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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-methyl-4-(3-pyridylmethyl)phenol 85633-28-9 C13H13NO
2-methyl-4-(3-pyridylmethyl)phenol
—— (1,6-dihydroxy-4-methoxymethyl-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl)-acetic acid ethyl ester 1265359-64-5 C13H17BO6
(1,6-dihydroxy-4-methoxymethyl-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl)-acetic acid ethyl ester
—— 4-(3-mercaptopropyl)phenol 603972-86-7 C9H12OS
4-(3-mercaptopropyl)phenol
—— (4-hydroxy-2-methoxy-phenyl)-glyoxylic acid ethyl ester 93700-81-3 C11H12O5
(4-hydroxy-2-methoxy-phenyl)-glyoxylic acid ethyl ester
—— 3-acetyl-2-(2-hydroxy-5-methoxyphenyl)benzothiazoline 105129-60-0 C16H15NO3S
3-acetyl-2-(2-hydroxy-5-methoxyphenyl)benzothiazoline
—— 3-nitro-5-vinyl phenol 1447811-39-3 C8H7NO3
3-nitro-5-vinyl phenol
—— 2-amino-5-chlorobenzene-1,3-diol 1431459-69-6 C6H6ClNO2
2-amino-5-chlorobenzene-1,3-diol
—— 4-((E)-3-(benzyloxy)prop-1-enyl)-2,6-dimethoxyphenol 94930-84-4 C18H20O4
4-((E)-3-(benzyloxy)prop-1-enyl)-2,6-dimethoxyphenol
—— 4-[(E)-3-ethoxyprop-1-enyl]-2,6-dimethoxyphenol 94930-83-3 C13H18O4
4-[(E)-3-ethoxyprop-1-enyl]-2,6-dimethoxyphenol
—— 2,6-Dimethoxy-4-(3-methoxy-<i>trans</i>-propenyl)-phenol 94930-82-2 C12H16O4
2,6-Dimethoxy-4-(3-methoxy-<i>trans</i>-propenyl)-phenol
—— 4-chloro-2-ethyl-6-nitrophenol 53347-03-8 C8H8ClNO3
4-chloro-2-ethyl-6-nitrophenol
—— 2-(4-Hydroxy-3-methoxy-2-methylphenyl)acetonitrile 120188-71-8 C10H11NO2
2-(4-Hydroxy-3-methoxy-2-methylphenyl)acetonitrile
—— 4-Chlor-2-amino-6-aethylphenol 53347-04-9 C8H10ClNO
4-Chlor-2-amino-6-aethylphenol
—— p-Methyloxacalix<4>arene 66671-31-6 C36H40O8
p-Methyloxacalix<4>arene
—— Ameisensaeure-<2-(2-hydroxyphenyl)ethyl>ester 112998-47-7 C9H10O3
Ameisensaeure-<2-(2-hydroxyphenyl)ethyl>ester
—— 3-Chlor-2,6-dimethylphenol 70024-45-2 C8H9ClO
3-Chlor-2,6-dimethylphenol
—— 4-(1,1,3,3-tetramethylbutyl)-2-nitrophenol 46912-02-1 C14H21NO3
4-(1,1,3,3-tetramethylbutyl)-2-nitrophenol
—— 2,6-Dinitro-4-(1,1,3,3-tetramethyl-butyl)-phenol 4097-52-3 C14H20N2O5
2,6-Dinitro-4-(1,1,3,3-tetramethyl-butyl)-phenol
—— 1-[(3R)-3-[3-(2-hydroxyphenyl)propyl]-3-methylcyclopenten-1-yl]ethanone 1290051-83-0 C17H22O2
1-[(3R)-3-[3-(2-hydroxyphenyl)propyl]-3-methylcyclopenten-1-yl]ethanone
—— 2,6-bis<(4-methyl-1-piperazinyl)methyl>-4-nitrophenol 95380-45-3 C18H29N5O3
2,6-bis<(4-methyl-1-piperazinyl)methyl>-4-nitrophenol
—— sodium salt of 2'-hydroxy-5'-nitrohexadecananilide 60301-88-4 C22H35N2O4*Na
sodium salt of 2'-hydroxy-5'-nitrohexadecananilide
—— 2-hydroxy-4,6-dimethyl-benzyl alcohol 67730-49-8 C9H12O2
2-hydroxy-4,6-dimethyl-benzyl alcohol
—— Methyl 7-(4-hydroxyphenoxy)-2,2-dimethylheptanoate 96517-14-5 C16H24O4
Methyl 7-(4-hydroxyphenoxy)-2,2-dimethylheptanoate
—— (+/-)-Isozonarol 39707-55-6 C21H30O2
(+/-)-Isozonarol
—— zonarol 39707-54-5 C21H30O2
zonarol
—— 4,5-dihexyl-1,2-dihydroxybenzene. 162131-26-2 C18H30O2
4,5-dihexyl-1,2-dihydroxybenzene.
—— 4,5-Dipentylbenzene-1,2-diol 162131-32-0 C16H26O2
4,5-Dipentylbenzene-1,2-diol
—— 2,6-Dimethoxy-4-(1-methoxyprop-2-en-1-yl)phenol 66463-74-9 C12H16O4
2,6-Dimethoxy-4-(1-methoxyprop-2-en-1-yl)phenol
—— 2,2'-butadiynediyl-di-phenol 97318-60-0 C16H10O2
2,2'-butadiynediyl-di-phenol
—— 2-chloro-4-hexylphenol 18980-05-7 C12H17ClO
2-chloro-4-hexylphenol
—— (E)-N'-(4-hydroxy-3,5-dimethoxybenzylidene)nicotinohydrazide 1234475-44-5 C15H15N3O4
(E)-N'-(4-hydroxy-3,5-dimethoxybenzylidene)nicotinohydrazide
—— 2-chloro-4-heptylphenol 18980-06-8 C13H19ClO
2-chloro-4-heptylphenol
—— 5-amino-2-iodophenol 39075-33-7 C6H6INO
5-amino-2-iodophenol
—— 2-chloro-4-octylphenol 79162-47-3 C14H21ClO
2-chloro-4-octylphenol
—— 2-chloro-4-pentylphenol 18980-03-5 C11H15ClO
2-chloro-4-pentylphenol
—— 2-Chloro-4-[(methylsulfanyl)(sulfanyl)methylidene]cyclohexa-2,5-dien-1-one 116138-46-6 C8H7ClOS2
2-Chloro-4-[(methylsulfanyl)(sulfanyl)methylidene]cyclohexa-2,5-dien-1-one
—— 2-chloro-3,4,5,6-tetrabromophenol 87504-68-5 C6HBr4ClO
2-chloro-3,4,5,6-tetrabromophenol
—— 5-nitro-2-pentafluoroethylphenol 453560-63-9 C8H4F5NO3
5-nitro-2-pentafluoroethylphenol
—— n-Hexyl-p-Bromophenol 18966-66-0 C12H17BrO
n-Hexyl-p-Bromophenol
—— 4-(5-((3-bromobenzyl)thio)-1,3,4-oxadiazol-2-yl)-2-methoxyphenol 1391739-46-0 C16H13BrN2O3S
4-(5-((3-bromobenzyl)thio)-1,3,4-oxadiazol-2-yl)-2-methoxyphenol
—— 3-hydroxy-1-(3-hydroxyphenyl)-2-methylpyridin-4(1H)-one 1154422-01-1 C12H11NO3
3-hydroxy-1-(3-hydroxyphenyl)-2-methylpyridin-4(1H)-one
—— 6-Chloro-2,3,4-trimethoxyphenol 98381-86-3 C9H11ClO4
6-Chloro-2,3,4-trimethoxyphenol
—— 2-(1-chloro-2,2,2-trifluoroethyl)phenol 440659-03-0 C8H6ClF3O
2-(1-chloro-2,2,2-trifluoroethyl)phenol
—— 2-(1-chloro-2,2,2-trifluoroethyl)-p-cresol 440659-04-1 C9H8ClF3O
2-(1-chloro-2,2,2-trifluoroethyl)-p-cresol
—— 2-(2-Amino-1,3-thiazol-4-yl)benzene-1,4-diol 90850-45-6 C9H8N2O2S
2-(2-Amino-1,3-thiazol-4-yl)benzene-1,4-diol
—— 2-(2-Anilino-1,3-thiazol-4-yl)benzene-1,4-diol 91376-78-2 C15H12N2O2S
2-(2-Anilino-1,3-thiazol-4-yl)benzene-1,4-diol
—— 2-[5-(Chloromethyl)-3-dodecyl-1,3-oxazolidin-2-YL]phenol 95240-31-6 C22H36ClNO2
2-[5-(Chloromethyl)-3-dodecyl-1,3-oxazolidin-2-YL]phenol
—— 4-Methyl-bicyclo[4.2.0]octa-1(6),2,4-trien-3-ol 100200-90-6 C9H10O
4-Methyl-bicyclo[4.2.0]octa-1(6),2,4-trien-3-ol
—— 3,4-Dichlor-2,6-dinitro-phenol 1664-10-4 C6H2Cl2N2O5
3,4-Dichlor-2,6-dinitro-phenol
—— 12-((2-hydroxy-5-nitrobenzyl)oxy)dodecanoic acid ethyl ester 173912-51-1 C21H33NO6
12-((2-hydroxy-5-nitrobenzyl)oxy)dodecanoic acid ethyl ester