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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
—— 2,3,5,6-tetramethoxyphenol 56002-83-6 C10H14O5
2,3,5,6-tetramethoxyphenol
—— 2,4,6-Trinitrophenol-4,4,6-trimethyl-1,4-dihydropyrimidin-2-amine(1:1) 53073-82-8 C13H16N6O7
2,4,6-Trinitrophenol-4,4,6-trimethyl-1,4-dihydropyrimidin-2-amine(1:1)
—— N-(4,5-dihydroxy-3-methoxyphenethyl)-N-(4-hydroxy-3-methoxyphenethyl)amine hydrochloride 79624-60-5 C18H23NO5*ClH
N-(4,5-dihydroxy-3-methoxyphenethyl)-N-(4-hydroxy-3-methoxyphenethyl)amine hydrochloride
—— (E)-3-methoxy-5-[2-(thiophene-2-ylsulfanyl)vinyl]phenol 1227376-21-7 C13H12O2S2
(E)-3-methoxy-5-[2-(thiophene-2-ylsulfanyl)vinyl]phenol
—— 2-hydroxy-4-methoxy-6-[(phenylmethoxy)methyl]-benzaldehyde 1320259-48-0 C16H16O4
2-hydroxy-4-methoxy-6-[(phenylmethoxy)methyl]-benzaldehyde
—— 3-chloro-2-hydroxy-4-methoxy-6-[(phenylmethoxy)methyl]-benzaldehyde 1320259-78-6 C16H15ClO4
3-chloro-2-hydroxy-4-methoxy-6-[(phenylmethoxy)methyl]-benzaldehyde
—— (5e)-5-[(4-Hydroxyphenyl)imino]furan-2(5h)-one 81632-88-4 C10H7NO3
(5e)-5-[(4-Hydroxyphenyl)imino]furan-2(5h)-one
—— 2,4,6-Trinitrophenol-9-azabicyclo[3.3.1]nonane(1:1) 70243-40-2 C14H18N4O7
2,4,6-Trinitrophenol-9-azabicyclo[3.3.1]nonane(1:1)
—— 4-methoxy-2,6-bis(methylthiomethyl)phenol 33314-00-0 C11H16O2S2
4-methoxy-2,6-bis(methylthiomethyl)phenol
—— 3-[4-(2-cyclohexyloxyethyl)-phenoxy]-1,2-epoxypropane 86587-68-0 C17H24O3
3-[4-(2-cyclohexyloxyethyl)-phenoxy]-1,2-epoxypropane
—— 4-<2-(cyclohexyloxy)ethyl>phenol 86587-67-9 C14H20O2
4-<2-(cyclohexyloxy)ethyl>phenol
—— 4-methoxy-2-methylthiomethylphenol 33313-99-4 C9H12O2S
4-methoxy-2-methylthiomethylphenol
—— 4-hydroxyphenyl 2,2,6,6-tetramethyl-4-piperidyl ether 154393-78-9 C15H23NO2
4-hydroxyphenyl 2,2,6,6-tetramethyl-4-piperidyl ether
—— 3-[4-(2-cyclohexyloxyethyl)-phenoxy]-1-isopropylaminopropan-2-ol 86587-69-1 C20H33NO3
3-[4-(2-cyclohexyloxyethyl)-phenoxy]-1-isopropylaminopropan-2-ol
—— 2-chloro-6-methylthiomethylphenol 33319-95-8 C8H9ClOS
2-chloro-6-methylthiomethylphenol
—— 4-(3-hydroxypentyl)-2-methoxyphenol 39728-77-3 C12H18O3
4-(3-hydroxypentyl)-2-methoxyphenol
—— 1-Tert-butyl-3-methylazetidin-3-ol-2,4,6-trinitrophenol(1:1) 35196-67-9 C14H20N4O8
1-Tert-butyl-3-methylazetidin-3-ol-2,4,6-trinitrophenol(1:1)
—— 3-hydroxy-4-methoxy-2-(3-methylbut-2-enyl)benzaldehyde 83088-09-9 C13H16O3
3-hydroxy-4-methoxy-2-(3-methylbut-2-enyl)benzaldehyde
—— 4-methoxy-2-(3-methylbutyl)phenol 163780-76-5 C12H18O2
4-methoxy-2-(3-methylbutyl)phenol
—— 2-methyl-6-(1-methyl)-allyl-phenol 73720-58-8 C11H14O
2-methyl-6-(1-methyl)-allyl-phenol
—— 2,2'-disulfanediyl-di-hydroquinone 358657-69-9 C12H10O4S2
2,2'-disulfanediyl-di-hydroquinone
—— N-[2-(4-hydroxyphenyl)ethyl]hexanamide 1184818-23-2 C14H21NO2
N-[2-(4-hydroxyphenyl)ethyl]hexanamide
—— N-Nonanoyl-tyramin 21469-32-9 C17H27NO2
N-Nonanoyl-tyramin
—— Tetradeca-2t,4t-diensaeure-(4-hydroxyphenyl-aethyl)-amid 24738-54-3 C22H33NO2
Tetradeca-2t,4t-diensaeure-(4-hydroxyphenyl-aethyl)-amid
—— N-Tridecanoyltyramin 21469-28-3 C21H35NO2
N-Tridecanoyltyramin
—— N-Heptanoyl-tyramin 21469-34-1 C15H23NO2
N-Heptanoyl-tyramin
—— 6-Acetamido-3-methoxy-2-methylphenol 60512-83-6 C10H13NO3
6-Acetamido-3-methoxy-2-methylphenol
—— (S)-<4-<2-<<2-hydroxy-3-(4-hydroxyphenoxy)propyl>amino>ethoxy>phenoxy>-N-(2-methoxyethyl)acetamide 139892-83-4 C22H30N2O7
(S)-<4-<2-<<2-hydroxy-3-(4-hydroxyphenoxy)propyl>amino>ethoxy>phenoxy>-N-(2-methoxyethyl)acetamide
—— dinklageine 91668-36-9 C19H23NO5
dinklageine
—— 4-(Pentadecafluoroheptyl)phenol 57578-99-1 C13H5F15O
4-(Pentadecafluoroheptyl)phenol
—— 2,3,5,6-tetraallylbenzene-1,4-diol 137833-39-7 C18H22O2
2,3,5,6-tetraallylbenzene-1,4-diol
—— 2-(4-ethyl-2-methyl-pyrimidin-5-yl)-5-nitro-phenol 42901-99-5 C13H13N3O3
2-(4-ethyl-2-methyl-pyrimidin-5-yl)-5-nitro-phenol
—— (7S)-7-(2-(methylperoxy)ethyl)bicydo[4.2.0]octa-1,3,5-trien-3-ol 1187199-51-4 C11H12O3
(7S)-7-(2-(methylperoxy)ethyl)bicydo[4.2.0]octa-1,3,5-trien-3-ol
—— (7R)-7-(2-(methylperoxy)ethyl)bicydo[4.2.0]octa-1,3,5-trien-3-ol 1187199-52-5 C11H12O3
(7R)-7-(2-(methylperoxy)ethyl)bicydo[4.2.0]octa-1,3,5-trien-3-ol
—— 3-<3,3-Dimethyl-allyl>-4-hydroxy-phenylessigsaeure 16850-88-7 C13H16O3
3-<3,3-Dimethyl-allyl>-4-hydroxy-phenylessigsaeure
—— 2-(2-Hydroxy-5-methoxy-phenoxy)-N-methyl-acetamide 34920-17-7 C10H13NO4
2-(2-Hydroxy-5-methoxy-phenoxy)-N-methyl-acetamide
—— ethyl 5-(3-nitro-6-hydroxyphenyl-ONN-azoxy)-1H-pyrazole-4-carboxylate 1092790-48-1 C12H11N5O6
ethyl 5-(3-nitro-6-hydroxyphenyl-ONN-azoxy)-1H-pyrazole-4-carboxylate
—— 4-(4-phenyl-4-(5-methoxylpentyl)-4-silacyclohexyl)phenol 177787-23-4 C23H32O2Si
4-(4-phenyl-4-(5-methoxylpentyl)-4-silacyclohexyl)phenol
—— 5-Nitro-2-hydroxy-benzal-diisobutylhydrazin 92728-22-8 C15H23N3O3
5-Nitro-2-hydroxy-benzal-diisobutylhydrazin
—— 2-(4,6-diethyl-2-methyl-pyrimidin-5-yl)-5-nitro-phenol 42902-06-7 C15H17N3O3
2-(4,6-diethyl-2-methyl-pyrimidin-5-yl)-5-nitro-phenol
—— (-)-Norphenylephrine 1420-80-0 C8H11NO2
(-)-Norphenylephrine
—— (R)-(-)-2-(3,4,α-trihydroxybenzyl)imidazoline hydrochloride 75847-71-1 C10H12N2O3*ClH
(R)-(-)-2-(3,4,α-trihydroxybenzyl)imidazoline hydrochloride
—— (S)-(+)-2-(3,4,α-trihydroxybenzyl)imidazoline hydrochloride 75847-72-2 C10H12N2O3*ClH
(S)-(+)-2-(3,4,α-trihydroxybenzyl)imidazoline hydrochloride
—— methyl 2-hydroxyphenethylcarbamate 76570-20-2 C10H13NO3
methyl 2-hydroxyphenethylcarbamate
—— 2-(2-Hydroxy-5-nitro-phenyl-hydrazono)-3-oxo-buttersaeureaethylester 5294-37-1 C12H13N3O6
2-(2-Hydroxy-5-nitro-phenyl-hydrazono)-3-oxo-buttersaeureaethylester
—— Bis(2-hydroxy-5-nitrophenol)disulfid 37398-24-6 C12H8N2O6S2
Bis(2-hydroxy-5-nitrophenol)disulfid
—— 6-Methyl-6-azabicyclo[3.2.1]octane;2,4,6-trinitrophenol 34584-07-1 C14H18N4O7
6-Methyl-6-azabicyclo[3.2.1]octane;2,4,6-trinitrophenol
—— 4-methoxy-2-[morpholino(4-pyridinyl)methyl]phenol —— C17H20N2O3
4-methoxy-2-[morpholino(4-pyridinyl)methyl]phenol
—— 4-methoxy-2-[morpholino(2-thienyl)methyl]phenol —— C16H19NO3S
4-methoxy-2-[morpholino(2-thienyl)methyl]phenol
—— p,p'-Bis-(2-hydroxybenzylidenaminophenyl)-disulfid 3430-53-3 C26H20N2O2S2
p,p'-Bis-(2-hydroxybenzylidenaminophenyl)-disulfid