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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-benzyloxy-3-t-butylphenol 85969-40-0 C17H20O2
4-benzyloxy-3-t-butylphenol
—— 5-Methyl-salicylaldehyd-trimethylenmercaptal 54810-44-5 C11H14OS2
5-Methyl-salicylaldehyd-trimethylenmercaptal
—— (E)-3-(2,4-dihydroxybenzylidene)pyrrolidine-2,5-dione 1383603-25-5 C11H9NO4
(E)-3-(2,4-dihydroxybenzylidene)pyrrolidine-2,5-dione
—— 5-(2-(cyclopropylmethoxy)ethoxy)-2-hydroxybenzonitrile 83068-16-0 C13H15NO3
5-(2-(cyclopropylmethoxy)ethoxy)-2-hydroxybenzonitrile
—— 2-(4-methoxybenzyloxy)-5-hydroxybenzonitrile 1434804-25-7 C15H13NO3
2-(4-methoxybenzyloxy)-5-hydroxybenzonitrile
—— Ethyl-4-tetrafluorphenol 52223-81-1 C8H6F4O
Ethyl-4-tetrafluorphenol
—— 2-(5-bromo-2-hydroxyphenyl)-2-methyl-1,3-dithiane 1063713-09-6 C11H13BrOS2
2-(5-bromo-2-hydroxyphenyl)-2-methyl-1,3-dithiane
—— ethyl 5-(4-hydroxy-3,5-dimethoxyphenyl)-3-oxopentanoate 1139819-15-0 C15H20O6
ethyl 5-(4-hydroxy-3,5-dimethoxyphenyl)-3-oxopentanoate
—— 2-(1,3-dithian-2-yl)-4-nitrophenol 1374114-53-0 C10H11NO3S2
2-(1,3-dithian-2-yl)-4-nitrophenol
—— ethyl 2-{2-[2-(4-hydroxy-3,5-dimethoxyphenyl)-ethyl]-[1,3]dithian-2-yl}acetate 1139819-19-4 C18H26O5S2
ethyl 2-{2-[2-(4-hydroxy-3,5-dimethoxyphenyl)-ethyl]-[1,3]dithian-2-yl}acetate
—— NSC 125527 26449-45-6 C16H17NO4
NSC 125527
—— 2-hydroxy-3-nitro-6-chlorobenzenesulfonamide 276702-19-3 C6H5ClN2O5S
2-hydroxy-3-nitro-6-chlorobenzenesulfonamide
—— 1,2-Dibenzyl-5-methylpyrazol-3-one;2,4,6-trinitrophenol 7695-16-1 C24H21N5O8
1,2-Dibenzyl-5-methylpyrazol-3-one;2,4,6-trinitrophenol
—— 2-amino-5-methyl-3-nitrophenol 70637-53-5 C7H8N2O3
2-amino-5-methyl-3-nitrophenol
—— N-(3-hydroxy-4-methoxybenzyl)-N-[2-(4-aminocyclohex-1-enyl)ethyl]formamide 363132-82-5 C17H24N2O3
N-(3-hydroxy-4-methoxybenzyl)-N-[2-(4-aminocyclohex-1-enyl)ethyl]formamide
—— N-{2-(1,4-dithiaspiro[4.5]dec-7-en-8-yl)ethyl}-N-(3-hydroxy-4-methoxybenzyl)formamide 363132-86-9 C19H25NO3S2
N-{2-(1,4-dithiaspiro[4.5]dec-7-en-8-yl)ethyl}-N-(3-hydroxy-4-methoxybenzyl)formamide
—— N-(3-hydroxy-4-methoxybenzyl)-N-[2-(4-oxocyclohex-1-enyl)ethyl]formamide 363132-77-8 C17H21NO4
N-(3-hydroxy-4-methoxybenzyl)-N-[2-(4-oxocyclohex-1-enyl)ethyl]formamide
—— N-[2-(1-hydroxycyclohexyl)ethyl]-N-(3-hydroxy-4-methoxybenzyl)formamide 363132-92-7 C17H25NO4
N-[2-(1-hydroxycyclohexyl)ethyl]-N-(3-hydroxy-4-methoxybenzyl)formamide
—— 3-amino-propan-1-ol; picrate 79886-22-9 C3H9NO*C6H3N3O7
3-amino-propan-1-ol; picrate
—— 2-hydroxy-4-methylacetophenone semicarbazone 90871-78-6 C10H13N3O2
2-hydroxy-4-methylacetophenone semicarbazone
—— 3-(2-hydroxy-4-methyl-phenylamino)-4-[(S)-(tetrahydro-thiophen-3-yl)amino]-cyclobut-3-ene-1,2-dione 1228575-01-6 C15H16N2O3S
3-(2-hydroxy-4-methyl-phenylamino)-4-[(S)-(tetrahydro-thiophen-3-yl)amino]-cyclobut-3-ene-1,2-dione
—— N-methyl-N-(phenylmethyl)aniline; 2,4,6-trinitrophenol 38734-75-7 C20H18N4O7
N-methyl-N-(phenylmethyl)aniline; 2,4,6-trinitrophenol
—— 3-[(1R)-2-azido-1-hydroxyethyl]phenol 925430-42-8 C8H9N3O2
3-[(1R)-2-azido-1-hydroxyethyl]phenol
—— (R)-norphenylephrine 5596-07-6 C8H11NO2
(R)-norphenylephrine
—— 4-bromo-6-fluoro-3-methyl-2-nitrophenol 1418720-47-4 C7H5BrFNO3
4-bromo-6-fluoro-3-methyl-2-nitrophenol
—— 2-Chloro-6-(2-(3,4-dimethoxyphenyl)ethoxy)pyridine 1185999-44-3 C15H16ClNO3
2-Chloro-6-(2-(3,4-dimethoxyphenyl)ethoxy)pyridine
—— 2-diethylaminomethyl-6-nitrophenol 69084-06-6 C11H16N2O3
2-diethylaminomethyl-6-nitrophenol
—— 4-ethyl-2-methyl-6-nitrophenol 56520-99-1 C9H11NO3
4-ethyl-2-methyl-6-nitrophenol
—— 2-{[(E)-4-Ethyl-phenylimino]-methyl}-phenol 33721-62-9 C15H15NO
2-{[(E)-4-Ethyl-phenylimino]-methyl}-phenol
—— 2-(azidomethyl)benzene-1,4-diol 915018-94-9 C7H7N3O2
2-(azidomethyl)benzene-1,4-diol
—— 2-(4-Methoxyphenyl)ethyl carbamate 500554-10-9 C10H13NO3
2-(4-Methoxyphenyl)ethyl carbamate
—— 3,5-dimethoxy-4-hydroxyphenylacetylene 1260495-46-2 C10H10O3
3,5-dimethoxy-4-hydroxyphenylacetylene
—— 4-Ureidomethylphenol 51749-20-3 C8H10N2O2
4-Ureidomethylphenol
—— 3-Hydroxy-2H-benzo-cycloheptenon-(2) 18238-39-6 C11H8O2
3-Hydroxy-2H-benzo-cycloheptenon-(2)
—— 4-Chloro-2-(1,3-thiazol-4-ylmethoxyiminomethyl)phenol 5146-46-3 C11H9ClN2O2S
4-Chloro-2-(1,3-thiazol-4-ylmethoxyiminomethyl)phenol
—— 4-bromo-2-[(2-hydroxy-1,1-dimethyl-ethylimino)-methyl]-phenol 25458-11-1 C11H14BrNO2
4-bromo-2-[(2-hydroxy-1,1-dimethyl-ethylimino)-methyl]-phenol
—— 2,4,6-Trinitrophenol-5-butyl-2-methylpyridine(1:1) 3373-33-9 C16H18N4O7
2,4,6-Trinitrophenol-5-butyl-2-methylpyridine(1:1)
—— N-(Salicylidene)-4-n-butylaniline 49714-94-5 C17H19NO
N-(Salicylidene)-4-n-butylaniline
—— 2-(2-aminothiazol-4-yl)-4-chlorophenol 175655-05-7 C9H7ClN2OS
2-(2-aminothiazol-4-yl)-4-chlorophenol
—— Tri-n-butylammonium picrate 2609-50-9 C18H30N4O7
Tri-n-butylammonium picrate
—— ethyl N-(2-hydroxy-4-methoxyphenyl)oxalamide 79509-91-4 C11H13NO5
ethyl N-(2-hydroxy-4-methoxyphenyl)oxalamide
—— 4-butyl-6-chloro-resorcinol 99188-05-3 C10H13ClO2
4-butyl-6-chloro-resorcinol
—— 5-chloro-2-methylthiomethylphenol 95202-31-6 C8H9ClOS
5-chloro-2-methylthiomethylphenol
—— (5S)-5-{[tert-butyl(dimethyl)silyl]oxy}-1-(4-hydroxy-3-methoxyphenyl)decan-3-one 1360109-87-0 C23H40O4Si
(5S)-5-{[tert-butyl(dimethyl)silyl]oxy}-1-(4-hydroxy-3-methoxyphenyl)decan-3-one
—— [6]-gingediol 53318-09-5 C17H28O4
[6]-gingediol
—— 5-methyl-2-methylthiomethylphenol 10341-44-3 C9H12OS
5-methyl-2-methylthiomethylphenol
—— Phosphonic acid, [2-amino-1-[(4-hydroxyphenyl)methyl]ethyl]- 66794-15-8 C9H14NO4P
Phosphonic acid, [2-amino-1-[(4-hydroxyphenyl)methyl]ethyl]-
—— 3-methyl-2,6-bis(methylthiomethyl)phenol 95202-34-9 C11H16OS2
3-methyl-2,6-bis(methylthiomethyl)phenol
—— 3-methyl-2-methylthiomethylphenol 10353-19-2 C9H12OS
3-methyl-2-methylthiomethylphenol
—— 3-chloro-2-methylthiomethylphenol 95202-28-1 C8H9ClOS
3-chloro-2-methylthiomethylphenol