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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
—— 2-hydroxy-5-(11-tetrahydropyranyloxyundecyloxy)benzaldehyde 201673-27-0 C23H36O5
2-hydroxy-5-(11-tetrahydropyranyloxyundecyloxy)benzaldehyde
—— p-methylcalix<8>arene 68971-85-7 C64H64O8
p-methylcalix<8>arene
—— p-methylcalix[7]arene 68971-84-6 C56H56O7
p-methylcalix[7]arene
—— 4-(11-tetrahydropyranyloxyundecyloxy)phenol 201673-26-9 C22H36O4
4-(11-tetrahydropyranyloxyundecyloxy)phenol
—— 4-methoxy-2-((1R)-1-{[(1R)-1-phenylethyl]amino}ethyl)phenol 364045-06-7 C17H21NO2
4-methoxy-2-((1R)-1-{[(1R)-1-phenylethyl]amino}ethyl)phenol
—— 2-[(Z)-7-bromo-3-hepten-1,5-diynyl]phenol 449171-85-1 C13H9BrO
2-[(Z)-7-bromo-3-hepten-1,5-diynyl]phenol
—— 2-(5'-fluoro-2'-hydroxyphenyl)-1,3-dithiane 496043-35-7 C10H11FOS2
2-(5'-fluoro-2'-hydroxyphenyl)-1,3-dithiane
—— 4.6-dinitro-3-phenyl-phenol 21419-76-1 C12H8N2O5
4.6-dinitro-3-phenyl-phenol
—— (+)-(7S,8R)-4-hydroxy-3-methoxy-1',2',3',4',5',6',7'-heptanorlign-8'-one 1196997-43-9 C12H16O4
(+)-(7S,8R)-4-hydroxy-3-methoxy-1',2',3',4',5',6',7'-heptanorlign-8'-one
—— N-(2-methoxyethyl)-6-chloro-2-hydroxy-3-nitrobenzenesulfonamide 276702-37-5 C9H11ClN2O6S
N-(2-methoxyethyl)-6-chloro-2-hydroxy-3-nitrobenzenesulfonamide
—— 2-Bromo-6-chloro-4-(3-hydroxypropyl)phenol 1018477-43-4 C9H10BrClO2
2-Bromo-6-chloro-4-(3-hydroxypropyl)phenol
—— 4-amino-benzene-1,2,3-triol 27841-28-7 C6H7NO3
4-amino-benzene-1,2,3-triol
—— triethyl 25,26,27-trihydroxy-2,3,10,11,18,19-hexahomo-3,11,19-trioxacalix[3]arene-7,15,23-tricarboxylate 255711-34-3 C33H36O12
triethyl 25,26,27-trihydroxy-2,3,10,11,18,19-hexahomo-3,11,19-trioxacalix[3]arene-7,15,23-tricarboxylate
—— 2,5-dimethoxy-6-heptadecylphenol 148665-89-8 C25H44O3
2,5-dimethoxy-6-heptadecylphenol
—— 3-Bromo-2-heptadecyl-6-methoxyphenol 148665-86-5 C24H41BrO2
3-Bromo-2-heptadecyl-6-methoxyphenol
—— 2-bromo-6-nitrosophenol 855400-53-2 C6H4BrNO2
2-bromo-6-nitrosophenol
—— 4-bromo-2-nitroso-phenol 39825-14-4 C6H4BrNO2
4-bromo-2-nitroso-phenol
—— 3-hydroxy-4-methoxy-2-(1-methylprop-2-enyl)benzaldehyde 374073-47-9 C12H14O3
3-hydroxy-4-methoxy-2-(1-methylprop-2-enyl)benzaldehyde
—— 2-chloro-4-(2-hydroxyethoxy)phenol 62489-82-1 C8H9ClO3
2-chloro-4-(2-hydroxyethoxy)phenol
—— 5-methyl-2-nitrosophenol 24542-06-1 C7H7NO2
5-methyl-2-nitrosophenol
—— 2-Methyl-6-nitroso-phenol 59973-84-1 C7H7NO2
2-Methyl-6-nitroso-phenol
—— 2-(tert-butyldiphenylsilyl)phenol 82772-30-3 C22H24OSi
2-(tert-butyldiphenylsilyl)phenol
—— 5-Butyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-trimethylsilylphenol 1289448-26-5 C19H33BO3Si
5-Butyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-trimethylsilylphenol
—— 5-methyl-2-phenyl-4-vanillylidene-2,4-dihydro-pyrazol-3-one 81836-90-0 C18H16N2O3
5-methyl-2-phenyl-4-vanillylidene-2,4-dihydro-pyrazol-3-one
—— rubrolide R 1608121-21-6 C22H20O4
rubrolide R
—— Propan-2-yl 6-hydroxy-2-[(3-hydroxy-4-methoxy-5-methylphenyl)methyl]-4-methyl-3-oxopiperazine-1-carboxylate 310903-99-2 C18H26N2O6
Propan-2-yl 6-hydroxy-2-[(3-hydroxy-4-methoxy-5-methylphenyl)methyl]-4-methyl-3-oxopiperazine-1-carboxylate
—— 3-(3-hydroxy-4-methoxy-5-methylphenylmethyl)-4-isopropyloxy-carbonyl-1-methyl-2,5-piperazinedione 221146-80-1 C18H24N2O6
3-(3-hydroxy-4-methoxy-5-methylphenylmethyl)-4-isopropyloxy-carbonyl-1-methyl-2,5-piperazinedione
—— (RS)-10-<2'-hydroxy-5'-methyl-3'-(methylthio)phenyl>-2-decanol 113017-37-1 C18H30O2S
(RS)-10-<2'-hydroxy-5'-methyl-3'-(methylthio)phenyl>-2-decanol
—— (+/-)-saccardianine C 3767-85-9 C13H13NO
(+/-)-saccardianine C
—— 2-bromo-6-[5-(4-methoxy-phenyl)-isoxazol-3-yl]-4-methyl-phenol 29976-92-9 C17H14BrNO3
2-bromo-6-[5-(4-methoxy-phenyl)-isoxazol-3-yl]-4-methyl-phenol
—— 4-amino-2,6-dibromo-phenol; hydrochloride 56967-16-9 C6H5Br2NO*ClH
4-amino-2,6-dibromo-phenol; hydrochloride
—— N-(3-(4-hydroxyphenyl)propyl)acetamide 58187-52-3 C11H15NO2
N-(3-(4-hydroxyphenyl)propyl)acetamide
—— [2,3,4,5,6-3H<sub>5</sub>]phenol 1026281-32-2 C6H6O
[2,3,4,5,6-3H<sub>5</sub>]phenol
—— [3,5-3H2]-phenol 860624-00-6 C6H6O
[3,5-3H2]-phenol
—— 5-dimetylaminomethyl-2-hydroxy-3-methoxybenzaldehyde 87743-12-2 C11H15NO3
5-dimetylaminomethyl-2-hydroxy-3-methoxybenzaldehyde
—— Resorcin[4]arene 125748-07-4 C28H24O8
Resorcin[4]arene
—— 5,17-Di-tert-butyl-11,23-bis<(dimethylamino)methyl>calix<4>arene-25,26,27,28-tetrol 170940-13-3 C42H54N2O4
5,17-Di-tert-butyl-11,23-bis<(dimethylamino)methyl>calix<4>arene-25,26,27,28-tetrol
—— 1-(4-hydroxyphenyl)-2-(4-pyridyl)ethane 263872-14-6 C13H13NO
1-(4-hydroxyphenyl)-2-(4-pyridyl)ethane
—— 5,17-bis(cyanomethyl)calix<4>25,26,27,28-tetrol 170940-16-6 C32H26N2O4
5,17-bis(cyanomethyl)calix<4>25,26,27,28-tetrol
—— 5,17-Di-tert-butyl-11,23-bis(cyanomethyl)calix[4]arene-25,26,27,28-tetrol 170940-14-4 C40H42N2O4
5,17-Di-tert-butyl-11,23-bis(cyanomethyl)calix[4]arene-25,26,27,28-tetrol
—— 4-bromo-6-[[2-(2-pyridin-2-ylethylsulfanyl)ethylamino]methylidene]cyclohexa-2,4-dien-1-one 615257-09-5 C16H17BrN2OS
4-bromo-6-[[2-(2-pyridin-2-ylethylsulfanyl)ethylamino]methylidene]cyclohexa-2,4-dien-1-one
—— 7-(2-hydroxy-5-nitrobenzyl)-5,6,7,8,9,10-hexahydro-2H-1,13,4,7,10-benzodioxatriazacyclopentadecine-3,11(4H,12H)-dione 947609-64-5 C21H24N4O7
7-(2-hydroxy-5-nitrobenzyl)-5,6,7,8,9,10-hexahydro-2H-1,13,4,7,10-benzodioxatriazacyclopentadecine-3,11(4H,12H)-dione
—— 2,3,4,5-tetrachloro-6-methylphenol 19303-88-9 C7H4Cl4O
2,3,4,5-tetrachloro-6-methylphenol
—— 1,8-bis-(p-hydroxyphenyl)octane 3682-96-0 C20H26O2
1,8-bis-(p-hydroxyphenyl)octane
—— (E)-1-[2,4-dihydroxy-3-(morpholin-4-ylmethyl)phenyl]-3-pyridin-2-ylprop-2-en-1-one 1064287-97-3 C19H20N2O4
(E)-1-[2,4-dihydroxy-3-(morpholin-4-ylmethyl)phenyl]-3-pyridin-2-ylprop-2-en-1-one
—— 4-[12-(4-Hydroxyphenyl)dodecyl]phenol 107259-35-8 C24H34O2
4-[12-(4-Hydroxyphenyl)dodecyl]phenol
—— 2,6-bis(di-t-butylphosphinomethylene)-4-methoxyphenol 647861-84-5 C25H46O2P2
2,6-bis(di-t-butylphosphinomethylene)-4-methoxyphenol
—— 2,6-bis(bromomethylene)-4-methoxyphenol 129316-20-7 C9H10Br2O2
2,6-bis(bromomethylene)-4-methoxyphenol
—— propylamine; picrate 16639-72-8 C3H9N*C6H3N3O7
propylamine; picrate
—— p-benzylcalix[5]arene 158778-92-8 C70H60O5
p-benzylcalix[5]arene