidin-4-one