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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
—— 3-[1-(4-Hydroxy-3,5-dimethoxy-phenyl)-meth-(Z)-ylidene]-dihydro-furan-2-one 87816-39-5 C13H14O5
3-[1-(4-Hydroxy-3,5-dimethoxy-phenyl)-meth-(Z)-ylidene]-dihydro-furan-2-one
—— 3-((Ξ)-vanillylidene)-dihydro-furan-2-one 5431-89-0 C12H12O4
3-((Ξ)-vanillylidene)-dihydro-furan-2-one
—— 3-[1-(4-Hydroxy-3,5-dimethyl-phenyl)-meth-(Z)-ylidene]-dihydro-furan-2-one 87411-49-2 C13H14O3
3-[1-(4-Hydroxy-3,5-dimethyl-phenyl)-meth-(Z)-ylidene]-dihydro-furan-2-one
—— E-3-(heptadec-8'-enyl)benzene-1,2-diol 122850-19-5 C23H38O2
E-3-(heptadec-8'-enyl)benzene-1,2-diol
—— (2'S,3'S)-4-tert-butyl-N-{1,3-dihydroxy-4-[4-(2-methoxyethyl)phenoxy]-2-butyl}benzamide 1032453-22-7 C24H33NO5
(2'S,3'S)-4-tert-butyl-N-{1,3-dihydroxy-4-[4-(2-methoxyethyl)phenoxy]-2-butyl}benzamide
—— (S)-4-tert-butyl-N-{1-hydroxy-3-[4-(2-methoxyethyl)phenoxy]propan-2-yl}benzamide 1032453-13-6 C23H31NO4
(S)-4-tert-butyl-N-{1-hydroxy-3-[4-(2-methoxyethyl)phenoxy]propan-2-yl}benzamide
—— 6-Benzyl-4a-(4-hydroxyphenyl)-3-[(4-hydroxyphenyl)methyl]-1,5-dihydroimidazo[1,2-b][1,2,4]triazin-2-one 6917-22-2 C25H22N4O3
6-Benzyl-4a-(4-hydroxyphenyl)-3-[(4-hydroxyphenyl)methyl]-1,5-dihydroimidazo[1,2-b][1,2,4]triazin-2-one
—— Metaprel 5874-97-5 C22H36N2O10S
Metaprel
—— manganese(2+);2-(pyridin-2-yliminomethyl)phenolate;dihydrate 128268-09-7 C24H22MnN4O4
manganese(2+);2-(pyridin-2-yliminomethyl)phenolate;dihydrate
—— 3-methoxy-4-(morpholin-4-ylmethyl)phenol 1266114-72-0 C12H17NO3
3-methoxy-4-(morpholin-4-ylmethyl)phenol
—— (2R,3R)-2,3-dihydroxybutanedioate;[2-hydroxy-3-[4-(2-methoxyethyl)phenoxy]propyl]-propan-2-ylazanium 56392-17-7 C34H56N2O12
(2R,3R)-2,3-dihydroxybutanedioate;[2-hydroxy-3-[4-(2-methoxyethyl)phenoxy]propyl]-propan-2-ylazanium
—— 2,6-dibromo-3,5-dimethoxyphenol 3410-81-9 C8H8Br2O3
2,6-dibromo-3,5-dimethoxyphenol
—— 4-Isopropyl-3-nitro-phenol 855415-47-3 C9H11NO3
4-Isopropyl-3-nitro-phenol
—— 3-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)dec-3-en-5-one 106073-61-4 C17H24O4
3-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)dec-3-en-5-one
—— 6-chloro-5,8-dihydroxy-7-methoxy-1,4-benzodithiine-2,3-dicarbonitrile 1341127-49-8 C11H5ClN2O3S2
6-chloro-5,8-dihydroxy-7-methoxy-1,4-benzodithiine-2,3-dicarbonitrile
—— 4-cyclopropyl-2,6-dimethylphenol 914496-87-0 C11H14O
4-cyclopropyl-2,6-dimethylphenol
—— isopropyl 5-(4-hydroxyphenyl)-7-methyl-1,5-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate 924824-87-3 C15H17N5O3
isopropyl 5-(4-hydroxyphenyl)-7-methyl-1,5-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate
—— 6-(3,5-dimethyl-4-hydroxyphenyl)hexanal 144180-79-0 C14H20O2
6-(3,5-dimethyl-4-hydroxyphenyl)hexanal
—— N-(p-Hydroxyphenethyl)actinidine 15794-92-0 C18H22NO+
N-(p-Hydroxyphenethyl)actinidine
—— sesamolinol 100016-94-2 C20H20O7
sesamolinol
—— 4-Hydroxy-3-nitrophenylacetyl-epsilon-aminocaproic acid 10463-23-7 C14H18N2O6
4-Hydroxy-3-nitrophenylacetyl-epsilon-aminocaproic acid
—— N-<2-(3-hydroxyphenyl)ethyl>trifluoromethanesulfonamide 119481-60-6 C9H10F3NO3S
N-<2-(3-hydroxyphenyl)ethyl>trifluoromethanesulfonamide
—— 4-(3-allyl-2-hydroxy-benzylidene)-1,2-diphenyl-pyrazolidine-3,5-dione 114279-46-8 C25H20N2O3
4-(3-allyl-2-hydroxy-benzylidene)-1,2-diphenyl-pyrazolidine-3,5-dione
—— 2-[N-[2-[bis[2-[1-(2-hydroxyphenyl)ethylideneamino]ethyl]amino]ethyl]-C-methylcarbonimidoyl]phenol 116670-23-6 C30H36N4O3
2-[N-[2-[bis[2-[1-(2-hydroxyphenyl)ethylideneamino]ethyl]amino]ethyl]-C-methylcarbonimidoyl]phenol
—— (2-Hydroxy-3-nitrophenyl)-(4-methyl-1,4-diazepan-1-yl)methanone 934275-52-2 C13H17N3O4
(2-Hydroxy-3-nitrophenyl)-(4-methyl-1,4-diazepan-1-yl)methanone
—— Cyclopenta-1,3-diene;iron;2,4,6-trinitrophenolate —— C16H12FeN3O7-3
Cyclopenta-1,3-diene;iron;2,4,6-trinitrophenolate
—— 1-(3-Nitro-2-hydroxy-phenyl)-1-(4-methyl-piperazin-1-yl)-methanone 454471-72-8 C12H15N3O4
1-(3-Nitro-2-hydroxy-phenyl)-1-(4-methyl-piperazin-1-yl)-methanone
—— 4-(4-Hydroxyphenyl)-2-methylbutanoic acid 1121760-03-9 C11H14O3
4-(4-Hydroxyphenyl)-2-methylbutanoic acid
—— 1-oxy-isonicotinic acid vanillylidenehydrazide 100868-12-0 C14H13N3O4
1-oxy-isonicotinic acid vanillylidenehydrazide
—— Avarol F 130203-72-4 C21H30O3
Avarol F
—— 3-(3-chloro-1,2,4-triazin-5-yl)-2-methylphenol 1203605-19-9 C10H8ClN3O
3-(3-chloro-1,2,4-triazin-5-yl)-2-methylphenol
—— 2,4-dichloro-3-isopropyl-6-nitrophenol 103145-11-5 C9H9Cl2NO3
2,4-dichloro-3-isopropyl-6-nitrophenol
—— 2,5-bis(4-hydroxy-3-methylphenyl)thiophene 1430419-19-4 C18H16O2S
2,5-bis(4-hydroxy-3-methylphenyl)thiophene
—— 4-[(1S)-1-hydroxybut-3-enyl]phenol 1208070-27-2 C10H12O2
4-[(1S)-1-hydroxybut-3-enyl]phenol
—— (E)-3-(furan-2-yl)-1-(2-hydroxy-6-methoxyphenyl)prop-2-en-1-one 24933-88-8 C14H12O4
(E)-3-(furan-2-yl)-1-(2-hydroxy-6-methoxyphenyl)prop-2-en-1-one
—— 5-Methoxy-2-hydroxyhydrozimtalkohol 33538-76-0 C10H14O3
5-Methoxy-2-hydroxyhydrozimtalkohol
—— (1S,1'S)-N-(1'-phenylethyl)-1-(2''-hydroxy-6''-methoxyphenyl)ethylamine 128113-80-4 C17H21NO2
(1S,1'S)-N-(1'-phenylethyl)-1-(2''-hydroxy-6''-methoxyphenyl)ethylamine
—— p-Hydroxybenzaldimin 55135-85-8 C7H7NO
p-Hydroxybenzaldimin
—— (3-hydroxy-phenyl)-trimethyl-arsonium; iodide 6636-05-1 C9H14AsO*I
(3-hydroxy-phenyl)-trimethyl-arsonium; iodide
—— Peyssonol B 156848-68-9 C24H32O4
Peyssonol B
—— 1-(5-(3-amino-4-hydroxy-5-chlorophenyl)-3-(2-bromophenyl)-4,5-dihydropyrazol-1-yl)ethanone 1472646-04-0 C17H15BrClN3O2
1-(5-(3-amino-4-hydroxy-5-chlorophenyl)-3-(2-bromophenyl)-4,5-dihydropyrazol-1-yl)ethanone
—— 2-[5-(4-Methoxy-phenyl)-3,4-dihydro-2H-pyrazol-3-yl]-5-methyl-phenol 107095-37-4 C17H18N2O2
2-[5-(4-Methoxy-phenyl)-3,4-dihydro-2H-pyrazol-3-yl]-5-methyl-phenol
—— 5-Methyl-2-(5-phenyl-3,4-dihydro-2H-pyrazol-3-yl)-phenol 107095-38-5 C16H16N2O
5-Methyl-2-(5-phenyl-3,4-dihydro-2H-pyrazol-3-yl)-phenol
—— 3-(2-hydroxy-3,4-dimethoxyphenyl)propanol 106800-30-0 C11H16O4
3-(2-hydroxy-3,4-dimethoxyphenyl)propanol
—— 1-(4-hydroxy-3-methoxyphenyl)-3-(5-nitro-2-furyl) prop-2-en-1-one 63421-85-2 C14H11NO6
1-(4-hydroxy-3-methoxyphenyl)-3-(5-nitro-2-furyl) prop-2-en-1-one
—— 2-(6-Hydroxy-hexyl)-5,6-dimethoxy-3-methyl-phenol 77712-33-5 C15H24O4
2-(6-Hydroxy-hexyl)-5,6-dimethoxy-3-methyl-phenol
—— 3-(3-hydroxy-2,4-dimethoxyphenyl)propanol 106800-32-2 C11H16O4
3-(3-hydroxy-2,4-dimethoxyphenyl)propanol
—— 3-(4-hydroxy-2,3-dimethoxyphenyl)propanol 106800-31-1 C11H16O4
3-(4-hydroxy-2,3-dimethoxyphenyl)propanol
—— (S)-N-Boc-noradrenaline 1044185-27-4 C13H19NO5
(S)-N-Boc-noradrenaline
—— 3-methoxy-4,5-dimethylphenol 146335-37-7 C9H12O2
3-methoxy-4,5-dimethylphenol