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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
—— aminodurenol 46010-72-4 C10H15NO
aminodurenol
—— 3-Amino-4,5-dimethylphenol 92505-48-1 C8H11NO
3-Amino-4,5-dimethylphenol
—— (5S,13S)-19-[2-[2-ethynyl-5-[2-tri(propan-2-yl)silylethynyl]phenyl]ethynyl]-5,13-diphenyl-3,6,9,12,15-pentaoxabicyclo[15.3.1]henicosa-1(20),17(21),18-trien-21-ol 864920-11-6 C49H56O6Si
(5S,13S)-19-[2-[2-ethynyl-5-[2-tri(propan-2-yl)silylethynyl]phenyl]ethynyl]-5,13-diphenyl-3,6,9,12,15-pentaoxabicyclo[15.3.1]henicosa-1(20),17(21),18-trien-21-ol
—— 3,6-dibromo-2-methyl-phenol 52045-21-3 C7H6Br2O
3,6-dibromo-2-methyl-phenol
—— 2,3,5,6-Tetramethyl-4-(methylamino)phenol 1357167-25-9 C11H17NO
2,3,5,6-Tetramethyl-4-(methylamino)phenol
—— 2-Bromo-3-methyl-4-nitro-6-isopropylphenol 20294-57-9 C9H10BrNO3
2-Bromo-3-methyl-4-nitro-6-isopropylphenol
—— 4-[[3,4,5-Tris[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]phenyl]methoxy]phenol 1214319-52-4 C34H54O14
4-[[3,4,5-Tris[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]phenyl]methoxy]phenol
—— 2,2',2''-[1,3,5]trithiane-2,4,6-triyl-tris-phenol 5402-71-1 C21H18O3S3
2,2',2''-[1,3,5]trithiane-2,4,6-triyl-tris-phenol
—— p-2-fluorooctyloxyphenol 122318-27-8 C14H21FO2
p-2-fluorooctyloxyphenol
—— 1,3-bis(2-hydroxy-3-methoxybenzylamino)propan-2-ol 348597-14-8 C19H26N2O5
1,3-bis(2-hydroxy-3-methoxybenzylamino)propan-2-ol
—— 2,5-Dicyanhydrochinon 4655-70-3 C8H4N2O2
2,5-Dicyanhydrochinon
—— 2-bromo 4-n-heptylphenol 88134-01-4 C13H19BrO
2-bromo 4-n-heptylphenol
—— N-[1-(3,5-dibromo-2-hydroxyphenyl)ethylideneamino]benzamide 114070-34-7 C15H12Br2N2O2
N-[1-(3,5-dibromo-2-hydroxyphenyl)ethylideneamino]benzamide
—— N,3-dihydroxy-2-methylbenzenecarboximidamide 1260022-22-7 C8H10N2O2
N,3-dihydroxy-2-methylbenzenecarboximidamide
—— 4-Chlor-2,6-dicyclopentyl-phenol 40395-19-5 C16H21ClO
4-Chlor-2,6-dicyclopentyl-phenol
—— 1-(4-hydroxy-3-methoxyphenyl)hexa-3,5-dione 113465-66-0 C13H16O4
1-(4-hydroxy-3-methoxyphenyl)hexa-3,5-dione
—— N-benzyl-2-hydroxybenzothioamide 67556-67-6 C14H13NOS
N-benzyl-2-hydroxybenzothioamide
—— tert-butyl 3,5-dihydroxybenzylcarbamate 426225-59-4 C12H17NO4
tert-butyl 3,5-dihydroxybenzylcarbamate
—— N-<4-Amino-benzolsulfonyl>-3,5-dinitro-salicylsaeure-amid 62547-31-3 C13H10N4O8S
N-<4-Amino-benzolsulfonyl>-3,5-dinitro-salicylsaeure-amid
—— 2-nitrosobenzene-1,4-diol 215431-75-7 C6H5NO3
2-nitrosobenzene-1,4-diol
—— 4-(1-Cyclohexyl-1-methyl-ethyl)-2,6-dimethoxy-phenol 60526-71-8 C17H26O3
4-(1-Cyclohexyl-1-methyl-ethyl)-2,6-dimethoxy-phenol
—— 2-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoroundecyl)-4-methoxyphenol 272125-12-9 C18H13F17O2
2-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoroundecyl)-4-methoxyphenol
—— 4-Methoxy-2-(4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononyl)phenol 272125-11-8 C16H13F13O2
4-Methoxy-2-(4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononyl)phenol
—— 1,4-dihydroxy-2,3,5,6-tetraethylbenzene 137039-62-4 C14H22O2
1,4-dihydroxy-2,3,5,6-tetraethylbenzene
—— salicylaldehyde thiosemicarbazone —— C8H9N3OS
salicylaldehyde thiosemicarbazone
—— (E)-(5,6-dihydro-[1,4,2]dioxazin-3-yl)-(2-hydroxyphenyl)-methanone O-methyloxime 169153-14-4 C11H12N2O4
(E)-(5,6-dihydro-[1,4,2]dioxazin-3-yl)-(2-hydroxyphenyl)-methanone O-methyloxime
—— 1-(2-hydroxy-5-methylphenyl)-3-(pyrazol-1-yl)-1-propanone oxime acetate 444177-52-0 C15H17N3O3
1-(2-hydroxy-5-methylphenyl)-3-(pyrazol-1-yl)-1-propanone oxime acetate
—— (E)-4-chloro-2-(3-methylhepta-2,6-dien-1-yl)phenol 1417913-01-9 C14H17ClO
(E)-4-chloro-2-(3-methylhepta-2,6-dien-1-yl)phenol
—— 2-methyl-5-amino-6-nitro phenol 62106-30-3 C7H8N2O3
2-methyl-5-amino-6-nitro phenol
—— 3-Dimethylamino-5-methyl phenol 65220-00-0 C9H13NO
3-Dimethylamino-5-methyl phenol
—— 6-bromo-2-hydroxy-3,4-dimethoxybenzaldehyde 917497-32-6 C9H9BrO4
6-bromo-2-hydroxy-3,4-dimethoxybenzaldehyde
—— 5-[(3,4-Dimethoxyphenyl)ethynyl]-2,3-dimethoxyphenol 185698-61-7 C18H18O5
5-[(3,4-Dimethoxyphenyl)ethynyl]-2,3-dimethoxyphenol
—— 2-(2-mercaptoethyl)phenol 13407-20-0 C8H10OS
2-(2-mercaptoethyl)phenol
—— 4-(but-3-en-1-yloxy)phenol 118909-86-7 C10H12O2
4-(but-3-en-1-yloxy)phenol
—— 4-(1-dimethylamino-ethyl)-2-methyl-phenol 855355-07-6 C11H17NO
4-(1-dimethylamino-ethyl)-2-methyl-phenol
—— 3-(3-Dimethylamino-butyl)-phenol 855409-63-1 C12H19NO
3-(3-Dimethylamino-butyl)-phenol
—— 3-hydroxybenzylhydrazine dihydrochloride 81012-99-9 C7H10N2O*2ClH
3-hydroxybenzylhydrazine dihydrochloride
—— 4-chloro-2-<2-hydroxy-1-(isopropylthio)ethyl>phenol 121045-22-5 C11H15ClO2S
4-chloro-2-<2-hydroxy-1-(isopropylthio)ethyl>phenol
—— methyl 1-(3-hydroxyphenyl)cyclopentane carboxylate 936758-87-1 C13H16O3
methyl 1-(3-hydroxyphenyl)cyclopentane carboxylate
—— 4-(1-Adamantyloxy)phenol 1116090-59-5 C16H20O2
4-(1-Adamantyloxy)phenol
—— N-(heptan-4-yl)-2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetamide 1259373-03-9 C16H25NO4
N-(heptan-4-yl)-2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetamide
—— 2-Chloro-4-hydroxy-3-methoxybenzenemethanol 110038-86-3 C8H9ClO3
2-Chloro-4-hydroxy-3-methoxybenzenemethanol
—— (5R,7R)-5,7-bis{[(tert-butyl)(dimethyl)silyl]oxy}-1-(4-hydroxyphenyl)icosan-3-one 1220512-56-0 C38H72O4Si2
(5R,7R)-5,7-bis{[(tert-butyl)(dimethyl)silyl]oxy}-1-(4-hydroxyphenyl)icosan-3-one
—— 4-chloro-2-(tetrahydro-2H-pyran-2-yl)phenol 117658-50-1 C11H13ClO2
4-chloro-2-(tetrahydro-2H-pyran-2-yl)phenol
—— 3-chloro-2-ethylphenol 1227417-88-0 C8H9ClO
3-chloro-2-ethylphenol
—— ethyl 4-(4-hydroxyphenyl)-2-oxo-1,3-oxazolane-5-carboxylate 846066-96-4 C12H13NO5
ethyl 4-(4-hydroxyphenyl)-2-oxo-1,3-oxazolane-5-carboxylate
—— 4-methoxy-5-methylbenzene-1,2-diol 21086-80-6 C8H10O3
4-methoxy-5-methylbenzene-1,2-diol
—— 3,4-bis(4-hydroxy-2-methylphenyl)thiophene 1361305-90-9 C18H16O2S
3,4-bis(4-hydroxy-2-methylphenyl)thiophene
—— 4-hexyl-2-methoxyphenol 42433-74-9 C13H20O2
4-hexyl-2-methoxyphenol
—— tert-butyl N-butyl-N-[(4-hydroxyphenyl)methyl]carbamate 1352115-34-4 C16H25NO3
tert-butyl N-butyl-N-[(4-hydroxyphenyl)methyl]carbamate