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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
—— N,N'-dibutyl-c-3,c-4-bis(2-hydroxyphenyl)-r-1,c-2-cyclobutanedicarboxamide 84319-80-2 C26H34N2O4
N,N'-dibutyl-c-3,c-4-bis(2-hydroxyphenyl)-r-1,c-2-cyclobutanedicarboxamide
—— 2(3,5-Dibrom-2-hydroxybenzylidenamino)-2-(hydroxymethyl)-propan-1,3-diol 4936-89-4 C11H13Br2NO4
2(3,5-Dibrom-2-hydroxybenzylidenamino)-2-(hydroxymethyl)-propan-1,3-diol
—— 3-(2'-Hydroxy-5'-phenylethyl-3'.4'.6'-trimethylphenyl)-3.3-dimethyl-1-propanol 40614-24-2 C21H28O3
3-(2'-Hydroxy-5'-phenylethyl-3'.4'.6'-trimethylphenyl)-3.3-dimethyl-1-propanol
—— 1-(3-Methoxy-4-hydroxyphenyl)-5-(2-furyl)-1-penten3-one oxime 114880-58-9 C16H17NO4
1-(3-Methoxy-4-hydroxyphenyl)-5-(2-furyl)-1-penten3-one oxime
—— 4-[(Pyrrolidin-3-yl)methyl]phenolhydrobromide 2408969-63-9 C11H16BrNO
4-[(Pyrrolidin-3-yl)methyl]phenolhydrobromide
—— 3-n-Heptyl-5-(4-hydroxy-benzyliden)-4-oxo-thiazolidin-2-thion 93959-17-2 C17H21NO2S2
3-n-Heptyl-5-(4-hydroxy-benzyliden)-4-oxo-thiazolidin-2-thion
—— 2-(1-cyclopenta-1,3-dien-1-ylethylideneamino)phenol;1-cyclopenta-1,3-dien-1-yl-N-pyrazin-2-ylethanimine;iron(2+) 358723-37-2 C24H22FeN4O
2-(1-cyclopenta-1,3-dien-1-ylethylideneamino)phenol;1-cyclopenta-1,3-dien-1-yl-N-pyrazin-2-ylethanimine;iron(2+)
—— 4-((tert-butyldimethylsilyl)oxy)phenethyl acetate 596804-01-2 C16H26O3Si
4-((tert-butyldimethylsilyl)oxy)phenethyl acetate
—— 1,2-Bis-<3-methyl-4-hydroxy-5-(dimethylaminomethyl)-benzothio>-ethan 36404-44-1 C24H36N2O2S2
1,2-Bis-<3-methyl-4-hydroxy-5-(dimethylaminomethyl)-benzothio>-ethan
—— 2-<(4-hydroxy-2,6-dichlorophenyl)imino>-1,3-diacetylimidazolidine 109988-71-8 C13H13Cl2N3O3
2-<(4-hydroxy-2,6-dichlorophenyl)imino>-1,3-diacetylimidazolidine
—— 4-Bromo-5-chloro-2-(pyridine-2-carboximidoyl)phenol 157302-01-7 C12H8BrClN2O
4-Bromo-5-chloro-2-(pyridine-2-carboximidoyl)phenol
—— (2s,4s,6s,8s)-2,4,6,8-tetraethyl-15,35,55,75-tetraiodo-1,3,5,7(1,3)-tetrabenzenacyclooctaphan-14,16,34,36,54,56,74,76-octaol 1377354-47-6 C36H36I4O8
(2s,4s,6s,8s)-2,4,6,8-tetraethyl-15,35,55,75-tetraiodo-1,3,5,7(1,3)-tetrabenzenacyclooctaphan-14,16,34,36,54,56,74,76-octaol
—— 3-((1S,4R,7R)-4,7-Bis-methoxymethyl-1-methyl-5-methylene-2,3-diphenyl-bicyclo[2.2.1]hept-2-en-7-yloxy)-4,5-dichloro-6-hydroxy-phthalonitrile 145354-95-6 C33H28Cl2N2O4
3-((1S,4R,7R)-4,7-Bis-methoxymethyl-1-methyl-5-methylene-2,3-diphenyl-bicyclo[2.2.1]hept-2-en-7-yloxy)-4,5-dichloro-6-hydroxy-phthalonitrile
—— 3-O-methylrimiterol 32459-45-3 C13H19NO3
3-O-methylrimiterol
—— 2-(4-hydroxyphenyl)-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)amino]acetonitrile 117616-55-4 C15H11N5O2
2-(4-hydroxyphenyl)-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)amino]acetonitrile
—— 5-[2-(3-hydroxyphenyl)ethyl]-2-cycloocten-1-one 471279-51-3 C16H20O2
5-[2-(3-hydroxyphenyl)ethyl]-2-cycloocten-1-one
—— 3-Fluoro-4-(3-methylbutan-2-ylideneamino)phenol 1338722-53-4 C11H14FNO
3-Fluoro-4-(3-methylbutan-2-ylideneamino)phenol
—— 3-hydroxyamino-1-(2-hydroxy-4-methoxy-phenyl)-3-pyridin-3-yl-propan-1-one oxime 36256-96-9 C15H17N3O4
3-hydroxyamino-1-(2-hydroxy-4-methoxy-phenyl)-3-pyridin-3-yl-propan-1-one oxime
—— 4-Bromo-2-((Z)-2-chloro-2-nitro-vinyl)-6-methoxy-phenol 117672-28-3 C9H7BrClNO4
4-Bromo-2-((Z)-2-chloro-2-nitro-vinyl)-6-methoxy-phenol
—— (E)-4-(1-(2-(piperazin-1-yl)ethylimino)ethyl)benzene-1,3-diol 1359941-14-2 C14H21N3O2
(E)-4-(1-(2-(piperazin-1-yl)ethylimino)ethyl)benzene-1,3-diol
—— 2-Hydroxy-6-iodo-3-methoxybenzaldehyde 892150-26-4 C8H7IO3
2-Hydroxy-6-iodo-3-methoxybenzaldehyde
—— N,N′-bis(o-vanillidene)-4-methyl-o-phenylenediamine 1402143-03-6 C23H22N2O4
N,N′-bis(o-vanillidene)-4-methyl-o-phenylenediamine
—— 2-[5-(1-methylpyrrol-2-yl)-4,5-dihydro-1H-pyrazol-3-yl]-4-nitrophenol 1044735-07-0 C14H14N4O3
2-[5-(1-methylpyrrol-2-yl)-4,5-dihydro-1H-pyrazol-3-yl]-4-nitrophenol
—— bis[(3-hydroxyphenyl)methylenoxymethylene adamantane] 898909-51-8 C36H42O4
bis[(3-hydroxyphenyl)methylenoxymethylene adamantane]
—— 2-ethyl-4-thiocyanatophenol 99357-68-3 C9H9NOS
2-ethyl-4-thiocyanatophenol
—— N,N'-dibenzyl-N,N'-bis[(3-methoxy-5-methyl-2-hydroxyphenyl)methylene]-1,2-diaminoethane 1192836-56-8 C34H40N2O4
N,N'-dibenzyl-N,N'-bis[(3-methoxy-5-methyl-2-hydroxyphenyl)methylene]-1,2-diaminoethane
—— 100842-25-9 C15H24CaO
—— (2,6-(Me2NCH2)2-C6H3)Sb(OP(O)(OH)tBu)2 1235587-32-2 C20H39N2O6P2Sb
(2,6-(Me2NCH2)2-C6H3)Sb(OP(O)(OH)tBu)2
—— 5,5-dimethyl-2-(2-hydroxy-4-nitrophenylhydrazo)cyclohexane-1,3-dione 905231-69-8 C14H15N3O5
5,5-dimethyl-2-(2-hydroxy-4-nitrophenylhydrazo)cyclohexane-1,3-dione
—— Methyl-2-bromo-3-hydroxy-4-methoxyphenylpropionat 38691-67-7 C11H13BrO4
Methyl-2-bromo-3-hydroxy-4-methoxyphenylpropionat
—— N,N’-ethylene-bis(3-bromosalicylaldimine) 872285-98-8 C16H14Br2N2O2
N,N’-ethylene-bis(3-bromosalicylaldimine)
—— 1,3-bis-(3,4-dihydroxysalicyldiniminomethyl)cyclohexane 183246-65-3 C22H26N2O6
1,3-bis-(3,4-dihydroxysalicyldiniminomethyl)cyclohexane
—— 2,3,5,6-Tetrachloro-4-(diphenyl-phosphinoyl)-phenol 64400-11-9 C18H11Cl4O2P
2,3,5,6-Tetrachloro-4-(diphenyl-phosphinoyl)-phenol
—— 136300-42-0 C12H15CuNO5S
—— 4-(adamantan-1-ylaminomethyl)benzene-1,3,5-triol 1443121-50-3 C17H23NO3
4-(adamantan-1-ylaminomethyl)benzene-1,3,5-triol
—— 2,5-pyrrolediylbis[N-(o-hydroxyphenylaldimine)] 106776-18-5 C18H15N3O2
2,5-pyrrolediylbis[N-(o-hydroxyphenylaldimine)]
—— α-morpholinobenzylideneamine picrate 52460-55-6 C6H3N3O7*C11H14N2O
α-morpholinobenzylideneamine picrate
—— 3-(1-pyrrolidinylmethylene)-3H-indolium picrate 75629-53-7 C6H3N3O7*C13H14N2
3-(1-pyrrolidinylmethylene)-3H-indolium picrate
—— 4-Perfluoroethyl-1,3-benzenediol 134284-99-4 C8H5F5O2
4-Perfluoroethyl-1,3-benzenediol
—— 1440077-07-5 C11H14BrNO2S
—— N,N'-bis(2-hydroxy-5-nitromethylbenzylidene)pimelinodihydrazone 1062484-73-4 C23H26N6O8
N,N'-bis(2-hydroxy-5-nitromethylbenzylidene)pimelinodihydrazone
—— 1161948-73-7 C11H10F3NO3
—— 2-hydroxy-4-(4-hydroxybenzyl)-5-methylhex-5-enenitrile 1346619-73-5 C14H17NO2
2-hydroxy-4-(4-hydroxybenzyl)-5-methylhex-5-enenitrile
—— (R)-2-chloro-4-(4-methyl-(E)-2-nitrohept-1-enyl)phenol 1035695-07-8 C14H18ClNO3
(R)-2-chloro-4-(4-methyl-(E)-2-nitrohept-1-enyl)phenol
—— methyl 2-(2,3-dihydroxybenzylidene)hydrazine-1-carbodithioate 1612264-33-1 C9H10N2O2S2
methyl 2-(2,3-dihydroxybenzylidene)hydrazine-1-carbodithioate
—— 84775-11-1 C6H6O2*C12H30N6*3H
—— 4-n-Amyl-2-octyl-phenol 93642-10-5 C19H32O
4-n-Amyl-2-octyl-phenol
—— N-tert-butyl-N-(1-dimethoxyphosphoryl-2-methoxy-2-methylpropyl)ammonium 2,4,6-trinitrophenoxide 1326345-13-4 C6H3N3O7*C11H26NO4P
N-tert-butyl-N-(1-dimethoxyphosphoryl-2-methoxy-2-methylpropyl)ammonium 2,4,6-trinitrophenoxide
—— 2-bromo-4-chloro-6-[(2-dimethylaminoethylimino)methyl]phenol 1188537-96-3 C11H14BrClN2O
2-bromo-4-chloro-6-[(2-dimethylaminoethylimino)methyl]phenol
—— 2-Hydroxy-5-methylacetophenon-(p)-chlorphenylanil 56156-82-2 C15H14ClNO
2-Hydroxy-5-methylacetophenon-(p)-chlorphenylanil