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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-Ethylthiophen-2-yl)phenol 1261951-61-4 C12H12OS
4-(4-Ethylthiophen-2-yl)phenol
—— 4-<3-Methyl-pentyl>-m-kresol 6800-90-4 C13H20O
4-<3-Methyl-pentyl>-m-kresol
—— 2-methyl-6-[(pyridine-2-ylmethylene)amino]phenol 1002111-85-4 C13H12N2O
2-methyl-6-[(pyridine-2-ylmethylene)amino]phenol
—— (o,α-dihydroxybenzyl)phosphonous acid 105242-72-6 C7H9O4P
(o,α-dihydroxybenzyl)phosphonous acid
—— 2-hydroxy-3-[(6-hydroxy-2,4-dioxo-1H-pyrimidin-5-yl)diazenyl]-5-nitrobenzenesulfonic acid 144344-21-8 C10H7N5O9S
2-hydroxy-3-[(6-hydroxy-2,4-dioxo-1H-pyrimidin-5-yl)diazenyl]-5-nitrobenzenesulfonic acid
—— 2,3,6-trimethyl-4-[(triisopropylsilyl)methylthio]phenol 1230388-99-4 C19H34OSSi
2,3,6-trimethyl-4-[(triisopropylsilyl)methylthio]phenol
—— 1-[3-[(dimethylamino)methyl]benzene-2-id-1-yl]-N,N-dimethylmethanamine;1-[3-[(dimethylamino)methyl]-5-ethynylbenzene-2-id-1-yl]-N,N-dimethylmethanamine;iodopalladium(1+);platinum(2+) 331680-15-0 C26H37IN4PdPt
1-[3-[(dimethylamino)methyl]benzene-2-id-1-yl]-N,N-dimethylmethanamine;1-[3-[(dimethylamino)methyl]-5-ethynylbenzene-2-id-1-yl]-N,N-dimethylmethanamine;iodopalladium(1+);platinum(2+)
—— 3-nitrosalicylaldehyde benzoyl hydrazone 108608-74-8 C14H11N3O4
3-nitrosalicylaldehyde benzoyl hydrazone
—— (4-Nitro-2-hydroxy-phenylhydrazono)-nitroessigsaeure-aethylester 21099-29-6 C10H10N4O7
(4-Nitro-2-hydroxy-phenylhydrazono)-nitroessigsaeure-aethylester
—— 3-[2-[(2-hydroxyphenyl)methylidene]hydrazinyl]-6-methyl-4H-1,2,4-triazin-5-one 120950-53-0 C11H11N5O2
3-[2-[(2-hydroxyphenyl)methylidene]hydrazinyl]-6-methyl-4H-1,2,4-triazin-5-one
—— Cbs 1276 95668-39-6 C11H15ClN4O
Cbs 1276
—— 2,4-Dihydroxy-5-isopentyl-benzaldehyd-4-aethyl-thiosemicarbazon 18965-08-7 C15H23N3O2S
2,4-Dihydroxy-5-isopentyl-benzaldehyd-4-aethyl-thiosemicarbazon
—— potassium 4-hydroxy-2,3-dimethoxy-6-(4-methoxy-3-methyl-4-oxobutyl)-5-methylphenyl sulfate 103993-22-2 C15H21O9S*K
potassium 4-hydroxy-2,3-dimethoxy-6-(4-methoxy-3-methyl-4-oxobutyl)-5-methylphenyl sulfate
—— 3-Methyl-2-phenyl-4,5-dihydro-3H-pyrrole-3-carboxylic acid ethyl ester; compound with picric acid 117103-11-4 C6H3N3O7*C14H17NO2
3-Methyl-2-phenyl-4,5-dihydro-3H-pyrrole-3-carboxylic acid ethyl ester; compound with picric acid
—— 2,3,6-trimethyl-4-[(triethylsilyl)methylthio]phenol 1230389-69-1 C16H28OSSi
2,3,6-trimethyl-4-[(triethylsilyl)methylthio]phenol
—— 2-(4-(tert-butyldiphenylsilyloxy)-3-methoxyphenyl)ethanol 1044264-51-8 C25H30O3Si
2-(4-(tert-butyldiphenylsilyloxy)-3-methoxyphenyl)ethanol
—— 2,5-dihydroxy-thiobenzoic acid amide 858250-48-3 C7H7NO2S
2,5-dihydroxy-thiobenzoic acid amide
—— (E)-2-(3,7-dimethylocta-2,6-dien-1-yl)-4-(trifluoromethoxy)phenol 1417912-86-7 C17H21F3O2
(E)-2-(3,7-dimethylocta-2,6-dien-1-yl)-4-(trifluoromethoxy)phenol
—— N-Octadecyl-3-hydroxy-2-nitrobenzamide 247098-22-2 C25H42N2O4
N-Octadecyl-3-hydroxy-2-nitrobenzamide
—— 1323993-99-2 C14H20O3S
—— 4,4'-dimethyl-2,2'-selanediyl-di-phenol 859821-79-7 C14H14O2Se
4,4'-dimethyl-2,2'-selanediyl-di-phenol
—— acetic acid-(2-hydroxy-4,6-dimethoxy-anilide) 6657-45-0 C10H13NO4
acetic acid-(2-hydroxy-4,6-dimethoxy-anilide)
—— 2,6-Dinitro-4-(1-butylheptyl)-phenol 17726-35-1 C17H26N2O5
2,6-Dinitro-4-(1-butylheptyl)-phenol
—— 2,6-Dinitro-4-(1-aethylnonyl)-phenol 17473-35-7 C17H26N2O5
2,6-Dinitro-4-(1-aethylnonyl)-phenol
—— 4-(4,4,5,5,6,6,7,7,8,8,9,9,9-Tridecafluorononoxy)phenol 1071968-22-3 C15H11F13O2
4-(4,4,5,5,6,6,7,7,8,8,9,9,9-Tridecafluorononoxy)phenol
—— (2-13C)4-nitrophenol 125218-71-5 C6H5NO3
(2-13C)4-nitrophenol
—— 9-(3-bromo-2-hydroxyphenyl)-4,4,5,5-tetramethyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione 1357481-67-4 C23H25BrO4
9-(3-bromo-2-hydroxyphenyl)-4,4,5,5-tetramethyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione
—— 5-ethyl-1-(4-hydroxy-3-methoxyphenethyl)-2-piperidone 115262-52-7 C16H23NO3
5-ethyl-1-(4-hydroxy-3-methoxyphenethyl)-2-piperidone
—— 1,1-dimethylethyl [(3-bromo-2-hydroxyphenyl)methyl](2-hydroxyethyl)carbamate 1167416-81-0 C14H20BrNO4
1,1-dimethylethyl [(3-bromo-2-hydroxyphenyl)methyl](2-hydroxyethyl)carbamate
—— Hydrazinecarbothioamide, 2-[(5-hydroxy-2-pyridinyl)methylene]-N-phenyl- 51984-40-8 C13H12N4OS
Hydrazinecarbothioamide, 2-[(5-hydroxy-2-pyridinyl)methylene]-N-phenyl-
—— (R)-1-O-methanesulfonyl-3-O-p-(2-methoxyethyl)phenylglyserol 114218-34-7 C13H20O6S
(R)-1-O-methanesulfonyl-3-O-p-(2-methoxyethyl)phenylglyserol
—— 2-[2-amino-6-(4-methoxyphenyl)-6H-1,3-thiazin-4-yl]-4-methylphenol 75793-93-0 C18H18N2O2S
2-[2-amino-6-(4-methoxyphenyl)-6H-1,3-thiazin-4-yl]-4-methylphenol
—— 2-[11-[(2-Hydroxyphenyl)methylideneamino]undecyliminomethyl]phenol 1292288-43-7 C25H34N2O2
2-[11-[(2-Hydroxyphenyl)methylideneamino]undecyliminomethyl]phenol
—— bis(2.3-dihydroxy-benzylidene)-ethylene diamine-cobalt(II) 420783-40-0 C16H14CoN2O4
bis(2.3-dihydroxy-benzylidene)-ethylene diamine-cobalt(II)
—— Bromofenoxim-terbuthylazine mixt. 39380-46-6 C22H23Br2ClN8O6
Bromofenoxim-terbuthylazine mixt.
—— 3-(5-chloro-2,4-dihydroxyphenyl)-4,,5,6,7-tetrahydroisoxazolo[4,3-c]pyridine-5-carboxylic acid tert-butyl ester 1228277-16-4 C17H19ClN2O5
3-(5-chloro-2,4-dihydroxyphenyl)-4,,5,6,7-tetrahydroisoxazolo[4,3-c]pyridine-5-carboxylic acid tert-butyl ester
—— 2-Hydroxy-4-(2-methylthiophen-3-yl)benzaldehyde 1261953-40-5 C12H10O2S
2-Hydroxy-4-(2-methylthiophen-3-yl)benzaldehyde
—— N'-[(4-hydroxy-3-methoxyphenyl)methylidene]-N-[(pyridin-4-yl)carbonyl]benzohydrazide 1316315-13-5 C21H17N3O4
N'-[(4-hydroxy-3-methoxyphenyl)methylidene]-N-[(pyridin-4-yl)carbonyl]benzohydrazide
—— methyl 2-hydroxystyrylcarbamate 76570-13-3 C10H11NO3
methyl 2-hydroxystyrylcarbamate
—— 6-[1-(3,4-Dihydroxy-phenyl)-meth-(Z)-ylidene]-5-hydroxy-4-(4-hydroxy-phenyl)-6H-pyran-2,3-dione 51282-14-5 C18H12O7
6-[1-(3,4-Dihydroxy-phenyl)-meth-(Z)-ylidene]-5-hydroxy-4-(4-hydroxy-phenyl)-6H-pyran-2,3-dione
—— 15480-59-8 C17H16N4O2S2
—— 2-(azepan-1-ylimino)methyl-6-methoxyphenol 359763-61-4 C14H20N2O2
2-(azepan-1-ylimino)methyl-6-methoxyphenol
—— (ethane-1,2-diylbis{imino[(2-hydroxyphenyl)methanediyl]})bis phosphinic acid 23480-37-7 C16H22N2O6P2
(ethane-1,2-diylbis{imino[(2-hydroxyphenyl)methanediyl]})bis phosphinic acid
—— 7-Bromo-2-(2-bromo-3-hydroxy4,5-dimethoxyphenyl)-3-butyl-8-hydroxy-6-methyl-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one 862196-83-6 C23H22Br2N2O5S
7-Bromo-2-(2-bromo-3-hydroxy4,5-dimethoxyphenyl)-3-butyl-8-hydroxy-6-methyl-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one
—— 3-(4-Ethylthiophen-2-yl)phenol 1261998-80-4 C12H12OS
3-(4-Ethylthiophen-2-yl)phenol
—— 5-(2-hydroxyphenyl)-7-methyl-2,3-dihydro-1,4-diazepine 90380-33-9 C12H14N2O
5-(2-hydroxyphenyl)-7-methyl-2,3-dihydro-1,4-diazepine
—— O-2-(3-hydroxy-3-methyl-butyl) (2-hydroxy-5-nitro-phenyl) methyl-phenyl-phosphinate 116432-38-3 C18H22NO6P
O-2-(3-hydroxy-3-methyl-butyl) (2-hydroxy-5-nitro-phenyl) methyl-phenyl-phosphinate
—— 4-(1-Ethynylcyclopropyl)phenol 2228358-76-5 C11H10O
4-(1-Ethynylcyclopropyl)phenol
—— 4-Methyl-2-hydroxyphenylazoformamid 35605-65-3 C8H9N3O2
4-Methyl-2-hydroxyphenylazoformamid
—— 4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoroundecoxy)phenol 942056-56-6 C17H11F17O2
4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoroundecoxy)phenol