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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
—— 4-methyl-6-(4-thiazol-4-yl-isoxazol-5-yl)-benzene-1,3-diol 66780-76-5 C13H10N2O3S
4-methyl-6-(4-thiazol-4-yl-isoxazol-5-yl)-benzene-1,3-diol
—— 4-Benzyloxy-3-fluoro-2-mercapto-phenol 620626-91-7 C13H11FO2S
4-Benzyloxy-3-fluoro-2-mercapto-phenol
—— N-(2-Hydroxy-3-methoxy-benzyl)-aminoacetaldehyd-dimethylacetal 36646-90-9 C12H19NO4
N-(2-Hydroxy-3-methoxy-benzyl)-aminoacetaldehyd-dimethylacetal
—— 5-(4-hydroxybenzyl)-2,2,5-trimethyl-1,3-dioxane-4,6-dione 1334672-61-5 C14H16O5
5-(4-hydroxybenzyl)-2,2,5-trimethyl-1,3-dioxane-4,6-dione
—— 4-amino-6-methyl-resorcinol 708201-61-0 C7H9NO2
4-amino-6-methyl-resorcinol
—— 5,13,21,29-Tetrahydroxy<2<sub>4</sub>>metacyclophan 153862-38-5 C32H32O4
5,13,21,29-Tetrahydroxy<2<sub>4</sub>>metacyclophan
—— 1-(3,4-Dihydroxy-phenyl)-4-methyl-pentan-1-ol 25474-46-8 C12H18O3
1-(3,4-Dihydroxy-phenyl)-4-methyl-pentan-1-ol
—— 4,6-dichloro-3-hydroxy-2-nitrobenzamide 679797-75-2 C7H4Cl2N2O4
4,6-dichloro-3-hydroxy-2-nitrobenzamide
—— <(hydroxy-2' nitro-4' phenyl) carbamoyl>-2 nitro-6 benzoxazoline 92607-97-1 C14H10N4O7
<(hydroxy-2' nitro-4' phenyl) carbamoyl>-2 nitro-6 benzoxazoline
—— 2-[4-(2-methoxyethyl)phenoxy]ethanol 118241-48-8 C11H16O3
2-[4-(2-methoxyethyl)phenoxy]ethanol
—— 2-tert-butyl-4-chloro-5-[2-{4-(2-methoxyethyl)phenoxy}ethyloxy]-3(2H)-pyridazinone 118241-81-9 C19H25ClN2O4
2-tert-butyl-4-chloro-5-[2-{4-(2-methoxyethyl)phenoxy}ethyloxy]-3(2H)-pyridazinone
—— 4-Benzyloxy-2,5-dimethyl-phenol 147351-69-7 C15H16O2
4-Benzyloxy-2,5-dimethyl-phenol
—— 2-chloro-6-<2-hydroxy-1-(isopropylthio)ethyl>phenol 121045-28-1 C11H15ClO2S
2-chloro-6-<2-hydroxy-1-(isopropylthio)ethyl>phenol
—— N-Isopropyldopamine hydrochloride 5178-52-9 C11H17NO2*ClH
N-Isopropyldopamine hydrochloride
—— 4-benzyloxy-2,6-dimethylphenol 38645-03-3 C15H16O2
4-benzyloxy-2,6-dimethylphenol
—— N-(3-cyclohexylphenyl)-4-hydroxy-3-methoxyphenylacetamide 478400-38-3 C21H25NO3
N-(3-cyclohexylphenyl)-4-hydroxy-3-methoxyphenylacetamide
—— 4-(4-hydroxy-2-methylphenyl)-butyric acid ethyl ester 729590-52-7 C13H18O3
4-(4-hydroxy-2-methylphenyl)-butyric acid ethyl ester
—— 3,4-dimethoxy-6-isopentenylphenol 75188-80-6 C13H18O3
3,4-dimethoxy-6-isopentenylphenol
—— N-Adamantan-1-yl-N'-(4-hydroxy-2-methyl-phenyl)-guanidine 133985-82-7 C18H25N3O
N-Adamantan-1-yl-N'-(4-hydroxy-2-methyl-phenyl)-guanidine
—— o-Hydroxyacetophenonacetyloxim 54758-75-7 C10H11NO3
o-Hydroxyacetophenonacetyloxim
—— 3-Salicylideneamino-4-aminofurazan 107835-21-2 C9H8N4O2
3-Salicylideneamino-4-aminofurazan
—— 4-[6-(cyclohexylamino)-4,5-dihydro[1,2,5]oxadiazolo[3,4-b]pyrazin-5-yl]phenol hydrochloride 1224473-90-8 C16H19N5O2*ClH
4-[6-(cyclohexylamino)-4,5-dihydro[1,2,5]oxadiazolo[3,4-b]pyrazin-5-yl]phenol hydrochloride
—— 2-(2'-hydroxy-3'-methoxyphenyl)-5-methyl-3,6-dihydro-6H-pyran 78797-37-2 C13H16O3
2-(2'-hydroxy-3'-methoxyphenyl)-5-methyl-3,6-dihydro-6H-pyran
—— (Z)-α-(2'-bromo-4'-hydroxy-5'-methoxyphenyl)-N-benzylnitrone 1271303-89-9 C15H14BrNO3
(Z)-α-(2'-bromo-4'-hydroxy-5'-methoxyphenyl)-N-benzylnitrone
—— 2-(3,4-Dihydroxy-5-nitrobenzyl)pyrrole 116314-74-0 C11H10N2O4
2-(3,4-Dihydroxy-5-nitrobenzyl)pyrrole
—— 2-Me-6-(tBuN=CH)C6H3OH 68018-14-4 C12H17NO
2-Me-6-(tBuN=CH)C6H3OH
—— (E)-ethyl 2-(1-(3-hydroxyphenyl)ethylidene)hydrazinecarboxylate 1072880-58-0 C11H14N2O3
(E)-ethyl 2-(1-(3-hydroxyphenyl)ethylidene)hydrazinecarboxylate
—— 1-(2-Hydroxybenzyl)-2-ethoxycarbonyl-hydrazin 90873-64-6 C10H14N2O3
1-(2-Hydroxybenzyl)-2-ethoxycarbonyl-hydrazin
—— 2-Ethylhexylphenol 1331-54-0 C14H22O
2-Ethylhexylphenol
—— 3-hydroxy-6-methoxy-2,4,5-trimethyl-benzaldehyde 171277-66-0 C11H14O3
3-hydroxy-6-methoxy-2,4,5-trimethyl-benzaldehyde
—— (4-hydroxy-benzylidene)-carbazic acid ethyl ester 78266-66-7 C10H12N2O3
(4-hydroxy-benzylidene)-carbazic acid ethyl ester
—— N'-[1-(3-hydroxy-phenyl)-ethylidene]-hydrazinecarboxylic acid ethyl ester 540758-03-0 C11H14N2O3
N'-[1-(3-hydroxy-phenyl)-ethylidene]-hydrazinecarboxylic acid ethyl ester
—— 2-Pyrazoline, 1,5-dimethyl-, picrate 5775-97-3 C11H13N5O7
2-Pyrazoline, 1,5-dimethyl-, picrate
—— 3-(dimethylamino)-4-nitrophenol 14703-80-1 C8H10N2O3
3-(dimethylamino)-4-nitrophenol
—— 2-(1-hydroxyallyl)-6-methylphenol 911817-84-0 C10H12O2
2-(1-hydroxyallyl)-6-methylphenol
—— 1-(3-hydroxy-phenyl)-2-propylamino-ethanol 56050-07-8 C11H17NO2
1-(3-hydroxy-phenyl)-2-propylamino-ethanol
—— 3-(2-tert-Butylamino-1-hydroxy-ethyl)-phenol 36674-68-7 C12H19NO2
3-(2-tert-Butylamino-1-hydroxy-ethyl)-phenol
—— 3-(2-(butylamino)-1-hydroxyethyl)phenol 4232-14-8 C12H19NO2
3-(2-(butylamino)-1-hydroxyethyl)phenol
—— 2-Mercapto-5-methoxyphenol 36772-77-7 C7H8O2S
2-Mercapto-5-methoxyphenol
—— ethyl 3-(3,4-difluoro-5-hydroxyphenyl)propanoate 1035154-98-3 C11H12F2O3
ethyl 3-(3,4-difluoro-5-hydroxyphenyl)propanoate
—— 3-bromo-2-hydroxy-5-methoxy-benzonitrile 1191044-96-8 C8H6BrNO2
3-bromo-2-hydroxy-5-methoxy-benzonitrile
—— 2-methyl-3-(methanethio)phenol 85428-50-8 C8H10OS
2-methyl-3-(methanethio)phenol
—— 2-(2-Ethyl-[1,3]dioxolan-2-yl)-6-methoxy-phenol 78094-45-8 C12H16O4
2-(2-Ethyl-[1,3]dioxolan-2-yl)-6-methoxy-phenol
—— 2-hydroxy-4-methoxy-5-(methylthio)benzaldehyde 288589-41-3 C9H10O3S
2-hydroxy-4-methoxy-5-(methylthio)benzaldehyde
—— N-[2-(diethylamino)ethyl]-2-(4-hydroxyphenoxy)acetamide;hydron;chloride —— C14H23ClN2O3
N-[2-(diethylamino)ethyl]-2-(4-hydroxyphenoxy)acetamide;hydron;chloride
—— Phenol, 2,6-dimethoxy-4-(4-piperonylpiperazin-1-ylcarbonyl)-, hydrochloride 6761-68-8 C21H25ClN2O6
Phenol, 2,6-dimethoxy-4-(4-piperonylpiperazin-1-ylcarbonyl)-, hydrochloride
—— (2,4-dihydroxy-5-methoxy-phenyl)-glyoxylic acid 99548-39-7 C9H8O6
(2,4-dihydroxy-5-methoxy-phenyl)-glyoxylic acid
—— 3,5-dimethyl-1,2,4-benzenetriol 4380-94-3 C8H10O3
3,5-dimethyl-1,2,4-benzenetriol
—— 3-((R)-1-((R)-1-phenylethylamino)ethyl)phenol 1372628-56-2 C16H19NO
3-((R)-1-((R)-1-phenylethylamino)ethyl)phenol
—— (Z,Z)-5-(3-chloro-4-hydroxybenzylidene)-2-cyclobutylimino-3-phenyl-thiazolidin-4-one 1228116-83-3 C20H17ClN2O2S
(Z,Z)-5-(3-chloro-4-hydroxybenzylidene)-2-cyclobutylimino-3-phenyl-thiazolidin-4-one