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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
—— 4-nitro-2-((2-(pyridine-2-yl)hydrazono)methyl)phenol 111781-96-5 C12H10N4O3
4-nitro-2-((2-(pyridine-2-yl)hydrazono)methyl)phenol
—— 2-<1-Methyl-(but-3-enyl)>-p-kresol 6794-00-9 C12H16O
2-<1-Methyl-(but-3-enyl)>-p-kresol
—— 4-ethyl-2-thiophen-2-yl-phenol 847345-33-9 C12H12OS
4-ethyl-2-thiophen-2-yl-phenol
—— (E)-3-(1-(5-chloro-2-hydroxy-4-nitrophenylamino)ethylidene)-6-methyl-2H-pyran-2,4-dione 1119628-99-7 C14H11ClN2O6
(E)-3-(1-(5-chloro-2-hydroxy-4-nitrophenylamino)ethylidene)-6-methyl-2H-pyran-2,4-dione
—— N,N'-bis(3-hydroxysalicylidene)-(2-methyl-1,3-propanediamine) 141233-04-7 C18H20N2O4
N,N'-bis(3-hydroxysalicylidene)-(2-methyl-1,3-propanediamine)
—— (2E)-3-(3-chloro-1-benzofuran-2-yl)-1-(2-hydroxy-5-methoxyphenyl)prop-2-en-1-one 87487-52-3 C18H13ClO4
(2E)-3-(3-chloro-1-benzofuran-2-yl)-1-(2-hydroxy-5-methoxyphenyl)prop-2-en-1-one
—— 3-(4-chloro-2-fluoro-5-hydroxyphenyl)-6-trifluoromethyl-1,2,3,4-tetra-hydropyrimidine-2,4-dione 114136-62-8 C11H5ClF4N2O3
3-(4-chloro-2-fluoro-5-hydroxyphenyl)-6-trifluoromethyl-1,2,3,4-tetra-hydropyrimidine-2,4-dione
—— Ethyl-carbamic acid 4-hydroxy-3-methoxy-phenyl ester 116577-53-8 C10H13NO4
Ethyl-carbamic acid 4-hydroxy-3-methoxy-phenyl ester
—— 5-Hydroxy-1-(1-piperidinylmethyl)-benzocyclobutane 103927-57-7 C14H19NO
5-Hydroxy-1-(1-piperidinylmethyl)-benzocyclobutane
—— rac-7-Dicyanomethylen-7H-2-hydroxy-9H-1,8-(1'propen-1'-yl-3'-yliden)-benzocyclohepten 85004-71-3 C17H10N2O
rac-7-Dicyanomethylen-7H-2-hydroxy-9H-1,8-(1'propen-1'-yl-3'-yliden)-benzocyclohepten
—— 2-(but-3-en-2-yl)phenol 18272-63-4 C10H12O
2-(but-3-en-2-yl)phenol
—— 2-(4-hydroxyphenyl)thiophene-5-carbonitrile 301199-44-0 C11H7NOS
2-(4-hydroxyphenyl)thiophene-5-carbonitrile
—— 2-Hydroxy-1-methyl-3-(2-methyl-propenyl)-benzol 30088-16-5 C11H14O
2-Hydroxy-1-methyl-3-(2-methyl-propenyl)-benzol
—— 2.6-Dinitro-4-(4-nitro-phenyl)-phenol 13684-31-6 C12H7N3O7
2.6-Dinitro-4-(4-nitro-phenyl)-phenol
—— ethyl 4-(2-methoxy-4-hydroxyphenyl)-2-phenyl-1,3-oxazoline-4-carboxylate 1244763-24-3 C19H19NO5
ethyl 4-(2-methoxy-4-hydroxyphenyl)-2-phenyl-1,3-oxazoline-4-carboxylate
—— 2,2'-(4,5-dihydro-1H-pyrazol-3,5-diyl)diphenol 55370-67-7 C15H14N2O2
2,2'-(4,5-dihydro-1H-pyrazol-3,5-diyl)diphenol
—— 4-[5-(4-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol 1027339-72-5 C15H14N2O3
4-[5-(4-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
—— 4-[5-(4-hydroxy-3-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol 1027339-73-6 C16H16N2O4
4-[5-(4-hydroxy-3-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]benzene-1,3-diol
—— Cambridge id 6612972 429656-62-2 C16H16N2O3
Cambridge id 6612972
—— 2-(5-(4-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl)phenol 421573-08-2 C15H14N2O2
2-(5-(4-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl)phenol
—— (3-Hydroxy-phenyl)-thiocarbamic acid S-methyl ester 19962-05-1 C8H9NO2S
(3-Hydroxy-phenyl)-thiocarbamic acid S-methyl ester
—— (E)-1-(4-hydroxyphenyl)icos-4-en-3-one 1265304-11-7 C26H42O2
(E)-1-(4-hydroxyphenyl)icos-4-en-3-one
—— 2,4-Dihydroxydithiobenzoesaeuremethylester 2360-42-1 C8H8O2S2
2,4-Dihydroxydithiobenzoesaeuremethylester
—— 4-hydroxy-3-nitrobenzenediazonium tetrafluoroborate 1252036-52-4 BF4*C6H4N3O3
4-hydroxy-3-nitrobenzenediazonium tetrafluoroborate
—— 1-methyl-3-<N-<β-(4-hydroxy-3-methoxyphenyl)ethyl>carbamoyl>pyridinium iodide 84454-99-9 C16H19N2O3*I
1-methyl-3-<N-<β-(4-hydroxy-3-methoxyphenyl)ethyl>carbamoyl>pyridinium iodide
—— (4-hydroxy-phenyl)-acetic acid-[3-(2-methyl-piperidino)-propylester]; hydrochloride 66902-55-4 C17H25NO3*ClH
(4-hydroxy-phenyl)-acetic acid-[3-(2-methyl-piperidino)-propylester]; hydrochloride
—— 5-(diethylamino)-2-nitrophenol 59820-49-4 C10H14N2O3
5-(diethylamino)-2-nitrophenol
—— 3-bromo-4-nitrosophenol 634603-83-1 C6H4BrNO2
3-bromo-4-nitrosophenol
—— 5-bromo-2,4-dinitro-phenol 116632-29-2 C6H3BrN2O5
5-bromo-2,4-dinitro-phenol
—— 3-(benzo[d][1,3]dioxol-5-yl)-3-(2-hydroxy-4,6-dimethoxyphenyl)-1-(2-methylpiperidin-1-yl)propan-1-one 1013933-99-7 C24H29NO6
3-(benzo[d][1,3]dioxol-5-yl)-3-(2-hydroxy-4,6-dimethoxyphenyl)-1-(2-methylpiperidin-1-yl)propan-1-one
—— (S)-4-benzyl-3-((S)-3-(4-hydroxyphenyl)-3-(isoxazol-3-yl)propanoyl)oxazolidin-2-one 1011531-26-2 C22H20N2O5
(S)-4-benzyl-3-((S)-3-(4-hydroxyphenyl)-3-(isoxazol-3-yl)propanoyl)oxazolidin-2-one
—— 4,7-dichloro-5-hydroxy-benzo[1,3]oxathiol-2-one 7735-59-3 C7H2Cl2O3S
4,7-dichloro-5-hydroxy-benzo[1,3]oxathiol-2-one
—— 4-chloro-6-(diethylaminomethyl)-2-nitrophenol 157831-67-9 C11H15ClN2O3
4-chloro-6-(diethylaminomethyl)-2-nitrophenol
—— 2-iodo-4-methoxyphenol 312534-71-7 C7H7IO2
2-iodo-4-methoxyphenol
—— 4-[1-Hydroxy-2-(6-hydroxyhexan-2-ylamino)ethyl]benzene-1,2-diol 777013-56-6 C14H23NO4
4-[1-Hydroxy-2-(6-hydroxyhexan-2-ylamino)ethyl]benzene-1,2-diol
—— 1-(4-hydroxyphenyl)-2-(3-pyridyl)ethanol 115382-40-6 C13H13NO2
1-(4-hydroxyphenyl)-2-(3-pyridyl)ethanol
—— 4,5-dimethoxy-2-trimethylsilylphenol 1276113-16-6 C11H18O3Si
4,5-dimethoxy-2-trimethylsilylphenol
—— 5-(2-hydroxybenzylidene)rhodanine 34709-44-9 C10H7NO2S2
5-(2-hydroxybenzylidene)rhodanine
—— 2-hydroxyphenylphosphonic acid dimethyl ester 15286-23-4 C8H11O4P
2-hydroxyphenylphosphonic acid dimethyl ester
—— (3-allyl-4-hydroxy-phenyl)-acetic acid ethyl ester 857554-74-6 C13H16O3
(3-allyl-4-hydroxy-phenyl)-acetic acid ethyl ester
—— (3-allyl-4-hydroxy-phenyl)-acetic acid 855933-05-0 C11H12O3
(3-allyl-4-hydroxy-phenyl)-acetic acid
—— 4-methyl-2-(trimethylsilyl)phenol 58933-96-3 C10H16OSi
4-methyl-2-(trimethylsilyl)phenol
—— (4-hydroxy-2,6-dimethoxy-phenyl)-glyoxylic acid 103203-41-4 C10H10O6
(4-hydroxy-2,6-dimethoxy-phenyl)-glyoxylic acid
—— 2,4-dihydroxydiphenylamine 100063-17-0 C12H11NO2
2,4-dihydroxydiphenylamine
—— 1-(4-hydroxy-phenyl)-butane-2,3-dione-2-oxime 5440-26-6 C10H11NO3
1-(4-hydroxy-phenyl)-butane-2,3-dione-2-oxime
—— (E)-2-((cyclohexylmethylimino)methyl)-4-fluorophenol 1246463-50-2 C14H18FNO
(E)-2-((cyclohexylmethylimino)methyl)-4-fluorophenol
—— (E)-4-bromo-2-(3-methyl-4-(prop-2-ynyloxy)but-2-enyl)phenol 1379810-84-0 C14H15BrO2
(E)-4-bromo-2-(3-methyl-4-(prop-2-ynyloxy)but-2-enyl)phenol
—— 6-Nitro-2-hydroxy-1-methyl-4-<i>tert</i>.-butyl-benzol 70261-64-2 C11H15NO3
6-Nitro-2-hydroxy-1-methyl-4-<i>tert</i>.-butyl-benzol
—— 2-(4-acetyloxy-3-methylbut-3-en-1-yl)-4-methoxyphenol 434928-85-5 C14H18O4
2-(4-acetyloxy-3-methylbut-3-en-1-yl)-4-methoxyphenol
—— 2,4-diethynylphenol 30427-53-3 C10H6O
2,4-diethynylphenol