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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
—— 6-{[(1,2-Benzothiazol-3-yl)amino]methylidene}-2-methoxycyclohexa-2,4-dien-1-one 647026-36-6 C15H12N2O2S
6-{[(1,2-Benzothiazol-3-yl)amino]methylidene}-2-methoxycyclohexa-2,4-dien-1-one
—— 5-bromo-2-isopropyl-4-methoxy-phenol 865305-08-4 C10H13BrO2
5-bromo-2-isopropyl-4-methoxy-phenol
—— 5-[2-(4-Methoxyphenyl)ethynyl]-2-nitrophenol 136809-44-4 C15H11NO4
5-[2-(4-Methoxyphenyl)ethynyl]-2-nitrophenol
—— 3-Isopropyl-2,4,6-trinitro-phenol 112273-63-9 C9H9N3O7
3-Isopropyl-2,4,6-trinitro-phenol
—— 5-isopropyl-2-nitrophenol 153506-06-0 C9H11NO3
5-isopropyl-2-nitrophenol
—— (5Z)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-3-[5-[5-[[7-[5-[(5Z)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-imino-4-oxo-1,3-thiazolidin-3-yl]-1,3,4-thiadiazol-2-yl]-3-methyl-1-benzofuran-5-yl]methyl]-3-methyl-1-benzofuran-7-yl]-1,3,4-thiadiazol-2-yl]-2-imino-1,3-thiazolidin-4-one 1295650-01-9 C45H32N8O8S4
(5Z)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-3-[5-[5-[[7-[5-[(5Z)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-imino-4-oxo-1,3-thiazolidin-3-yl]-1,3,4-thiadiazol-2-yl]-3-methyl-1-benzofuran-5-yl]methyl]-3-methyl-1-benzofuran-7-yl]-1,3,4-thiadiazol-2-yl]-2-imino-1,3-thiazolidin-4-one
—— (3S)-3-hydroxy-N-[2-(4-hydroxyphenyl)ethyl]butanamide 914491-24-0 C12H17NO3
(3S)-3-hydroxy-N-[2-(4-hydroxyphenyl)ethyl]butanamide
—— 3-bromo-2-methoxy-5-methylphenol 137639-64-6 C8H9BrO2
3-bromo-2-methoxy-5-methylphenol
—— (3-hydroxy-4,5-dimethoxy-phenyl)-acetic acid 99339-45-4 C10H12O5
(3-hydroxy-4,5-dimethoxy-phenyl)-acetic acid
—— methyl 3-(2-hydroxy-4-methoxy-5-senecioylphenyl)propanoate 117285-76-4 C16H20O5
methyl 3-(2-hydroxy-4-methoxy-5-senecioylphenyl)propanoate
—— (E)-4-hydroxy-3,5-dimethoxybenzaldehyde 1,3-benzothiazol-2-ylhydrazone 1234475-39-8 C16H15N3O3S
(E)-4-hydroxy-3,5-dimethoxybenzaldehyde 1,3-benzothiazol-2-ylhydrazone
—— 1-(2-hydroxybenzyl)cyclohexene 14004-17-2 C13H16O
1-(2-hydroxybenzyl)cyclohexene
—— [1-(5-bromo-2-hydroxy-benzyl)-5-methyl-1H-pyrazol-4-yl]acetic acid ethyl ester 1444367-98-9 C15H17BrN2O3
[1-(5-bromo-2-hydroxy-benzyl)-5-methyl-1H-pyrazol-4-yl]acetic acid ethyl ester
—— 1-[2-(4-hydroxyphenyl)ethyl]-3-methyl-1H-imidazolium chloride 0.15-hydrate 110698-56-1 C12H15N2O*Cl
1-[2-(4-hydroxyphenyl)ethyl]-3-methyl-1H-imidazolium chloride 0.15-hydrate
—— 2,6-Dihydroxy-4-methoxy-3-methyl-benzaldehyd 94899-80-6 C9H10O4
2,6-Dihydroxy-4-methoxy-3-methyl-benzaldehyd
—— 3,5-dimethoxy-2,6-dimethylphenol 859784-13-7 C10H14O3
3,5-dimethoxy-2,6-dimethylphenol
—— [3-({tert-butoxycarbonyl-[2-(2-hydroxy-phenyl)-ethyl]-amino}-methyl)-phenyl]-aceticacidmethylester 950503-76-1 C23H29NO5
[3-({tert-butoxycarbonyl-[2-(2-hydroxy-phenyl)-ethyl]-amino}-methyl)-phenyl]-aceticacidmethylester
—— [3-(2-hydroxy-ethyl)-benzyl]-[2-(2-hydroxy-phenyl)-ethyl]-carbamic acid tert-butyl ester 950503-77-2 C22H29NO4
[3-(2-hydroxy-ethyl)-benzyl]-[2-(2-hydroxy-phenyl)-ethyl]-carbamic acid tert-butyl ester
—— 2-(4-Hydroxyphenoxy)ethyl 2-methylprop-2-enoate 69260-41-9 C12H14O4
2-(4-Hydroxyphenoxy)ethyl 2-methylprop-2-enoate
—— 2,3,6-trimethoxyphenol 90539-42-7 C9H12O4
2,3,6-trimethoxyphenol
—— 4-bromo-2-(3-hydroxypropyl)phenol 33567-65-6 C9H11BrO2
4-bromo-2-(3-hydroxypropyl)phenol
—— (E)-5-(5-bromo-2-hydroxyphenyl)pent-2-enyl 2,2,2-trichloroacetimidate 1360054-11-0 C13H13BrCl3NO2
(E)-5-(5-bromo-2-hydroxyphenyl)pent-2-enyl 2,2,2-trichloroacetimidate
—— (E)-4-bromo-2-(5-hydroxypent-3-enyl)phenol 1360054-35-8 C11H13BrO2
(E)-4-bromo-2-(5-hydroxypent-3-enyl)phenol
—— 2.6-dinitro-3-hydroxy-1-methyl-4-<i>tert</i>-butyl-benzene 3996-59-6 C11H14N2O5
2.6-dinitro-3-hydroxy-1-methyl-4-<i>tert</i>-butyl-benzene
—— 2-bromo-3,4,5,6-tetramethyl-phenol 91799-53-0 C10H13BrO
2-bromo-3,4,5,6-tetramethyl-phenol
—— 3,5-bis(benzylcarbamoyl)phenol 114274-47-4 C22H20N2O3
3,5-bis(benzylcarbamoyl)phenol
—— 2,3,5-Trimethyl-6-methylthiomethyl-phenol 67869-02-7 C11H16OS
2,3,5-Trimethyl-6-methylthiomethyl-phenol
—— 4-(4-hydroxyphenyl)-dihydrofuran-2-one 133570-40-8 C10H10O3
4-(4-hydroxyphenyl)-dihydrofuran-2-one
—— 2,4-dibromo-3,5,6-trimethylphenol 15460-17-0 C9H10Br2O
2,4-dibromo-3,5,6-trimethylphenol
—— 4-hydroxy-2,3,6-trimethyl-benzyl alcohol 68658-09-3 C10H14O2
4-hydroxy-2,3,6-trimethyl-benzyl alcohol
—— vinyl-guaiacol 625120-95-8 C9H10O2
vinyl-guaiacol
—— 4-[[5-(Methoxymethoxy)-6-(oxan-2-yl)pyridin-2-yl]methyl]-2,3,5-trimethylphenol 1253215-63-2 C22H29NO4
4-[[5-(Methoxymethoxy)-6-(oxan-2-yl)pyridin-2-yl]methyl]-2,3,5-trimethylphenol
—— 4-[[6-Cyclopentyl-5-(methoxymethoxy)pyridin-2-yl]methyl]-2,3,5-trimethylphenol 1253215-36-9 C22H29NO3
4-[[6-Cyclopentyl-5-(methoxymethoxy)pyridin-2-yl]methyl]-2,3,5-trimethylphenol
—— 4-[[6-Cyclohexyl-5-(methoxymethoxy)pyridin-2-yl]methyl]-2,3,5-trimethylphenol 1253215-54-1 C23H31NO3
4-[[6-Cyclohexyl-5-(methoxymethoxy)pyridin-2-yl]methyl]-2,3,5-trimethylphenol
—— Methyl 10-(2-hydroxy-3,4,6-trimethylphenyl)decanoate 1360686-22-1 C20H32O3
Methyl 10-(2-hydroxy-3,4,6-trimethylphenyl)decanoate
—— 4-[[5-(Methoxymethoxy)-6-(oxolan-2-yl)pyridin-2-yl]methyl]-2,3,5-trimethylphenol 1253215-45-0 C21H27NO4
4-[[5-(Methoxymethoxy)-6-(oxolan-2-yl)pyridin-2-yl]methyl]-2,3,5-trimethylphenol
—— 2-(3-(4-hydroxy-3-methoxyphenyl)-4,5-dihydroisoxazol-5-yl)acetic acid 1352954-42-7 C12H13NO5
2-(3-(4-hydroxy-3-methoxyphenyl)-4,5-dihydroisoxazol-5-yl)acetic acid
—— 4-[[6-Chloro-5-(methoxymethoxy)pyridin-2-yl]-hydroxymethyl]-2,3,5-trimethylphenol 1253215-20-1 C17H20ClNO4
4-[[6-Chloro-5-(methoxymethoxy)pyridin-2-yl]-hydroxymethyl]-2,3,5-trimethylphenol
—— 4-[[5-(Methoxymethoxy)-6-propan-2-ylpyridin-2-yl]methyl]-2,3,5-trimethylphenol 1253215-25-6 C20H27NO3
4-[[5-(Methoxymethoxy)-6-propan-2-ylpyridin-2-yl]methyl]-2,3,5-trimethylphenol
—— 2,6-dichloro-3,5-dimethoxy-hydroquinone 160925-86-0 C8H8Cl2O4
2,6-dichloro-3,5-dimethoxy-hydroquinone
—— 3-n-octylphenol 20056-69-3 C14H22O
3-n-octylphenol
—— 10-(2-Hydroxy-3,4,6-trimethylphenyl)decanoic acid 58185-84-5 C19H30O3
10-(2-Hydroxy-3,4,6-trimethylphenyl)decanoic acid
—— 2,4,6-triaminoresorcinol 13066-97-2 C6H9N3O2
2,4,6-triaminoresorcinol
—— 3-Hydroxy-4,5-dimethyl-benzylalkohol 90534-21-7 C9H12O2
3-Hydroxy-4,5-dimethyl-benzylalkohol
—— styphninic acid ; barium styphnate 15805-42-2 Ba*C6HN3O8
styphninic acid ; barium styphnate
—— 7-(2'-hydroxy-3',4',6'-trimethylphenyl)heptanoic acid 58185-83-4 C16H24O3
7-(2'-hydroxy-3',4',6'-trimethylphenyl)heptanoic acid
—— 2-hydroxy-3,4,6-trimethylbenzonitrile 95091-87-5 C10H11NO
2-hydroxy-3,4,6-trimethylbenzonitrile
—— lead styphnate —— C6HN3O8*Pb
lead styphnate
—— 6-(2'-hydroxy-3',4',6'-trimethylphenyl)hexanoic acid 58185-82-3 C15H22O3
6-(2'-hydroxy-3',4',6'-trimethylphenyl)hexanoic acid
—— barium 2,4,6-trinitroresorcinolate monohydrate 13406-88-7 Ba*C6HN3O8*H2O
barium 2,4,6-trinitroresorcinolate monohydrate