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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
—— (3-chloro-4-hydroxy-5-methoxyphenyl)acetic acid 88516-93-2 C9H9ClO4
(3-chloro-4-hydroxy-5-methoxyphenyl)acetic acid
—— N-(4-tert-butyl-benzyl)-2-(3-iodo-4-hydroxy-5-methoxyphenyl)acetamide 1258845-52-1 C20H24INO3
N-(4-tert-butyl-benzyl)-2-(3-iodo-4-hydroxy-5-methoxyphenyl)acetamide
—— 2,6-Dimethoxy-4-<4-(indol-3-yl)butyl>phenol 158555-51-2 C20H23NO3
2,6-Dimethoxy-4-<4-(indol-3-yl)butyl>phenol
—— Methyl-bis<o-hydroxyphenyl>-phosphin 77013-86-6 C13H13O2P
Methyl-bis<o-hydroxyphenyl>-phosphin
—— methyl 3-(3-(3-(3-fluoro-4-hydroxyphenyl)-4,5-dihydroisoxazol-5-yl)-1,2,4-oxadiazol-5-yl)propionate 1187947-20-1 C15H14FN3O5
methyl 3-(3-(3-(3-fluoro-4-hydroxyphenyl)-4,5-dihydroisoxazol-5-yl)-1,2,4-oxadiazol-5-yl)propionate
—— Nifursol 16915-70-1 C12H7N5O9
Nifursol
—— 2-hydroxy-5-nitro-N-tert-butoxyphenylacetyl amide 155388-59-3 C12H16N2O5
2-hydroxy-5-nitro-N-tert-butoxyphenylacetyl amide
—— 3,4,5-trimethyl-2,6-dinitrophenol 125065-87-4 C9H10N2O5
3,4,5-trimethyl-2,6-dinitrophenol
—— ethyl (2S)-3,3,3-trifluoro-2-hydroxy-2-(4-hydroxyphenyl)propanoate 1016638-48-4 C11H11F3O4
ethyl (2S)-3,3,3-trifluoro-2-hydroxy-2-(4-hydroxyphenyl)propanoate
—— 2,3-di-n-butylphenol 26967-68-0 C14H22O
2,3-di-n-butylphenol
—— (4S)-5-(3-hydroxyphenyl)-γ-valerolactone 1236063-80-1 C11H12O3
(4S)-5-(3-hydroxyphenyl)-γ-valerolactone
—— N-[(E)-but-2-enyl]-N-(2,2-diethoxyethyl)-3-hydroxy-2-nitrobenzamide 94295-89-3 C17H24N2O6
N-[(E)-but-2-enyl]-N-(2,2-diethoxyethyl)-3-hydroxy-2-nitrobenzamide
—— 5-[2-[2-(3,4,5-Trihydroxyphenyl)ethenylsulfonylmethylsulfonyl]ethenyl]benzene-1,2,3-triol 862097-17-4 C17H16O10S2
5-[2-[2-(3,4,5-Trihydroxyphenyl)ethenylsulfonylmethylsulfonyl]ethenyl]benzene-1,2,3-triol
—— 2-hydroxyacetophenone (4)N-dimethylthiosemicarbazone 166036-45-9 C11H15N3OS
2-hydroxyacetophenone (4)N-dimethylthiosemicarbazone
—— 1-(4-fluorobenzyl)-3-(4-hydroxy-2-methoxybenzyl)-1(1-methylpiperidin-4-yl)urea 1246458-19-4 C22H28FN3O3
1-(4-fluorobenzyl)-3-(4-hydroxy-2-methoxybenzyl)-1(1-methylpiperidin-4-yl)urea
—— 1-N',2-N'-bis[[(E)-(6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino]ethanediimidamide 6343-38-0 C16H16N6O2
1-N',2-N'-bis[[(E)-(6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino]ethanediimidamide
—— oxalodiimidic acid bis-salicylidenehydrazide 6343-38-0 C16H16N6O2
oxalodiimidic acid bis-salicylidenehydrazide
—— 2-[[4-[[(2-Hydroxyphenyl)methylideneamino]methyl]cyclohexyl]methyliminomethyl]phenol 3353-15-9 C22H26N2O2
2-[[4-[[(2-Hydroxyphenyl)methylideneamino]methyl]cyclohexyl]methyliminomethyl]phenol
—— 1-(4-chloro-2-fluoro-5-hydroxyphenyl)-2-ethoxy-4-pentafluoroethyl-6(1H)-pyrimidinone 115784-67-3 C14H9ClF6N2O3
1-(4-chloro-2-fluoro-5-hydroxyphenyl)-2-ethoxy-4-pentafluoroethyl-6(1H)-pyrimidinone
—— 2-(4-chloro-phenyl)-5-(4-hydroxy-3-methoxy-phenyl)-6,7-dihydro-5H-thiazolo[5,4-c]pyridin-4-one 892871-50-0 C19H15ClN2O3S
2-(4-chloro-phenyl)-5-(4-hydroxy-3-methoxy-phenyl)-6,7-dihydro-5H-thiazolo[5,4-c]pyridin-4-one
—— 3-fluoro-2,4,6-trichlorophenol 2367-81-9 C6H2Cl3FO
3-fluoro-2,4,6-trichlorophenol
—— 2.6-dinitro-4-hydroxy-<i>m</i>-xylene 854858-90-5 C8H8N2O5
2.6-dinitro-4-hydroxy-<i>m</i>-xylene
—— (R)-3-(5-methyl-4,5-dihydrooxazol-2-yl)phenol 1188498-92-1 C10H11NO2
(R)-3-(5-methyl-4,5-dihydrooxazol-2-yl)phenol
—— 3-(8,11,13-Pentadecatrienyl)pyrocatechol 21104-16-5 C21H30O2
3-(8,11,13-Pentadecatrienyl)pyrocatechol
—— methyl 2-(2-hydroxy-3-methoxyphenyl)acetate 441356-57-6 C10H12O4
methyl 2-(2-hydroxy-3-methoxyphenyl)acetate
—— terbutaline hydrochloride 53144-56-2 C12H19NO3*ClH
terbutaline hydrochloride
—— 5-((4-Hydroxy-3-methoxyphenyl)methylene)-3-((phenylamino)methyl)-2-thioxo-4-thiazolidinone 89752-50-1 C18H16N2O3S2
5-((4-Hydroxy-3-methoxyphenyl)methylene)-3-((phenylamino)methyl)-2-thioxo-4-thiazolidinone
—— 5-(4-Hydroxyphenoxy)pentanal 1005008-20-7 C11H14O3
5-(4-Hydroxyphenoxy)pentanal
—— 4-Bromo-2-[[6-[(5-bromo-2-hydroxyphenyl)methylideneamino]pyridin-2-yl]iminomethyl]phenol 849421-39-2 C19H13Br2N3O2
4-Bromo-2-[[6-[(5-bromo-2-hydroxyphenyl)methylideneamino]pyridin-2-yl]iminomethyl]phenol
—— 3,5-Dinitro-4-hydroxy-benzylcyanid 55770-69-9 C8H5N3O5
3,5-Dinitro-4-hydroxy-benzylcyanid
—— 7232-40-8 (Name error) 7232-40-8 C88H114N2O8W2+2
7232-40-8 (Name error)
—— 2,4-dimethoxy-6-(1-methylallyl)phenol 181356-76-3 C12H16O3
2,4-dimethoxy-6-(1-methylallyl)phenol
—— 2-allyl-3,6-dimethoxyphenol 516483-78-6 C11H14O3
2-allyl-3,6-dimethoxyphenol
—— 2-allyl-4,6-dimethoxyphenol 5353-14-0 C11H14O3
2-allyl-4,6-dimethoxyphenol
—— 1-(4-chloro-2-fluoro-5-hydroxyphenyl)-2-methoxy-4-trifluoro methyl-6(1H)-pyrimidinone 115784-65-1 C12H7ClF4N2O3
1-(4-chloro-2-fluoro-5-hydroxyphenyl)-2-methoxy-4-trifluoro methyl-6(1H)-pyrimidinone
—— tert-butyl-N-(3-amino-5-bromo-4-hydroxybenzyl)carbamate 565237-21-0 C12H17BrN2O3
tert-butyl-N-(3-amino-5-bromo-4-hydroxybenzyl)carbamate
—— 3-(furan-2-yl)-1-(2-hydroxy-4-methoxyphenyl)propen-1-one 52542-11-7 C14H12O4
3-(furan-2-yl)-1-(2-hydroxy-4-methoxyphenyl)propen-1-one
—— (3E)-3-hydroxyimino-4-(4-hydroxyphenyl)butan-2-one 5440-26-6 C10H11NO3
(3E)-3-hydroxyimino-4-(4-hydroxyphenyl)butan-2-one
—— <i>N</i>,<i>N</i>'-bis-salicylidenamino-guanidine 91379-47-4 C15H15N5O2
<i>N</i>,<i>N</i>'-bis-salicylidenamino-guanidine
—— 2,2'-bis[(2-hydroxyphenyl)methylene]carbonimidic dihydrazide 91379-47-4 C15H15N5O2
2,2'-bis[(2-hydroxyphenyl)methylene]carbonimidic dihydrazide
—— 2,4-dinitro-5-hydroxybenzamide 171179-75-2 C7H5N3O6
2,4-dinitro-5-hydroxybenzamide
—— 5.6-dinitro-guaiacol 876478-36-3 C7H6N2O6
5.6-dinitro-guaiacol
—— 6-methyl-2-(prop-1-enyl)phenol 90467-82-6 C10H12O
6-methyl-2-(prop-1-enyl)phenol
—— tert-butyl N-[(3-bromo-4-hydroxyphenyl)methyl]carbamate 1313042-26-0 C12H16BrNO3
tert-butyl N-[(3-bromo-4-hydroxyphenyl)methyl]carbamate
—— 2.4-dinitro-6-amino-3-oxy-toluene 115002-34-1 C7H7N3O5
2.4-dinitro-6-amino-3-oxy-toluene
—— acetic acid-(4-hydroxy-2-methyl-3,5-dinitro-anilide) 860740-95-0 C9H9N3O6
acetic acid-(4-hydroxy-2-methyl-3,5-dinitro-anilide)
—— 4-(But-2-enyl)-3-methyl-phenol 93351-04-3 C11H14O
4-(But-2-enyl)-3-methyl-phenol
—— 4-Butyl-m-kresol 93306-38-8 C11H16O
4-Butyl-m-kresol
—— 3-iodo-4-nitroso-phenol 799767-58-1 C6H4INO2
3-iodo-4-nitroso-phenol
—— 4-(pent-1-yn-1-yl)phenol 178056-76-3 C11H12O
4-(pent-1-yn-1-yl)phenol