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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
—— (o-Hydroxyanilino)-iminomethansulfinsaeure 27395-36-4 C7H8N2O3S
(o-Hydroxyanilino)-iminomethansulfinsaeure
—— 2-(4-hydroxy-2,6-dimethylphenyl)-3-methoxy-5-(tetrahydropyran-4-ylmethyl)cyclopent-2-enone 1237529-59-7 C20H26O4
2-(4-hydroxy-2,6-dimethylphenyl)-3-methoxy-5-(tetrahydropyran-4-ylmethyl)cyclopent-2-enone
—— (4-methoxyphenyl)methyl 4-(3-hydroxy-4-nitrophenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate 1442442-19-4 C20H19N3O7
(4-methoxyphenyl)methyl 4-(3-hydroxy-4-nitrophenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— 1-(2-hydroxy-5-methoxybenzyl)-3-hexylurea 1141461-12-2 C15H24N2O3
1-(2-hydroxy-5-methoxybenzyl)-3-hexylurea
—— 1-(4-hydroxybenzyl)-3-hexylurea 1141461-43-9 C14H22N2O2
1-(4-hydroxybenzyl)-3-hexylurea
—— 1-(2-hydroxybenzyl)-3-hexylurea 1141461-42-8 C14H22N2O2
1-(2-hydroxybenzyl)-3-hexylurea
—— 1-(5-bromo-2-hydroxybenzyl)-3-hexylurea 1141461-20-2 C14H21BrN2O2
1-(5-bromo-2-hydroxybenzyl)-3-hexylurea
—— 1,1'-(5-bromo-2-hydroxy-1,3-phenylene)bis(methylene)bis(3-hexylurea) 1141461-23-5 C22H37BrN4O3
1,1'-(5-bromo-2-hydroxy-1,3-phenylene)bis(methylene)bis(3-hexylurea)
—— 1,1'-(2-hydroxy-5-methoxy-1,3-phenylene)bis(methylene)bis(3-hexylurea) 1141461-16-6 C23H40N4O4
1,1'-(2-hydroxy-5-methoxy-1,3-phenylene)bis(methylene)bis(3-hexylurea)
—— 1-(3,5-cis-dimethylpiperidin-1-yl)-3-(4,6-dimethoxy-2-hydroxyphenyl)-3-(pyrazin-2-yl)propan-1-one 1427192-10-6 C22H29N3O4
1-(3,5-cis-dimethylpiperidin-1-yl)-3-(4,6-dimethoxy-2-hydroxyphenyl)-3-(pyrazin-2-yl)propan-1-one
—— 2-(1-isopropylamino-ethyl)-phenol 128307-90-4 C11H17NO
2-(1-isopropylamino-ethyl)-phenol
—— 2-(1-isopropyliminoethyl)phenol 74378-55-5 C11H15NO
2-(1-isopropyliminoethyl)phenol
—— 2,3,4,5-tetradeuterio-6-methyl-phenol 3646-99-9 C7H8O
2,3,4,5-tetradeuterio-6-methyl-phenol
—— 2,3,5,6-d4-p-cresol 2876-03-1 C7H8O
2,3,5,6-d4-p-cresol
—— 1,5,6,7-Isobenzofurantetrol, 1,3-dihydro-4-methyl- 197316-54-4 C9H10O5
1,5,6,7-Isobenzofurantetrol, 1,3-dihydro-4-methyl-
—— N-(2-Hydroxy-4-nitrophenyl)-Na(2)-2-pyridinylurea 201532-47-0 C12H10N4O4
N-(2-Hydroxy-4-nitrophenyl)-Na(2)-2-pyridinylurea
—— 2-(3-chlorophenylimino)-5-(4-hydroxy-3-methoxybenzylidene)-4-thiazolidinone 358399-56-1 C17H13ClN2O3S
2-(3-chlorophenylimino)-5-(4-hydroxy-3-methoxybenzylidene)-4-thiazolidinone
—— 7,13,19,25,31,39,45,51,57,63-deca-tert-butyl-65,66,67,68,69,70,71,72,73,74-decahydroxy-2,3,34,35-tetrahomo-3,35-dioxacalix[10]arene 850132-48-8 C112H144O12
7,13,19,25,31,39,45,51,57,63-deca-tert-butyl-65,66,67,68,69,70,71,72,73,74-decahydroxy-2,3,34,35-tetrahomo-3,35-dioxacalix[10]arene
—— 2(1H)-Pyridinone, 3,4-dihydro-1-[3-(4-hydroxyphenyl)-1-oxopropyl]- 476467-98-8 C14H15NO3
2(1H)-Pyridinone, 3,4-dihydro-1-[3-(4-hydroxyphenyl)-1-oxopropyl]-
—— 2-(4-fluoro-anilino)-5-(4-hydroxy-3-methoxy-benzylidene)-thiazol-4-one 1547-78-0 C17H13FN2O3S
2-(4-fluoro-anilino)-5-(4-hydroxy-3-methoxy-benzylidene)-thiazol-4-one
—— [<sup>2</sup>H]-o-cresol 92891-99-1 C7H8O
[<sup>2</sup>H]-o-cresol
—— 2-methoxy-6-((pyridine-2-ylimino)methyl)phenol 73447-06-0 C13H12N2O2
2-methoxy-6-((pyridine-2-ylimino)methyl)phenol
—— 1-(3-hydroxyphenyl)guanidine 6145-40-0 C7H9N3O
1-(3-hydroxyphenyl)guanidine
—— 4-[3-(3-chloro-4-(1,3-dioxolan-2-yl)phenoxy)propoxy]phenol 845743-86-4 C18H19ClO5
4-[3-(3-chloro-4-(1,3-dioxolan-2-yl)phenoxy)propoxy]phenol
—— 5-carboethoxy-6-methyl-4-(2-hydroxyphenyl)-3,4-dihydropyridin-2-one 1022919-13-6 C15H17NO4
5-carboethoxy-6-methyl-4-(2-hydroxyphenyl)-3,4-dihydropyridin-2-one
—— N-(5-ethoxycarbonylpentyl)-2-nitro-3-hydroxy-4-chlorobenzamide 26899-60-5 C15H19ClN2O6
N-(5-ethoxycarbonylpentyl)-2-nitro-3-hydroxy-4-chlorobenzamide
—— 6-(2-N-carbobenzoxy-N-carbo-tert-butoxyaminoethyl)-2-hydroxy-3-methoxybenzaldehyde 145653-96-9 C23H27NO7
6-(2-N-carbobenzoxy-N-carbo-tert-butoxyaminoethyl)-2-hydroxy-3-methoxybenzaldehyde
—— (Z)-3,4-dihydroxystyryl-2,4,6-trimethoxybenzylsulfone 366808-02-8 C18H20O7S
(Z)-3,4-dihydroxystyryl-2,4,6-trimethoxybenzylsulfone
—— 2,3-Bis(3,4-dihydroxybenzyl)thiophene 633700-00-2 C18H16O4S
2,3-Bis(3,4-dihydroxybenzyl)thiophene
—— (Z)-3,4-dihydroxystyryl-2,4,6-trimethoxybenzylsulfide 366808-06-2 C18H20O5S
(Z)-3,4-dihydroxystyryl-2,4,6-trimethoxybenzylsulfide
—— 3-(p-tolylimino-methyl)-benzene-1,2-diol 152306-08-6 C14H13NO2
3-(p-tolylimino-methyl)-benzene-1,2-diol
—— Hydron;2-hydroxy-6-(phenyliminomethyl)phenolate 141281-43-8 C13H11NO2
Hydron;2-hydroxy-6-(phenyliminomethyl)phenolate
—— Ethyl 2-(4-hydroxy-3-nitrophenyl)propanoate 59346-80-4 C11H13NO5
Ethyl 2-(4-hydroxy-3-nitrophenyl)propanoate
—— 4-[(4S,5S,6S)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-5,6-dihydro-4H-pyran-2-yl]-phenol 143144-63-2 C24H42O4Si2
4-[(4S,5S,6S)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-5,6-dihydro-4H-pyran-2-yl]-phenol
—— 2-Butanol, 1-[4-(2-methoxyethyl)phenoxy]-4-[(1-methylethyl)amino]- 104359-08-2 C16H27NO3
2-Butanol, 1-[4-(2-methoxyethyl)phenoxy]-4-[(1-methylethyl)amino]-
—— 2-hydroxy-5-methyl butyrophenone oxime 25475-98-3 C11H15NO2
2-hydroxy-5-methyl butyrophenone oxime
—— 1-(1-(3-hydroxy-4-methoxybenzyl)-1H-indol-3-yl)-N,N,N-trimethylmethanaminiumiodide 1458694-15-9 C20H25N2O2*I
1-(1-(3-hydroxy-4-methoxybenzyl)-1H-indol-3-yl)-N,N,N-trimethylmethanaminiumiodide
—— 6-methyl-4-(5-nitro-2-hydroxyphenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid benzyl ester 433964-36-4 C19H17N3O6
6-methyl-4-(5-nitro-2-hydroxyphenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid benzyl ester
—— 4-(2-Trichlorogermylethyl)phenol 232946-67-7 C8H9Cl3GeO
4-(2-Trichlorogermylethyl)phenol
—— ethyl 1,3-bis[(2-methyl-1H-benzimidazol-1-yl)methyl]-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate 1254327-38-2 C33H34N6O4S
ethyl 1,3-bis[(2-methyl-1H-benzimidazol-1-yl)methyl]-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate
—— ethyl 1,3-bis(1H-1,2,3-benzotriazol-1-ylmethyl)-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate 1254327-35-9 C29H28N8O4S
ethyl 1,3-bis(1H-1,2,3-benzotriazol-1-ylmethyl)-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate
—— ethyl 1,3-bis(4-morpholinylmethyl)-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate 1254327-39-3 C25H36N4O6S
ethyl 1,3-bis(4-morpholinylmethyl)-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate
—— (4-methoxyphenyl)methyl 4-(4,5-dihydroxy-2-nitrophenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate 1442442-23-0 C20H19N3O8
(4-methoxyphenyl)methyl 4-(4,5-dihydroxy-2-nitrophenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— ethyl 1,3-bis(1H-benzimidazol-1-ylmethyl)-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate 1254327-34-8 C31H30N6O4S
ethyl 1,3-bis(1H-benzimidazol-1-ylmethyl)-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate
—— (5Z)-3-(1,1-dioxidotetrahydrothiophen-3-yl)-5-(4-hydroxy-3-methoxybenzylidene)-2-thioxo-1,3-thiazolidin-4-one 5862-71-5 C15H15NO5S3
(5Z)-3-(1,1-dioxidotetrahydrothiophen-3-yl)-5-(4-hydroxy-3-methoxybenzylidene)-2-thioxo-1,3-thiazolidin-4-one
—— 6-Fluorodopamine 71144-39-3 C8H10FNO2
6-Fluorodopamine
—— methyl 2-(3-cyano-1-(4-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-5-yl)acetate 1610370-53-0 C13H13N3O3
methyl 2-(3-cyano-1-(4-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-5-yl)acetate
—— 4-methoxypentylphenol 117694-90-3 C12H18O2
4-methoxypentylphenol
—— 4-Hydroxy-4-(3-(3,5-difluoro-4-hydroxyphenyl)propyl)piperidine.HCl 301185-51-3 C14H19F2NO2*ClH
4-Hydroxy-4-(3-(3,5-difluoro-4-hydroxyphenyl)propyl)piperidine.HCl
—— 2-<(1R)-3-methyl-1-(<(1'R)-1'-phenylethyl>amino)butyl>phenol 223268-52-8 C19H25NO
2-<(1R)-3-methyl-1-(<(1'R)-1'-phenylethyl>amino)butyl>phenol