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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'-hydroxy-3'-prenyl-4'-methoxyphenyl)-5-methyl-2,4-hexadien-1-one 791113-35-4 C19H24O3
1-(2'-hydroxy-3'-prenyl-4'-methoxyphenyl)-5-methyl-2,4-hexadien-1-one
—— 3-Dimethylamino-4-hydroxy-5-methoxy-benzaldehyde 396068-88-5 C10H13NO3
3-Dimethylamino-4-hydroxy-5-methoxy-benzaldehyde
—— 2-(Difluoromethyl)-6-methylphenol 499236-34-9 C8H8F2O
2-(Difluoromethyl)-6-methylphenol
—— 4-Methyl-2-(2-thienyl)phenol 944241-63-8 C11H10OS
4-Methyl-2-(2-thienyl)phenol
—— 3-(2-hydroxyphenyl)propyl-1-methyl ether 330976-51-7 C10H14O2
3-(2-hydroxyphenyl)propyl-1-methyl ether
—— 3,5-dimethyl-4-(phenylmethoxy)phenol 147351-66-4 C15H16O2
3,5-dimethyl-4-(phenylmethoxy)phenol
—— 4-Hydroxy-2-iodo-6-nitrobenzonitrile 124034-99-7 C7H3IN2O3
4-Hydroxy-2-iodo-6-nitrobenzonitrile
—— 3-(β-hydroxyethylthio)-4-nitrophenol 776-78-3 C8H9NO4S
3-(β-hydroxyethylthio)-4-nitrophenol
—— 3-Nitro-N-(2-Hydroxypropyl)-4-Aminophenol 92982-24-6 C9H12N2O4
3-Nitro-N-(2-Hydroxypropyl)-4-Aminophenol
—— 2-(1-hydroxyethyl)-3-nitrophenol 406212-36-0 C8H9NO4
2-(1-hydroxyethyl)-3-nitrophenol
—— 3,4-dichloro-5-methylcatechol 33963-44-9 C7H6Cl2O2
3,4-dichloro-5-methylcatechol
—— 2-(Oxiran-2-ylmethoxymethyl)oxirane;phenol 98460-24-3 C18H22O5
2-(Oxiran-2-ylmethoxymethyl)oxirane;phenol
—— Diisooctylphenol 85958-96-9 C22H38O
Diisooctylphenol
—— 5-(2-furyl)resorcinol 55086-85-6 C10H8O3
5-(2-furyl)resorcinol
—— 2-Cyclopent-3-enylmethyl-5-methoxy-phenol 248276-06-4 C13H16O2
2-Cyclopent-3-enylmethyl-5-methoxy-phenol
—— 2-(Benzo[1,3,2]oxathiastibol-2-ylsulfanyl)-phenol 61329-26-8 C12H9O2S2Sb
2-(Benzo[1,3,2]oxathiastibol-2-ylsulfanyl)-phenol
—— Phenol, 2,3-dibromo-4-nitro- 76362-00-0 C6H3Br2NO3
Phenol, 2,3-dibromo-4-nitro-
—— 4-[(2R,4R,5S,6R)-2,6-diethyl-5-methyl-1,3-dioxan-4-yl]-2-methoxyphenol 104789-94-8 C16H24O4
4-[(2R,4R,5S,6R)-2,6-diethyl-5-methyl-1,3-dioxan-4-yl]-2-methoxyphenol
—— 2-methoxy-4-[(2R,4R,5R,6R)-5-methyl-2,6-dipentyl-1,3-dioxan-4-yl]phenol 104789-97-1 C22H36O4
2-methoxy-4-[(2R,4R,5R,6R)-5-methyl-2,6-dipentyl-1,3-dioxan-4-yl]phenol
—— 3-methoxy-4-(methylsulfonyloxy)phenethyl methanesulfonate 218139-48-1 C11H16O7S2
3-methoxy-4-(methylsulfonyloxy)phenethyl methanesulfonate
—— 2-Ethoxycarbonyl-6-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-5-methoxy-2,3-dihydro-3-indenessigsaeureethylester 53669-39-9 C24H28O8
2-Ethoxycarbonyl-6-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-5-methoxy-2,3-dihydro-3-indenessigsaeureethylester
—— 2-Amino-3,5-dimethoxyphenol 140112-98-7 C8H11NO3
2-Amino-3,5-dimethoxyphenol
—— 2,6-Dioctyl-p-cresol 23271-28-5 C23H40O
2,6-Dioctyl-p-cresol
—— 4-(4-Methoxybutyl)phenol 93205-92-6 C11H16O2
4-(4-Methoxybutyl)phenol
—— 2-(aminomethyl)-4-(1,1-dimethylethyl)-3-methoxyphenol hydrochloride 63712-16-3 C12H19NO2*ClH
2-(aminomethyl)-4-(1,1-dimethylethyl)-3-methoxyphenol hydrochloride
—— 2-hydroxy-3,5-dichloro-4,6-dimethoxyphenylmethanesulfamic acid 71176-78-8 C9H11Cl2NO6S
2-hydroxy-3,5-dichloro-4,6-dimethoxyphenylmethanesulfamic acid
—— 1-(3,4-Dihydroxy-phenoxy)-3-isoproylamino-2-propanol-hydrochlorid 27688-93-3 C12H19NO4*ClH
1-(3,4-Dihydroxy-phenoxy)-3-isoproylamino-2-propanol-hydrochlorid
—— DesacetylMetipranololHydrochloride 22664-59-1 C15H26ClNO3
DesacetylMetipranololHydrochloride
—— 4-(5-propyltetrahydropyran-2-yl)phenol 879544-24-8 C14H20O2
4-(5-propyltetrahydropyran-2-yl)phenol
—— 3-(Cyclohexa-2,4-dien-1-YL)-1-(2,4,6-trihydroxyphenyl)prop-2-EN-1-one 1088-08-0 C15H14O4
3-(Cyclohexa-2,4-dien-1-YL)-1-(2,4,6-trihydroxyphenyl)prop-2-EN-1-one
—— N-(2-hydroxy-4-methoxyphenyl)malonamic acid 211111-53-4 C10H11NO5
N-(2-hydroxy-4-methoxyphenyl)malonamic acid
—— 4-(1-Amino-3-methylbutyl)phenol 645391-83-9 C11H17NO
4-(1-Amino-3-methylbutyl)phenol
—— Ethyl 2-[2-(4-hydroxy-3-methylphenyl)cyclopropyl]acetate 381226-65-9 C14H18O3
Ethyl 2-[2-(4-hydroxy-3-methylphenyl)cyclopropyl]acetate
—— 3,5-Dimethoxy-4-hydroxyphenyl glyoxal 199669-11-9 C10H10O5
3,5-Dimethoxy-4-hydroxyphenyl glyoxal
—— 6-nitro-2-aminophenol-4-phosphonic acid 61519-38-8 C6H7N2O6P
6-nitro-2-aminophenol-4-phosphonic acid
—— 2,4,6-Tris(dimethylamino)-3-methylphenol 921612-83-1 C13H23N3O
2,4,6-Tris(dimethylamino)-3-methylphenol
—— 5-(1-Methyl-heptyl)-resorcin 27871-95-0 C14H22O2
5-(1-Methyl-heptyl)-resorcin
—— 2-(Aminomethyl)benzene-1,4-diol hydrochloride 943752-17-8 C7H9NO2*ClH
2-(Aminomethyl)benzene-1,4-diol hydrochloride
—— 2-Methoxy-4-prop-2-enylphenol;prop-1-enylbenzene —— C19H22O2
2-Methoxy-4-prop-2-enylphenol;prop-1-enylbenzene
—— 1,2-Benzenediol, 4-((1S)-2-((1,1-dimethylethyl)amino)-1-hydroxyethyl)- 46719-52-2 C12H19NO3
1,2-Benzenediol, 4-((1S)-2-((1,1-dimethylethyl)amino)-1-hydroxyethyl)-
—— 2-(3-bromoanilino)-4-(3-hydroxy-4-methylanilino)pyrimidine hydrochloride 1174166-60-9 C17H15BrN4O*ClH
2-(3-bromoanilino)-4-(3-hydroxy-4-methylanilino)pyrimidine hydrochloride
—— 3-Bromo-6-methoxy-4-methylbenzene-1,2-diol 1039105-23-1 C8H9BrO3
3-Bromo-6-methoxy-4-methylbenzene-1,2-diol
—— 5-Bromo-3-chloro-2-methoxy-6-(methoxymethoxy)-4-methylphenol 1039105-25-3 C10H12BrClO4
5-Bromo-3-chloro-2-methoxy-6-(methoxymethoxy)-4-methylphenol
—— 3-Bromo-5-chloro-6-methoxy-4-methylbenzene-1,2-diol 1039105-24-2 C8H8BrClO3
3-Bromo-5-chloro-6-methoxy-4-methylbenzene-1,2-diol
—— 2-Bromo-4-chloro-5-methoxy-6-(methoxymethoxy)-3-methylphenol 1039105-22-0 C10H12BrClO4
2-Bromo-4-chloro-5-methoxy-6-(methoxymethoxy)-3-methylphenol
—— (8aR)-(-)-albaconol 1036958-32-3 C22H34O3
(8aR)-(-)-albaconol
—— 5-benzyl-3-[2-(4-hydroxy-phenyl)-ethyl]-4,5-dihydro-isoxazole 1036384-92-5 C18H19NO2
5-benzyl-3-[2-(4-hydroxy-phenyl)-ethyl]-4,5-dihydro-isoxazole
—— tert-butyl N-[(1S)-1-(4-hydroxyphenyl)-2-(oxan-2-yloxy)ethyl]carbamate 1038618-10-8 C18H27NO5
tert-butyl N-[(1S)-1-(4-hydroxyphenyl)-2-(oxan-2-yloxy)ethyl]carbamate
—— 4-(3-ethylthiophen-2-yl)benzene-1,2-diol 1067911-46-9 C12H12O2S
4-(3-ethylthiophen-2-yl)benzene-1,2-diol
—— 2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(10-hydroxy-10-oxo-5H-phenophosphazinin-2-yl)-1,3-thiazolidin-4-one 1146702-30-8 C23H21N2O6PS
2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(10-hydroxy-10-oxo-5H-phenophosphazinin-2-yl)-1,3-thiazolidin-4-one