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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
—— 7-hydroxy-1,5,6-trimethyl-3-phenyl-1H-benzo[1,3,4]oxadiazine 295780-92-6 C16H16N2O2
7-hydroxy-1,5,6-trimethyl-3-phenyl-1H-benzo[1,3,4]oxadiazine
—— 2-Bromo-5,6-dimethyl-4-tetrahydropyranyloxyphenol 176246-21-2 C13H17BrO3
2-Bromo-5,6-dimethyl-4-tetrahydropyranyloxyphenol
—— 4-[Tert-butyl(dimethyl)silyl]oxy-2,3-dimethyl-6-prop-2-enylphenol 182010-90-8 C17H28O2Si
4-[Tert-butyl(dimethyl)silyl]oxy-2,3-dimethyl-6-prop-2-enylphenol
—— 6-<1-Hydroxy-1-(p-hydroxyphenyl)methyl>-6H-dibenz<c,e><1,2>oxaphosphorin 6-oxide 130444-44-9 C19H15O4P
6-<1-Hydroxy-1-(p-hydroxyphenyl)methyl>-6H-dibenz<c,e><1,2>oxaphosphorin 6-oxide
—— 2-[[8-[[(2-Hydroxyphenyl)-(6-oxobenzo[c][2,1]benzoxaphosphinin-6-yl)methyl]amino]octylamino]-(6-oxobenzo[c][2,1]benzoxaphosphinin-6-yl)methyl]phenol 1166187-98-9 C46H46N2O6P2
2-[[8-[[(2-Hydroxyphenyl)-(6-oxobenzo[c][2,1]benzoxaphosphinin-6-yl)methyl]amino]octylamino]-(6-oxobenzo[c][2,1]benzoxaphosphinin-6-yl)methyl]phenol
—— 2-[[2-[[(2-Hydroxyphenyl)-(6-oxobenzo[c][2,1]benzoxaphosphinin-6-yl)methyl]amino]ethylamino]-(6-oxobenzo[c][2,1]benzoxaphosphinin-6-yl)methyl]phenol 1166187-91-2 C40H34N2O6P2
2-[[2-[[(2-Hydroxyphenyl)-(6-oxobenzo[c][2,1]benzoxaphosphinin-6-yl)methyl]amino]ethylamino]-(6-oxobenzo[c][2,1]benzoxaphosphinin-6-yl)methyl]phenol
—— 2-[[6-[[(2-Hydroxyphenyl)-(6-oxobenzo[c][2,1]benzoxaphosphinin-6-yl)methyl]amino]hexylamino]-(6-oxobenzo[c][2,1]benzoxaphosphinin-6-yl)methyl]phenol 1166187-94-5 C44H42N2O6P2
2-[[6-[[(2-Hydroxyphenyl)-(6-oxobenzo[c][2,1]benzoxaphosphinin-6-yl)methyl]amino]hexylamino]-(6-oxobenzo[c][2,1]benzoxaphosphinin-6-yl)methyl]phenol
—— 2-[[4-[[(2-Hydroxyphenyl)-(6-oxobenzo[c][2,1]benzoxaphosphinin-6-yl)methyl]amino]butylamino]-(6-oxobenzo[c][2,1]benzoxaphosphinin-6-yl)methyl]phenol 1166187-93-4 C42H38N2O6P2
2-[[4-[[(2-Hydroxyphenyl)-(6-oxobenzo[c][2,1]benzoxaphosphinin-6-yl)methyl]amino]butylamino]-(6-oxobenzo[c][2,1]benzoxaphosphinin-6-yl)methyl]phenol
—— methyl (E)-6-(5-hydroxy-2-methoxy-3,4-dimethylphenyl)-4-methylhex-4-enoate 182010-93-1 C17H24O4
methyl (E)-6-(5-hydroxy-2-methoxy-3,4-dimethylphenyl)-4-methylhex-4-enoate
—— 4-[Tert-butyl(dimethyl)silyl]oxy-6-chloro-2,3-dimethylphenol 182011-22-9 C14H23ClO2Si
4-[Tert-butyl(dimethyl)silyl]oxy-6-chloro-2,3-dimethylphenol
—— bis-(3-hydroxyphenyl)phosphinic acid 84251-29-6 C12H11O4P
bis-(3-hydroxyphenyl)phosphinic acid
—— 2,3-Dimethyl-4-tetrahydropyranyloxyphenol 184762-90-1 C13H18O3
2,3-Dimethyl-4-tetrahydropyranyloxyphenol
—— 4-hydroxy-2,3-dimethylphenyl allyl ether 3732-03-4 C11H14O2
4-hydroxy-2,3-dimethylphenyl allyl ether
—— 5-chloro-2,3-dimethylbenzene-1,4-diol 182011-21-8 C8H9ClO2
5-chloro-2,3-dimethylbenzene-1,4-diol
—— diethyl (E)-2-(4-hydroxy-3-methoxyphenyl)vinylphosphonate 321558-44-5 C13H19O5P
diethyl (E)-2-(4-hydroxy-3-methoxyphenyl)vinylphosphonate
—— ethyl 1-(p-hydroxyphenyl)cyclopropane-2-acetate 381226-88-6 C13H16O3
ethyl 1-(p-hydroxyphenyl)cyclopropane-2-acetate
—— 6-allyl-2,3-dimethylbenzene-1,4-diol 66557-15-1 C11H14O2
6-allyl-2,3-dimethylbenzene-1,4-diol
—— diethyl (E)-2-(4-hydroxy-3,5-dimethoxyphenyl)vinylphosphonate 321558-45-6 C14H21O6P
diethyl (E)-2-(4-hydroxy-3,5-dimethoxyphenyl)vinylphosphonate
—— N-{2-[4-(2-ethoxyethyl)-2-methylphenoxy]-ethyl}-4-chloro-1,3-dimethyl-5-pyrazolecarboxamide 133884-60-3 C19H26ClN3O3
N-{2-[4-(2-ethoxyethyl)-2-methylphenoxy]-ethyl}-4-chloro-1,3-dimethyl-5-pyrazolecarboxamide
—— 4-bromomethyl-2,6-dihydroxytoluene 114973-11-4 C8H9BrO2
4-bromomethyl-2,6-dihydroxytoluene
—— 1-(2-Hydroxy-phenyl)-heptan-2-one 117379-94-9 C13H18O2
1-(2-Hydroxy-phenyl)-heptan-2-one
—— 2-[(1R)-1-aminoethyl]benzene-1,4-diol 1228566-53-7 C8H11NO2
2-[(1R)-1-aminoethyl]benzene-1,4-diol
—— 2-[(Z)-3-{[1-(tert-butyl)-1,1-dimethyl-silanyl]oxy}-1-propenyl]-4-methylphenol 300767-38-8 C16H26O2Si
2-[(Z)-3-{[1-(tert-butyl)-1,1-dimethyl-silanyl]oxy}-1-propenyl]-4-methylphenol
—— (-)-13-(hydroxymethyl)-14-hydroxy-17-benzyl<11>metacyclophane 94294-25-4 C25H34O2
(-)-13-(hydroxymethyl)-14-hydroxy-17-benzyl<11>metacyclophane
—— ethyl 3-(2-hydroxy-4-methoxyphenyl)propanoate 20921-14-6 C12H16O4
ethyl 3-(2-hydroxy-4-methoxyphenyl)propanoate
—— ethyl (2Z)-3-(benzylamino)-2-(2,4-dibromo-3,6-dihydroxyphenyl)but-2-enoate 6046-27-1 C19H19Br2NO4
ethyl (2Z)-3-(benzylamino)-2-(2,4-dibromo-3,6-dihydroxyphenyl)but-2-enoate
—— 2-Propanol, 1-(ethylamino)-3-(4-(2-methoxyethyl)phenoxy)-, (S)- 95586-79-1 C14H23NO3
2-Propanol, 1-(ethylamino)-3-(4-(2-methoxyethyl)phenoxy)-, (S)-
—— 2-Propanol, 1-(ethylamino)-3-(4-(2-methoxyethyl)phenoxy)-, (R)- 95586-78-0 C14H23NO3
2-Propanol, 1-(ethylamino)-3-(4-(2-methoxyethyl)phenoxy)-, (R)-
—— 1-(2-Hydroxy-phenyl)-pentan-2-one 117379-92-7 C11H14O2
1-(2-Hydroxy-phenyl)-pentan-2-one
—— 4-(2-hydroxyphenyl)butanal 55089-05-9 C10H12O2
4-(2-hydroxyphenyl)butanal
—— 3-bromo-2-[(Z)-2-chloro-2-nitroethenyl]-6-methoxyphenol 117672-29-4 C9H7BrClNO4
3-bromo-2-[(Z)-2-chloro-2-nitroethenyl]-6-methoxyphenol
—— 3-allyl-5-(4-hydroxy-benzylidene)-2-thioxo-thiazolidin-4-one 3783-22-0 C13H11NO2S2
3-allyl-5-(4-hydroxy-benzylidene)-2-thioxo-thiazolidin-4-one
—— 6-[(Z)-2-chloro-2-nitroethenyl]-2,3-dimethoxyphenol 117672-25-0 C10H10ClNO5
6-[(Z)-2-chloro-2-nitroethenyl]-2,3-dimethoxyphenol
—— 2-(2-Chloro-2-nitroethenyl)phenol 117672-17-0 C8H6ClNO3
2-(2-Chloro-2-nitroethenyl)phenol
—— 2-[(Z)-2-chloro-2-nitroethenyl]-4-methoxyphenol 117672-23-8 C9H8ClNO4
2-[(Z)-2-chloro-2-nitroethenyl]-4-methoxyphenol
—— 2-[(Z)-2-chloro-2-nitroethenyl]-4,6-dimethoxyphenol 117672-26-1 C10H10ClNO5
2-[(Z)-2-chloro-2-nitroethenyl]-4,6-dimethoxyphenol
—— 4-bromo-2-[(Z)-2-chloro-2-nitroethenyl]phenol 117672-19-2 C8H5BrClNO3
4-bromo-2-[(Z)-2-chloro-2-nitroethenyl]phenol
—— 2-(2-Chloro-2-nitroethenyl)-6-methoxyphenol 117672-21-6 C9H8ClNO4
2-(2-Chloro-2-nitroethenyl)-6-methoxyphenol
—— merocyclophane A 1384431-55-3 C36H56O4
merocyclophane A
—— 3-hydroxy-5-methoxyphenyl N,N-dimethylcarbamate 140410-29-3 C10H13NO4
3-hydroxy-5-methoxyphenyl N,N-dimethylcarbamate
—— Methyl-4,6-dichlorhomogentisat 57166-02-6 C9H8Cl2O4
Methyl-4,6-dichlorhomogentisat
—— 3-hydroxy-5-methoxyphenyl N-piperidylcarbamate 140410-31-7 C13H17NO4
3-hydroxy-5-methoxyphenyl N-piperidylcarbamate
—— N-<5-<<(cyclohexylamino)carbonyl>oxy>-2-pentyl>norepinephrine 88719-63-5 C20H32N2O5
N-<5-<<(cyclohexylamino)carbonyl>oxy>-2-pentyl>norepinephrine
—— N-(5-hydroxy-2-pentyl)norepinephrine 710272-16-5 C13H21NO4
N-(5-hydroxy-2-pentyl)norepinephrine
—— nickel(II) picrate 63085-06-3 2C6H2N3O7*Ni
nickel(II) picrate
—— 4-(2,5-dihydroxyphenyl)-2-phenyl-1,3-dioxolane 1104385-97-8 C15H14O4
4-(2,5-dihydroxyphenyl)-2-phenyl-1,3-dioxolane
—— 2-(diethylphosphanyl)phenol 658707-44-9 C10H15OP
2-(diethylphosphanyl)phenol
—— 5-<6-(2,3-dihydroxyphenyl)hexyl>-3-methylene-2-dihydrofuranone 81464-91-7 C17H22O4
5-<6-(2,3-dihydroxyphenyl)hexyl>-3-methylene-2-dihydrofuranone
—— 2-isopropylphenylphosphanyl-4-methylphenol 185509-26-6 C16H19OP
2-isopropylphenylphosphanyl-4-methylphenol
—— 2,3,5,6-tetrafluoro-4-methylphenol 1644-90-2 C7H4F4O
2,3,5,6-tetrafluoro-4-methylphenol