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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
—— ethyl 3,4-dimethyl-5-hydroxyphenylacetate 765302-63-4 C12H16O3
ethyl 3,4-dimethyl-5-hydroxyphenylacetate
—— 1-[5-(2,4-Dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-3,4-dihydropyrazol-2-yl]ethanone 1428324-84-8 C17H16N2O5
1-[5-(2,4-Dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-3,4-dihydropyrazol-2-yl]ethanone
—— 4-(difluoromethoxy)-2-aminophenol 1134197-99-1 C7H7F2NO2
4-(difluoromethoxy)-2-aminophenol
—— 4,6-Bis-[(pyridin-2-ylmethyl)-amino]-benzene-1,3-diol 908587-03-1 C18H18N4O2
4,6-Bis-[(pyridin-2-ylmethyl)-amino]-benzene-1,3-diol
—— ethyl 3-(2-ethoxy-5-hydroxyphenyl)propionate 441356-33-8 C13H18O4
ethyl 3-(2-ethoxy-5-hydroxyphenyl)propionate
—— 5-(3-hydroxy-4-methoxybenzylidene) thiazolidine-2, 4-dione 184840-76-4 C11H9NO4S
5-(3-hydroxy-4-methoxybenzylidene) thiazolidine-2, 4-dione
—— 2,3,5,6-Tetrakis-(β-chlor-ethylmercapto)-hydrochinon 19988-92-2 C14H18Cl4O2S4
2,3,5,6-Tetrakis-(β-chlor-ethylmercapto)-hydrochinon
—— sodium;2-(2-sulfooxyethyliminomethyl)phenolate 110925-66-1 C9H10NO5S*Na
sodium;2-(2-sulfooxyethyliminomethyl)phenolate
—— 1-acetyl-3-(2,4-dihydroxyphenyl)-5-(3-methylphenyl)-4,5-dihydro-(1H)-pyrazole 367488-27-5 C18H18N2O3
1-acetyl-3-(2,4-dihydroxyphenyl)-5-(3-methylphenyl)-4,5-dihydro-(1H)-pyrazole
—— 3-(2-hydroxyphenyl)-1-morpholinopropan-1-one 262272-01-5 C13H17NO3
3-(2-hydroxyphenyl)-1-morpholinopropan-1-one
—— 2-ethyl-2-(2-hydroxyphenyl)-1,3-dioxolane 92071-60-8 C11H14O3
2-ethyl-2-(2-hydroxyphenyl)-1,3-dioxolane
—— 2-Chloro-5-[(6-methoxypyridazin-3-yl)methyl]phenol 770719-30-7 C12H11ClN2O2
2-Chloro-5-[(6-methoxypyridazin-3-yl)methyl]phenol
—— N-phenyl-α-(3-hydroxyphenyl)nitrone 19865-56-6 C13H11NO2
N-phenyl-α-(3-hydroxyphenyl)nitrone
—— 4-(3-Benzyloxy-4-methoxy-phenyl)-6-(2-hydroxy-4,6-dimethoxy-phenyl)-2,3a,4,5-tetrahydro-indazol-3-one 111570-65-1 C29H28N2O6
4-(3-Benzyloxy-4-methoxy-phenyl)-6-(2-hydroxy-4,6-dimethoxy-phenyl)-2,3a,4,5-tetrahydro-indazol-3-one
—— 1-(2-ethyl-6-isopropylphenyl)-3-(2-hydroxy-4-nitrophenyl)urea 1202526-47-3 C18H21N3O4
1-(2-ethyl-6-isopropylphenyl)-3-(2-hydroxy-4-nitrophenyl)urea
—— 1-[3-(4-Hydroxy-2-methoxyphenyl)-5-(2-hydroxyphenyl)-3,4-dihydropyrazol-2-yl]ethanone 1428324-94-0 C18H18N2O4
1-[3-(4-Hydroxy-2-methoxyphenyl)-5-(2-hydroxyphenyl)-3,4-dihydropyrazol-2-yl]ethanone
—— 1-(2-hydroxy-4-nitrophenyl)-3-(2,4,6-trifluorophenyl)urea 1202526-34-8 C13H8F3N3O4
1-(2-hydroxy-4-nitrophenyl)-3-(2,4,6-trifluorophenyl)urea
—— 1-(5-(3,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)ethanone 1428324-87-1 C17H16N2O4
1-(5-(3,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)ethanone
—— 2-(4-Hydroxy-phenoxy)-aethylhydrazin 60573-92-4 C8H12N2O2
2-(4-Hydroxy-phenoxy)-aethylhydrazin
—— 4-[6-(2-Chloro-4-hydroxy-phenoxy)-hexyl]-heptane-3,5-dione 62489-55-8 C19H27ClO4
4-[6-(2-Chloro-4-hydroxy-phenoxy)-hexyl]-heptane-3,5-dione
—— 3,5,6-trichloro-benzene-1,2,4-triol 56961-22-9 C6H3Cl3O3
3,5,6-trichloro-benzene-1,2,4-triol
—— 3-methoxy-2-(2-methyl-2-propenyloxy)phenol 917224-10-3 C11H14O3
3-methoxy-2-(2-methyl-2-propenyloxy)phenol
—— 2-methoxy-6-(2-methyl-2-propenyloxy)phenol 917224-11-4 C11H14O3
2-methoxy-6-(2-methyl-2-propenyloxy)phenol
—— ethyl (3,4,5-trifluoro-2-hydroxyphenyl)acetate 1363149-38-5 C10H9F3O3
ethyl (3,4,5-trifluoro-2-hydroxyphenyl)acetate
—— Phenol, 3-(1-ethyl-1,2,5,6-tetrahydro-3-pyridinyl)- 83010-52-0 C13H17NO
Phenol, 3-(1-ethyl-1,2,5,6-tetrahydro-3-pyridinyl)-
—— O-acetylcalopin 485822-46-6 C15H18O6
O-acetylcalopin
—— 2,4,6-Trichlor-3,5-difluor-phenol 2992-91-8 C6HCl3F2O
2,4,6-Trichlor-3,5-difluor-phenol
—— 3-(1-propyl-1,2,5,6-tetrahydropyridin-3-yl)-phenol hydrochloride 83010-47-3 C14H19NO*ClH
3-(1-propyl-1,2,5,6-tetrahydropyridin-3-yl)-phenol hydrochloride
—— Phenol, 3-[1-(cyclopropylmethyl)-1,2,5,6-tetrahydro-3-pyridinyl]- 83010-55-3 C15H19NO
Phenol, 3-[1-(cyclopropylmethyl)-1,2,5,6-tetrahydro-3-pyridinyl]-
—— 4-{[(4-Fluorophenyl)imino]methyl}-2-methoxyphenol 3382-69-2 C14H12FNO2
4-{[(4-Fluorophenyl)imino]methyl}-2-methoxyphenol
—— methyl 2-(3-hydroxy-5-methoxy-2-propylphenyl)acetate 1290605-58-1 C13H18O4
methyl 2-(3-hydroxy-5-methoxy-2-propylphenyl)acetate
—— 2-(3-Hydroxy-5-methoxy-2-propylphenyl)acetic acid 248595-42-8 C12H16O4
2-(3-Hydroxy-5-methoxy-2-propylphenyl)acetic acid
—— 2,6-Dinitro-4-(1-propylpentyl)-phenol 6465-63-0 C14H20N2O5
2,6-Dinitro-4-(1-propylpentyl)-phenol
—— (4-Chloro-3-hydroxyphenyl) acetic acid methyl ester 672931-86-1 C9H9ClO3
(4-Chloro-3-hydroxyphenyl) acetic acid methyl ester
—— 1-[3-(3,4-Dihydroxyphenyl)-5-(2-hydroxyphenyl)-3,4-dihydropyrazol-2-yl]ethanone 1428324-91-7 C17H16N2O4
1-[3-(3,4-Dihydroxyphenyl)-5-(2-hydroxyphenyl)-3,4-dihydropyrazol-2-yl]ethanone
—— cyclopentyl(4-hydroxyphenyl)acetic acid 941867-97-6 C13H16O3
cyclopentyl(4-hydroxyphenyl)acetic acid
—— (D)-(-)-N-methanesulfonyl-homotyrosinol 780820-76-0 C11H17NO4S
(D)-(-)-N-methanesulfonyl-homotyrosinol
—— 2-((2-hydroxybenzylidene)amino)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carbonitrile 69438-33-1 C16H14N2OS
2-((2-hydroxybenzylidene)amino)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carbonitrile
—— phenol-DMF complex 40897-63-0 C3H7NO*C6H6O
phenol-DMF complex
—— phenol-cyclohexanone complex 4264-62-4 C6H6O*C6H10O
phenol-cyclohexanone complex
—— phenol-thiophene 56484-03-8 C4H4S*C6H6O
phenol-thiophene
—— 2-hydroxy-6-methoxyphenylphosphonic acid 136829-81-7 C7H9O5P
2-hydroxy-6-methoxyphenylphosphonic acid
—— (R)-1-(3-hydroxy-4-methoxy-benzoyl)-3-hydroxy-2-pyrrolidinone 84367-15-7 C12H13NO5
(R)-1-(3-hydroxy-4-methoxy-benzoyl)-3-hydroxy-2-pyrrolidinone
—— 18,19-seco-apicularen A 313644-61-0 C18H22O5
18,19-seco-apicularen A
—— 1-[5-(3,5-Dihydroxyphenyl)-3-(3-hydroxyphenyl)-3,4-dihydropyrazol-2-yl]ethanone 1428324-96-2 C17H16N2O4
1-[5-(3,5-Dihydroxyphenyl)-3-(3-hydroxyphenyl)-3,4-dihydropyrazol-2-yl]ethanone
—— 1-[3-(3-Hydroxyphenyl)-5-(4-hydroxyphenyl)-3,4-dihydropyrazol-2-yl]ethanone 1428324-89-3 C17H16N2O3
1-[3-(3-Hydroxyphenyl)-5-(4-hydroxyphenyl)-3,4-dihydropyrazol-2-yl]ethanone
—— 3'-(4'''-bromophenyl)-2'Z-propenyl 3-(3''-hydroxy-4''-methoxyphenyl)propanoate 1146133-45-0 C19H19BrO4
3'-(4'''-bromophenyl)-2'Z-propenyl 3-(3''-hydroxy-4''-methoxyphenyl)propanoate
—— 1-(3-(2-hydroxyphenyl)-5-(3-hydroxyphenyl)-4,5-dihydro-1Hpyrazol-1-yl) ethan-1-one 1428324-92-8 C17H16N2O3
1-(3-(2-hydroxyphenyl)-5-(3-hydroxyphenyl)-4,5-dihydro-1Hpyrazol-1-yl) ethan-1-one
—— o-(4-methyl-3-pentenyl)phenol 143700-87-2 C12H16O
o-(4-methyl-3-pentenyl)phenol
—— 5-Methyl-2-(5-methylhex-4-enyl)phenol 1262789-20-7 C14H20O
5-Methyl-2-(5-methylhex-4-enyl)phenol