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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
—— 1-(2-hydroxyphenyl)-4,4-dimethyl-3-pentanol —— C13H20O2
1-(2-hydroxyphenyl)-4,4-dimethyl-3-pentanol
—— (R)-ethyl 2-acetoxy-3-(5-bromo-2-hydroxyphenyl)propanoate —— C13H15BrO5
(R)-ethyl 2-acetoxy-3-(5-bromo-2-hydroxyphenyl)propanoate
—— (5Z)-5-(3-hydroxy-4-methoxybenzylidene)-2-thioxoimidazolidin-4-one 1393445-28-7 C11H10N2O3S
(5Z)-5-(3-hydroxy-4-methoxybenzylidene)-2-thioxoimidazolidin-4-one
—— 2-(2'-hydrophenyl)ethyl methyl carbonate —— C10H12O4
2-(2'-hydrophenyl)ethyl methyl carbonate
—— 5-(2-hydroxy-5-nitro-benzylidene)-2-thioxo-imidazolidin-4-one —— C10H7N3O4S
5-(2-hydroxy-5-nitro-benzylidene)-2-thioxo-imidazolidin-4-one
—— 2-ethyl-6-nitrosophenol —— C8H9NO2
2-ethyl-6-nitrosophenol
—— 3-ethyl-2,5-dihydroxy-benzyl alcohol —— C9H12O3
3-ethyl-2,5-dihydroxy-benzyl alcohol
—— 2-(1-cyclopropylethyl)-6-ethylphenol —— C13H18O
2-(1-cyclopropylethyl)-6-ethylphenol
—— 3-ethyl-8-methoxy-8-methylbicyclo[4.2.0]octa-1,3,5-trien-2-ol —— C12H16O2
3-ethyl-8-methoxy-8-methylbicyclo[4.2.0]octa-1,3,5-trien-2-ol
—— 4-(2-hydroxyethyl)phenyl trifluoromethanesulfonate —— C9H9F3O4S
4-(2-hydroxyethyl)phenyl trifluoromethanesulfonate
—— eugenol —— C11H14O
eugenol
—— (+/-)-2-Fluoro-Norepinephrine hydrochloride —— C8H10FNO3*ClH
(+/-)-2-Fluoro-Norepinephrine hydrochloride
—— 2-{4-[2-(4-methoxyphenyl)ethoxy]phenyl}ethan-1-amine —— C17H21NO2
2-{4-[2-(4-methoxyphenyl)ethoxy]phenyl}ethan-1-amine
—— 3-chloro-4-[2-(4-methoxyphenyl)ethoxy]phenyl isocyanate —— C16H14ClNO3
3-chloro-4-[2-(4-methoxyphenyl)ethoxy]phenyl isocyanate
—— 3-(4-hydroxy-3-methoxyphenyl)-3-(5-methyl-3-oxo-2,3-dihydro-1H-pyrazol-4-yl)propionic acid amide —— C14H17N3O4
3-(4-hydroxy-3-methoxyphenyl)-3-(5-methyl-3-oxo-2,3-dihydro-1H-pyrazol-4-yl)propionic acid amide
—— 1-(5-bromo-2-hydroxyphenyl)-1-ethanol —— C8H9BrO2
1-(5-bromo-2-hydroxyphenyl)-1-ethanol
—— 4-(3-hydroxy-4-methoxyphenyl)-3-methoxycarbonylbutanoic acid —— C13H16O6
4-(3-hydroxy-4-methoxyphenyl)-3-methoxycarbonylbutanoic acid
—— Tris(4-hydroxyphenyl)bismuthine —— C18H15BiO3
Tris(4-hydroxyphenyl)bismuthine
—— 1-<(3,5-dimethoxy-4-hydroxyphenyl)methyl>-2-methyl-1-cyclohexene —— C16H22O3
1-<(3,5-dimethoxy-4-hydroxyphenyl)methyl>-2-methyl-1-cyclohexene
—— methyl2-(2-(5-(3,5-dibromo-2-hydroxyphenyl)-3-methyl-4,5-dihydropyrazol-1-yl)-2-oxoethylthio)acetate —— C15H16Br2N2O4S
methyl2-(2-(5-(3,5-dibromo-2-hydroxyphenyl)-3-methyl-4,5-dihydropyrazol-1-yl)-2-oxoethylthio)acetate
—— 4-(butylthiomethyl)phenol —— C11H16OS
4-(butylthiomethyl)phenol
—— Butyl 2-hydroxbenzyl sulfide —— C11H16OS
Butyl 2-hydroxbenzyl sulfide
—— 4-[(butylsulfanyl)methyl]-1,2-benzenediol —— C11H16O2S
4-[(butylsulfanyl)methyl]-1,2-benzenediol
—— 4-allyl-2-chlorophenol —— C9H9ClO
4-allyl-2-chlorophenol
—— (E)-2-((1-hydroxybutan-2-ylimino)methyl)phenol —— C11H15NO2
(E)-2-((1-hydroxybutan-2-ylimino)methyl)phenol
—— O 2094 —— C27H38ClNO2
O 2094
—— O 1988 —— C29H43NO3
O 1988
—— O 2093 —— C34H43Cl2NO3
O 2093
—— 3-((4-(4-methoxyphenethoxy)phenethyl)amino)benzoic acid —— C24H25NO4
3-((4-(4-methoxyphenethoxy)phenethyl)amino)benzoic acid
—— 4-[2-(4-Methoxyphenyl)ethoxy]benzaldehyde —— C16H16O3
4-[2-(4-Methoxyphenyl)ethoxy]benzaldehyde
—— 1,3-dibenzyl-5-(3-hydroxy-4-methoxybenzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione —— C26H22N2O5
1,3-dibenzyl-5-(3-hydroxy-4-methoxybenzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione
—— 1,3-dibenzyl-5-(4-hydroxy-3-methoxybenzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione —— C26H22N2O5
1,3-dibenzyl-5-(4-hydroxy-3-methoxybenzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione
—— 5-hydroxy-5-(4-hydroxy-3-methoxy-phenyl)-barbituric acid —— C11H10N2O6
5-hydroxy-5-(4-hydroxy-3-methoxy-phenyl)-barbituric acid
—— (E)-4-(((2-hydroxyphenyl)imino)methyl)benzene-1,3-diol —— C13H11NO3
(E)-4-(((2-hydroxyphenyl)imino)methyl)benzene-1,3-diol
—— saccharothriolide B —— C25H31NO7
saccharothriolide B
—— 5,11,17,26-tetrahexyl-3,7,9,13,15,19-hexahydroxy-22,24-dioxa-23-phospha[19.3.3.1<sup>4,2,5</sup>.1<sup>6,10</sup>.1<sup>12,16</sup>.1<sup>18,26</sup>]hexacyclotriginta[1,3,6,8,12,14,18,20,10(29),16(28),26(27),25(30)]dodecaene —— C54H75O8P
5,11,17,26-tetrahexyl-3,7,9,13,15,19-hexahydroxy-22,24-dioxa-23-phospha[19.3.3.1<sup>4,2,5</sup>.1<sup>6,10</sup>.1<sup>12,16</sup>.1<sup>18,26</sup>]hexacyclotriginta[1,3,6,8,12,14,18,20,10(29),16(28),26(27),25(30)]dodecaene
—— 1-(N,N-dimethylamino)-1-(4-hydroxy-3-methoxyphenyl)acetonitrile —— C11H14N2O2
1-(N,N-dimethylamino)-1-(4-hydroxy-3-methoxyphenyl)acetonitrile
—— allyl 4-(3-bromo-4-hydroxy-5-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate —— C16H17BrN2O4S
allyl 4-(3-bromo-4-hydroxy-5-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
—— 5-bromo-nor-6,7-dihyrocapsaicin —— C17H26BrNO3
5-bromo-nor-6,7-dihyrocapsaicin
—— 4,6-dichloro-5-methyl-pyrogallol —— C7H6Cl2O3
4,6-dichloro-5-methyl-pyrogallol
—— (E)-N'-(3-bromo-4-hydroxy-5-methoxybenzaldehyde)isonicotinohydrazide 92160-05-9 C14H12BrN3O3
(E)-N'-(3-bromo-4-hydroxy-5-methoxybenzaldehyde)isonicotinohydrazide
—— 3,5-bis(3-bromo-4-hydroxy-5-methoxybenz-(E)-ylidene)-4-piperidone hydrochloride —— C21H19Br2NO5*ClH
3,5-bis(3-bromo-4-hydroxy-5-methoxybenz-(E)-ylidene)-4-piperidone hydrochloride
—— 2-bromo-4-{[4-(4-chlorophenyl)thiazol-2-yl]hydrazonomethyl}-6-methoxyphenol —— C17H13BrClN3O2S
2-bromo-4-{[4-(4-chlorophenyl)thiazol-2-yl]hydrazonomethyl}-6-methoxyphenol
—— 5-(3-bromo-4-hydroxy-5-methoxybenzylidene)-2-phenyl-1,3-dioxane-4,6-dione —— C18H13BrO6
5-(3-bromo-4-hydroxy-5-methoxybenzylidene)-2-phenyl-1,3-dioxane-4,6-dione
—— 2-bromo-6-methoxy-4-{[4-(3-nitrophenyl)thiazol-2-yl]hydrazonomethyl}phenol —— C17H13BrN4O4S
2-bromo-6-methoxy-4-{[4-(3-nitrophenyl)thiazol-2-yl]hydrazonomethyl}phenol
—— 2,5-bis(3-bromo-4-hydroxy-5-methoxybenz-(E)-ylidene)cyclopentanone —— C21H18Br2O5
2,5-bis(3-bromo-4-hydroxy-5-methoxybenz-(E)-ylidene)cyclopentanone
—— (Z)-5-(3-bromo-4-hydroxy-5-methoxybenzylidene)thiazolidine-2,4-dione —— C11H8BrNO4S
(Z)-5-(3-bromo-4-hydroxy-5-methoxybenzylidene)thiazolidine-2,4-dione
—— ethyl 4-(3-bromo-4-hydroxy-5-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate —— C15H17BrN2O4S
ethyl 4-(3-bromo-4-hydroxy-5-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
—— LysBH(2,2)IAM —— C56H73N13O12
LysBH(2,2)IAM
—— ethyl 5-(4-hydroxy-3-methoxyphenyl)-7-methyl-2-phenyl-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidine-6-carboxylate —— C22H21N3O4S
ethyl 5-(4-hydroxy-3-methoxyphenyl)-7-methyl-2-phenyl-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidine-6-carboxylate