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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-tridecylbenzene-1,2,3-triol 365540-72-3 C19H32O3
5-tridecylbenzene-1,2,3-triol
—— 3-methoxy-5-tridecylbenzene-1,2-diol 1393808-53-1 C20H34O3
3-methoxy-5-tridecylbenzene-1,2-diol
—— 5-pentadecylbenzene-1,2,3-triol 1393808-55-3 C21H36O3
5-pentadecylbenzene-1,2,3-triol
—— 3-methoxy-5-pentadecylbenzene-1,2-diol 1393808-54-2 C22H38O3
3-methoxy-5-pentadecylbenzene-1,2-diol
—— (E)-benzyl 2-(3,4-dihydroxy-5-methoxybenzylidene)hydrazinecarboxylate 1621252-64-9 C16H16N2O5
(E)-benzyl 2-(3,4-dihydroxy-5-methoxybenzylidene)hydrazinecarboxylate
—— 3-hydroxy-4-(pyridin-3-ylhydrazinylidene)cyclohexa-2,5-dien-1-one 16566-56-6 C11H9N3O2
3-hydroxy-4-(pyridin-3-ylhydrazinylidene)cyclohexa-2,5-dien-1-one
—— 2-Isopentyl-6-methyl-phenol 82361-58-8 C12H18O
2-Isopentyl-6-methyl-phenol
—— 4-(ethylthio)resorcin 19349-42-9 C8H10O2S
4-(ethylthio)resorcin
—— 4-(2-aminoethyl)-2-bromo-6-methoxyphenol 90485-24-8 C9H12BrNO2
4-(2-aminoethyl)-2-bromo-6-methoxyphenol
—— 6-(2,4-dihydroxy-phenyl)-hexanoic acid 855209-98-2 C12H16O4
6-(2,4-dihydroxy-phenyl)-hexanoic acid
—— 15-Phenyltricyclo[8.2.2.24,7]hexadeca-1(13),4(16),5,7(15),10(14),11-hexaene-5,6-diol 903565-66-2 C22H20O2
15-Phenyltricyclo[8.2.2.24,7]hexadeca-1(13),4(16),5,7(15),10(14),11-hexaene-5,6-diol
—— 4-(tetrahydrothiopyran-4-yl)benzene-1,3-diol 1228321-02-5 C11H14O2S
4-(tetrahydrothiopyran-4-yl)benzene-1,3-diol
—— 10-Hydroxy-bicyclo<6.4.0>dodecatrien-(1,8.9.11) 19198-33-5 C12H16O
10-Hydroxy-bicyclo<6.4.0>dodecatrien-(1,8.9.11)
—— 6-(2,4-Dihydroxyphenyl)-2,3-dimethylbenzochinon 71546-60-6 C14H12O4
6-(2,4-Dihydroxyphenyl)-2,3-dimethylbenzochinon
—— bis-(4-hydroxy-phenyl)-phosphinic acid 109962-20-1 C12H11O4P
bis-(4-hydroxy-phenyl)-phosphinic acid
—— 2,4-bis(4-hydroxy-3-methoxyphenyl)-2-methylcyclopent-4-ene-1,3-dione 1402445-58-2 C20H18O6
2,4-bis(4-hydroxy-3-methoxyphenyl)-2-methylcyclopent-4-ene-1,3-dione
—— [2-hydroxy-2-(4-hydroxyphenyl)cyclopentyl][(methylethyl)sulfonyl]amine 415897-69-7 C14H21NO4S
[2-hydroxy-2-(4-hydroxyphenyl)cyclopentyl][(methylethyl)sulfonyl]amine
—— 3-[2-methoxy-5-(3-methylfuroxan-4-yl)phenylamino]-2-(4-hydroxy-3-methoxyphenyl)-1,3-thiazolidin-4-one 1411962-70-3 C20H20N4O6S
3-[2-methoxy-5-(3-methylfuroxan-4-yl)phenylamino]-2-(4-hydroxy-3-methoxyphenyl)-1,3-thiazolidin-4-one
—— 7-amino-5-methyl-2,1,3-benzothiadiazol-4-ol 3529-26-8 C7H7N3OS
7-amino-5-methyl-2,1,3-benzothiadiazol-4-ol
—— Phenol, 2,2'-(((2-ethoxyethyl)imino)bis(methylene))bis(6-methoxy-4-(2-propenyl)-, perchlorate (salt) 54219-90-8 C26H35NO5*ClHO4
Phenol, 2,2'-(((2-ethoxyethyl)imino)bis(methylene))bis(6-methoxy-4-(2-propenyl)-, perchlorate (salt)
—— 1-(3-methoxy-4,5-dihydroxy-phenol)propene 314728-26-2 C10H12O3
1-(3-methoxy-4,5-dihydroxy-phenol)propene
—— 4,5-bis-(2'-chloroethoxy)-2-hydroxy-benzaldehyde 164790-30-1 C11H12Cl2O4
4,5-bis-(2'-chloroethoxy)-2-hydroxy-benzaldehyde
—— 2-(4-Methoxy-benzyloxy)-6-methyl-phenol 958741-20-3 C15H16O3
2-(4-Methoxy-benzyloxy)-6-methyl-phenol
—— 5-Bromo-4-hydroxy-2-methoxy-3-methyl-benzaldehyde 105104-03-8 C9H9BrO3
5-Bromo-4-hydroxy-2-methoxy-3-methyl-benzaldehyde
—— 6-Bromo-3-methoxy-2-methyl-phenol 88010-46-2 C8H9BrO2
6-Bromo-3-methoxy-2-methyl-phenol
—— 3-(2-nitroethenyl)benzene-1,2-diol 85989-77-1 C8H7NO4
3-(2-nitroethenyl)benzene-1,2-diol
—— 3-Methoxy-2-[((E)-propenyl)oxy]-phenol 682772-48-1 C10H12O3
3-Methoxy-2-[((E)-propenyl)oxy]-phenol
—— 2,6-dimethoxy-3,5-bis(methylthio)phenol 127087-26-7 C10H14O3S2
2,6-dimethoxy-3,5-bis(methylthio)phenol
—— 3-methoxy-6-(methylthio)catechol 127087-27-8 C8H10O3S
3-methoxy-6-(methylthio)catechol
—— 4-(4-Hydroxy-3,5-dimethoxyphenyl)butanal 112468-40-3 C12H16O4
4-(4-Hydroxy-3,5-dimethoxyphenyl)butanal
—— 4-[(2-furylmethyl)sulfanyl]-3-methylcatechol 923267-50-9 C12H12O3S
4-[(2-furylmethyl)sulfanyl]-3-methylcatechol
—— 4-(4,5-diphenyl-furan-3-yl)-phenol 54756-51-3 C22H16O2
4-(4,5-diphenyl-furan-3-yl)-phenol
—— 3-(3,4-dihydroxy-5-methoxyphenyl)-3-methylpentane-2,4-dione 1448898-19-8 C13H16O5
3-(3,4-dihydroxy-5-methoxyphenyl)-3-methylpentane-2,4-dione
—— 5-chloro-3-methoxycatechol 4085-06-7 C7H7ClO3
5-chloro-3-methoxycatechol
—— 2-(4-Benzofuran-2-yl-3-methyl-isoxazol-5-yl)-4-ethyl-5-methoxy-phenol 75960-82-6 C21H19NO4
2-(4-Benzofuran-2-yl-3-methyl-isoxazol-5-yl)-4-ethyl-5-methoxy-phenol
—— 2-methoxy-4-(2-octyloxyethyl)phenol 1327337-49-4 C17H28O3
2-methoxy-4-(2-octyloxyethyl)phenol
—— 1-tert-butoxy-4-(2-tert-butoxyethyl)-2-methoxybenzene 1286729-19-8 C17H28O3
1-tert-butoxy-4-(2-tert-butoxyethyl)-2-methoxybenzene
—— 2-methoxy-4-(2-propyloxyethyl)phenol 1205554-58-0 C12H18O3
2-methoxy-4-(2-propyloxyethyl)phenol
—— 2-[3'-methoxy-4'-(tert-butyldimethylsilyloxy)phenyl]ethanol 1044264-49-4 C15H26O3Si
2-[3'-methoxy-4'-(tert-butyldimethylsilyloxy)phenyl]ethanol
—— N-(2,4-difluorobenzyl)-N-heptyl-2-[4-(2-hydroxyethyl)-2-methoxyphenoxy]acetamide 637763-54-3 C25H33F2NO4
N-(2,4-difluorobenzyl)-N-heptyl-2-[4-(2-hydroxyethyl)-2-methoxyphenoxy]acetamide
—— 2-methoxy-4-(2-butyloxyethyl)phenol 1205554-70-6 C13H20O3
2-methoxy-4-(2-butyloxyethyl)phenol
—— 4-(2-tert-butoxyethyl)-2-methoxyphenol 1286729-20-1 C13H20O3
4-(2-tert-butoxyethyl)-2-methoxyphenol
—— 3-Methoxy-4-hydroxyphenylaethanol(TMS)2 56728-06-4 C15H28O3Si2
3-Methoxy-4-hydroxyphenylaethanol(TMS)2
—— 2,5-bis(2,3-dihydroxybenzylidene)cyclopentanone 107285-60-9 C19H16O5
2,5-bis(2,3-dihydroxybenzylidene)cyclopentanone
—— 2-methoxy-4-(2-methoxyethyl)phenol 155020-75-0 C10H14O3
2-methoxy-4-(2-methoxyethyl)phenol
—— 2-methoxy-4-(2-hexyloxyethyl)phenol 1327337-48-3 C15H24O3
2-methoxy-4-(2-hexyloxyethyl)phenol
—— Tert-butyl-[4-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-2-methoxyphenoxy]-dimethylsilane 1044264-42-7 C21H40O3Si2
Tert-butyl-[4-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-2-methoxyphenoxy]-dimethylsilane
—— 2-methoxy-4-(2-ethoxyethyl)phenol 1205554-47-7 C11H16O3
2-methoxy-4-(2-ethoxyethyl)phenol
—— 8-methylnonanoic acid 2-(4-hydroxy-3-methoxyphenyl)ethyl ester 951221-74-2 C19H30O4
8-methylnonanoic acid 2-(4-hydroxy-3-methoxyphenyl)ethyl ester
—— Tert-butyl [4-(2-hydroxyethyl)-2-methoxyphenyl] carbonate 1268492-66-5 C14H20O5
Tert-butyl [4-(2-hydroxyethyl)-2-methoxyphenyl] carbonate