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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
—— N-(5-vinyloxycarbonylpentanoyl)metoprolol 1350627-08-5 C23H35NO6
N-(5-vinyloxycarbonylpentanoyl)metoprolol
—— 2-(((2-(methylthio)ethyl)imino)methyl)phenol 851594-09-7 C10H13NOS
2-(((2-(methylthio)ethyl)imino)methyl)phenol
—— 2,4-di(tert-butyl-d9)-3,5,6-d3-phenol 1413431-25-0 C14H22O
2,4-di(tert-butyl-d9)-3,5,6-d3-phenol
—— Pentafluoroanilinobordibromid 3299-67-0 C6HBBr2F5N
Pentafluoroanilinobordibromid
—— 2-((4-(diethylamino)-2-methoxyphenyl)diazenyl)-6-(2-hydroxyethoxy)-3-methylbenzo[d]thiazol-3-ium methyl sulfate 89787-63-3 CH3O4S*C21H27N4O3S
2-((4-(diethylamino)-2-methoxyphenyl)diazenyl)-6-(2-hydroxyethoxy)-3-methylbenzo[d]thiazol-3-ium methyl sulfate
—— 2-(4-butyl-2,5-dihydrofuran-2-yl)phenol 1489100-21-1 C14H18O2
2-(4-butyl-2,5-dihydrofuran-2-yl)phenol
—— 5-(2-Hydroxy-4-nitro-phenyl)-3H-[1,3,4]oxadiazole-2-thione 89899-04-7 C8H5N3O4S
5-(2-Hydroxy-4-nitro-phenyl)-3H-[1,3,4]oxadiazole-2-thione
—— 4-[4-(4-chloro-phenyl)-6-(2-hydroxy-ethoxy)-[1,3,5]triazin-2-yl]-benzene-1,3-diol 4925-74-0 C17H14ClN3O4
4-[4-(4-chloro-phenyl)-6-(2-hydroxy-ethoxy)-[1,3,5]triazin-2-yl]-benzene-1,3-diol
—— 2-hydroxy-benzaldehyde [5-(4-chloro-phenyl)-4-oxo-thiazolidin-2-ylidene]-hydrazone 133192-61-7 C16H12ClN3O2S
2-hydroxy-benzaldehyde [5-(4-chloro-phenyl)-4-oxo-thiazolidin-2-ylidene]-hydrazone
—— 1-(5-(1-(2-(5,6-diphenyl-1,2,4-triazin-3-yl)hydrazono)ethyl)-2,4-dihydroxyphenyl)ethanone 1597435-08-9 C25H21N5O3
1-(5-(1-(2-(5,6-diphenyl-1,2,4-triazin-3-yl)hydrazono)ethyl)-2,4-dihydroxyphenyl)ethanone
—— (5Z)-5-[(4-fluoro-2-hydroxyphenyl)methylidene]-2-(pyrrolidin-1-yl)-4,5-dihydro-1,3-thiazol-4-one 1181083-34-0 C14H13FN2O2S
(5Z)-5-[(4-fluoro-2-hydroxyphenyl)methylidene]-2-(pyrrolidin-1-yl)-4,5-dihydro-1,3-thiazol-4-one
—— 2-(5-(3,4-dimethoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl)-4-methylphenol 115353-45-2 C18H20N2O3
2-(5-(3,4-dimethoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl)-4-methylphenol
—— 4-(4,4-bis-hydroxymethyl-4,5-dihydro-oxazol-2-yl)-phenol 91134-21-3 C11H13NO4
4-(4,4-bis-hydroxymethyl-4,5-dihydro-oxazol-2-yl)-phenol
—— 1860-79-3 C18H13N3O6S2
—— 84775-06-4 C9H13NO3*C12H30N6*3H
—— 4-{4-(4-chloro-phenyl)-6-[2-(2-ethoxy-ethoxy)-ethoxy]-[1,3,5]triazin-2-yl}-benzene-1,3-diol 6232-06-0 C21H22ClN3O5
4-{4-(4-chloro-phenyl)-6-[2-(2-ethoxy-ethoxy)-ethoxy]-[1,3,5]triazin-2-yl}-benzene-1,3-diol
—— Dithiophosphoric acid S-(2,5-dichloro-3,6-dihydroxy-phenyl) ester O,O'-dimethyl ester 90555-61-6 C8H9Cl2O4PS2
Dithiophosphoric acid S-(2,5-dichloro-3,6-dihydroxy-phenyl) ester O,O'-dimethyl ester
—— 4-(1-Hydroxy-2-methylamino-ethyl)-2,6-dimethoxy-phenol; compound with 2-hydroxy-succinic acid 22775-15-1 C4H6O5*C11H17NO4
4-(1-Hydroxy-2-methylamino-ethyl)-2,6-dimethoxy-phenol; compound with 2-hydroxy-succinic acid
—— 37422-64-3 C19H14N6O5
—— 5-nitrosalicylidene-4-phenylthiosemicarbazone 41377-31-5 C14H12N4O3S
5-nitrosalicylidene-4-phenylthiosemicarbazone
—— 2-methyl-propane-2-sulfinic acid [(2,4-difluoro-3-hydroxy-phenyl)-(tetrahydro-furan-3-yl)-methyl]-amide 1434725-15-1 C15H21F2NO3S
2-methyl-propane-2-sulfinic acid [(2,4-difluoro-3-hydroxy-phenyl)-(tetrahydro-furan-3-yl)-methyl]-amide
—— (E)-ethyl 3-(3-bromo-4-hydroxyphenyl)-2-{[(tetrahydro-2H-pyran-2-yl)oxy]imino}propanoate 1390630-46-2 C16H20BrNO5
(E)-ethyl 3-(3-bromo-4-hydroxyphenyl)-2-{[(tetrahydro-2H-pyran-2-yl)oxy]imino}propanoate
—— 2-(1-hydroxymethyl-1-methyl-2-cyanoethyl)-4-benzyloxyphenol 960321-73-7 C18H19NO3
2-(1-hydroxymethyl-1-methyl-2-cyanoethyl)-4-benzyloxyphenol
—— 30560-79-3 C6H3N3O7*C16H27N3O
—— 22923-27-9 C12H4Cl6N2O2
—— 2-((E)-(2-mercaptoethylimino)methyl)-4-nitrophenol 1669358-48-8 C9H10N2O3S
2-((E)-(2-mercaptoethylimino)methyl)-4-nitrophenol
—— 4-Hydroxy-3-iod-5-nitrobnzylchlorid 25566-46-5 C7H3ClINO4
4-Hydroxy-3-iod-5-nitrobnzylchlorid
—— methyl 2-(3-(3,5-dibromo-4-hydroxyphenyl)-2-(hydroxyimino)propanamido)ethane-1-sulfinate 1157861-85-2 C12H14Br2N2O5S
methyl 2-(3-(3,5-dibromo-4-hydroxyphenyl)-2-(hydroxyimino)propanamido)ethane-1-sulfinate
—— diisopropyl (2-((4-hydroxyphenethyl)amino)-2-oxoethyl)phosphonate 1426294-42-9 C16H26NO5P
diisopropyl (2-((4-hydroxyphenethyl)amino)-2-oxoethyl)phosphonate
—— 4-Chlor-2-(2-cyclohexylethyl)-phenol 63623-77-8 C14H19ClO
4-Chlor-2-(2-cyclohexylethyl)-phenol
—— 2-methoxy-4-[(1H-1,2,4-triazol-3-ylimino)methyl]phenol 123395-33-5 C10H10N4O2
2-methoxy-4-[(1H-1,2,4-triazol-3-ylimino)methyl]phenol
—— carbonic acid ethyl ester-(3-hydroxy-6-mercapto-2,4-dinitro-phenyl ester) 90417-97-3 C9H8N2O8S
carbonic acid ethyl ester-(3-hydroxy-6-mercapto-2,4-dinitro-phenyl ester)
—— 6,7,8,9-Tetrahydro-3,4-dimethyl-5H-benzocyclohepten-1-ol 88246-00-8 C13H18O
6,7,8,9-Tetrahydro-3,4-dimethyl-5H-benzocyclohepten-1-ol
—— ethyl 2-(6-hydroxy-2,3,4-trimethoxyphenyl)-2-oxoacetate 1371569-93-5 C13H16O7
ethyl 2-(6-hydroxy-2,3,4-trimethoxyphenyl)-2-oxoacetate
—— sodium-trans-3-(4-hydroxy-3-methoxyphenyl)-2-propene-1-sulphonate 104503-89-1 C10H11O5S*Na
sodium-trans-3-(4-hydroxy-3-methoxyphenyl)-2-propene-1-sulphonate
—— 3,5-di-tert-butyl-2,6-dimethoxyphenol 49746-12-5 C16H26O3
3,5-di-tert-butyl-2,6-dimethoxyphenol
—— 4-n-hexadecyl-2,6-dimethylphenol 24273-80-1 C24H42O
4-n-hexadecyl-2,6-dimethylphenol
—— sodium-1-(4-hydroxy-3-methoxyphenyl)-2-propene-1-sulphonate 7382-62-9 C10H11O5S*Na
sodium-1-(4-hydroxy-3-methoxyphenyl)-2-propene-1-sulphonate
—— 1-(2-hydroxy-5-methyl-phenyl)-butan-1-one oxime 25475-98-3 C11H15NO2
1-(2-hydroxy-5-methyl-phenyl)-butan-1-one oxime
—— (+)-thiocatechin 1239335-30-8 C15H14O5S
(+)-thiocatechin
—— {Ag(methyldiphenylarsine)2}I 128602-62-0 C26H26AgAs2*I
{Ag(methyldiphenylarsine)2}I
—— 1,2-Diphenyl-3,5-dioxo-pyrazolidin-4-thiocarbonsaeure-salicylidenhydrazid 21489-63-4 C23H18N4O3S
1,2-Diphenyl-3,5-dioxo-pyrazolidin-4-thiocarbonsaeure-salicylidenhydrazid
—— 3-(2-hydroxy-benzylideneamino)-4-phenyl-3<i>H</i>-thiazole-2-thione 15387-21-0 C16H12N2OS2
3-(2-hydroxy-benzylideneamino)-4-phenyl-3<i>H</i>-thiazole-2-thione
—— 4-methyl-2-(4-octylsulfanyl-6-phenyl-[1,3,5]triazin-2-yl)-phenol 38358-72-4 C24H29N3OS
4-methyl-2-(4-octylsulfanyl-6-phenyl-[1,3,5]triazin-2-yl)-phenol
—— Ethyl 2-[(3-bromo-4-hydroxyphenyl)methyl]-3-oxobutanoate 1390630-45-1 C13H15BrO4
Ethyl 2-[(3-bromo-4-hydroxyphenyl)methyl]-3-oxobutanoate
—— 4-Methoxy-2-(2-cyclohexylethyl)-phenol 63623-78-9 C15H22O2
4-Methoxy-2-(2-cyclohexylethyl)-phenol
—— (2-hydroxy-3-iodo-5-methylphenyl)boronic acid 1245635-18-0 C7H8BIO3
(2-hydroxy-3-iodo-5-methylphenyl)boronic acid
—— 4-methyl-2-tritylphenol 223706-42-1 C26H22O
4-methyl-2-tritylphenol
—— 2-iodo-4-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol 1245635-19-1 C13H18BIO3
2-iodo-4-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
—— 4-Fluor-2-(2-cyclohexylethyl)-phenol 63623-76-7 C14H19FO
4-Fluor-2-(2-cyclohexylethyl)-phenol