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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-nitro-N-<4-dimethylamino-benzyliden>-anilin 3230-48-6 C15H15N3O3
2-Hydroxy-5-nitro-N-<4-dimethylamino-benzyliden>-anilin
—— 4-(3-Chloropropyl)pyridine;2,4,6-trinitrophenol 69603-43-6 C14H13ClN4O7
4-(3-Chloropropyl)pyridine;2,4,6-trinitrophenol
—— 4-{[(E)-2-Hydroxy-1,1-dimethyl-ethylimino]-methyl}-benzene-1,3-diol 25466-47-1 C11H15NO3
4-{[(E)-2-Hydroxy-1,1-dimethyl-ethylimino]-methyl}-benzene-1,3-diol
—— 2,4,6-Trinitrophenol-3-(1-oxidopyridin-3-yl)propane-1-thiol(1:1) 69603-76-5 C14H14N4O8S
2,4,6-Trinitrophenol-3-(1-oxidopyridin-3-yl)propane-1-thiol(1:1)
—— 4,4-Dichloro-3-(2-hydroxy-4,6-dimethoxy-phenyl)-butane-1,3-diol 254732-16-6 C12H16Cl2O5
4,4-Dichloro-3-(2-hydroxy-4,6-dimethoxy-phenyl)-butane-1,3-diol
—— 3-(4-hydroxy-3,5-dimethyl-phenyl)-1-(5-isobutyl-thiophen-2-yl)-propan-1-one 1010113-78-6 C19H24O2S
3-(4-hydroxy-3,5-dimethyl-phenyl)-1-(5-isobutyl-thiophen-2-yl)-propan-1-one
—— N-(4-Hydroxy-3,5-dimethoxybenzoyl)pyrrolidine 98795-77-8 C13H17NO4
N-(4-Hydroxy-3,5-dimethoxybenzoyl)pyrrolidine
—— N-(4-Hydroxy-3,5-dimethoxybenzoyl)morpholine 63868-68-8 C13H17NO5
N-(4-Hydroxy-3,5-dimethoxybenzoyl)morpholine
—— 1-(4-Hydroxy-3,5-dimethoxybenzoyl)-4-methylpiperazine hydrochloride 98795-79-0 C14H20N2O4*ClH
1-(4-Hydroxy-3,5-dimethoxybenzoyl)-4-methylpiperazine hydrochloride
—— 4-(2-hydroxyethyl)-6-methyl-1,3-benzenediol 101383-03-3 C9H12O3
4-(2-hydroxyethyl)-6-methyl-1,3-benzenediol
—— 5-Chlormethyl-3-tert.butyl-2-(2-hydroxy-5-fluorphenyl)oxazolin 58929-09-2 C14H19ClFNO2
5-Chlormethyl-3-tert.butyl-2-(2-hydroxy-5-fluorphenyl)oxazolin
—— (3Z,5E)-6-Dimethylamino-1,1,1-trifluoro-4-(2-hydroxy-5-nitro-phenylamino)-hexa-3,5-dien-2-one 196078-60-1 C14H14F3N3O4
(3Z,5E)-6-Dimethylamino-1,1,1-trifluoro-4-(2-hydroxy-5-nitro-phenylamino)-hexa-3,5-dien-2-one
—— 3-Pyridin-4-ylpropane-1-thiol; 2,4,6-trinitrophenol 69603-57-2 C14H14N4O7S
3-Pyridin-4-ylpropane-1-thiol; 2,4,6-trinitrophenol
—— 5-Nitro-2-{[(e)-phenylmethylidene]amino}phenol 5932-03-6 C13H10N2O3
5-Nitro-2-{[(e)-phenylmethylidene]amino}phenol
—— 4-ethyl-2-amino-5-methyl-phenol 145672-67-9 C9H13NO
4-ethyl-2-amino-5-methyl-phenol
—— 1-(4-Hydroxy-3-methoxy-phenyl)-aethyl-p-tolyl-sulfon 7478-99-1 C16H18O4S
1-(4-Hydroxy-3-methoxy-phenyl)-aethyl-p-tolyl-sulfon
—— 4-Methyl-2,6-bis-phenylmercaptomethyl-phenol 41890-43-1 C21H20OS2
4-Methyl-2,6-bis-phenylmercaptomethyl-phenol
—— 2-(α-Carbethoxyacetamido)-4-nitrophenol 50739-96-3 C11H12N2O6
2-(α-Carbethoxyacetamido)-4-nitrophenol
—— 6-[1-[2-[3-(4-(2-Cyclobutylmethoxy-ethyl)phenoxy)-2-hydroxypropylamino]ethyl]benztriazol-5-yl]-4,5-dihydro-3(2H)-pyridazinone 133155-08-5 C28H36N6O4
6-[1-[2-[3-(4-(2-Cyclobutylmethoxy-ethyl)phenoxy)-2-hydroxypropylamino]ethyl]benztriazol-5-yl]-4,5-dihydro-3(2H)-pyridazinone
—— 6-[4-[3-[3-(4-(2-Cyclobutylmethoxy-ethyl)phenoxy)-2-hydroxypropylamino]propoxy]-3-chloro-phenyl]-4,5-dihydro-3(2H)-pyridazinone 133154-52-6 C29H38ClN3O5
6-[4-[3-[3-(4-(2-Cyclobutylmethoxy-ethyl)phenoxy)-2-hydroxypropylamino]propoxy]-3-chloro-phenyl]-4,5-dihydro-3(2H)-pyridazinone
—— 6-[3-[2-[3-(4-(2-Cyclobutylmethoxy-ethyl)phenoxy)-2-hydroxypropylamino]ethoxy]phenyl]-4,5-dihydro-3(2H)-pyridazinone 133154-73-1 C28H37N3O5
6-[3-[2-[3-(4-(2-Cyclobutylmethoxy-ethyl)phenoxy)-2-hydroxypropylamino]ethoxy]phenyl]-4,5-dihydro-3(2H)-pyridazinone
—— 4-Nitro-2-{[1-thiophen-2-yl-meth-(E)-ylidene]-amino}-phenol 61382-23-8 C11H8N2O3S
4-Nitro-2-{[1-thiophen-2-yl-meth-(E)-ylidene]-amino}-phenol
—— 2-{[1-(3-Methyl-thiophen-2-yl)-meth-(E)-ylidene]-amino}-4-nitro-phenol 60957-46-2 C12H10N2O3S
2-{[1-(3-Methyl-thiophen-2-yl)-meth-(E)-ylidene]-amino}-4-nitro-phenol
—— 6-[4-[2-[3-(4-(2-cyclobutylmethoxy-ethyl)phenoxy)-2-hydroxy-propylamino]ethoxy]phenyl]-4,5-dihydro-3(2H)-pyridazinone 133154-63-9 C28H37N3O5
6-[4-[2-[3-(4-(2-cyclobutylmethoxy-ethyl)phenoxy)-2-hydroxy-propylamino]ethoxy]phenyl]-4,5-dihydro-3(2H)-pyridazinone
—— 1-Benzyloxy-4-(2-cyclopentyloxy-ethyl)-benzene 86587-61-3 C20H24O2
1-Benzyloxy-4-(2-cyclopentyloxy-ethyl)-benzene
—— 6-[4-[2-[3-(4-(2-Cyclobutylmethoxy-ethyl)phenoxy)-2-hydroxypropylamino]ethoxy]-3-chloro-phenyl]-4,5-dihydro-3(2H)-pyridazinone 133154-55-9 C28H36ClN3O5
6-[4-[2-[3-(4-(2-Cyclobutylmethoxy-ethyl)phenoxy)-2-hydroxypropylamino]ethoxy]-3-chloro-phenyl]-4,5-dihydro-3(2H)-pyridazinone
—— 6-[1-[2-[3-(4-(2-Cyclobutylmethoxy-ethyl)phenoxy)-2-hydroxypropylamino]ethyl]benzimidazol-5-yl]-3(2H)-pyridazinone 133155-12-1 C29H35N5O4
6-[1-[2-[3-(4-(2-Cyclobutylmethoxy-ethyl)phenoxy)-2-hydroxypropylamino]ethyl]benzimidazol-5-yl]-3(2H)-pyridazinone
—— 6-[4-[2-[3-(4-(2-Cyclobutylmethoxyethyl)phenoxy)-2-hydroxypropylamino]ethylaminocarbonylmethyl]phenyl]-4,5-dihydro-3(2H)-pyridazinone-hydrochloride 133155-20-1 C30H40N4O5*ClH
6-[4-[2-[3-(4-(2-Cyclobutylmethoxyethyl)phenoxy)-2-hydroxypropylamino]ethylaminocarbonylmethyl]phenyl]-4,5-dihydro-3(2H)-pyridazinone-hydrochloride
—— 6-[4-[3-[3-(4-(2-cyclobutylmethoxy-ethyl)phenoxy)-2-hydroxy-propylamino]propoxy]-3-methyl-phenyl]-4,5-dihydro-3(2H)-pyridazinone 133154-49-1 C30H41N3O5
6-[4-[3-[3-(4-(2-cyclobutylmethoxy-ethyl)phenoxy)-2-hydroxy-propylamino]propoxy]-3-methyl-phenyl]-4,5-dihydro-3(2H)-pyridazinone
—— 2-{[1-Furan-2-yl-meth-(E)-ylidene]-amino}-4-nitro-phenol 34755-85-6 C11H8N2O4
2-{[1-Furan-2-yl-meth-(E)-ylidene]-amino}-4-nitro-phenol
—— 6-[4-[2-[3-(4-(2-Cyclobutylmethoxyethyl)phenoxy)-2-hydroxypropylamino]ethyl]phenyl]-4,5-dihydro-3(2H)-pyridazinone 133155-17-6 C28H37N3O4
6-[4-[2-[3-(4-(2-Cyclobutylmethoxyethyl)phenoxy)-2-hydroxypropylamino]ethyl]phenyl]-4,5-dihydro-3(2H)-pyridazinone
—— 2-{[1-(5-Methyl-furan-2-yl)-meth-(E)-ylidene]-amino}-4-nitro-phenol 52331-78-9 C12H10N2O4
2-{[1-(5-Methyl-furan-2-yl)-meth-(E)-ylidene]-amino}-4-nitro-phenol
—— 2-{[1-(1-Methyl-1H-pyrrol-2-yl)-meth-(E)-ylidene]-amino}-4-nitro-phenol 51299-50-4 C12H11N3O3
2-{[1-(1-Methyl-1H-pyrrol-2-yl)-meth-(E)-ylidene]-amino}-4-nitro-phenol
—— 6-Chlor-3,4-dimethoxy-phenaethylalkohol 99188-09-7 C10H13ClO3
6-Chlor-3,4-dimethoxy-phenaethylalkohol
—— 2-(5-Nitro-2-hydroxy-phenyl)-1,3-dioxan 94407-04-2 C10H11NO5
2-(5-Nitro-2-hydroxy-phenyl)-1,3-dioxan
—— (E)-5-chloro-2-hydroxyacetophenone oxime 87974-51-4 C8H8ClNO2
(E)-5-chloro-2-hydroxyacetophenone oxime
—— <i>N</i>-(4-hydroxy-benzylidenamino)-<i>N</i>'-nitro-guanidine 5347-95-5 C8H9N5O3
<i>N</i>-(4-hydroxy-benzylidenamino)-<i>N</i>'-nitro-guanidine
—— 2-((1R,2S)-1,2,5,5-Tetramethyl-1,2,3,4,5,6,7,8-octahydro-naphthalen-1-ylmethyl)-benzene-1,4-diol 72853-85-1 C21H30O2
2-((1R,2S)-1,2,5,5-Tetramethyl-1,2,3,4,5,6,7,8-octahydro-naphthalen-1-ylmethyl)-benzene-1,4-diol
—— 4-(3,4-Dichloro-benzenesulfonyl)-2-nitro-phenol 143538-81-2 C12H7Cl2NO5S
4-(3,4-Dichloro-benzenesulfonyl)-2-nitro-phenol
—— 3-(3-hydroxyphenyl)-4,4-dimethyl-1H-pyrazol-5(4H)-one 1010800-74-4 C11H12N2O2
3-(3-hydroxyphenyl)-4,4-dimethyl-1H-pyrazol-5(4H)-one
—— 2,3,5,6-Tetrabromophenol 1745-99-9 C6H2Br4O
2,3,5,6-Tetrabromophenol
—— 1-Ethyl-3-(2-hydroxy-5-nitro-phenyl)-thiourea 78720-27-1 C9H11N3O3S
1-Ethyl-3-(2-hydroxy-5-nitro-phenyl)-thiourea
—— 4-Nitro-2-<4-nitro-benzylidenamino>-phenol 3331-11-1 C13H9N3O5
4-Nitro-2-<4-nitro-benzylidenamino>-phenol
—— 4,5-bis(benzyloxy)-2-fluorophenol 132178-21-3 C20H17FO3
4,5-bis(benzyloxy)-2-fluorophenol
—— 5-(3,4,5-trihydroxyphenyl)-4-hydroxyvaleric acid 1204316-10-8 C11H14O6
5-(3,4,5-trihydroxyphenyl)-4-hydroxyvaleric acid
—— NSC115535 94306-22-6 C19H16O6
NSC115535
—— 5-(3-hydroxyphenyl)-2,2,3-trimethyloxazolidine 106269-95-8 C12H17NO2
5-(3-hydroxyphenyl)-2,2,3-trimethyloxazolidine
—— 2-[2-(Benzyl-methyl-amino)-4-(2-benzyloxy-benzyl)-oxazol-5-ylmethyl]-5-methoxy-phenol 875120-90-4 C33H32N2O4
2-[2-(Benzyl-methyl-amino)-4-(2-benzyloxy-benzyl)-oxazol-5-ylmethyl]-5-methoxy-phenol
—— 2-{[(E)-2-Hydroxy-1,1-dimethyl-ethylimino]-methyl}-6-nitro-phenol 25458-12-2 C11H14N2O4
2-{[(E)-2-Hydroxy-1,1-dimethyl-ethylimino]-methyl}-6-nitro-phenol
—— 2-[α-(4-hydroxyphenyl)-α-hydroxymethyl]thiophene 714951-82-3 C11H10O2S
2-[α-(4-hydroxyphenyl)-α-hydroxymethyl]thiophene