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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
—— Benzenemethanol, 4-hydroxy-, 1-methanesulfonate 188128-72-5 C8H10O4S
Benzenemethanol, 4-hydroxy-, 1-methanesulfonate
—— (6E,8E,10E,16Z)-13,15,22,24-tetrahydroxy-5-methoxy-14,16-dimethyl-2-azabicyclo[18.3.1]tetracosa-1(23),6,8,10,16,20(24),21-heptaen-3-one —— C26H35NO6
(6E,8E,10E,16Z)-13,15,22,24-tetrahydroxy-5-methoxy-14,16-dimethyl-2-azabicyclo[18.3.1]tetracosa-1(23),6,8,10,16,20(24),21-heptaen-3-one
—— 5-Methyl-2-[(4-methylphenyl)methylideneamino]phenol 413575-95-8 C15H15NO
5-Methyl-2-[(4-methylphenyl)methylideneamino]phenol
—— 2-[[2-[(2-Hydroxy-5-methoxyphenyl)methylamino]ethylamino]methyl]-4-methoxyphenol 199485-68-2 C18H24N2O4
2-[[2-[(2-Hydroxy-5-methoxyphenyl)methylamino]ethylamino]methyl]-4-methoxyphenol
—— 4-[2-(3,4-Dimethoxyphenyl)ethyliminomethyl]-2-methoxyphenol 444195-37-3 C18H21NO4
4-[2-(3,4-Dimethoxyphenyl)ethyliminomethyl]-2-methoxyphenol
—— 3-(5-ethyl-1,3,4-oxadiazol-2-yl)phenol 163299-07-8 C10H10N2O2
3-(5-ethyl-1,3,4-oxadiazol-2-yl)phenol
—— Thiomethoxyvanillin 23837-39-0 C10H12O3S
Thiomethoxyvanillin
—— (R)-2-(1-aminoethyl)-4-methoxyphenol 1269839-05-5 C9H13NO2
(R)-2-(1-aminoethyl)-4-methoxyphenol
—— 4-(5-Ethyltetrahydro-2H-pyran-2-yl)phenol 1173761-32-4 C13H18O2
4-(5-Ethyltetrahydro-2H-pyran-2-yl)phenol
—— Potassium;4-sulfanylphenolate 149124-52-7 C6H5OS*K
Potassium;4-sulfanylphenolate
—— 4-(2-fluoro-4-hydroxy-5-nitro-benzylidene)-piperidine-1-carboxylic acid tert-butyl ester 618914-32-2 C17H21FN2O5
4-(2-fluoro-4-hydroxy-5-nitro-benzylidene)-piperidine-1-carboxylic acid tert-butyl ester
—— 83554-63-6 C8H8NaO4
—— 55453-88-8 C8H8NaO3
—— Acetic acid;2,3,5-trimethylphenol 34649-27-9 C11H16O3
Acetic acid;2,3,5-trimethylphenol
—— 5-(Chloromethyl)-2-methoxyphenol 529502-39-4 C8H9ClO2
5-(Chloromethyl)-2-methoxyphenol
—— 2,6-dimethoxy-3-piperazin-1-ylmethyl-phenol 35340-70-6 C13H20N2O3
2,6-dimethoxy-3-piperazin-1-ylmethyl-phenol
—— 3,5-Dimethyl-4-butyl-phenol 22496-49-7 C12H18O
3,5-Dimethyl-4-butyl-phenol
—— N-[(3-Amino-2-hydroxy-5-methylphenyl)methyl]acetamide 91754-54-0 C10H14N2O2
N-[(3-Amino-2-hydroxy-5-methylphenyl)methyl]acetamide
—— 3-(2-Chloro-5-hydroxy-4-methylphenyl)-1,3-oxazolidin-2-one 110102-90-4 C10H10ClNO3
3-(2-Chloro-5-hydroxy-4-methylphenyl)-1,3-oxazolidin-2-one
—— 4-[(2-Fluoro-6-hydroxyphenyl)(hydroxy)methylidene]oxolane-2,3-dione 112064-69-4 C11H7FO5
4-[(2-Fluoro-6-hydroxyphenyl)(hydroxy)methylidene]oxolane-2,3-dione
—— 2-(Chloromethyl)-4-methylsulfonyl-6-nitrophenol 20951-20-6 C8H8ClNO5S
2-(Chloromethyl)-4-methylsulfonyl-6-nitrophenol
—— Acetic acid--benzene-1,3,5-triol (1/1) 16534-21-7 C8H10O5
Acetic acid--benzene-1,3,5-triol (1/1)
—— 4-[(E)-Butylideneamino]-3,5-dimethylphenol 106647-78-3 C12H17NO
4-[(E)-Butylideneamino]-3,5-dimethylphenol
—— Acetic acid;2-chlorobenzene-1,4-diol 101981-89-9 C8H9ClO4
Acetic acid;2-chlorobenzene-1,4-diol
—— 2-[4-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]phenyl]ethyl 3-oxobutanoate 105460-60-4 C18H28O4Si
2-[4-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]phenyl]ethyl 3-oxobutanoate
—— 4-Fluor-3,5-dimethoxyphenol 2924-70-1 C8H9FO3
4-Fluor-3,5-dimethoxyphenol
—— 2,6-Dimethoxy-4-[(morpholin-4-yl)methyl]phenol 105699-70-5 C13H19NO4
2,6-Dimethoxy-4-[(morpholin-4-yl)methyl]phenol
—— 4-(Octadeca-9,12-dien-1-YL)benzene-1,2-diol 175651-26-0 C24H38O2
4-(Octadeca-9,12-dien-1-YL)benzene-1,2-diol
—— N-[2-(3,4-Dihydroxyphenyl)ethyl]glycine 97795-07-8 C10H13NO4
N-[2-(3,4-Dihydroxyphenyl)ethyl]glycine
—— 82492-24-8 C8H8CaO4
—— 1-(2-Hydroxy-3,4-dimethoxyphenyl)but-2-en-1-one 1301160-12-2 C12H14O4
1-(2-Hydroxy-3,4-dimethoxyphenyl)but-2-en-1-one
—— 2-(8-Nitrooctyl)phenol 86366-15-6 C14H21NO3
2-(8-Nitrooctyl)phenol
—— Formaldehyde;2-(2-hydroxyethoxy)ethanol;phenol 91673-32-4 C11H18O5
Formaldehyde;2-(2-hydroxyethoxy)ethanol;phenol
—— 2-(13-Aminotridecyl)phenol 141920-81-2 C19H33NO
2-(13-Aminotridecyl)phenol
—— 3-(4-hydroxy-3,5-dimethyl-phenylsulfanyl)-propionic acid 61102-10-1 C11H14O3S
3-(4-hydroxy-3,5-dimethyl-phenylsulfanyl)-propionic acid
—— 2-Acetonyl-3-methoxy-phenol 94785-38-3 C10H12O3
2-Acetonyl-3-methoxy-phenol
—— 3-(1,2-Dihydroxyethyl)benzene-1,2-diol 67503-48-4 C8H10O4
3-(1,2-Dihydroxyethyl)benzene-1,2-diol
—— 3-[(Benzylamino)-dimethoxyphosphorylmethyl]phenol 1403884-73-0 C16H20NO4P
3-[(Benzylamino)-dimethoxyphosphorylmethyl]phenol
—— 2-(2-aminothiazol-4-yl)-3-bromophenol 1401669-21-3 C9H7BrN2OS
2-(2-aminothiazol-4-yl)-3-bromophenol
—— 2,2'-Bis(3-hydroxyphenyl)-1,1'-spirobi[1lambda4,2-benzoselenazole]-3,3'-dione 1402034-90-5 C26H18N2O4Se
2,2'-Bis(3-hydroxyphenyl)-1,1'-spirobi[1lambda4,2-benzoselenazole]-3,3'-dione
—— Rimiterol Hydrobromide 31842-61-2 C12H18BrNO3
Rimiterol Hydrobromide
—— 5-Hydroxy-2-[2-(5-hydroxy-3-oxo-1,2-benzoselenazol-2-yl)ethyl]-1,2-benzoselenazol-3-one 944712-35-0 C16H12N2O4Se2
5-Hydroxy-2-[2-(5-hydroxy-3-oxo-1,2-benzoselenazol-2-yl)ethyl]-1,2-benzoselenazol-3-one
—— (Z)-2-(3-hydroxy-4-nitrophenyl)-5-(4-methoxybenzylidene)-5H-thiazol-4-one 1380593-13-4 C17H12N2O5S
(Z)-2-(3-hydroxy-4-nitrophenyl)-5-(4-methoxybenzylidene)-5H-thiazol-4-one
—— 4-bromo-2,6-difluoro-3-methylphenol 1365272-26-9 C7H5BrF2O
4-bromo-2,6-difluoro-3-methylphenol
—— 2-(tert-Butyl)-4-chloro-5-nitrophenol 1236061-41-8 C10H12ClNO3
2-(tert-Butyl)-4-chloro-5-nitrophenol
—— (5Z)-5-[(3,4-dihydroxyphenyl)methylidene]-2-methylsulfanyl-1,3-thiazol-4-one 1415582-13-6 C11H9NO3S2
(5Z)-5-[(3,4-dihydroxyphenyl)methylidene]-2-methylsulfanyl-1,3-thiazol-4-one
—— 5-[[3-[(3,5-Dihydroxyphenyl)methoxy]-5-(hydroxymethyl)phenoxy]methyl]benzene-1,3-diol 156563-27-8 C21H20O7
5-[[3-[(3,5-Dihydroxyphenyl)methoxy]-5-(hydroxymethyl)phenoxy]methyl]benzene-1,3-diol
—— Methyl 3-(4-hydroxyphenyl)-5-methylhex-4-enoate 1012070-84-6 C14H18O3
Methyl 3-(4-hydroxyphenyl)-5-methylhex-4-enoate
—— 2-butyl-4-(2-hydroxyethoxy)phenol 918495-56-4 C12H18O3
2-butyl-4-(2-hydroxyethoxy)phenol
—— 2-Bromo-3-hydroxybenzeneacetic acid 1133720-83-8 C8H7BrO3
2-Bromo-3-hydroxybenzeneacetic acid