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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
—— 2-Fluoro-5-hydroxy-3-methoxybenzaldehyde 897957-17-4 C8H7FO3
2-Fluoro-5-hydroxy-3-methoxybenzaldehyde
—— 3-nitro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol 1158236-73-7 C12H16BNO5
3-nitro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
—— 4-hydroxy-2-methoxy-3-methylbenzaldehyde 1354792-65-6 C9H10O3
4-hydroxy-2-methoxy-3-methylbenzaldehyde
—— 4,6-dibromo-2-fluoro-3-methylphenol 1357103-65-1 C7H5Br2FO
4,6-dibromo-2-fluoro-3-methylphenol
—— 3,3-dideuteriobenzo[c][1,2]oxaborole-1,5(3H)-diol 1319804-02-8 C7H7BO3
3,3-dideuteriobenzo[c][1,2]oxaborole-1,5(3H)-diol
—— tert-butyl 4-(2,3-difluoro-6-hydroxyphenyl)-3,6-dihydro-2H-pyridine-1-carboxylate 1161838-09-0 C16H19F2NO3
tert-butyl 4-(2,3-difluoro-6-hydroxyphenyl)-3,6-dihydro-2H-pyridine-1-carboxylate
—— benzyl (2S,4R)-4-[(3-fluorophenyl)amino]-4-({[(2-hydroxy-3-methoxyphenoxy)sulfonyl]amino}methyl)-2-methylpiperidine-1-carboxylate 1193782-22-7 C28H32FN3O7S
benzyl (2S,4R)-4-[(3-fluorophenyl)amino]-4-({[(2-hydroxy-3-methoxyphenoxy)sulfonyl]amino}methyl)-2-methylpiperidine-1-carboxylate
—— 4-(1,3-Dihydroxypropyl)benzene-1,2-diol 138799-01-6 C9H12O4
4-(1,3-Dihydroxypropyl)benzene-1,2-diol
—— tert-butyl 4-(2-hydroxy-4-methylphenyl)-3,6-dihydro-2H-pyridine-1-carboxylate 947615-20-5 C17H23NO3
tert-butyl 4-(2-hydroxy-4-methylphenyl)-3,6-dihydro-2H-pyridine-1-carboxylate
—— tert-butyl 4-(4,5-difluoro-2-hydroxyphenyl)-3,6-dihydro-2H-pyridine-1-carboxylate 947614-68-8 C16H19F2NO3
tert-butyl 4-(4,5-difluoro-2-hydroxyphenyl)-3,6-dihydro-2H-pyridine-1-carboxylate
—— (2S,4R)-4-(3-hydroxyphenyl)-2-methyloxan-4-ol 1056616-47-7 C12H16O3
(2S,4R)-4-(3-hydroxyphenyl)-2-methyloxan-4-ol
—— Phenol, 2-[1-[[2-(methylthio)ethyl]amino]ethyl]- 1342642-91-4 C11H17NOS
Phenol, 2-[1-[[2-(methylthio)ethyl]amino]ethyl]-
—— 1-(3-Hydroxy-4-nitrophenyl)pyridin-2-one 1039517-98-0 C11H8N2O4
1-(3-Hydroxy-4-nitrophenyl)pyridin-2-one
—— 2-fluoro-6-(2-hydroxyethyl)-4-nitrophenol 1207094-62-9 C8H8FNO4
2-fluoro-6-(2-hydroxyethyl)-4-nitrophenol
—— methanesulfonic acid 2-(3-fluoro-2-hydroxy-5-nitrophenyl)ethyl ester 1207094-63-0 C9H10FNO6S
methanesulfonic acid 2-(3-fluoro-2-hydroxy-5-nitrophenyl)ethyl ester
—— 3-(3-fluoro-2-hydroxy-5-nitrophenyl)propane-1,2-diol 1207094-61-8 C9H10FNO5
3-(3-fluoro-2-hydroxy-5-nitrophenyl)propane-1,2-diol
—— Di-tert-butyl (2-chloro-5-hydroxybenzyl)imidodicarbonate 1214728-71-8 C17H24ClNO5
Di-tert-butyl (2-chloro-5-hydroxybenzyl)imidodicarbonate
—— 5-Chloro-2-(cyclopropylmethyl)phenol 1227418-30-5 C10H11ClO
5-Chloro-2-(cyclopropylmethyl)phenol
—— 2-fluoro-4-(5-propyltetrahydropyran-2-yl)phenol 1337991-96-4 C14H19FO2
2-fluoro-4-(5-propyltetrahydropyran-2-yl)phenol
—— 3-Chloro-2-(cyclopropylmethyl)phenol 1227418-29-2 C10H11ClO
3-Chloro-2-(cyclopropylmethyl)phenol
—— 4-bromo-3-{[(2-{[3-(3-bromopropyl)phenyl]amino}-5-chloropyrimidin-4-yl)amino]methyl}phenol 1236130-94-1 C20H19Br2ClN4O
4-bromo-3-{[(2-{[3-(3-bromopropyl)phenyl]amino}-5-chloropyrimidin-4-yl)amino]methyl}phenol
—— 3-bromo-5-{[(2-{[3-(3-bromopropyl)phenyl]amino}-5-chloropyrimidin-4-yl)amino]methyl}phenol 1236130-97-4 C20H19Br2ClN4O
3-bromo-5-{[(2-{[3-(3-bromopropyl)phenyl]amino}-5-chloropyrimidin-4-yl)amino]methyl}phenol
—— 4-tert.-Butyl-6-allyl-guajacol 93719-19-8 C14H20O2
4-tert.-Butyl-6-allyl-guajacol
—— Ethanesulfonyl chloride, 2-[4-(2-methoxyethyl)phenoxy]- 1343443-99-1 C11H15ClO4S
Ethanesulfonyl chloride, 2-[4-(2-methoxyethyl)phenoxy]-
—— 6-(3-hydroxy-phenyl)-cyclohex-1-ene-carbonitrile 1351274-90-2 C13H13NO
6-(3-hydroxy-phenyl)-cyclohex-1-ene-carbonitrile
—— 5-(5-bromopyrimidin-2-ylamino)-2-fluorophenol 1123515-73-0 C10H7BrFN3O
5-(5-bromopyrimidin-2-ylamino)-2-fluorophenol
—— 2-[3-fluoro-4-hydroxyphenyl]cyclopropanecarboxylic acid ethyl ester 1234845-30-7 C12H13FO3
2-[3-fluoro-4-hydroxyphenyl]cyclopropanecarboxylic acid ethyl ester
—— 4-Fluoro-2-methyl-6-nitrophenol 1588441-30-8 C7H6FNO3
4-Fluoro-2-methyl-6-nitrophenol
—— Phenol, 3-chloro-4-[1-(ethylamino)ethyl]- 1342663-73-3 C10H14ClNO
Phenol, 3-chloro-4-[1-(ethylamino)ethyl]-
—— (R)-2-(5-bromo-2-hydroxybenzyl)morpholine 901230-02-2 C11H14BrNO2
(R)-2-(5-bromo-2-hydroxybenzyl)morpholine
—— 4-nitro-2-thiazol-5-ylphenol 876343-44-1 C9H6N2O3S
4-nitro-2-thiazol-5-ylphenol
—— 1-(5-Hydroxy-2-nitrophenyl)prop-2-en-1-one 453518-20-2 C9H7NO4
1-(5-Hydroxy-2-nitrophenyl)prop-2-en-1-one
—— 5-bromo-2-hydroxy-N,N-dimethyl-3-nitro-6-(trifluoromethyl)benzamide 654683-24-6 C10H8BrF3N2O4
5-bromo-2-hydroxy-N,N-dimethyl-3-nitro-6-(trifluoromethyl)benzamide
—— Piperazine, 1-(2-hydroxy-3-nitrobenzoyl)-4-[(1-methyl-1H-pyrrol-2-yl)carbonyl]- 473733-95-8 C17H18N4O5
Piperazine, 1-(2-hydroxy-3-nitrobenzoyl)-4-[(1-methyl-1H-pyrrol-2-yl)carbonyl]-
—— 4-bromo-2-chloro-6-ethyl-phenol 63770-16-1 C8H8BrClO
4-bromo-2-chloro-6-ethyl-phenol
—— 2-methyl-6-(2,2,2-trifluoro-ethyl)-phenol 440659-13-2 C9H9F3O
2-methyl-6-(2,2,2-trifluoro-ethyl)-phenol
—— 5-allyloxy-2-hydroxytoluene 79950-48-4 C10H12O2
5-allyloxy-2-hydroxytoluene
—— 4-bromo-2-(2,2,2-trifluoroethyl)phenol 749930-85-6 C8H6BrF3O
4-bromo-2-(2,2,2-trifluoroethyl)phenol
—— 2-[2-[4-[2-(2,5-Dihydroxyphenyl)ethynyl]phenyl]ethynyl]benzene-1,4-diol 827624-66-8 C22H14O4
2-[2-[4-[2-(2,5-Dihydroxyphenyl)ethynyl]phenyl]ethynyl]benzene-1,4-diol
—— 2,2'-[(2,5-Dihydroxy-1,4-phenylene)di(ethyne-2,1-diyl)]di(benzene-1,4-diol) 827624-72-6 C22H14O6
2,2'-[(2,5-Dihydroxy-1,4-phenylene)di(ethyne-2,1-diyl)]di(benzene-1,4-diol)
—— 4-(Methanesulfonyl)-3-methoxyphenol 648905-03-7 C8H10O4S
4-(Methanesulfonyl)-3-methoxyphenol
—— 3-Methyl-4-[(2-pyridinylmethyl)amino]phenol 887589-36-8 C13H14N2O
3-Methyl-4-[(2-pyridinylmethyl)amino]phenol
—— 3-Methyl-4-[(4-pyridinylmethyl)amino]phenol 887589-29-9 C13H14N2O
3-Methyl-4-[(4-pyridinylmethyl)amino]phenol
—— 2-((R)-3-Hydroxy-1-methyl-propyl)-phenol 447461-87-2 C10H14O2
2-((R)-3-Hydroxy-1-methyl-propyl)-phenol
—— 2-[[4-(2-Acetyloxyethyl)phenoxy]methyl]benzoic acid 856420-31-0 C18H18O5
2-[[4-(2-Acetyloxyethyl)phenoxy]methyl]benzoic acid
—— 4-Chloro-2-[[4-(2-hydroxyethyl)phenoxy]methyl]benzoic acid 1046494-92-1 C16H15ClO4
4-Chloro-2-[[4-(2-hydroxyethyl)phenoxy]methyl]benzoic acid
—— (4-Hydroxy-2,3-dimethyl-phenyl)-acetic acid ethyl ester 1207545-21-8 C12H16O3
(4-Hydroxy-2,3-dimethyl-phenyl)-acetic acid ethyl ester
—— 1,1,4,4,7-pentamethyl-1,4-disila-1,2,3,4-tetrahydronaphthalen-6-ol 827339-69-5 C13H22OSi2
1,1,4,4,7-pentamethyl-1,4-disila-1,2,3,4-tetrahydronaphthalen-6-ol
—— 3-chloro-4-(2-diethylamino-ethoxy)-phenol 935692-86-7 C12H18ClNO2
3-chloro-4-(2-diethylamino-ethoxy)-phenol
—— N-(3-chloro-5-hydroxybenzyl)acetamide 862541-25-1 C9H10ClNO2
N-(3-chloro-5-hydroxybenzyl)acetamide