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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-[(5Z)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide 1039558-88-7 C13H12N2O5S
2-[(5Z)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide
—— (4S,5R,8R,9S,10S)-8,9,10-trihydroxy-4-(4-hydroxyphenyl)-1,6-dioxaspiro[4.5]decan-2-one 1206770-15-1 C14H16O7
(4S,5R,8R,9S,10S)-8,9,10-trihydroxy-4-(4-hydroxyphenyl)-1,6-dioxaspiro[4.5]decan-2-one
—— 2-Phenylamino-4-(5-fluoro-2-hydroxy-phenyl)-thiazole 1512-76-1 C15H11FN2OS
2-Phenylamino-4-(5-fluoro-2-hydroxy-phenyl)-thiazole
—— (3-chloro-4-hydroxy-5-nitro-phenyl)-(2,3-dihydro-pyrido[3,4-b][1,4]oxazin-1-yl)-methanone 1198153-50-2 C14H10ClN3O5
(3-chloro-4-hydroxy-5-nitro-phenyl)-(2,3-dihydro-pyrido[3,4-b][1,4]oxazin-1-yl)-methanone
—— 2-(5-amino-3,4-dihydro-2H-pyrrol-1-ium-1-yl)phenol;chloride 1049745-24-5 C10H13ClN2O
2-(5-amino-3,4-dihydro-2H-pyrrol-1-ium-1-yl)phenol;chloride
—— Benzene-1,4-diol;4,6-dichloro-5-(pyrrolidin-1-ylmethylidene)cyclohexa-3,6-diene-1,3-dicarbaldehyde 119141-11-6 C6H6O2*2C13H13Cl2NO2
Benzene-1,4-diol;4,6-dichloro-5-(pyrrolidin-1-ylmethylidene)cyclohexa-3,6-diene-1,3-dicarbaldehyde
—— 1H-indole;2,4,6-trinitrophenol 2084-47-1 C14H10N4O7
1H-indole;2,4,6-trinitrophenol
—— 2-(3-methyloxetan-3-yl)phenol 1123786-84-4 C10H12O2
2-(3-methyloxetan-3-yl)phenol
—— 3-[3-(4-hydroxyphenyl)propyl]-5-methyl-5-phenyl-4,5-dihydroisoxazole 1158558-42-9 C19H21NO2
3-[3-(4-hydroxyphenyl)propyl]-5-methyl-5-phenyl-4,5-dihydroisoxazole
—— 4-(2-Isocyanatoethyl)phenol 132740-46-6 C9H9NO2
4-(2-Isocyanatoethyl)phenol
—— N-cyclopropyl-11-(3,5-dihydroxyphenoxy)undecanamide 1150586-60-9 C20H31NO4
N-cyclopropyl-11-(3,5-dihydroxyphenoxy)undecanamide
—— 3,4-dihydroxy-5-methoxy-2-(7-methoxy-2,2-dimethyl-4-oxo-4H-benzo[1,3]dioxin-5-yl)benzaldehyde 1170034-94-2 C19H18O8
3,4-dihydroxy-5-methoxy-2-(7-methoxy-2,2-dimethyl-4-oxo-4H-benzo[1,3]dioxin-5-yl)benzaldehyde
—— 4-[1-[[3-(4-Methyl-1-piperazinyl)propyl]amino]ethyl]phenol 1042528-40-4 C16H27N3O
4-[1-[[3-(4-Methyl-1-piperazinyl)propyl]amino]ethyl]phenol
—— 2-Methoxy-4-[1-[(1-propyl-4-piperidinyl)amino]ethyl]phenol 1042614-43-6 C17H28N2O2
2-Methoxy-4-[1-[(1-propyl-4-piperidinyl)amino]ethyl]phenol
—— N,N-diethyl-3-(2-hydroxy-3-methoxyphenyl)furan-2-carboxamide 1160708-12-2 C16H19NO4
N,N-diethyl-3-(2-hydroxy-3-methoxyphenyl)furan-2-carboxamide
—— Potassium;formaldehyde;3-hydroxyphenolate 155122-63-7 C7H7KO3
Potassium;formaldehyde;3-hydroxyphenolate
—— Formaldehyde;2-methylphenol;2-nonylphenol;phenol 74486-33-2 C29H40O4
Formaldehyde;2-methylphenol;2-nonylphenol;phenol
—— Benzene-1,4-diol;4-oxatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione;propane-1,2-diol 83864-25-9 C18H22O7
Benzene-1,4-diol;4-oxatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione;propane-1,2-diol
—— Einecs 279-485-8 80484-34-0 C25H30N8O15
Einecs 279-485-8
—— N-(2-hydroxy-3,5-dinitrophenethyl)-2,2,2-trifluoroacetamide 1161880-89-2 C10H8F3N3O6
N-(2-hydroxy-3,5-dinitrophenethyl)-2,2,2-trifluoroacetamide
—— 1-[4-[2-(Cyclobutylmethoxy)ethyl]phenoxy]-3-(4-phenylbutan-2-ylamino)propan-2-ol 63659-71-2 C26H37NO3
1-[4-[2-(Cyclobutylmethoxy)ethyl]phenoxy]-3-(4-phenylbutan-2-ylamino)propan-2-ol
—— 5-[9-(2,3-Dihydroxyphenyl)nonyl]-3-methylideneoxolan-2-one 104876-09-7 C20H28O4
5-[9-(2,3-Dihydroxyphenyl)nonyl]-3-methylideneoxolan-2-one
—— N-(4,5-Dihydro-1,3-thiazol-2-yl)-3,4,5-trihydroxybenzamide 692752-51-5 C10H10N2O4S
N-(4,5-Dihydro-1,3-thiazol-2-yl)-3,4,5-trihydroxybenzamide
—— ethyl 4-(5-hydroxy-2-nitrophenyl)-6-methyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxylate 863774-47-4 C14H15N3O5S
ethyl 4-(5-hydroxy-2-nitrophenyl)-6-methyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— 4,4-dimethylcyclohexyl (S)-3-(4-hydroxy-3-methoxybenzylcarbamoyl)-pyrrolidine-1-carboxylate 1193988-18-9 C22H32N2O5
4,4-dimethylcyclohexyl (S)-3-(4-hydroxy-3-methoxybenzylcarbamoyl)-pyrrolidine-1-carboxylate
—— (R)-N-(5-(2-(4-hydroxybenzyl)-5-oxo-2,5-dihydro-1H-pyrrol-1-yl)-3,5-dioxopentyl)-6,6-dimethylheptanamide 1190758-14-5 C25H34N2O5
(R)-N-(5-(2-(4-hydroxybenzyl)-5-oxo-2,5-dihydro-1H-pyrrol-1-yl)-3,5-dioxopentyl)-6,6-dimethylheptanamide
—— (4S,5R,8R,9S,10R)-8,9,10-trihydroxy-4-(4-hydroxyphenyl)-1,6-dioxaspiro[4.5]decan-2-one 1206770-08-2 C14H16O7
(4S,5R,8R,9S,10R)-8,9,10-trihydroxy-4-(4-hydroxyphenyl)-1,6-dioxaspiro[4.5]decan-2-one
—— 2-(Pyrrolidin-1-ylmethyl)aniline;2,4,6-trinitrophenol 55727-60-1 C17H19N5O7
2-(Pyrrolidin-1-ylmethyl)aniline;2,4,6-trinitrophenol
—— N-[2-(4-hydroxy-3-methoxyphenyl)-4-oxo-1,3-thiazolidin-3-yl]pyridine-4-carboxamide 79844-14-7 C16H15N3O4S
N-[2-(4-hydroxy-3-methoxyphenyl)-4-oxo-1,3-thiazolidin-3-yl]pyridine-4-carboxamide
—— 2-(2-Cyclohexylethyl)-1,1-dioxo-1-benzothiophen-6-ol 1001203-30-0 C16H20O3S
2-(2-Cyclohexylethyl)-1,1-dioxo-1-benzothiophen-6-ol
—— (2E)-4-[[(4-Hydroxyphenyl)methyl]amino]-4-oxo-2-butenoic acid 1195352-64-7 C11H11NO4
(2E)-4-[[(4-Hydroxyphenyl)methyl]amino]-4-oxo-2-butenoic acid
—— (E)-1-(2-hydroxy-5-propan-2-yloxyphenyl)-3-(5-methylthiophen-2-yl)prop-2-en-1-one 1067559-80-1 C17H18O3S
(E)-1-(2-hydroxy-5-propan-2-yloxyphenyl)-3-(5-methylthiophen-2-yl)prop-2-en-1-one
—— 2-[1-[(3-Methylcyclohexyl)amino]ethyl]phenol 1218381-06-6 C15H23NO
2-[1-[(3-Methylcyclohexyl)amino]ethyl]phenol
—— Finalgon 93746-32-8 C29H44N2O6
Finalgon
—— 3,6-Dichloro-4-(triphenylmethyl)benzene-1,2-diol 93374-03-9 C25H18Cl2O2
3,6-Dichloro-4-(triphenylmethyl)benzene-1,2-diol
—— 2,6-Bis[1,1,1,3,3,3-hexadeuterio-2-(trideuteriomethyl)propan-2-yl]-4-methoxyphenol 1185162-50-8 C15H24O2
2,6-Bis[1,1,1,3,3,3-hexadeuterio-2-(trideuteriomethyl)propan-2-yl]-4-methoxyphenol
—— 4-Ethylcatechol-d5 1189508-64-2 C8H10O2
4-Ethylcatechol-d5
—— 1,2-Dihydro-[1,3]thiazolo[3,2-a]benzimidazole;2,4,6-trinitrophenol 21303-52-6 C15H11N5O7S
1,2-Dihydro-[1,3]thiazolo[3,2-a]benzimidazole;2,4,6-trinitrophenol
—— 3-(4-Methyl-4,5-dihydro-1h-imidazol-2-yl)phenol 868260-19-9 C10H12N2O
3-(4-Methyl-4,5-dihydro-1h-imidazol-2-yl)phenol
—— 7,7-dimethylbicyclo[4.2.0]octa-1,3,5-trien-2-ol 499236-24-7 C10H12O
7,7-dimethylbicyclo[4.2.0]octa-1,3,5-trien-2-ol
—— 2-[(E)-Ethylideneamino]benzene-1,4-diol 612070-32-3 C8H9NO2
2-[(E)-Ethylideneamino]benzene-1,4-diol
—— 1,2-benzenediol,4-[(S)hydroxy-(2s)-2-piperidinylmethyl]- —— C12H17NO3
1,2-benzenediol,4-[(S)hydroxy-(2s)-2-piperidinylmethyl]-
—— 4-[1-Hydroxy-2-(2-methyl-oxiranyl)-ethyl]-benzene-1,3-diol 433955-14-7 C11H14O4
4-[1-Hydroxy-2-(2-methyl-oxiranyl)-ethyl]-benzene-1,3-diol
—— 2,6-Dichloro-3,4-dihydroxybenzonitrile 38902-70-4 C7H3Cl2NO2
2,6-Dichloro-3,4-dihydroxybenzonitrile
—— 3-(Difluoromethyl)-4-ethoxy-2-fluorophenol 667899-92-5 C9H9F3O2
3-(Difluoromethyl)-4-ethoxy-2-fluorophenol
—— 3-Amino-2-chloro-6-methoxyphenol 526217-43-6 C7H8ClNO2
3-Amino-2-chloro-6-methoxyphenol
—— 4-amino-5-fluoro-2-methoxy-phenol 912951-02-1 C7H8FNO2
4-amino-5-fluoro-2-methoxy-phenol
—— N-(p-hydroxyphenethyl)-3-(methylsulfonyl)propenamide 1184635-37-7 C13H17NO4S
N-(p-hydroxyphenethyl)-3-(methylsulfonyl)propenamide
—— 3-(8-Ethoxy-[1,3,4]thiadiazino[6,5-b]indol-3-yl)-2-(4-hydroxy-3-methoxyphenyl)-1,3-thiazolidin-4-one 1223440-56-9 C21H18N4O4S2
3-(8-Ethoxy-[1,3,4]thiadiazino[6,5-b]indol-3-yl)-2-(4-hydroxy-3-methoxyphenyl)-1,3-thiazolidin-4-one
—— 2-(4-Hydroxy-3-methoxyphenyl)-3-(8-methoxy-[1,3,4]thiadiazino[6,5-b]indol-3-yl)-1,3-thiazolidin-4-one 1223440-52-5 C20H16N4O4S2
2-(4-Hydroxy-3-methoxyphenyl)-3-(8-methoxy-[1,3,4]thiadiazino[6,5-b]indol-3-yl)-1,3-thiazolidin-4-one