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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
—— 5-Chloro-I+/-,2-dihydroxybenzeneacetic acid 73289-76-6 C8H7ClO4
5-Chloro-I+/-,2-dihydroxybenzeneacetic acid
—— 3-(3-fluoro-4-hydroxy-5-methoxy-phenyl)-1-((1aS,5aR)-1,1,2-trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclopropa[a]pentalen-4-yl)-propan-1-one 910814-29-8 C21H23FO3S
3-(3-fluoro-4-hydroxy-5-methoxy-phenyl)-1-((1aS,5aR)-1,1,2-trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclopropa[a]pentalen-4-yl)-propan-1-one
—— 5-chloro-2-isopropyl-4-methoxy-phenol 865305-19-7 C10H13ClO2
5-chloro-2-isopropyl-4-methoxy-phenol
—— 3-nitro-5-ethylcatechol 71608-02-1 C8H9NO4
3-nitro-5-ethylcatechol
—— Decyl 5-hydroxy-6-[2-[2-(4-hydroxy-3,5-dimethoxyphenyl)ethyl]-1,3-dithian-2-yl]-3-oxohexanoate 1139819-31-0 C30H48O7S2
Decyl 5-hydroxy-6-[2-[2-(4-hydroxy-3,5-dimethoxyphenyl)ethyl]-1,3-dithian-2-yl]-3-oxohexanoate
—— 2-fluoro-4-trimethylsilanyl-phenol 1030382-91-2 C9H13FOSi
2-fluoro-4-trimethylsilanyl-phenol
—— 3-chloro-2-(3-hydroxypropyl)phenol. 1154740-52-9 C9H11ClO2
3-chloro-2-(3-hydroxypropyl)phenol.
—— 5-[5-(4-chloro-benzyl)-[1,3,4]-oxadiazol-2-yl]-2-methyl-phenol 1000002-66-3 C16H13ClN2O2
5-[5-(4-chloro-benzyl)-[1,3,4]-oxadiazol-2-yl]-2-methyl-phenol
—— 5-[5-(4-chloro-phenyl)-[1,3,4]-oxadiazol-2-yl]-2-methyl-phenol 1000002-71-0 C15H11ClN2O2
5-[5-(4-chloro-phenyl)-[1,3,4]-oxadiazol-2-yl]-2-methyl-phenol
—— 2,6-Diamino-4-methoxyphenol 38213-77-3 C7H10N2O2
2,6-Diamino-4-methoxyphenol
—— 4-hydroxy-2,6 dimethyl-dihydro-ethyl cinnamate 729590-61-8 C13H18O3
4-hydroxy-2,6 dimethyl-dihydro-ethyl cinnamate
—— 2-[[2-(4-Methoxyphenyl)ethoxy]methyl]pyrrolidine 933758-82-8 C14H21NO2
2-[[2-(4-Methoxyphenyl)ethoxy]methyl]pyrrolidine
—— 1,2-bis(methylsulfonyl)-1-(2-chloroethyl)-2-[[1-(3-hydroxy-4-nitrophenyl)ethoxy]carbonyl]hydrazine 881404-76-8 C13H18ClN3O9S2
1,2-bis(methylsulfonyl)-1-(2-chloroethyl)-2-[[1-(3-hydroxy-4-nitrophenyl)ethoxy]carbonyl]hydrazine
—— 2-methoxy-4-({6-[4-(2-fluorophenoxy)piperidin-1-yl]pyridazin-3-yl}ethynyl)phenol 1029359-62-3 C24H22FN3O3
2-methoxy-4-({6-[4-(2-fluorophenoxy)piperidin-1-yl]pyridazin-3-yl}ethynyl)phenol
—— 2-methyl-4-(trimethylsilyl)phenol 58933-97-4 C10H16OSi
2-methyl-4-(trimethylsilyl)phenol
—— 4-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-5-fluoro-2-methoxy-phenol 1036383-61-5 C15H12ClFN2O2
4-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-5-fluoro-2-methoxy-phenol
—— 4-Fluoro-5-iodo-2-methylphenol 900175-53-3 C7H6FIO
4-Fluoro-5-iodo-2-methylphenol
—— 4-formyl-5-hydroxy-2-methoxy-N,N-diethylaniline 1034887-51-8 C12H17NO3
4-formyl-5-hydroxy-2-methoxy-N,N-diethylaniline
—— 5,11,17,23-Tetrakis(benzylideneamino)pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaene-25,26,27,28-tetrol 934351-74-3 C56H44N4O4
5,11,17,23-Tetrakis(benzylideneamino)pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaene-25,26,27,28-tetrol
—— (I+/-S)-I+/--Amino-3-bromo-2-fluoro-6-hydroxy-5-methoxybenzeneacetic acid 1213379-15-7 C9H9BrFNO4
(I+/-S)-I+/--Amino-3-bromo-2-fluoro-6-hydroxy-5-methoxybenzeneacetic acid
—— 2-Morpholineacetic acid, 4-[(3-bromo-4-hydroxy-5-methoxyphenyl)methyl]- 1535418-60-0 C14H18BrNO5
2-Morpholineacetic acid, 4-[(3-bromo-4-hydroxy-5-methoxyphenyl)methyl]-
—— 4-((R)-1-amino-2-hydroxy-ethyl)-3-methoxy-phenol 1213318-24-1 C9H13NO3
4-((R)-1-amino-2-hydroxy-ethyl)-3-methoxy-phenol
—— (S)-4-(1-Amino-2,2,2-trifluoro-ethyl)-phenol 1187930-88-6 C8H8F3NO
(S)-4-(1-Amino-2,2,2-trifluoro-ethyl)-phenol
—— (r)-2-(1-Amino-2-hydroxyethyl)-4-nitrophenol 1213512-36-7 C8H10N2O4
(r)-2-(1-Amino-2-hydroxyethyl)-4-nitrophenol
—— 5-chloro-2-[(1S)-1,2-diaminoethyl]-4-fluorophenol 1213873-51-8 C8H10ClFN2O
5-chloro-2-[(1S)-1,2-diaminoethyl]-4-fluorophenol
—— 2-[(1R)-1,2-Diaminoethyl]-1,3-benzenediol 1213101-46-2 C8H12N2O2
2-[(1R)-1,2-Diaminoethyl]-1,3-benzenediol
—— 2-[(1R)-1-amino-2,2,2-trifluoroethyl]-6-bromo-4-methoxyphenol 1213152-75-0 C9H9BrF3NO2
2-[(1R)-1-amino-2,2,2-trifluoroethyl]-6-bromo-4-methoxyphenol
—— Benzeneacetic acid, I+/--amino-4,5-dibromo-2-hydroxy-3-nitro-, (I+/-S)- 1381957-28-3 C8H6Br2N2O5
Benzeneacetic acid, I+/--amino-4,5-dibromo-2-hydroxy-3-nitro-, (I+/-S)-
—— 3-[(1S)-1,2-Diaminoethyl]-4-hydroxy-5-nitrobenzenemethanol 1212849-15-4 C9H13N3O4
3-[(1S)-1,2-Diaminoethyl]-4-hydroxy-5-nitrobenzenemethanol
—— 3-[(1R)-1-Amino-2-hydroxyethyl]-4-hydroxy-5-methoxybenzeneacetonitrile 1213097-30-3 C11H14N2O3
3-[(1R)-1-Amino-2-hydroxyethyl]-4-hydroxy-5-methoxybenzeneacetonitrile
—— 2-amino-6-[(1S)-1,2-diaminoethyl]-4-methylphenol 1212973-14-2 C9H15N3O
2-amino-6-[(1S)-1,2-diaminoethyl]-4-methylphenol
—— 3-Chloro-5-(pentafluorosulfur)phenol 1240257-43-5 C6H4ClF5OS
3-Chloro-5-(pentafluorosulfur)phenol
—— 2-(4-hydroxyphenoxy)-N-isopropyl-N-(((pyridine-3-yl)-1,2,4-oxadiazol-5-yl)methyl)acetamide 1401223-14-0 C19H20N4O4
2-(4-hydroxyphenoxy)-N-isopropyl-N-(((pyridine-3-yl)-1,2,4-oxadiazol-5-yl)methyl)acetamide
—— 4-[5-(3,4-Dihydroxyphenyl)thiophen-2-yl]benzene-1,2-diol 1394840-40-4 C16H12O4S
4-[5-(3,4-Dihydroxyphenyl)thiophen-2-yl]benzene-1,2-diol
—— 5-(2-Hydroxyethyl)-5-methyl-6,7,8,9-tetrahydro-5H-benzo[7]annulen-2-ol 1415611-17-4 C14H20O2
5-(2-Hydroxyethyl)-5-methyl-6,7,8,9-tetrahydro-5H-benzo[7]annulen-2-ol
—— 3,5-Dihydroxyphenyl(Methyl)Phosphinic Acid 1383535-22-5 C7H9O4P
3,5-Dihydroxyphenyl(Methyl)Phosphinic Acid
—— 7721-07-5 C6H6MgO
—— Tridecacyclo[31.19.5.57,27.514,46.520,40.12,6.115,19.128,32.141,45.153,57.159,63.165,69.171,75]octaconta-2(77),3,5,15(76),16,18,28,30,32(70),41,43,45(64),53(58),54,56,59(80),60,62,65(79),66,68,71,73,75(78)-tetracosaene-3,5,16,18,29,31,42,44,54,56,60,62,66,68,72,74-hexadecol 1393888-64-6 C80H88O16
Tridecacyclo[31.19.5.57,27.514,46.520,40.12,6.115,19.128,32.141,45.153,57.159,63.165,69.171,75]octaconta-2(77),3,5,15(76),16,18,28,30,32(70),41,43,45(64),53(58),54,56,59(80),60,62,65(79),66,68,71,73,75(78)-tetracosaene-3,5,16,18,29,31,42,44,54,56,60,62,66,68,72,74-hexadecol
—— 4549-72-8 C7H8NaO
—— 4-allylsulfanylmethyl-phenol 54373-26-1 C10H12OS
4-allylsulfanylmethyl-phenol
—— 3-Pentyl-2-(prop-2-EN-1-YL)phenol 65683-19-4 C14H20O
3-Pentyl-2-(prop-2-EN-1-YL)phenol
—— 6-fluoro-2-(3-hydroxypropyl)-3-methylphenol 1256257-64-3 C10H13FO2
6-fluoro-2-(3-hydroxypropyl)-3-methylphenol
—— 2-chloro-6-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol 1356953-67-7 C12H15BClFO3
2-chloro-6-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
—— 4-(4,5-dihydrothiophen-3-yl)benzene-1,3-diol 1228321-34-3 C10H10O2S
4-(4,5-dihydrothiophen-3-yl)benzene-1,3-diol
—— 2-bromo-N-(2-bromo-6-hydroxy-4-nitrophenyl)-2-methylpropionamide 945969-43-7 C10H10Br2N2O4
2-bromo-N-(2-bromo-6-hydroxy-4-nitrophenyl)-2-methylpropionamide
—— Phenol, 3,4-dipropoxy- 103686-20-0 C12H18O3
Phenol, 3,4-dipropoxy-
—— 2-[4-(Benzyloxy)phenyl]ethyl octanoate 878140-34-2 C23H30O3
2-[4-(Benzyloxy)phenyl]ethyl octanoate
—— 4-bromo-3-(3-hydroxy-propyl)-phenol 1161440-81-8 C9H11BrO2
4-bromo-3-(3-hydroxy-propyl)-phenol
—— 2-(hex-2-en-1-yl)-4-nitrophenol 1068753-61-6 C12H15NO3
2-(hex-2-en-1-yl)-4-nitrophenol
—— 2-(Hexadecan-8-YL)phenol 88953-35-9 C22H38O
2-(Hexadecan-8-YL)phenol