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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
—— 3-nitro-4-{[(2-(pyridin-4-yl)(1,3-thiazol-4-yl))amino]methyl}phenol 630411-31-3 C15H12N4O3S
3-nitro-4-{[(2-(pyridin-4-yl)(1,3-thiazol-4-yl))amino]methyl}phenol
—— Phenethyl propionate plus eugenol (7:3) 37262-61-6 C21H26O4
Phenethyl propionate plus eugenol (7:3)
—— 2-Chloro-5-methoxy-3,6-dimethyl-phenol 89711-29-5 C9H11ClO2
2-Chloro-5-methoxy-3,6-dimethyl-phenol
—— 2-allyl-1,4-dihydroxy-5-methylbenzene 79950-53-1 C10H12O2
2-allyl-1,4-dihydroxy-5-methylbenzene
—— O,O,O',O'-tetraethyl [(2,6-dihydroxyphenyl)methylene]bis(phosphonothioate) 1262020-43-8 C15H26O6P2S2
O,O,O',O'-tetraethyl [(2,6-dihydroxyphenyl)methylene]bis(phosphonothioate)
—— 3-Hydroxy-benzoldiazonium 30984-22-6 C6H5N2O
3-Hydroxy-benzoldiazonium
—— (+/-)-4-(2-acetylamino-1-methylethyl)phenol 114963-24-5 C11H15NO2
(+/-)-4-(2-acetylamino-1-methylethyl)phenol
—— 1,2-Dimethyl-4-n-propyl-4-(m-hydroxyphenyl)-piperidazin 39126-77-7 C15H24N2O
1,2-Dimethyl-4-n-propyl-4-(m-hydroxyphenyl)-piperidazin
—— (3-ethyl-2,4-dihydroxy-5-methyl-phenyl)-glyoxylic acid 412018-98-5 C11H12O5
(3-ethyl-2,4-dihydroxy-5-methyl-phenyl)-glyoxylic acid
—— 3-hydroxybenzocyclobutenedione 62416-21-1 C8H4O3
3-hydroxybenzocyclobutenedione
—— 5-amino-25,26,27,28-tetrahydroxycalix[4]arene 836608-54-9 C28H25NO4
5-amino-25,26,27,28-tetrahydroxycalix[4]arene
—— (2E,5E)-2,5-bis(3-allyl-4-hydroxybenzylidene)cyclopentanone 1548331-45-8 C25H24O3
(2E,5E)-2,5-bis(3-allyl-4-hydroxybenzylidene)cyclopentanone
—— 4-bromo-2-fluoro-3,5-dimethylphenol 1000413-90-0 C8H8BrFO
4-bromo-2-fluoro-3,5-dimethylphenol
—— 2-Nitro-4-chlor-6-cyan-phenol 88310-62-7 C7H3ClN2O3
2-Nitro-4-chlor-6-cyan-phenol
—— 2-amino-4-chloro-5-methoxyphenol 87701-48-2 C7H8ClNO2
2-amino-4-chloro-5-methoxyphenol
—— (4-fluoro-m-hydroxyphenethyl)guanidine 889882-04-6 C9H12FN3O
(4-fluoro-m-hydroxyphenethyl)guanidine
—— 6-bromo-2-hydroxy-3-methoxybenzyl alcohol 35090-65-4 C8H9BrO3
6-bromo-2-hydroxy-3-methoxybenzyl alcohol
—— 6-bromo-3-chloro-2,4-bis(methoxymethoxy)phenol 1449247-12-4 C10H12BrClO5
6-bromo-3-chloro-2,4-bis(methoxymethoxy)phenol
—— 3-chloro-2,4-bis(methoxymethoxy)phenol 1449247-11-3 C10H13ClO5
3-chloro-2,4-bis(methoxymethoxy)phenol
—— 5-bromo-2-methylbenzene-1,3-diol 253604-37-4 C7H7BrO2
5-bromo-2-methylbenzene-1,3-diol
—— 5-bromo-4-iodo-2-methylphenol 849726-21-2 C7H6BrIO
5-bromo-4-iodo-2-methylphenol
—— 2,3-difluoro-4-heptyl-6-methylphenol 1026225-18-2 C14H20F2O
2,3-difluoro-4-heptyl-6-methylphenol
—— 5-hydroxy-1-[3-(furan-3-yl)-3-oxo-prop-1-yl]-benzocyclobutene-1-carbonitrile ethylene ketal 1174640-90-4 C18H17NO4
5-hydroxy-1-[3-(furan-3-yl)-3-oxo-prop-1-yl]-benzocyclobutene-1-carbonitrile ethylene ketal
—— 2-[3-[(2-Hydroxyphenyl)methylideneamino]butyliminomethyl]phenol 5337-12-2 C18H20N2O2
2-[3-[(2-Hydroxyphenyl)methylideneamino]butyliminomethyl]phenol
—— 2-Hydroxy-n-{2-[(2-hydroxyethyl)amino]ethyl}-3,5-dinitrobenzamide 5336-40-3 C11H14N4O7
2-Hydroxy-n-{2-[(2-hydroxyethyl)amino]ethyl}-3,5-dinitrobenzamide
—— dibutyl 4-hydroxybenzylphosphonate 146465-93-2 C15H25O4P
dibutyl 4-hydroxybenzylphosphonate
—— β-nitroisoeugenol 5395-47-1 C10H11NO4
β-nitroisoeugenol
—— ethyl 2-(3-methyl-4-hydroxy)-phenylthio-acetate 949018-92-2 C11H14O3S
ethyl 2-(3-methyl-4-hydroxy)-phenylthio-acetate
—— 4-ethylsulfanyl-2-methylphenol 18979-85-6 C9H12OS
4-ethylsulfanyl-2-methylphenol
—— 2-methyl-4-(prop-2-ynylthio)phenol 772-57-6 C10H10OS
2-methyl-4-(prop-2-ynylthio)phenol
—— 2-[(dimethylamino)methyl]-6-methyl-4-(trifluoromethoxy)phenol 933673-43-9 C11H14F3NO2
2-[(dimethylamino)methyl]-6-methyl-4-(trifluoromethoxy)phenol
—— N-[(2-hydroxyphenyl)methylidene]acetamide 636-15-7 C9H9NO2
N-[(2-hydroxyphenyl)methylidene]acetamide
—— (E)-3-(6-bromopyridin-2-yl)-2-cyano-N-(1-(4-hydroxyphenyl)butyl)acrylamide 1369406-15-4 C19H18BrN3O2
(E)-3-(6-bromopyridin-2-yl)-2-cyano-N-(1-(4-hydroxyphenyl)butyl)acrylamide
—— N-[3-(4-hydroxyphenyl)propyl]thiophene-2-sulfonamide 1261033-67-3 C13H15NO3S2
N-[3-(4-hydroxyphenyl)propyl]thiophene-2-sulfonamide
—— 3-iodo-8-(2-hydroxyphenyl)pyrazolo[5,1-c][1,2,4]benzotriazine 5-oxide 1310053-42-9 C15H9IN4O2
3-iodo-8-(2-hydroxyphenyl)pyrazolo[5,1-c][1,2,4]benzotriazine 5-oxide
—— 2-(1,1-dimethylethyl)-6-(1,1-dimethyl-2-hydroxyethyl)-4-methoxyphenol 132122-36-2 C15H24O3
2-(1,1-dimethylethyl)-6-(1,1-dimethyl-2-hydroxyethyl)-4-methoxyphenol
—— Methyl 2,3-dibromo-3-(4-hydroxy-3-methoxyphenyl)propanoate 5396-66-7 C11H12Br2O4
Methyl 2,3-dibromo-3-(4-hydroxy-3-methoxyphenyl)propanoate
—— 4-amino-5-hydroxy-2-methylbenzonitrile 1134197-96-8 C8H8N2O
4-amino-5-hydroxy-2-methylbenzonitrile
—— 5-Bromo-2-hydroxy-3-nitro-N-tert-butylbenzenesulfonamide 123222-01-5 C10H13BrN2O5S
5-Bromo-2-hydroxy-3-nitro-N-tert-butylbenzenesulfonamide
—— (4R,5R)-(+)-5-ethyl-1-(4-hydroxy-3-methoxyphenethyl)-2-oxo-4-piperidineacetic acid 82260-60-4 C18H25NO5
(4R,5R)-(+)-5-ethyl-1-(4-hydroxy-3-methoxyphenethyl)-2-oxo-4-piperidineacetic acid
—— (4R,5R)-(+)-5-ethyl-1-(3-hydroxy-4-methoxyphenethyl)-2-oxo-4-piperidineacetic acid 73608-95-4 C18H25NO5
(4R,5R)-(+)-5-ethyl-1-(3-hydroxy-4-methoxyphenethyl)-2-oxo-4-piperidineacetic acid
—— (4S,5R)-(-)-5-ethyl-1-(3-hydroxy-4-methoxyphenethyl)-2-oxo-4-piperidineacetic acid 73608-94-3 C18H25NO5
(4S,5R)-(-)-5-ethyl-1-(3-hydroxy-4-methoxyphenethyl)-2-oxo-4-piperidineacetic acid
—— 1-methyl-3-(3',4',5'-trimethoxyphenyl)-5-(3''-hydroxy-4''-methoxyphenyl)-4,5-dihydro-1H-pyrazole 1224606-12-5 C20H24N2O5
1-methyl-3-(3',4',5'-trimethoxyphenyl)-5-(3''-hydroxy-4''-methoxyphenyl)-4,5-dihydro-1H-pyrazole
—— 4-(3-hydroxy-4-methoxyphenyl)-6-(3,4,5-trimethoxyphenyl)-3,4-dihydro-1H-pyrimidine-2-thione 1073793-01-7 C20H22N2O5S
4-(3-hydroxy-4-methoxyphenyl)-6-(3,4,5-trimethoxyphenyl)-3,4-dihydro-1H-pyrimidine-2-thione
—— 2-(2-Hydroxyphenyl)sulfinylsulfinylphenol 5417-25-4 C12H10O4S2
2-(2-Hydroxyphenyl)sulfinylsulfinylphenol
—— N-[2-Hydroxy-2-(3-hydroxy-phenyl)-ethyl]-butyramide 831171-98-3 C12H17NO3
N-[2-Hydroxy-2-(3-hydroxy-phenyl)-ethyl]-butyramide
—— 1-(3-hydroxy-phenyl)-2-piperidin-1-yl-ethanol 53515-92-7 C13H19NO2
1-(3-hydroxy-phenyl)-2-piperidin-1-yl-ethanol
—— 1-(3-hydroxyphenyl)ethanone O-(2-Hydroxy-2-methylpropyl)oxime 268234-24-8 C12H17NO3
1-(3-hydroxyphenyl)ethanone O-(2-Hydroxy-2-methylpropyl)oxime
—— 4-(Oxoarsanyl)benzene-1,2-diol 5425-72-9 C6H5AsO3
4-(Oxoarsanyl)benzene-1,2-diol
—— (R)-tert-butyl-N-(5-(2-hydroxy-5-nitrophenyl)-2,2,5-trimethyl-1,1-dioxido-5,6-dihydro-2H-1,4-thiazin-3-yl)-N-tert-butoxylcarbonylcarbamate 1620980-84-8 C23H33N3O9S
(R)-tert-butyl-N-(5-(2-hydroxy-5-nitrophenyl)-2,2,5-trimethyl-1,1-dioxido-5,6-dihydro-2H-1,4-thiazin-3-yl)-N-tert-butoxylcarbonylcarbamate