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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-(benzylthio)resorcin 139625-63-1 C13H12O2S
4-(benzylthio)resorcin
—— 2,5-dihydroxyphenylpentylamide 106296-36-0 C11H15NO3
2,5-dihydroxyphenylpentylamide
—— 2-Methylpropanal;phenol 94891-46-0 C10H14O2
2-Methylpropanal;phenol
—— 5-fluoro-2-hydroxy-3-methoxybenzonitrile 862088-19-5 C8H6FNO2
5-fluoro-2-hydroxy-3-methoxybenzonitrile
—— 2,4-Thiazolidinedione, 3-((3,4-dichlorophenyl)methyl)-5-((3,4,5-trihydroxyphenyl)methylene)- 848601-97-8 C17H11Cl2NO5S
2,4-Thiazolidinedione, 3-((3,4-dichlorophenyl)methyl)-5-((3,4,5-trihydroxyphenyl)methylene)-
—— 1-(2-hydroxy-4-methoxy-3-prenylphenyl)-3-(thien-2-yl)-2-propen-1-one 791113-31-0 C19H20O3S
1-(2-hydroxy-4-methoxy-3-prenylphenyl)-3-(thien-2-yl)-2-propen-1-one
—— 3-(furan-2-yl)-1-(2-hydroxy-3-prenyl-4-methoxyphenyl)-2-propen-1-one 791113-33-2 C19H20O4
3-(furan-2-yl)-1-(2-hydroxy-3-prenyl-4-methoxyphenyl)-2-propen-1-one
—— 4-(2-Amino-2-hydroxyethyl)phenol 356561-03-0 C8H11NO2
4-(2-Amino-2-hydroxyethyl)phenol
—— 5-(diisopropylamino)-2-nitrophenol 398482-49-0 C12H18N2O3
5-(diisopropylamino)-2-nitrophenol
—— 4-(2-Hydroxy-2-prop-2-enylpent-4-enyl)phenol 937669-11-9 C14H18O2
4-(2-Hydroxy-2-prop-2-enylpent-4-enyl)phenol
—— picric acid ; benzene-picric acid 37437-43-7 C6H3N3O7*C6H6
picric acid ; benzene-picric acid
—— 4,6-Dimethyl-5-nitro-1,3-benzenediol 937689-62-8 C8H9NO4
4,6-Dimethyl-5-nitro-1,3-benzenediol
—— 4-(4-piperidinyloxy)phenol hydrochloride 528861-52-1 C11H15NO2*ClH
4-(4-piperidinyloxy)phenol hydrochloride
—— 3-[4-Chloro-6-fluoro-2-hydroxy-3-nitrophenyl]-1-methyl-6-trifluoromethyl-2,4-(1H,3H)-pyrimidinedione 270076-32-9 C12H6ClF4N3O5
3-[4-Chloro-6-fluoro-2-hydroxy-3-nitrophenyl]-1-methyl-6-trifluoromethyl-2,4-(1H,3H)-pyrimidinedione
—— 2-Chloro-4-(oxan-2-yloxy)phenol 170795-18-3 C11H13ClO3
2-Chloro-4-(oxan-2-yloxy)phenol
—— 3-Brom-2,4,5-trimethylphenol 54344-94-4 C9H11BrO
3-Brom-2,4,5-trimethylphenol
—— 4-(t-butyldimethylsiloxy)methyl-3,5-dimethoxyphenol 482628-14-8 C15H26O4Si
4-(t-butyldimethylsiloxy)methyl-3,5-dimethoxyphenol
—— ethyl 3-(3-hydroxy-4-methoxyphenyl)-2-isopropoxypropanoate 478929-34-9 C15H22O5
ethyl 3-(3-hydroxy-4-methoxyphenyl)-2-isopropoxypropanoate
—— 2-(4-Bromo-2-fluoro-5-hydroxyphenyl)-5-(trifluoromethyl)pyridazin-3-one 188489-30-7 C11H5BrF4N2O2
2-(4-Bromo-2-fluoro-5-hydroxyphenyl)-5-(trifluoromethyl)pyridazin-3-one
—— 2-(4-Chloro-2-fluoro-5-hydroxyphenyl)-6-methyl-5-(trifluoromethyl)pyridazin-3-one 188489-16-9 C12H7ClF4N2O2
2-(4-Chloro-2-fluoro-5-hydroxyphenyl)-6-methyl-5-(trifluoromethyl)pyridazin-3-one
—— 2-(4-Bromo-2-fluoro-5-hydroxyphenyl)-4-methyl-5-(trifluoromethyl)pyridazin-3-one 188489-31-8 C12H7BrF4N2O2
2-(4-Bromo-2-fluoro-5-hydroxyphenyl)-4-methyl-5-(trifluoromethyl)pyridazin-3-one
—— propane-1-sulfonic acid [2-(4-cyano-phenylamino)-2-(4,5-diethoxy-2-hydroxy-phenyl)-ethyl]-amide 284044-24-2 C22H29N3O5S
propane-1-sulfonic acid [2-(4-cyano-phenylamino)-2-(4,5-diethoxy-2-hydroxy-phenyl)-ethyl]-amide
—— 4-(3,5,7-Trimethylnonyl)phenol —— C18H30O
4-(3,5,7-Trimethylnonyl)phenol
—— (S)-(+)-5-(3,4-dihydroxy-3-methyl-1-butyl)-2,3,6-trimethylphenol 69371-83-1 C14H22O3
(S)-(+)-5-(3,4-dihydroxy-3-methyl-1-butyl)-2,3,6-trimethylphenol
—— (+)-Prenalterol hydrochloride 76420-86-5 C12H19NO3*ClH
(+)-Prenalterol hydrochloride
—— [4-(4-hydroxy-phenyl)-4,5-dihydro-1<i>H</i>-imidazol-2-yl]-carbamic acid methyl ester 69811-09-2 C11H13N3O3
[4-(4-hydroxy-phenyl)-4,5-dihydro-1<i>H</i>-imidazol-2-yl]-carbamic acid methyl ester
—— 2,5-Dibutoxybenzene-1,4-diol 10551-34-5 C14H22O4
2,5-Dibutoxybenzene-1,4-diol
—— 3-Amino-2,4,6-trifluorophenol 113512-72-4 C6H4F3NO
3-Amino-2,4,6-trifluorophenol
—— 4-(2-Chloro-5-hydroxyanilino)-2-(2-pyrazinyl)-6-trifluoromethylpyrimidine 438249-30-0 C15H9ClF3N5O
4-(2-Chloro-5-hydroxyanilino)-2-(2-pyrazinyl)-6-trifluoromethylpyrimidine
—— 2-(furan-3-yl)phenol 76815-77-5 C10H8O2
2-(furan-3-yl)phenol
—— 4-(5-Hydroxy-2-methylanilino)-2-(2-pyrazinyl)-6-trifluoromethylpyrimidine 438249-29-7 C16H12F3N5O
4-(5-Hydroxy-2-methylanilino)-2-(2-pyrazinyl)-6-trifluoromethylpyrimidine
—— Formaldehyde;3-methylphenol —— C8H10O2
Formaldehyde;3-methylphenol
—— 4-Chloro-3-(1,1-dimethylethyl)-N-[2-[4-(2-ethoxyethyl)-2-methylphenoxy]ethyl]-1-methyl-1H-pyrazole-5-carboxamide 222840-96-2 C22H32ClN3O3
4-Chloro-3-(1,1-dimethylethyl)-N-[2-[4-(2-ethoxyethyl)-2-methylphenoxy]ethyl]-1-methyl-1H-pyrazole-5-carboxamide
—— 4-acetyl-2-(3-hydroxyphenyl)-5-methyl-1-vinyl-2,3-dihydro-1H-1,2,3-triazole 1169829-24-6 C13H15N3O2
4-acetyl-2-(3-hydroxyphenyl)-5-methyl-1-vinyl-2,3-dihydro-1H-1,2,3-triazole
—— 4-benzyloxy-2-butylphenol 1445971-93-6 C17H20O2
4-benzyloxy-2-butylphenol
—— 4-benzyloxy-3-propylphenol 1260740-89-3 C16H18O2
4-benzyloxy-3-propylphenol
—— 4-benzyloxy-2-cyclohexylmethylphenol 1445967-17-8 C20H24O2
4-benzyloxy-2-cyclohexylmethylphenol
—— (4-fluoro-5-hydroxy-2-methylphenyl) methyl carbonate 193001-67-1 C9H9FO4
(4-fluoro-5-hydroxy-2-methylphenyl) methyl carbonate
—— 2-acetamido-3-hydroxy-4-methoxybenzaldehyde 254428-89-2 C10H11NO4
2-acetamido-3-hydroxy-4-methoxybenzaldehyde
—— 2,5-Dibutylbenzene-1,4-diol 720-93-4 C14H22O2
2,5-Dibutylbenzene-1,4-diol
—— 4,4'-[Oxybis(methylene)]bis[2-methoxyphenol] 2880-61-7 C16H18O5
4,4'-[Oxybis(methylene)]bis[2-methoxyphenol]
—— 3-(3-hydroxyphenyl)-thiophene-2-carbonitrile 342613-75-6 C11H7NOS
3-(3-hydroxyphenyl)-thiophene-2-carbonitrile
—— 5-Chloro-1,2,3-trihydroxybenzene 100859-41-4 C6H5ClO3
5-Chloro-1,2,3-trihydroxybenzene
—— 1-(2-hydroxyphenyl)guanidine 1015844-00-4 C7H9N3O
1-(2-hydroxyphenyl)guanidine
—— 3-(2-Phenylethyl)-6-hydroxy-7-propyl-benzothiophene-1,1-dioxide 228578-53-8 C19H20O3S
3-(2-Phenylethyl)-6-hydroxy-7-propyl-benzothiophene-1,1-dioxide
—— 1-(3,5-Dihydroxyphenyl)butan-2-one 143406-81-9 C10H12O3
1-(3,5-Dihydroxyphenyl)butan-2-one
—— 4-hydroxy-3-methoxy-5-(methylsulfonyl)benzaldehyde 116315-11-8 C9H10O5S
4-hydroxy-3-methoxy-5-(methylsulfonyl)benzaldehyde
—— N-[2-(3-hydroxy-4-methylphenylamino)ethyl]methanesulfonamide 66550-39-8 C10H16N2O3S
N-[2-(3-hydroxy-4-methylphenylamino)ethyl]methanesulfonamide
—— dobutamine phosphate 120885-52-1 C18H23NO3*H3O4P
dobutamine phosphate
—— (4-hydroxybenzyl)hydrazine hydrochloride 380227-22-5 C7H10N2O*ClH
(4-hydroxybenzyl)hydrazine hydrochloride