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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
—— 5-methoxycarbonyl-1,6-dimethyl-4-(4-hydroxy-3-methoxyphenyl)-3,4-dihydropyrimidin-2(1H)-one —— C15H18N2O5
5-methoxycarbonyl-1,6-dimethyl-4-(4-hydroxy-3-methoxyphenyl)-3,4-dihydropyrimidin-2(1H)-one
—— (3-hydroxy-4-methoxy)cyclohexylmethaldehyde diethanol —— C12H18O4
(3-hydroxy-4-methoxy)cyclohexylmethaldehyde diethanol
—— 4-hydroxy-3-methoxybenzaldehyde diethylacetal —— C12H18O4
4-hydroxy-3-methoxybenzaldehyde diethylacetal
—— 3-(3-methylbut-2-enyl)benzene-1,2-diol —— C11H14O2
3-(3-methylbut-2-enyl)benzene-1,2-diol
—— 3-((R)-5-cyclohexylimino-4-methyl-4,5-dihydro-[1,3,4]thiadiazol-2-yl)-phenol —— C15H19N3OS
3-((R)-5-cyclohexylimino-4-methyl-4,5-dihydro-[1,3,4]thiadiazol-2-yl)-phenol
—— 4-(N,N-dimethylaminomethyl)benzene-1,2-diol —— C9H13NO2
4-(N,N-dimethylaminomethyl)benzene-1,2-diol
—— N-cyclohexyl-2,4-dihydroxybenzothioamide —— C13H17NO2S
N-cyclohexyl-2,4-dihydroxybenzothioamide
—— 4-((2,6-difluoro-4-(5-propyl-1,3-dioxan-2-yl)phenyl)difluoromethoxy)-2,6-difluorophenol —— C20H18F6O4
4-((2,6-difluoro-4-(5-propyl-1,3-dioxan-2-yl)phenyl)difluoromethoxy)-2,6-difluorophenol
—— 4-(difluoro(4′-propyl-[1,1′-bicyclohexane]-4-yl)methoxy)-2,6-difluorophenol —— C22H30F4O2
4-(difluoro(4′-propyl-[1,1′-bicyclohexane]-4-yl)methoxy)-2,6-difluorophenol
—— (E)-3-(dec-8-enyl)phenol —— C16H24O
(E)-3-(dec-8-enyl)phenol
—— 5,11,17,23-tetra(butylaminomethyl)-2,8,14,20-tetramethylpentacyclo[19.3.1.1<sup>3,7</sup>.1<sup>9,13</sup>.1<sup>15,19</sup>]octacosa-1(25),3,5,7(28),9,11,13(27),15,17,19(26),21,23-dodecaen-4,6,10,12,16,18,22,24-octol —— C52H76N4O8
5,11,17,23-tetra(butylaminomethyl)-2,8,14,20-tetramethylpentacyclo[19.3.1.1<sup>3,7</sup>.1<sup>9,13</sup>.1<sup>15,19</sup>]octacosa-1(25),3,5,7(28),9,11,13(27),15,17,19(26),21,23-dodecaen-4,6,10,12,16,18,22,24-octol
—— 4-(3-hydroxyphenyl)thiazol-2(3H)-one —— C9H7NO2S
4-(3-hydroxyphenyl)thiazol-2(3H)-one
—— 2-hydroxy-5-nitro-N-(1H-indol-4-yl)-benzamide —— C15H11N3O4
2-hydroxy-5-nitro-N-(1H-indol-4-yl)-benzamide
—— 2-(4-hydroxyphenyl)-3-(2-morpholinoethyl)-1,3-thiazinan-4-one —— C16H22N2O3S
2-(4-hydroxyphenyl)-3-(2-morpholinoethyl)-1,3-thiazinan-4-one
—— 4-(4-hydroxyphenyl)-5-carboxy-1,2,3-thiadiazole —— C9H6N2O3S
4-(4-hydroxyphenyl)-5-carboxy-1,2,3-thiadiazole
—— 2-Allyl-4-[2-(cyclopropylmethoxy)ethyl]phenol —— C15H20O2
2-Allyl-4-[2-(cyclopropylmethoxy)ethyl]phenol
—— 1-[2-allyl-4-[2-(cyclopropylmethoxy)ethyl]phenoxy]-2,3-epoxypropane —— C18H24O3
1-[2-allyl-4-[2-(cyclopropylmethoxy)ethyl]phenoxy]-2,3-epoxypropane
—— 2-cyclopropyl-6-methylphenol —— C10H12O
2-cyclopropyl-6-methylphenol
—— 1-(4-hydroxy-3-methoxyphenyl)-5-phenyl-3-pentanone —— C18H20O3
1-(4-hydroxy-3-methoxyphenyl)-5-phenyl-3-pentanone
—— oxozirconium(IV) 4-nitrophenoxide —— 2C6H4NO3*OZr
oxozirconium(IV) 4-nitrophenoxide
—— 5-(2-hydroxybenzylidene)-3-phenyl-2-(phenylimino)thiazolidin-4-one —— C22H16N2O2S
5-(2-hydroxybenzylidene)-3-phenyl-2-(phenylimino)thiazolidin-4-one
—— N'-(3,5-dibromo-2-hydroxybenzylidene)-2-hydroxybenzohydrazide —— C14H10Br2N2O3
N'-(3,5-dibromo-2-hydroxybenzylidene)-2-hydroxybenzohydrazide
—— 2,5-bis-(5'-tetrahydrofurfuryloxycarbonyl-2'-methyl-pent-2'-yl)-4-methoxyphenol —— C31H48O8
2,5-bis-(5'-tetrahydrofurfuryloxycarbonyl-2'-methyl-pent-2'-yl)-4-methoxyphenol
—— 2,5-bis-(5'-carboxy-2'-methyl-pent-2'-yl)-4-methoxyphenol —— C21H32O6
2,5-bis-(5'-carboxy-2'-methyl-pent-2'-yl)-4-methoxyphenol
—— 4-tert-butyldimethylsilyloxymethyl-2-trimethylsilylphenol —— C16H30O2Si2
4-tert-butyldimethylsilyloxymethyl-2-trimethylsilylphenol
—— 2-(3',5'-dimethylisoxazol-4'-yl)-3-methylphenol —— C12H13NO2
2-(3',5'-dimethylisoxazol-4'-yl)-3-methylphenol
—— N-benzylidene-N'-salicylidene-1,1-diaminopropane —— C17H18N2O
N-benzylidene-N'-salicylidene-1,1-diaminopropane
—— 2-bis(3,5-dimethylpyrazol-1-yl)methylphenol —— C17H20N4O
2-bis(3,5-dimethylpyrazol-1-yl)methylphenol
—— 1-[5'-bromosalicylidene]-2-[2"-pyridyl]hydrazine —— C12H10BrN3O
1-[5'-bromosalicylidene]-2-[2"-pyridyl]hydrazine
—— N′-(2-hydroxy-3-methoxybenzylidene)acetohydrazide —— C10H12N2O3
N′-(2-hydroxy-3-methoxybenzylidene)acetohydrazide
—— 4-(perfluoropropan-2-yl)phenol 71360-30-0 C9H5F7O
4-(perfluoropropan-2-yl)phenol
—— N-(2-Methoxyethyl)-N'-(2-hydroxy-4-nitrophenyl)urea —— C10H13N3O5
N-(2-Methoxyethyl)-N'-(2-hydroxy-4-nitrophenyl)urea
—— 4-(bis(5-methylfuran-2-yl)methyl)benzene-1,2-diol —— C17H16O4
4-(bis(5-methylfuran-2-yl)methyl)benzene-1,2-diol
—— 2-chloro-6-methoxy-3-(2-nitrovinyl)phenol —— C9H8ClNO4
2-chloro-6-methoxy-3-(2-nitrovinyl)phenol
—— 2-iodo-6-methoxy-4-(2-nitrovinyl)phenol —— C9H8INO4
2-iodo-6-methoxy-4-(2-nitrovinyl)phenol
—— 2-(1-hydroxy-2-nitroethyl)phenol —— C8H9NO4
2-(1-hydroxy-2-nitroethyl)phenol
—— tris(2-hydroxyphenyl)(phenyl)silane —— C24H20O3Si
tris(2-hydroxyphenyl)(phenyl)silane
—— 2-(diethoxyphosphoryl)-N-(2,4-dihydroxybenzylidene)propan-2-amine oxide —— C14H22NO6P
2-(diethoxyphosphoryl)-N-(2,4-dihydroxybenzylidene)propan-2-amine oxide
—— 2-(diethoxyphosphoryl)-N-(3-hydroxybenzylidene)propan-2-amine oxide —— C14H22NO5P
2-(diethoxyphosphoryl)-N-(3-hydroxybenzylidene)propan-2-amine oxide
—— 2-Hydroxy-3,6-dicarbonylnaphthalene —— C12H8O3
2-Hydroxy-3,6-dicarbonylnaphthalene
—— methyl 3-(2,6-dihydroxy-4-methoxyphenyl)propanoate —— C11H14O5
methyl 3-(2,6-dihydroxy-4-methoxyphenyl)propanoate
—— 2-(perfluoroisopropyl)hydroquinone —— C9H5F7O2
2-(perfluoroisopropyl)hydroquinone
—— 3,5-dihydroxyphenylboronic acid —— C6H7BO4
3,5-dihydroxyphenylboronic acid
—— 2-(3,5-dihydroxyphenyl)ethylene oxide —— C8H8O3
2-(3,5-dihydroxyphenyl)ethylene oxide
—— 5-methyl-2-(p-tolylamino)phenol —— C14H15NO
5-methyl-2-(p-tolylamino)phenol
—— 4-(2-hydroxy-5-methylphenyl)butan-2-one —— C11H14O2
4-(2-hydroxy-5-methylphenyl)butan-2-one
—— 3-(4-hydroxyphenyl)propionyl agmatine —— C14H22N4O2
3-(4-hydroxyphenyl)propionyl agmatine
—— (7E)-N-(3'-hydroxyl-4'-methoxy)phenylethyl-4-hydroxyl-cinnamamide —— C18H19NO4
(7E)-N-(3'-hydroxyl-4'-methoxy)phenylethyl-4-hydroxyl-cinnamamide
—— 2,4-dihydroxy-benzimidic acid methyl ester —— C8H9NO3
2,4-dihydroxy-benzimidic acid methyl ester
—— 4-bromo-3-chloro-5-methylphenol —— C7H6BrClO
4-bromo-3-chloro-5-methylphenol