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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-tert. butyl-5-nitro-6-methyl-N-(5'-chloropyrid-2'-yl)salicylamide 57207-95-1 C17H18ClN3O4
3-tert. butyl-5-nitro-6-methyl-N-(5'-chloropyrid-2'-yl)salicylamide
—— 2-(4-hexylphenyl)-5-(3-fluoro4-hydroxyphenyl) thiophene 141112-96-1 C22H23FOS
2-(4-hexylphenyl)-5-(3-fluoro4-hydroxyphenyl) thiophene
—— 4343-63-9 C22H22N4O2
—— 5-Methyl-4-methylsulfanyl-2-nitro-phenol 37596-88-6 C8H9NO3S
5-Methyl-4-methylsulfanyl-2-nitro-phenol
—— (5-chloro-2-hydroxy-3-methylphenyl)(furan-2-yl)methanone O-acetyl oxime 97035-08-0 C14H12ClNO4
(5-chloro-2-hydroxy-3-methylphenyl)(furan-2-yl)methanone O-acetyl oxime
—— 4-{6-[2-fluoro-1-(fluoromethyl)ethoxy]-3-(4-hydroxy-3-methoxybenzyl)-2,4-dioxo-3,4-dihydroquinazolin-1(2H)-yl}piperidine-1-carbaldehyde 1162651-72-0 C25H27F2N3O6
4-{6-[2-fluoro-1-(fluoromethyl)ethoxy]-3-(4-hydroxy-3-methoxybenzyl)-2,4-dioxo-3,4-dihydroquinazolin-1(2H)-yl}piperidine-1-carbaldehyde
—— 4-acetoxy-1-benzo[1,3]dioxol-5-ylmethyl-7-methoxy-2-methyl-1,2,3,4-tetrahydro-isoquinolin-6-ol 51724-68-6 C21H23NO6
4-acetoxy-1-benzo[1,3]dioxol-5-ylmethyl-7-methoxy-2-methyl-1,2,3,4-tetrahydro-isoquinolin-6-ol
—— 2-Chlor-6-hydroxy-3,5-dinitrotoluol 55289-27-5 C7H5ClN2O5
2-Chlor-6-hydroxy-3,5-dinitrotoluol
—— N,N-Diethylcarbamothioic acid S-[(4-chloro-2-hydroxyphenyl)methyl]ester 60766-35-0 C12H16ClNO2S
N,N-Diethylcarbamothioic acid S-[(4-chloro-2-hydroxyphenyl)methyl]ester
—— o-(Aethoxy-dimethylsilyl)-phenol 38049-99-9 C10H16O2Si
o-(Aethoxy-dimethylsilyl)-phenol
—— 2-cyclopentyl-4-fluorophenol 55910-64-0 C11H13FO
2-cyclopentyl-4-fluorophenol
—— 3-Hydroxy-1-<bis-(2-hydrazinocarbonyl-ethylmercapto)-methyl>-benzol 2217-95-0 C13H20N4O3S2
3-Hydroxy-1-<bis-(2-hydrazinocarbonyl-ethylmercapto)-methyl>-benzol
—— 3-(4-Hydroxy-2,6-dimethoxyphenyl)propionitril 27589-17-9 C11H13NO3
3-(4-Hydroxy-2,6-dimethoxyphenyl)propionitril
—— N-(hydroxy-4 methoxy-3 phenyl) sulfinylamine 99543-18-7 C7H7NO3S
N-(hydroxy-4 methoxy-3 phenyl) sulfinylamine
—— tetraphenylene-2,3,10,11-tetrol 1431883-71-4 C24H16O4
tetraphenylene-2,3,10,11-tetrol
—— 1421330-77-9 C10H11ClN2O
—— (((4-(2-(dodecyloxy)ethyl)-1,2-phenylene)bis(oxy))bis(methylene))dibenzene 1191117-32-4 C34H46O3
(((4-(2-(dodecyloxy)ethyl)-1,2-phenylene)bis(oxy))bis(methylene))dibenzene
—— 4,4',4''-trimethyl-2,2',2''-[1,3,5]triazine-2,4,6-triyl-tris-phenol 40530-14-1 C24H21N3O3
4,4',4''-trimethyl-2,2',2''-[1,3,5]triazine-2,4,6-triyl-tris-phenol
—— Hydrazinecarbothioic acid S-(4-bromo-2,5-dihydroxy-phenyl) ester 55635-30-8 C7H7BrN2O3S
Hydrazinecarbothioic acid S-(4-bromo-2,5-dihydroxy-phenyl) ester
—— 80529-57-3 C23H24Cl2MnN2O2
—— 4-nitro-6-{[(2'-(pyridin-2-yl)ethyl)methylamino]methyl}-phenol 945933-77-7 C15H17N3O3
4-nitro-6-{[(2'-(pyridin-2-yl)ethyl)methylamino]methyl}-phenol
—— 3,5-bis[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]piperidin-4-one;hydrochloride 886851-98-5 C23H25NO7*ClH
3,5-bis[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]piperidin-4-one;hydrochloride
—— 2,2'-((1E,4E)-3-decylpenta-1,4-diene-1,5-diyl)bis(1,4-dimethylbenzene) 123431-75-4 C25H32Br2N2O2
2,2'-((1E,4E)-3-decylpenta-1,4-diene-1,5-diyl)bis(1,4-dimethylbenzene)
—— 4-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-butanoic acid 4-(1R,3S,7S,10R,11S,12S,16S)-[10-allyl-7-hydroxy-8,8,12,16-tetramethyl-3-(2-methyl-benzothiazol-5-yl)-5,9-dioxo-4,17-dioxa-bicyclo[14.1.0]heptadec-11-yloxycarbonyloxymethyl]-2-nitro-phenyl ester 658054-54-7 C46H53N3O14S
4-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-butanoic acid 4-(1R,3S,7S,10R,11S,12S,16S)-[10-allyl-7-hydroxy-8,8,12,16-tetramethyl-3-(2-methyl-benzothiazol-5-yl)-5,9-dioxo-4,17-dioxa-bicyclo[14.1.0]heptadec-11-yloxycarbonyloxymethyl]-2-nitro-phenyl ester
—— 1-(4-Hydroxy-benzyl)-3-methyl-thiourea 35196-32-8 C9H12N2OS
1-(4-Hydroxy-benzyl)-3-methyl-thiourea
—— 3-Methyl-2-(2,2,2-trifluoro-1-hydroxy-1-trifluoromethyl-ethyl)-phenol 17255-96-8 C10H8F6O2
3-Methyl-2-(2,2,2-trifluoro-1-hydroxy-1-trifluoromethyl-ethyl)-phenol
—— 4-(1-Methoxy-allyl)-2,6-dimethyl-phenol 63830-74-0 C12H16O2
4-(1-Methoxy-allyl)-2,6-dimethyl-phenol
—— (2-Piperidinocyclopentyl)-hydrochinon 5207-23-8 C16H23NO2
(2-Piperidinocyclopentyl)-hydrochinon
—— hexahydroisoxanthochymol 75886-04-3 C38H56O6
hexahydroisoxanthochymol
—— N-[(E)-(2-hydroxy-5-nitrophenyl)methylideneamino]-2-oxopiperidine-3-carboxamide 318271-74-8 C13H14N4O5
N-[(E)-(2-hydroxy-5-nitrophenyl)methylideneamino]-2-oxopiperidine-3-carboxamide
—— 2-Hydroxy-3-nitro-5-trifluoromethyl-benzoic acid hydrazide 22227-50-5 C8H6F3N3O4
2-Hydroxy-3-nitro-5-trifluoromethyl-benzoic acid hydrazide
—— 4-(15-(tert-butyldimethylsilyloxy)pentadec-3-enyl)phenol 1191914-14-3 C27H48O2Si
4-(15-(tert-butyldimethylsilyloxy)pentadec-3-enyl)phenol
—— 3,3'-butane-1,4-diyl-bis-thiazolidine-2,4-dione 4,4'-bis-[(2-hydroxy-benzylidene)-hydrazone] 74073-73-7 C24H24N6O4S2
3,3'-butane-1,4-diyl-bis-thiazolidine-2,4-dione 4,4'-bis-[(2-hydroxy-benzylidene)-hydrazone]
—— 4-chloro-2,3,5,6-tetramethoxy-phenol 99188-18-8 C10H13ClO5
4-chloro-2,3,5,6-tetramethoxy-phenol
—— 2-[(3,5-di-tert-butyl-2-hydroxybenzyl)(2-hydroxy-5-nitrobenzyl)aminomethyl]pyridine 213775-50-9 C28H35N3O4
2-[(3,5-di-tert-butyl-2-hydroxybenzyl)(2-hydroxy-5-nitrobenzyl)aminomethyl]pyridine
—— 173917-28-7 C18H16N3OSSb
—— 3-(3-Methoxy-4-hydroxy-phenyl)-propionsaeure-diaethylamid 92324-00-0 C14H21NO3
3-(3-Methoxy-4-hydroxy-phenyl)-propionsaeure-diaethylamid
—— 3,5-Dibromo-2-butyl-phenol 52016-84-9 C10H12Br2O
3,5-Dibromo-2-butyl-phenol
—— (E)-2-ethyl-2-(2-hydroxy-3-methoxybenzylideneamino)propane-1,3-diol 1356833-00-5 C13H19NO4
(E)-2-ethyl-2-(2-hydroxy-3-methoxybenzylideneamino)propane-1,3-diol
—— 1613543-38-6 C24H36N4NaO3*ClO4
—— 3-((E)-4-Hydroxy-3-methyl-but-2-enyl)-4-methoxy-5-methyl-phenol 287970-53-0 C13H18O3
3-((E)-4-Hydroxy-3-methyl-but-2-enyl)-4-methoxy-5-methyl-phenol
—— 5-[(3-chloro-4-hydroxy-5-methoxyphenyl)methyl]-1,3-thiazolidine-2,4-dione 86733-73-5 C11H10ClNO4S
5-[(3-chloro-4-hydroxy-5-methoxyphenyl)methyl]-1,3-thiazolidine-2,4-dione
—— 5-Chloro-2-hydroxy-3-nitro-benzoic acid [(Z)-1-methyl-3-phenyl-prop-2-en-(Z)-ylidene]-hydrazide 5198-34-5 C17H14ClN3O4
5-Chloro-2-hydroxy-3-nitro-benzoic acid [(Z)-1-methyl-3-phenyl-prop-2-en-(Z)-ylidene]-hydrazide
—— 2-(Ethoxy-hydrazino-hydroxy-methyl)-4-nitro-phenol 2885-27-0 C9H13N3O5
2-(Ethoxy-hydrazino-hydroxy-methyl)-4-nitro-phenol
—— 2-(1-Aminoethyl)-4,6-diiodophenol 74302-61-7 C8H9I2NO
2-(1-Aminoethyl)-4,6-diiodophenol
—— 1,3-Dicyclohexyl-1-(2-hydroxy-3-methyl)-benzyl-harnstoff 14093-78-8 C21H32N2O2
1,3-Dicyclohexyl-1-(2-hydroxy-3-methyl)-benzyl-harnstoff
—— 1,1'-(3-methyl-3-aza-pentanediyl)-bis-pyridinium; tripicrate 120335-05-9 2C6H2N3O7*C6H3N3O7*C15H21N3
1,1'-(3-methyl-3-aza-pentanediyl)-bis-pyridinium; tripicrate
—— 16939-68-7 C24H30N2O4
—— 4-(Pyridin-3-ylmethoxy)phenol 1094283-57-4 C12H11NO2
4-(Pyridin-3-ylmethoxy)phenol
—— 3-Methyl-5-(trimethylhydrazinyl)-phenol 60564-51-4 C10H16N2O
3-Methyl-5-(trimethylhydrazinyl)-phenol