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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
—— Vanilliden-aethyliden-diperoxyd 110333-14-7 C10H12O6
Vanilliden-aethyliden-diperoxyd
—— 3-(4-hydroxy-2,3,5-trimethyl-phenylsulfanyl)-propionic acid 101836-24-2 C12H16O3S
3-(4-hydroxy-2,3,5-trimethyl-phenylsulfanyl)-propionic acid
—— 3,4,5-tribromo-2-iodo-6-methyl-phenol 859174-06-4 C7H4Br3IO
3,4,5-tribromo-2-iodo-6-methyl-phenol
—— 2,2,5,5-Tetramethyl-4-(2-hydroxybenzyliden)-tetrahydrofuranon-3 92581-90-3 C15H18O3
2,2,5,5-Tetramethyl-4-(2-hydroxybenzyliden)-tetrahydrofuranon-3
—— (4-hydroxyphenyl)diphenylsulphoxonium hexafluorophosphate 139573-08-3 C18H15O2S*F6P
(4-hydroxyphenyl)diphenylsulphoxonium hexafluorophosphate
—— 4-Hydroxy-3-methoxybenzalmalonsaeure-2-14C 20486-14-0 C11H10O6
4-Hydroxy-3-methoxybenzalmalonsaeure-2-14C
—— 2-tert.-Butyl-1,4-dihydroxy-5,8-dihydronaphthalin 94112-41-1 C14H18O2
2-tert.-Butyl-1,4-dihydroxy-5,8-dihydronaphthalin
—— 183246-82-4 C22H28CoN2O8
—— 2-Cyan-3-<4-hydroxy-phenyl>-buttersaeure 92288-41-0 C11H11NO3
2-Cyan-3-<4-hydroxy-phenyl>-buttersaeure
—— m-Hydroxy-phenyl-ethylenglykol 20150-19-0 C8H10O3
m-Hydroxy-phenyl-ethylenglykol
—— 4-tert.-Pentyl-6-allyl-guajacol 93808-77-6 C15H22O2
4-tert.-Pentyl-6-allyl-guajacol
—— 4-[(3,3,4,4,5,5,6,6,6-Nonafluorohexyl)oxy]phenol 129560-98-1 C12H9F9O2
4-[(3,3,4,4,5,5,6,6,6-Nonafluorohexyl)oxy]phenol
—— 4-{2-[(4S,6S)-6-allyl-2,2-dimethyl-1,3-dioxan-4-yl]ethyl}phenol 1200143-76-5 C17H24O3
4-{2-[(4S,6S)-6-allyl-2,2-dimethyl-1,3-dioxan-4-yl]ethyl}phenol
—— 2-[4-[8-[3-(2-Hydroxy-5-nitrophenyl)-1-methylpyrazol-4-yl]octa-1,7-diynyl]-1-methylpyrazol-3-yl]-4-nitrophenol 906108-30-3 C28H24N6O6
2-[4-[8-[3-(2-Hydroxy-5-nitrophenyl)-1-methylpyrazol-4-yl]octa-1,7-diynyl]-1-methylpyrazol-3-yl]-4-nitrophenol
—— 4-chloro-2-(((5-methylthiophen-2-yl)methylene)amino)phenol 389613-92-7 C12H10ClNOS
4-chloro-2-(((5-methylthiophen-2-yl)methylene)amino)phenol
—— amino-(3-hydroxy-phenyl)-acetonitrile 85148-81-8 C8H8N2O
amino-(3-hydroxy-phenyl)-acetonitrile
—— 1310456-67-7 C6H5Br*C66H84O6
—— 3-Ethyl-5-methyl-2-<3-methoxy-4-hydroxy-styryl>-oxazolium 109510-67-0 C15H18NO3*I
3-Ethyl-5-methyl-2-<3-methoxy-4-hydroxy-styryl>-oxazolium
—— N-(5-carboxypentyl)-2-nitro-3-hydroxy-4-methoxybenzamide 121018-50-6 C14H18N2O6
N-(5-carboxypentyl)-2-nitro-3-hydroxy-4-methoxybenzamide
—— Hydrochinon-1-<sup>13</sup>C 88891-51-4 C6H6O2
Hydrochinon-1-<sup>13</sup>C
—— ethoxy-N-(2-hydroxyphenyl)phosphonamidic acid 56758-89-5 C8H12NO4P
ethoxy-N-(2-hydroxyphenyl)phosphonamidic acid
—— 4-(1H-indol-3-ylmethyleneimino)benzoic acid 3-methoxy-4-hydroxy-benzylidenehydrazide 108583-14-8 C24H20N4O3
4-(1H-indol-3-ylmethyleneimino)benzoic acid 3-methoxy-4-hydroxy-benzylidenehydrazide
—— 2-[1-(2,2-dichloro-1-methylcyclopropyl)ethyl]phenol 1228170-63-5 C12H14Cl2O
2-[1-(2,2-dichloro-1-methylcyclopropyl)ethyl]phenol
—— Umbelliferon-<2-<sup>14</sup>C> 24667-18-3 C9H6O3
Umbelliferon-<2-<sup>14</sup>C>
—— Benzeneethanol, I(2)-amino-4-bromo-I+/--ethyl-2-hydroxy- 1822822-99-0 C10H14BrNO2
Benzeneethanol, I(2)-amino-4-bromo-I+/--ethyl-2-hydroxy-
—— 3,5-Dichloro-4-hydroxy-benzaldehyde O-(5-chloro-2,4-dinitro-phenyl)-oxime 61101-39-1 C13H6Cl3N3O6
3,5-Dichloro-4-hydroxy-benzaldehyde O-(5-chloro-2,4-dinitro-phenyl)-oxime
—— 4-[2-(3-Amino-propylamino)-1-hydroxy-ethyl]-benzene-1,2-diol; hydrochloride 95483-64-0 C11H18N2O3*2ClH
4-[2-(3-Amino-propylamino)-1-hydroxy-ethyl]-benzene-1,2-diol; hydrochloride
—— 1223440-32-1 C18H14N4O3S
—— 2-<2-hydroxy-3-(phenylthio)propyl>-4-methylphenol 126708-04-1 C16H18O2S
2-<2-hydroxy-3-(phenylthio)propyl>-4-methylphenol
—— <3.2>metacyclophane-1,10-diene 81675-34-5 C17H14
<3.2>metacyclophane-1,10-diene
—— 2-hydroxy-5-nitro-<i>N</i>-(2-oxo-oxazolidin-3-yl)-benzamide 65043-10-9 C10H9N3O6
2-hydroxy-5-nitro-<i>N</i>-(2-oxo-oxazolidin-3-yl)-benzamide
—— 2-(2-nitrophenylimino)-5-(4-hydroxy-3-methoxybenzylidene)-4-thiazolidinone 1332862-78-8 C17H13N3O5S
2-(2-nitrophenylimino)-5-(4-hydroxy-3-methoxybenzylidene)-4-thiazolidinone
—— (E)-2-[(diphenylphosphoryl)methyl]-6-{[(4-hydroxy-3-methoxybenzylidene)amino]methyl}pyridine 1-oxide 1620658-04-9 C27H25N2O4P
(E)-2-[(diphenylphosphoryl)methyl]-6-{[(4-hydroxy-3-methoxybenzylidene)amino]methyl}pyridine 1-oxide
—— 2-benzothiazol-2-yl-4-chloro-6-methoxy-phenol 93716-96-2 C14H10ClNO2S
2-benzothiazol-2-yl-4-chloro-6-methoxy-phenol
—— 2-Methoxy-4-(2-{[1-phenyl-meth-(E)-ylidene]-amino}-ethyl)-phenol 107044-67-7 C16H17NO2
2-Methoxy-4-(2-{[1-phenyl-meth-(E)-ylidene]-amino}-ethyl)-phenol
—— Picric acid; compound with 4-iodo-phenylamine 30718-94-6 C6H3N3O7*C6H6IN
Picric acid; compound with 4-iodo-phenylamine
—— N,N'-bis(5-bromo-3-methoxysalicylidene)-4,5-dimethoxyphenylene-1,2-diamine 882746-46-5 C24H22Br2N2O6
N,N'-bis(5-bromo-3-methoxysalicylidene)-4,5-dimethoxyphenylene-1,2-diamine
—— 3.6-Bis-(salicylidenhydrazino)-1.2.4.5-tetrazin 5940-56-7 C16H14N8O2
3.6-Bis-(salicylidenhydrazino)-1.2.4.5-tetrazin
—— threo-dl-2-(4-hydroxyphenyl)-2-(2'-piperidyl)acetic acid hydrobromide 78708-75-5 BrH*C13H17NO3
threo-dl-2-(4-hydroxyphenyl)-2-(2'-piperidyl)acetic acid hydrobromide
—— 35036-52-3 C25H28Br4N4O8
—— 4-azido-2-methoxyphenol 1268445-26-6 C7H7N3O2
4-azido-2-methoxyphenol
—— 4-chloro-5-dipropylamino-2-nitro-phenol 855403-92-8 C12H17ClN2O3
4-chloro-5-dipropylamino-2-nitro-phenol
—— 2,3,4,6-tetrachloro-5-nitro-phenol 116995-29-0 C6HCl4NO3
2,3,4,6-tetrachloro-5-nitro-phenol
—— N-salicylidene-D-glucosamine 6967-98-2 C13H17NO6
N-salicylidene-D-glucosamine
—— 2-(p-isopropoxyphenyl)ethyl methyl ether 86817-78-9 C12H18O2
2-(p-isopropoxyphenyl)ethyl methyl ether
—— 1544695-76-2 C16H16N2O3
—— 3-methylsulfanyl-1,2,4-triaza-spiro[5.5]undec-2(3)-en-5-one 29039-73-4 C9H15N3OS
3-methylsulfanyl-1,2,4-triaza-spiro[5.5]undec-2(3)-en-5-one
—— (4S)-4,5-dihydro-2-(2',4'-dihydroxyphenyl)-4-methyloxazole 169171-37-3 C10H11NO3
(4S)-4,5-dihydro-2-(2',4'-dihydroxyphenyl)-4-methyloxazole
—— 3-hydroxy-4,5-dimethoxybenzenepropanol 63543-12-4 C11H16O4
3-hydroxy-4,5-dimethoxybenzenepropanol
—— 4-hydroxy-2,<i>N</i>,<i>N</i>,<i>N</i>-tetramethyl-anilinium; iodide 57556-30-6 C10H16NO*I
4-hydroxy-2,<i>N</i>,<i>N</i>,<i>N</i>-tetramethyl-anilinium; iodide