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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
—— (+)-isoproterenol 51080-01-4 C11H17NO3*H
(+)-isoproterenol
—— Phenol, 4,4a(2)-dithiobis[3,5-dimethyl- 71519-01-2 C16H18O2S2
Phenol, 4,4a(2)-dithiobis[3,5-dimethyl-
—— 2-Amino-3-cyano-4-methyl-5-p-hydroxybenzylpyrrol 63499-86-5 C13H13N3O
2-Amino-3-cyano-4-methyl-5-p-hydroxybenzylpyrrol
—— 4-(3,4-dimethyl-5-phenyl-oxazolidin-2-yl)-phenol 30403-83-9 C17H19NO2
4-(3,4-dimethyl-5-phenyl-oxazolidin-2-yl)-phenol
—— 2-allyl-1-hydroxy-3-nitrobenzene 58621-42-4 C9H9NO3
2-allyl-1-hydroxy-3-nitrobenzene
—— 4-allyl-3-hydroxy-1-nitrobenzene 58621-43-5 C9H9NO3
4-allyl-3-hydroxy-1-nitrobenzene
—— 2-<3-hydroxy-2-(phenylthio)propyl>-6-nitrophenol 126708-17-6 C15H15NO4S
2-<3-hydroxy-2-(phenylthio)propyl>-6-nitrophenol
—— 2-<2-hydroxy-3-(phenylthio)propyl>-6-nitrophenol 126708-07-4 C15H15NO4S
2-<2-hydroxy-3-(phenylthio)propyl>-6-nitrophenol
—— 4-(4-hydroxyphenyl)butyronitrile 107223-68-7 C10H11NO
4-(4-hydroxyphenyl)butyronitrile
—— methyl 3-(4-hydroxyphenyl)propionate-benzylimide 291313-34-3 C17H19NO2
methyl 3-(4-hydroxyphenyl)propionate-benzylimide
—— 2,2'-methylenedioxybis<(S)-N-isopropyl-3-p-(2-methoxyethyl)phenoxypropylamine> 104450-91-1 C31H50N2O6
2,2'-methylenedioxybis<(S)-N-isopropyl-3-p-(2-methoxyethyl)phenoxypropylamine>
—— 1-(Benzylamino)-3-[4-(2-methoxyethyl)phenoxy]propan-2-ol 691841-17-5 C19H25NO3
1-(Benzylamino)-3-[4-(2-methoxyethyl)phenoxy]propan-2-ol
—— 2-(3-hydroxy-1-methylpropyl)phenol 61073-14-1 C10H14O2
2-(3-hydroxy-1-methylpropyl)phenol
—— (S)-1-chloro-3-(4-(2-methoxyethyl)phenoxy)propan-2-ol 144449-77-4 C12H17ClO3
(S)-1-chloro-3-(4-(2-methoxyethyl)phenoxy)propan-2-ol
—— 1-(2-methoxyethyl)-4-(methoxymethoxy)benzene 1307311-57-4 C11H16O3
1-(2-methoxyethyl)-4-(methoxymethoxy)benzene
—— (S)-1,1-difluoro-1-[4-(2-methoxyethyl)phenyl]oxy-3-nitropropan-2-ol 192575-81-8 C12H15F2NO5
(S)-1,1-difluoro-1-[4-(2-methoxyethyl)phenyl]oxy-3-nitropropan-2-ol
—— 1-(2-Hydroxyethylsulfanyl)-3-[4-(2-methoxyethyl)phenoxy]propan-2-ol 1236110-90-9 C14H22O4S
1-(2-Hydroxyethylsulfanyl)-3-[4-(2-methoxyethyl)phenoxy]propan-2-ol
—— 2,2-Difluoro-2-[4-(2-methoxyethyl)phenoxy]acetaldehyde 185758-10-5 C11H12F2O3
2,2-Difluoro-2-[4-(2-methoxyethyl)phenoxy]acetaldehyde
—— 1-(4-Chlorophenyl)sulfanyl-3-[4-(2-methoxyethyl)phenoxy]propan-2-ol 934538-09-7 C18H21ClO3S
1-(4-Chlorophenyl)sulfanyl-3-[4-(2-methoxyethyl)phenoxy]propan-2-ol
—— 2-(4-hydroxy-phenyl)-trans-cyclopropanecarboxylic acid ethyl ester —— C12H14O3
2-(4-hydroxy-phenyl)-trans-cyclopropanecarboxylic acid ethyl ester
—— (2S)-3-(4-(2-Methoxyethyl)phenoxy)propane-1,2-diol 113798-78-0 C12H18O4
(2S)-3-(4-(2-Methoxyethyl)phenoxy)propane-1,2-diol
—— (R)-1-[4-(2-methoxyethyl)]phenyl glycerol 126824-46-2 C12H18O4
(R)-1-[4-(2-methoxyethyl)]phenyl glycerol
—— 3-[4-(2-Methoxyethyl)phenoxy]propan-1-ol 1153248-37-3 C12H18O3
3-[4-(2-Methoxyethyl)phenoxy]propan-1-ol
—— 1,6-bis-O-p-(2-methoxyethyl)phenyl-3,4-O-methoxymethylene-2,5-O-methylene-D-mannitol 114218-32-5 C27H36O9
1,6-bis-O-p-(2-methoxyethyl)phenyl-3,4-O-methoxymethylene-2,5-O-methylene-D-mannitol
—— (S)-1-bromo-3-[4-(2-methoxy-ethyl)-phenoxy]-propan-2-ol 1339949-16-4 C12H17BrO3
(S)-1-bromo-3-[4-(2-methoxy-ethyl)-phenoxy]-propan-2-ol
—— (S)-5-((4-(2-methoxyethyl)phenoxy)methyl)oxazolidin-2-one 1333949-81-7 C13H17NO4
(S)-5-((4-(2-methoxyethyl)phenoxy)methyl)oxazolidin-2-one
—— tert-butyl 3-(4-(2-methoxyethyl)phenoxy)acrylate 1092473-64-7 C16H22O4
tert-butyl 3-(4-(2-methoxyethyl)phenoxy)acrylate
—— 3-(4-(2-methoxyethyl)phenoxy)acrylic acid 1092473-81-8 C12H14O4
3-(4-(2-methoxyethyl)phenoxy)acrylic acid
—— (R)-(4-(1-(1-(3-hydroxyphenyl)-3-oxopropyl)-1H-pyrazol-4-yl)-7H-pyrrolo[2,3-c]pyridazin-7-yl)methyl pivalate 1269823-82-6 C24H25N5O4
(R)-(4-(1-(1-(3-hydroxyphenyl)-3-oxopropyl)-1H-pyrazol-4-yl)-7H-pyrrolo[2,3-c]pyridazin-7-yl)methyl pivalate
—— (R)-3-(4-(7H-pyrrolo[2,3-c]pyridazin-4-yl)-1H-pyrazol-1-yl)-3-(3-hydroxyphenyl)propanenitrile 1269823-80-4 C18H14N6O
(R)-3-(4-(7H-pyrrolo[2,3-c]pyridazin-4-yl)-1H-pyrazol-1-yl)-3-(3-hydroxyphenyl)propanenitrile
—— (R/S)-4-[2-(4-hydroxymethyl-2-methyl-4,5-dihydro-oxazol-4-yl)-ethyl]-phenol 791097-48-8 C13H17NO3
(R/S)-4-[2-(4-hydroxymethyl-2-methyl-4,5-dihydro-oxazol-4-yl)-ethyl]-phenol
—— (R)-(4-(1-(2-cyano-1-(3-hydroxyphenyl)ethyl)-1H-pyrazol-4-yl)-7H-pyrrolo[2,3-c]pyridazin-7-yl)methyl pivalate 1269823-81-5 C24H24N6O3
(R)-(4-(1-(2-cyano-1-(3-hydroxyphenyl)ethyl)-1H-pyrazol-4-yl)-7H-pyrrolo[2,3-c]pyridazin-7-yl)methyl pivalate
—— 3-[(E)-Propyliminomethyl]-phenol 213891-21-5 C10H13NO
3-[(E)-Propyliminomethyl]-phenol
—— (3S)-3-hydroxy-5-(4-hydroxy-3-methoxyphenyl)pentanoic acid 1359979-45-5 C12H16O5
(3S)-3-hydroxy-5-(4-hydroxy-3-methoxyphenyl)pentanoic acid
—— 4-allyl-2-bromophenol 17269-79-3 C9H9BrO
4-allyl-2-bromophenol
—— 4-(3-{tris[2-(triethylsilyl)ethyl]silyl}propyl)phenol 339531-22-5 C33H68OSi4
4-(3-{tris[2-(triethylsilyl)ethyl]silyl}propyl)phenol
—— 4-{4-[(3-methyl-3-oxetanyl)methoxy]butoxy}phenol 163009-96-9 C15H22O4
4-{4-[(3-methyl-3-oxetanyl)methoxy]butoxy}phenol
—— 4-hydroxy-3-nitrobenzyl-cyclopropane 663952-53-2 C10H11NO3
4-hydroxy-3-nitrobenzyl-cyclopropane
—— 3-(4-hydroxyphenyl)-2-fluoro-1-propene 128259-91-6 C9H9FO
3-(4-hydroxyphenyl)-2-fluoro-1-propene
—— 4-[3-(triethylsilyl)propyl]phenol 339531-20-3 C15H26OSi
4-[3-(triethylsilyl)propyl]phenol
—— 5-Ethoxy-2-hexyl-3-methoxy-4-methylphenol 89711-24-0 C16H26O3
5-Ethoxy-2-hexyl-3-methoxy-4-methylphenol
—— 2-Hexyl-3-methoxy-5-propylphenol 89711-22-8 C16H26O2
2-Hexyl-3-methoxy-5-propylphenol
—— 3-(benzo[d][1,3]dioxol-5-yl)-3-(2-hydroxy-4,6-dimethoxyphenyl)-1-morpholinopropan-1-one 958980-96-6 C22H25NO7
3-(benzo[d][1,3]dioxol-5-yl)-3-(2-hydroxy-4,6-dimethoxyphenyl)-1-morpholinopropan-1-one
—— 3-(benzo[d][1,3]dioxol-5-yl)-1-(cis-2,6-dimethylmorpholino)-3-(2-hydroxy-4,6-dimethoxyphenyl)propan-1-one 1415387-84-6 C24H29NO7
3-(benzo[d][1,3]dioxol-5-yl)-1-(cis-2,6-dimethylmorpholino)-3-(2-hydroxy-4,6-dimethoxyphenyl)propan-1-one
—— SR-9805 1334526-17-8 C25H31NO6
SR-9805
—— 3-(benzo[d][1,3]dioxol-5-yl)-N-butyl-3-(2-hydroxy-4,6-dimethoxyphenyl)propanamide 1334469-93-0 C22H27NO6
3-(benzo[d][1,3]dioxol-5-yl)-N-butyl-3-(2-hydroxy-4,6-dimethoxyphenyl)propanamide
—— 3-(benzo[d][1,3]dioxol-5-yl)-N,N-diethyl-3-(2-hydroxy-4,6-dimethoxyphenyl)propanamide 958948-29-3 C22H27NO6
3-(benzo[d][1,3]dioxol-5-yl)-N,N-diethyl-3-(2-hydroxy-4,6-dimethoxyphenyl)propanamide
—— 3-(benzo[d][1,3]dioxol-5-yl)-3-(2-hydroxy-4,6-dimethoxyphenyl)-1-(4-methylpiperidin-1-yl)propan-1-one 1334469-72-5 C24H29NO6
3-(benzo[d][1,3]dioxol-5-yl)-3-(2-hydroxy-4,6-dimethoxyphenyl)-1-(4-methylpiperidin-1-yl)propan-1-one
—— 3-(benzo[d][1,3]dioxol-5-yl)-3-(2-hydroxy-4,6-dimethoxyphenyl)-N-(p-tolyl)propanamide 1334469-97-4 C25H25NO6
3-(benzo[d][1,3]dioxol-5-yl)-3-(2-hydroxy-4,6-dimethoxyphenyl)-N-(p-tolyl)propanamide
—— 3-(benzo[d][1,3]dioxol-5-yl)-1-(3,3-dimethylpiperidin-1-yl)-3-(2-hydroxy-4,6-dimethoxyphenyl)propan-1-one 1334469-76-9 C25H31NO6
3-(benzo[d][1,3]dioxol-5-yl)-1-(3,3-dimethylpiperidin-1-yl)-3-(2-hydroxy-4,6-dimethoxyphenyl)propan-1-one