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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-{[(4-Methylphenyl)methyl]sulfanyl}benzene-1,3-diol 139625-65-3 C14H14O2S
4-{[(4-Methylphenyl)methyl]sulfanyl}benzene-1,3-diol
—— 4-(2-(allyloxy)ethyl)-1,2-dimethoxybenzene 1616561-63-7 C13H18O3
4-(2-(allyloxy)ethyl)-1,2-dimethoxybenzene
—— Propanoic acid--benzene-1,2-diol (1/1) 592543-84-5 C9H12O4
Propanoic acid--benzene-1,2-diol (1/1)
—— 2-Allyl-3-methyl-benzene-1,4-diol 79950-51-9 C10H12O2
2-Allyl-3-methyl-benzene-1,4-diol
—— 3-Iodo-2,6-dimethylphenol 90932-63-1 C8H9IO
3-Iodo-2,6-dimethylphenol
—— Phenol;tetrahydrate 180725-12-6 C6H14O5
Phenol;tetrahydrate
—— 2-prenylorcinol 38106-50-2 C12H16O2
2-prenylorcinol
—— 3-Nitrosalicoylmethylamide 2937-85-1 C8H8N2O4
3-Nitrosalicoylmethylamide
—— 1-Ethyl-3-(4-hydroxyphenyl)-5-phenyl-7-(trifluoromethyl)-1,3,5-benzotriazepine-2,4-dione 1329989-62-9 C23H18F3N3O3
1-Ethyl-3-(4-hydroxyphenyl)-5-phenyl-7-(trifluoromethyl)-1,3,5-benzotriazepine-2,4-dione
—— N-[(3-Hydroxy-4-methoxyphenyl)methyl]urea 921766-20-3 C9H12N2O3
N-[(3-Hydroxy-4-methoxyphenyl)methyl]urea
—— 1-(3-Hydroxy-4-methylphenyl)cyclobutane-1-carboxylic acid 1314765-39-3 C12H14O3
1-(3-Hydroxy-4-methylphenyl)cyclobutane-1-carboxylic acid
—— 3,4-Dihydroxy-5-methoxybenzonitrile 89029-13-0 C8H7NO3
3,4-Dihydroxy-5-methoxybenzonitrile
—— N-Decyl-N'-[(4-hydroxy-3-methoxyphenyl)methyl]urea 921766-25-8 C19H32N2O3
N-Decyl-N'-[(4-hydroxy-3-methoxyphenyl)methyl]urea
—— 2-[3,4-bis(difluoromethoxy)phenyl]ethanol 872045-71-1 C10H10F4O3
2-[3,4-bis(difluoromethoxy)phenyl]ethanol
—— 1,2-Benzenediol, 4-((1R)-2-((1,1-dimethylethyl)amino)-1-hydroxyethyl)- 18686-58-3 C12H19NO3
1,2-Benzenediol, 4-((1R)-2-((1,1-dimethylethyl)amino)-1-hydroxyethyl)-
—— (4-Hydroxy-3-methoxyphenyl)methyl 2-oxopropanoate 112240-34-3 C11H12O5
(4-Hydroxy-3-methoxyphenyl)methyl 2-oxopropanoate
—— (1R,2R)-2-(3,4-dimethoxyphenethoxy)cyclohexane-1-carboxylic acid 906802-43-5 C17H24O5
(1R,2R)-2-(3,4-dimethoxyphenethoxy)cyclohexane-1-carboxylic acid
—— 4-(4-hydroxy-3-methoxyphenyl)oxazolidin-2-one 1147392-25-3 C10H11NO4
4-(4-hydroxy-3-methoxyphenyl)oxazolidin-2-one
—— vanillyl 10-methylundecanoate 906465-19-8 C20H32O4
vanillyl 10-methylundecanoate
—— 3-nitro-5-(2-(2-(trifluoromethyl)pyridin-3-yl)thiazol-4-yl)benzene-1,2-diol 1391712-40-5 C15H8F3N3O4S
3-nitro-5-(2-(2-(trifluoromethyl)pyridin-3-yl)thiazol-4-yl)benzene-1,2-diol
—— 2-Methoxy-4-(4-octyl-1,3-dioxolan-2-yl)phenol 917603-55-5 C18H28O4
2-Methoxy-4-(4-octyl-1,3-dioxolan-2-yl)phenol
—— 3-Hydroxymethyl-4,5-dimethyl-phenol 28636-94-4 C9H12O2
3-Hydroxymethyl-4,5-dimethyl-phenol
—— 4-(Hexadecan-5-YL)phenol 88953-31-5 C22H38O
4-(Hexadecan-5-YL)phenol
—— 4-(4-Hexyl-1,3-dioxolan-2-yl)-2-methoxyphenol 917603-56-6 C16H24O4
4-(4-Hexyl-1,3-dioxolan-2-yl)-2-methoxyphenol
—— 2-chloro-4-[1,3]dioxolan-2-yl-phenol 676496-46-1 C9H9ClO3
2-chloro-4-[1,3]dioxolan-2-yl-phenol
—— 30008-10-7 C6H6NaO2
—— 5-{[(4-Hydroxy-3-methoxyphenyl)methyl]amino}-5-oxopentanoic acid 78405-69-3 C13H17NO5
5-{[(4-Hydroxy-3-methoxyphenyl)methyl]amino}-5-oxopentanoic acid
—— 4-(Hex-3-en-2-yl)phenol 62536-88-3 C12H16O
4-(Hex-3-en-2-yl)phenol
—— N,N-di-n-propyldopamine hydrochloride 67482-71-7 C14H24ClNO2
N,N-di-n-propyldopamine hydrochloride
—— 3-(2-Aminoethyl)-5-methoxyphenol 1393540-57-2 C9H13NO2
3-(2-Aminoethyl)-5-methoxyphenol
—— 3-ethyl-4-(methoxymethoxy)phenol 1042162-98-0 C10H14O3
3-ethyl-4-(methoxymethoxy)phenol
—— 1-(3-hydroxy-4-nitrophenyl)ethyl alcohol 881404-78-0 C8H9NO4
1-(3-hydroxy-4-nitrophenyl)ethyl alcohol
—— 2-Chloro-4-(3,3,3-trifluoropropyl)phenol 653578-50-8 C9H8ClF3O
2-Chloro-4-(3,3,3-trifluoropropyl)phenol
—— 2-Methyl-6-(octadecan-2-YL)phenol 391864-97-4 C25H44O
2-Methyl-6-(octadecan-2-YL)phenol
—— N''-[(4-Hydroxy-3-methoxyphenyl)methyl]guanidine 921766-19-0 C9H13N3O2
N''-[(4-Hydroxy-3-methoxyphenyl)methyl]guanidine
—— 6-(3-chloro-4-{3-[2-(4-hydroxy-phenyl)-ethoxy]-propoxy}-phenyl)-4,5-dihydro-2H-pyridazin-3-one 890042-65-6 C21H23ClN2O4
6-(3-chloro-4-{3-[2-(4-hydroxy-phenyl)-ethoxy]-propoxy}-phenyl)-4,5-dihydro-2H-pyridazin-3-one
—— 3-(3-methyl-4-hydroxybenzyl-t-butoxycarbonylamino)propanoic acid t-butyl ester 1008770-54-4 C20H31NO5
3-(3-methyl-4-hydroxybenzyl-t-butoxycarbonylamino)propanoic acid t-butyl ester
—— (+/-)-N-lactoyl tyramine 781674-18-8 C11H15NO3
(+/-)-N-lactoyl tyramine
—— 3-(4-hydroxy benzyl-t-butoxycarbonylamino)propanoic acid t-butyl ester 1008769-45-6 C19H29NO5
3-(4-hydroxy benzyl-t-butoxycarbonylamino)propanoic acid t-butyl ester
—— 2-(3-chloro-4-n-butoxyphenyl)ethanol 869663-09-2 C12H17ClO2
2-(3-chloro-4-n-butoxyphenyl)ethanol
—— 1-{1-[2-(4-Hydroxy-phenoxy)-ethyl]-piperidin-4-yl}-pyrrolidin-2-one 911627-09-3 C17H24N2O3
1-{1-[2-(4-Hydroxy-phenoxy)-ethyl]-piperidin-4-yl}-pyrrolidin-2-one
—— 2-hydroxy-6-methoxybenzaldehyde 822520-00-3 C8H11NO2
2-hydroxy-6-methoxybenzaldehyde
—— 2,6-Bis(2,2-dimethylvinyl)phenol 27920-05-4 C14H18O
2,6-Bis(2,2-dimethylvinyl)phenol
—— 3-amino-2-iodophenol 99968-82-8 C6H6INO
3-amino-2-iodophenol
—— N-(1-methyl-1H-pyrazol-4-yl)-2-(4-hydroxy-2-methoxyphenyl)acetamide 952059-74-4 C13H15N3O3
N-(1-methyl-1H-pyrazol-4-yl)-2-(4-hydroxy-2-methoxyphenyl)acetamide
—— (S)-3-(3-bromo-4-hydroxy-phenyl)-2-ethoxy-propionic acid ethyl ester 516518-63-1 C13H17BrO4
(S)-3-(3-bromo-4-hydroxy-phenyl)-2-ethoxy-propionic acid ethyl ester
—— 4,5-Dibutylbenzene-1,2-diol 62555-80-0 C14H22O2
4,5-Dibutylbenzene-1,2-diol
—— 2-(tert-butyldimethylsilanyloxy)-5-[2-(tert-butyldimethylsilanyloxy)ethyl]-1,3-dichlorobenzene 878012-85-2 C20H36Cl2O2Si2
2-(tert-butyldimethylsilanyloxy)-5-[2-(tert-butyldimethylsilanyloxy)ethyl]-1,3-dichlorobenzene
—— (3R,5S)-[10]-gingerdiol 53254-77-6 C21H36O4
(3R,5S)-[10]-gingerdiol
—— (3-Hydroxy-2-nitrophenyl)mercury;hydrate —— C6H6HgNO4
(3-Hydroxy-2-nitrophenyl)mercury;hydrate