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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
—— 2,6-dibromo-3,5-dimethyl-hydroquinone 872275-58-6 C8H8Br2O2
2,6-dibromo-3,5-dimethyl-hydroquinone
—— 1,5-bis-(2,4-dihydroxyphenylmethylketo)thiocarbohydrazene 850559-59-0 C17H18N4O4S
1,5-bis-(2,4-dihydroxyphenylmethylketo)thiocarbohydrazene
—— 2,6-bis(cyclohexyliminomethylene)-4-methylphenol 1286247-91-3 C21H30N2O
2,6-bis(cyclohexyliminomethylene)-4-methylphenol
—— 2-Dodecyl-5-methoxy-4-methylphenol 60488-45-1 C20H34O2
2-Dodecyl-5-methoxy-4-methylphenol
—— 3,6-dimethyl-4,5-dinitrobenzene-1,2-diol 1409937-09-2 C8H8N2O6
3,6-dimethyl-4,5-dinitrobenzene-1,2-diol
—— 2-tert.-Butyl-6-methyl-4-tert.-butoxy-phenol 26381-68-0 C15H24O2
2-tert.-Butyl-6-methyl-4-tert.-butoxy-phenol
—— 3-(2'-hydroxy-3',4'-dimethylphenyl)-5,5-dimethyl-2-pyrazoline 107551-00-8 C13H18N2O
3-(2'-hydroxy-3',4'-dimethylphenyl)-5,5-dimethyl-2-pyrazoline
—— p-hydroxybenzhydroxamic acid chloride 207297-08-3 C7H6ClNO2
p-hydroxybenzhydroxamic acid chloride
—— 2-methoxy-4-[(decylamino)methyl]phenol 1342283-54-8 C18H31NO2
2-methoxy-4-[(decylamino)methyl]phenol
—— 2-(5-hydroxy-5-methylhex-1-en-1-yl)-4-methoxyphenol 1257527-09-5 C14H20O3
2-(5-hydroxy-5-methylhex-1-en-1-yl)-4-methoxyphenol
—— 1394351-61-1 C21H20F2I2O4
—— 2,6,2',6',2'',6''-hexamethyl-4,4',4''-[1,3,5]triazine-2,4,6-triyltrimethyl-tris-phenol 41243-97-4 C30H33N3O3
2,6,2',6',2'',6''-hexamethyl-4,4',4''-[1,3,5]triazine-2,4,6-triyltrimethyl-tris-phenol
—— 5'-chloro-2'hydroxy-1',3'-xylyl-24-crown-7 81336-43-8 C20H31ClO8
5'-chloro-2'hydroxy-1',3'-xylyl-24-crown-7
—— 3-(4-hydroxy-benzylideneamino)-4-phenyl-3<i>H</i>-thiazole-2-thione 15387-23-2 C16H12N2OS2
3-(4-hydroxy-benzylideneamino)-4-phenyl-3<i>H</i>-thiazole-2-thione
—— 3-bromo-6,7,8,9-tetrahydro-5H-benzo[7]annulen-2-ol 32337-89-6 C11H13BrO
3-bromo-6,7,8,9-tetrahydro-5H-benzo[7]annulen-2-ol
—— (E)-2-((1H-imidazol-2-yl)methyleneamino)phenol 1401516-67-3 C10H9N3O
(E)-2-((1H-imidazol-2-yl)methyleneamino)phenol
—— 2-hydroxy-1,3-xylyl-24-crown-7 116748-80-2 C20H32O8
2-hydroxy-1,3-xylyl-24-crown-7
—— 4-(2-hydroxy-3-methoxy-phenyl)-1,3-dimethyl-4,8-dihydro-1<i>H</i>-pyrazolo[3,4-<i>e</i>][1,4]thiazepin-7-one 56835-36-0 C15H17N3O3S
4-(2-hydroxy-3-methoxy-phenyl)-1,3-dimethyl-4,8-dihydro-1<i>H</i>-pyrazolo[3,4-<i>e</i>][1,4]thiazepin-7-one
—— Dobutamine hydrochloride, (S)- 51062-26-1 C18H24ClNO3
Dobutamine hydrochloride, (S)-
—— 40189-06-8 C24H19N5O7
—— 4,6-Dihydroxybenzene-1,3-dicarbonitrile 75610-34-3 C8H4N2O2
4,6-Dihydroxybenzene-1,3-dicarbonitrile
—— 5-(2-{[1-(4-Benzyloxy-phenyl)-meth-(E)-ylidene]-amino}-ethyl)-2-methoxy-phenol 40166-85-6 C23H23NO3
5-(2-{[1-(4-Benzyloxy-phenyl)-meth-(E)-ylidene]-amino}-ethyl)-2-methoxy-phenol
—— 2-(di(1H-indol-3-yl)methyl)-6-methoxyphenol 1295646-18-2 C24H20N2O2
2-(di(1H-indol-3-yl)methyl)-6-methoxyphenol
—— 100327-66-0 C34H36Cl2N8O10Sb*Cl
—— (S)-2-(1-(4-(3,4-dihydroxyphenyl)thiazol-2-ylamino)-2-methylpropyl)oxazole-4-carboxamide 1511857-69-4 C17H18N4O4S
(S)-2-(1-(4-(3,4-dihydroxyphenyl)thiazol-2-ylamino)-2-methylpropyl)oxazole-4-carboxamide
—— (R)-(+)-4-(4'-hydroxyphenyl)-2-butyl acetate 129752-69-8 C12H16O3
(R)-(+)-4-(4'-hydroxyphenyl)-2-butyl acetate
—— Dimethyl-dithiocarbamic acid 2-hydroxy-3,4,5-trimethoxy-benzyl ester 39068-87-6 C13H19NO4S2
Dimethyl-dithiocarbamic acid 2-hydroxy-3,4,5-trimethoxy-benzyl ester
—— (3-butyl-4-hydroxyphenyl)thiocarbonitrile 613241-03-5 C11H13NOS
(3-butyl-4-hydroxyphenyl)thiocarbonitrile
—— (2Z,5Z)-5-[2-{[3-(dimethylamino)propyl]amino}(1,3-thiazol-5-yl)methylene]-2-[(4-hydroxy-2-methylphenyl)azamethylene]-1,3-thiazolidin-4-one 1253208-70-6 C19H23N5O2S2
(2Z,5Z)-5-[2-{[3-(dimethylamino)propyl]amino}(1,3-thiazol-5-yl)methylene]-2-[(4-hydroxy-2-methylphenyl)azamethylene]-1,3-thiazolidin-4-one
—— 3,3,3-trichloro-2-(1-(2,4-dihydroxyphenyl)ethylidene)-4-((1-(2,4-dihydroxyphenyl)ethylidene)amino)-1,2l4,4,3l5-triazastibolidin-5-one 100327-65-9 C17H18Cl3N4O5Sb
3,3,3-trichloro-2-(1-(2,4-dihydroxyphenyl)ethylidene)-4-((1-(2,4-dihydroxyphenyl)ethylidene)amino)-1,2l4,4,3l5-triazastibolidin-5-one
—— 2-chloro-3,6-difluoro-4-methoxyphenol 1600530-33-3 C7H5ClF2O2
2-chloro-3,6-difluoro-4-methoxyphenol
—— 2-(5-Amino-[1,3,4]thiadiazol-2-yl)-4-chloro-6-methoxy-phenol 853567-48-3 C9H8ClN3O2S
2-(5-Amino-[1,3,4]thiadiazol-2-yl)-4-chloro-6-methoxy-phenol
—— N-<<2-<2-<2-(3-dimethylaminopropylcarbamoyl)-1-methyl-4-pyrrolyl>carbamoyl-1-methyl-4-pyrrolyl>carbamoyl-1-methyl-4-pyrrolyl>>-2-nitro-3-hydroxy-4-methylbenzamide trifluoroacetate dihydrate 78486-26-7 C2HF3O2*C31H37N9O7
N-<<2-<2-<2-(3-dimethylaminopropylcarbamoyl)-1-methyl-4-pyrrolyl>carbamoyl-1-methyl-4-pyrrolyl>carbamoyl-1-methyl-4-pyrrolyl>>-2-nitro-3-hydroxy-4-methylbenzamide trifluoroacetate dihydrate
—— 2-Methoxy-5-methyl-4-trimethylsilanyl-phenol 486413-44-9 C11H18O2Si
2-Methoxy-5-methyl-4-trimethylsilanyl-phenol
—— bis(4-hydroxyphenyl)iodonium 138888-92-3 C12H10IO2
bis(4-hydroxyphenyl)iodonium
—— 1-(2',5'-dihydroxyphenyl)-1-nitro-2-(p-tolylamino)ethylene 134387-66-9 C15H14N2O4
1-(2',5'-dihydroxyphenyl)-1-nitro-2-(p-tolylamino)ethylene
—— kukoamine B phosphate 1375180-00-9 C28H42N4O6*H3O4P
kukoamine B phosphate
—— 1,1'-(1,2-dihydro-[1,2,4,5]tetrazine-3,6-diyl)-bis-ethanone bis-[(2-hydroxy-benzylidene)-hydrazone] 39263-53-1 C20H20N8O2
1,1'-(1,2-dihydro-[1,2,4,5]tetrazine-3,6-diyl)-bis-ethanone bis-[(2-hydroxy-benzylidene)-hydrazone]
—— N'-[(1E)-(p-hydroxyphenyl)methylene]phosphorohydrazidic acid diisopropyl ester 1237507-93-5 C13H21N2O4P
N'-[(1E)-(p-hydroxyphenyl)methylene]phosphorohydrazidic acid diisopropyl ester
—— 2-(4-hydroxyphenyl)-5-n-nonylpyrimidine 102408-53-7 C19H26N2O
2-(4-hydroxyphenyl)-5-n-nonylpyrimidine
—— 100327-64-8 C34H36Cl2N8O10Sb*Cl
—— 5-Nitro-3-formylamino-tropolon 89939-45-7 C8H6N2O5
5-Nitro-3-formylamino-tropolon
—— β-Orcilaldehyde-4-phenylthiosemicarbazone 19861-14-4 C16H17N3O2S
β-Orcilaldehyde-4-phenylthiosemicarbazone
—— N,N'-bis(3-methoxysalicylidenimino)-1,3-diaminopentane 1404228-96-1 C21H26N2O4
N,N'-bis(3-methoxysalicylidenimino)-1,3-diaminopentane
—— 2,3-Dimethylbenzene-1,4-diolate 87810-91-1 C8H8O2
2,3-Dimethylbenzene-1,4-diolate
—— 4-[(4,5,6,7-Tetrahydro-benzothiazol-2-yl)-hydrazonomethyl]-benzene-1,2-diol 7345-56-4 C14H15N3O2S
4-[(4,5,6,7-Tetrahydro-benzothiazol-2-yl)-hydrazonomethyl]-benzene-1,2-diol
—— 2-({[6-amino-5-(2-phenyldiazenyl)pyridin-2-yl]imino}methyl)-4-nitrophenol hydrochloride 1454284-41-3 C18H14N6O3*ClH
2-({[6-amino-5-(2-phenyldiazenyl)pyridin-2-yl]imino}methyl)-4-nitrophenol hydrochloride
—— 4.6-Diallyl-2-methyl-resorcin 22304-79-6 C13H16O2
4.6-Diallyl-2-methyl-resorcin
—— methyl 3,5-diiodo-4-hydroxybenzimidate hydrochloride 57943-61-0 C8H7I2NO2*ClH
methyl 3,5-diiodo-4-hydroxybenzimidate hydrochloride
—— 4-[4-amino-6-(4-chloro-phenyl)-[1,3,5]triazin-2-yl]-benzene-1,3-diol 7304-03-2 C15H11ClN4O2
4-[4-amino-6-(4-chloro-phenyl)-[1,3,5]triazin-2-yl]-benzene-1,3-diol