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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-Methoxy-5-(2-methylthiophen-3-yl)phenol 1261968-01-7 C12H12O2S
3-Methoxy-5-(2-methylthiophen-3-yl)phenol
—— N-Nitrosobamethan, (+/-)- 78658-61-4 C12H18N2O3
N-Nitrosobamethan, (+/-)-
—— 3-(2-Hydroxyphenyl)-5-[4-[(4-methylpiperazin-1-yl)diazenyl]phenyl]-3,4-dihydropyrazole-2-carboxamide 1333385-39-9 C21H25N7O2
3-(2-Hydroxyphenyl)-5-[4-[(4-methylpiperazin-1-yl)diazenyl]phenyl]-3,4-dihydropyrazole-2-carboxamide
—— 3-Ethoxy-4-(2-morpholinylmethoxy)phenol 56305-62-5 C13H19NO4
3-Ethoxy-4-(2-morpholinylmethoxy)phenol
—— 4-(Difluoromethoxy)-3-methylphenol 1261440-38-3 C8H8F2O2
4-(Difluoromethoxy)-3-methylphenol
—— (R)-4-(1-Aminobutyl)phenol hydrochloride 1217445-51-6 C10H16ClNO
(R)-4-(1-Aminobutyl)phenol hydrochloride
—— 2-(3,5-Dimethylpyrazol-1-yl)-5-(2,5-dihydroxy-3,4,6-trichlorophenyl)thiazole hydrochloride 1187732-73-5 C14H11Cl4N3O2S
2-(3,5-Dimethylpyrazol-1-yl)-5-(2,5-dihydroxy-3,4,6-trichlorophenyl)thiazole hydrochloride
—— (S)-4-(1-Aminobutyl)phenol hydrochloride 1217466-82-4 C10H16ClNO
(S)-4-(1-Aminobutyl)phenol hydrochloride
—— 4,5-Dihydro-N-(2-hydroxy-5-nitrophenyl)-2-methyl-3-furancarboxamide 1092352-95-8 C12H12N2O5
4,5-Dihydro-N-(2-hydroxy-5-nitrophenyl)-2-methyl-3-furancarboxamide
—— 1,3,5-trihydroxy-[2,4,6-(13)C]benzene 1338786-92-7 C6H6O3
1,3,5-trihydroxy-[2,4,6-(13)C]benzene
—— 2,4,6-trihydroxy-[1,3,5-(13)C]benzaldehyde 1338786-93-8 C7H6O4
2,4,6-trihydroxy-[1,3,5-(13)C]benzaldehyde
—— 2-[2,2-difluoro-4-(1H-pyrrol-2-yl)-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaen-8-yl]phenol 1323954-82-0 C19H14BF2N3O
2-[2,2-difluoro-4-(1H-pyrrol-2-yl)-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaen-8-yl]phenol
—— 2-[(Benzylamino)methyl]-4,6-dinitrophenol 185390-37-8 C14H13N3O5
2-[(Benzylamino)methyl]-4,6-dinitrophenol
—— 4-(2,4-Dihydroxyphenyl)-4-oxobut-2-enoic acid 116274-68-1 C10H8O5
4-(2,4-Dihydroxyphenyl)-4-oxobut-2-enoic acid
—— 4-Chloro-5-fluorocatechol 162757-54-2 C6H4ClFO2
4-Chloro-5-fluorocatechol
—— N-(3-Hydroxy-4,5-dimethoxyphenyl)guanidine 209741-70-8 C9H13N3O3
N-(3-Hydroxy-4,5-dimethoxyphenyl)guanidine
—— 4-Bromo-2-((E)-2-nitro-propenyl)-phenol 61131-73-5 C9H8BrNO3
4-Bromo-2-((E)-2-nitro-propenyl)-phenol
—— N,N'-Bis(t-butoxycarbonyl)-N"-(3-hydroxyphenyl)methylguanidine 193282-97-2 C18H27N3O5
N,N'-Bis(t-butoxycarbonyl)-N"-(3-hydroxyphenyl)methylguanidine
—— 2-acetamido-3-hydroxy-4-methoxybenzyl alcohol 254428-90-5 C10H13NO4
2-acetamido-3-hydroxy-4-methoxybenzyl alcohol
—— 3-Ethyl-5-methylpicrinsaeure 27990-23-4 C9H9N3O7
3-Ethyl-5-methylpicrinsaeure
—— 4-Nitro-5-(2-nitroethenyl)benzene-1,2-diol 205812-99-3 C8H6N2O6
4-Nitro-5-(2-nitroethenyl)benzene-1,2-diol
—— N-[(4-Hydroxy-3-methoxyphenyl)methyl]-3-phenylpropane-1-sulfonamide 88150-21-4 C17H21NO4S
N-[(4-Hydroxy-3-methoxyphenyl)methyl]-3-phenylpropane-1-sulfonamide
—— 5-[(5-Phenylpentan-2-yl)oxy]benzene-1,3-diol 88463-95-0 C17H20O3
5-[(5-Phenylpentan-2-yl)oxy]benzene-1,3-diol
—— 5-(2-Aminoethyl)-2-methoxybenzene-1,3-diol 15130-83-3 C9H13NO3
5-(2-Aminoethyl)-2-methoxybenzene-1,3-diol
—— (N-cyclopentyl)-6-chloro-2-hydroxy-3-nitrobenzenesulfonamide 276703-31-2 C11H13ClN2O5S
(N-cyclopentyl)-6-chloro-2-hydroxy-3-nitrobenzenesulfonamide
—— 2-Chloro-4-fluoro-3-methylphenol 1232693-41-2 C7H6ClFO
2-Chloro-4-fluoro-3-methylphenol
—— 3-(4-Hydroxyphenyl)butane-1,3-diol 61511-03-3 C10H14O3
3-(4-Hydroxyphenyl)butane-1,3-diol
—— 3-bromo-5-chloro-4-hydroxyphenylacetic acid methyl ester 219692-27-0 C9H8BrClO3
3-bromo-5-chloro-4-hydroxyphenylacetic acid methyl ester
—— 5-Amino-2-methoxy-4-(4-methylamino-phenylamino)-phenol 57839-23-3 C14H17N3O2
5-Amino-2-methoxy-4-(4-methylamino-phenylamino)-phenol
—— 2-fluoro-6-hydroxy-4-methoxybenzaldehyde 1427328-29-7 C8H7FO3
2-fluoro-6-hydroxy-4-methoxybenzaldehyde
—— N-[(4-Hydroxyphenyl)methyl]-2-methylprop-2-enamide 149450-95-3 C11H13NO2
N-[(4-Hydroxyphenyl)methyl]-2-methylprop-2-enamide
—— Ethoxy[(4-hydroxyphenyl)methyl]oxophosphanium 189312-09-2 C9H12O3P+
Ethoxy[(4-hydroxyphenyl)methyl]oxophosphanium
—— 2-(1'-Buten-3'-yl)-3-methyl-phenol 41389-30-4 C11H14O
2-(1'-Buten-3'-yl)-3-methyl-phenol
—— methyl-3-(3, 5-diallyl-4-hydroxyphenyl)propionate 83812-22-0 C16H20O3
methyl-3-(3, 5-diallyl-4-hydroxyphenyl)propionate
—— 5-(2-Nitroethyl)benzene-1,2,4-triol 61435-55-0 C8H9NO5
5-(2-Nitroethyl)benzene-1,2,4-triol
—— 4-(1-Phenylethylideneamino)phenol 20768-47-2 C14H13NO
4-(1-Phenylethylideneamino)phenol
—— N-[(4-Hydroxy-3-methoxyphenyl)methyl]dodecane-1-sulfonamide 88150-19-0 C20H35NO4S
N-[(4-Hydroxy-3-methoxyphenyl)methyl]dodecane-1-sulfonamide
—— N-[(4-Hydroxy-3-methoxyphenyl)methyl]hex-1-ene-1-sulfonamide 88120-14-3 C14H21NO4S
N-[(4-Hydroxy-3-methoxyphenyl)methyl]hex-1-ene-1-sulfonamide
—— (E)-1-(4-Hydroxy-3,5-dimethyl-phenyl)-3-thiophen-2-yl-propenone 127036-00-4 C15H14O2S
(E)-1-(4-Hydroxy-3,5-dimethyl-phenyl)-3-thiophen-2-yl-propenone
—— 4-(2-piperidin-1-yl-ethyl)-benzene-1,2-diol 62518-70-1 C13H19NO2
4-(2-piperidin-1-yl-ethyl)-benzene-1,2-diol
—— 4-((1H-imidazol-2-yl)amino)benzene-1,2-diol 72467-78-8 C9H9N3O2
4-((1H-imidazol-2-yl)amino)benzene-1,2-diol
—— 5-(4-Hydroxy-3-methoxyphenyl)penta-2,4-dienoic acid 108852-46-6 C12H12O4
5-(4-Hydroxy-3-methoxyphenyl)penta-2,4-dienoic acid
—— 2-(Octadec-9-EN-1-YL)phenol 877061-65-9 C24H40O
2-(Octadec-9-EN-1-YL)phenol
—— 2-Methyl-4-(2-methyl-1,3-dioxolan-2-yl)phenol 189945-13-9 C11H14O3
2-Methyl-4-(2-methyl-1,3-dioxolan-2-yl)phenol
—— 2-Ethoxy-3-methoxyphenol 55020-75-2 C9H12O3
2-Ethoxy-3-methoxyphenol
—— 3,4-Dimethyl-2-octylphenol 646516-94-1 C16H26O
3,4-Dimethyl-2-octylphenol
—— 4-ethyl 2-hydroxy mandelic acid 78989-56-7 C10H12O4
4-ethyl 2-hydroxy mandelic acid
—— 2,2'-Sulfonylbis[3-(3-bromo-4,5-dihydroxyphenyl)prop-2-enenitrile] 158102-45-5 C18H10Br2N2O6S
2,2'-Sulfonylbis[3-(3-bromo-4,5-dihydroxyphenyl)prop-2-enenitrile]
—— 3-(Prop-1-en-1-yl)benzene-1,2-diol 113678-88-9 C9H10O2
3-(Prop-1-en-1-yl)benzene-1,2-diol
—— Methyl 2-(3-hydroxy-4-iodophenyl)acetate 609772-18-1 C9H9IO3
Methyl 2-(3-hydroxy-4-iodophenyl)acetate