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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-bromo-2-[(Z)-hex-2-enyl]phenol 1272609-93-4 C12H15BrO
4-bromo-2-[(Z)-hex-2-enyl]phenol
—— 2-[(E)-hex-2-enyl]-6-methylphenol 1272609-97-8 C13H18O
2-[(E)-hex-2-enyl]-6-methylphenol
—— [4-(2-Hydroxyethyl)phenyl] 2,2,2-trichloroethyl sulfate 1313434-31-9 C10H11Cl3O5S
[4-(2-Hydroxyethyl)phenyl] 2,2,2-trichloroethyl sulfate
—— 4-dimethylaminomethyl-resorcinol 86198-30-3 C9H13NO2
4-dimethylaminomethyl-resorcinol
—— 4-(2-chloroethyl)-3,5-dimethylphenol 1020666-84-5 C10H13ClO
4-(2-chloroethyl)-3,5-dimethylphenol
—— 4-(3-hydroxy-2-methoxy-6-methylphenyl)butanal 1029654-60-1 C12H16O3
4-(3-hydroxy-2-methoxy-6-methylphenyl)butanal
—— 3-(4-hydroxyphenylethynyl)-2-methylcyclopent-2-enol 1037717-33-1 C14H14O2
3-(4-hydroxyphenylethynyl)-2-methylcyclopent-2-enol
—— 3-(4-hydroxyphenylethynyl)-2-methylcyclopent-2-enone 1037717-41-1 C14H12O2
3-(4-hydroxyphenylethynyl)-2-methylcyclopent-2-enone
—— 3-(2-chloro-4-hydroxyphenylethynyl)-2-ethylcyclopent-2-enone 1037717-39-7 C15H13ClO2
3-(2-chloro-4-hydroxyphenylethynyl)-2-ethylcyclopent-2-enone
—— (S)-3-propanoyl-4-(4'-hydroxybenzyl)-5,5-dimethyloxazolidin-2-one 1033132-64-7 C15H19NO4
(S)-3-propanoyl-4-(4'-hydroxybenzyl)-5,5-dimethyloxazolidin-2-one
—— β-(2-methoxyphenoxy)coniferyl alcohol 146252-23-5 C17H18O5
β-(2-methoxyphenoxy)coniferyl alcohol
—— Potassium 3-acetylaminophenolate 76506-19-9 C8H8NO2*K
Potassium 3-acetylaminophenolate
—— 4-[2-[2-[2-(4-Hydroxy-3-prop-2-enylphenoxy)ethoxy]ethoxy]ethoxy]-2-prop-2-enylphenol 1619989-78-4 C24H30O6
4-[2-[2-[2-(4-Hydroxy-3-prop-2-enylphenoxy)ethoxy]ethoxy]ethoxy]-2-prop-2-enylphenol
—— 5-(3-Amino-4-methylanilino)-2,4-dinitrophenol 1314491-05-8 C13H12N4O5
5-(3-Amino-4-methylanilino)-2,4-dinitrophenol
—— 5-(2-Hydroxyethyl)-2-phenylmethoxyphenol 1333081-72-3 C15H16O3
5-(2-Hydroxyethyl)-2-phenylmethoxyphenol
—— 5-[(3R)-3-aminobutyl]-2-methoxyphenol 1335234-94-0 C11H17NO2
5-[(3R)-3-aminobutyl]-2-methoxyphenol
—— tert-butyl (1R,2R)-2-hydroxy-2-((2S,3S)-3-(hydroxymethyl)oxiran-2-yl)-1-(4-hydroxyphenyl)ethylcarbamate 1334227-86-9 C16H23NO6
tert-butyl (1R,2R)-2-hydroxy-2-((2S,3S)-3-(hydroxymethyl)oxiran-2-yl)-1-(4-hydroxyphenyl)ethylcarbamate
—— 4-O-Benzyl-3-hydroxy Tyrosol a-Acetate 1333081-71-2 C17H18O4
4-O-Benzyl-3-hydroxy Tyrosol a-Acetate
—— (Z)-N-[[4-hydroxy-3,5-bis[[[(Z)-octadec-9-enoyl]amino]methyl]phenyl]methyl]octadec-9-enamide 1335416-32-4 C63H111N3O4
(Z)-N-[[4-hydroxy-3,5-bis[[[(Z)-octadec-9-enoyl]amino]methyl]phenyl]methyl]octadec-9-enamide
—— N-(4-hydroxybenzyl)oleamide 1335416-46-0 C25H41NO2
N-(4-hydroxybenzyl)oleamide
—— Heptacyclo[21.9.4.47,17.13,31.15,9.115,19.121,25]tetratetraconta-1,3(37),5(44),6,8,15,17,19(39),21(38),22,24,31-dodecaene-2,6,18,22-tetrol 152266-16-5 C44H52O4
Heptacyclo[21.9.4.47,17.13,31.15,9.115,19.121,25]tetratetraconta-1,3(37),5(44),6,8,15,17,19(39),21(38),22,24,31-dodecaene-2,6,18,22-tetrol
—— 2-chloro-N-[[3-[[(2-chloroacetyl)amino]methyl]-4-hydroxyphenyl]methyl]acetamide 1335416-28-8 C12H14Cl2N2O3
2-chloro-N-[[3-[[(2-chloroacetyl)amino]methyl]-4-hydroxyphenyl]methyl]acetamide
—— 3-ethyl-6,7,8,9,10,11-hexahydro-5H-benzo[9]annulen-4-ol 1100054-91-8 C15H22O
3-ethyl-6,7,8,9,10,11-hexahydro-5H-benzo[9]annulen-4-ol
—— 7-Methyl-8,9-dihydrobenzo[7]annulene-3,7-diol 1138003-70-9 C12H14O2
7-Methyl-8,9-dihydrobenzo[7]annulene-3,7-diol
—— 7-Methyl-5,6,8,9-tetrahydrobenzo[7]annulene-3,7-diol 1138003-72-1 C12H16O2
7-Methyl-5,6,8,9-tetrahydrobenzo[7]annulene-3,7-diol
—— 23,29,35,40-Tetratert-butyl-44,45-dihydroxy-3,19-dioxa-6,9,13,16-tetrazahexacyclo[19.15.7.127,31.138,42.02,33.020,25]pentatetraconta-1,20,22,24,27(45),28,30,33,35,38,40,42(44)-dodecaene-5,17-dione 1118429-93-8 C55H76N4O6
23,29,35,40-Tetratert-butyl-44,45-dihydroxy-3,19-dioxa-6,9,13,16-tetrazahexacyclo[19.15.7.127,31.138,42.02,33.020,25]pentatetraconta-1,20,22,24,27(45),28,30,33,35,38,40,42(44)-dodecaene-5,17-dione
—— 115780-42-2 C9H12NO3
—— 2,6-diethynyl-4-methylphenol 1245255-95-1 C11H8O
2,6-diethynyl-4-methylphenol
—— 2-(4-Hydroxy-3-methoxyphenyl)-1,3-oxathiolan-5-one 1258876-46-8 C10H10O4S
2-(4-Hydroxy-3-methoxyphenyl)-1,3-oxathiolan-5-one
—— (S)-2-(1-aminoheptyl)phenol 1247949-52-5 C13H21NO
(S)-2-(1-aminoheptyl)phenol
—— (S)-2-(1-aminobutyl)phenol 1213572-94-1 C10H15NO
(S)-2-(1-aminobutyl)phenol
—— Calcium;2-hydroxy-2-(4-hydroxyphenyl)acetate —— C16H14CaO8
Calcium;2-hydroxy-2-(4-hydroxyphenyl)acetate
—— Sodium 4-(2-hydroxy-2-sulfopropyl)-2-methoxyphenolate 83682-27-3 C10H13NaO6S
Sodium 4-(2-hydroxy-2-sulfopropyl)-2-methoxyphenolate
—— Antibiotic FA 2097 81988-71-8 C21H22N2O8S2
Antibiotic FA 2097
—— 3-[3,5-Bis[2-[3,4-bis[2-(3,4-didodecoxyphenyl)ethoxy]phenyl]ethoxy]phenoxy]propan-1-amine 1352994-19-4 C153H253NO15
3-[3,5-Bis[2-[3,4-bis[2-(3,4-didodecoxyphenyl)ethoxy]phenyl]ethoxy]phenoxy]propan-1-amine
—— 2-(1-bromo-2-hydroxypent-4-en-2-yl)phenol 1450629-56-7 C11H13BrO2
2-(1-bromo-2-hydroxypent-4-en-2-yl)phenol
—— (2S,8R,14R,20S)-5-(2-hydroxyethoxymethyl)-2,8,14,20-tetrakis(2-methylpropyl)pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3(28),4,6,9,11,13(27),15,17,19(26),21(25),22-dodecaene-4,6,10,12,16,18,22,24-octol 1469921-84-3 C47H62O10
(2S,8R,14R,20S)-5-(2-hydroxyethoxymethyl)-2,8,14,20-tetrakis(2-methylpropyl)pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3(28),4,6,9,11,13(27),15,17,19(26),21(25),22-dodecaene-4,6,10,12,16,18,22,24-octol
—— 5,35-Dibromo-9,14,19,24,26,28,30,32-octamethoxyhexacyclo[21.2.2.23,6.28,11.213,16.218,21]pentatriaconta-1(26),3,5,8,10,13,15,18(29),19,21(28),23(27),24,30,32,34-pentadecaene-4,34-diol 1616090-12-0 C43H44Br2O10
5,35-Dibromo-9,14,19,24,26,28,30,32-octamethoxyhexacyclo[21.2.2.23,6.28,11.213,16.218,21]pentatriaconta-1(26),3,5,8,10,13,15,18(29),19,21(28),23(27),24,30,32,34-pentadecaene-4,34-diol
—— (2S,8R,14S,20R)-2,8,14,20-tetrakis(2-methylpropyl)-5,17-bis(propoxymethyl)pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3(28),4,6,9(27),10,12,15,17,19(26),21,23-dodecaene-4,6,10,12,16,18,22,24-octol 1469921-88-7 C52H72O10
(2S,8R,14S,20R)-2,8,14,20-tetrakis(2-methylpropyl)-5,17-bis(propoxymethyl)pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3(28),4,6,9(27),10,12,15,17,19(26),21,23-dodecaene-4,6,10,12,16,18,22,24-octol
—— (2S,8R,14R,20S)-5-(ethoxymethyl)-2,8,14,20-tetrakis(2-methylpropyl)pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3(28),4,6,9,11,13(27),15,17,19(26),21(25),22-dodecaene-4,6,10,12,16,18,22,24-octol 1469921-78-5 C47H62O9
(2S,8R,14R,20S)-5-(ethoxymethyl)-2,8,14,20-tetrakis(2-methylpropyl)pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3(28),4,6,9,11,13(27),15,17,19(26),21(25),22-dodecaene-4,6,10,12,16,18,22,24-octol
—— 2-(hydroxy(methyl)arsino)-4-methylphenol 1584642-20-5 C8H11AsO2
2-(hydroxy(methyl)arsino)-4-methylphenol
—— 2-[2-Hydroxyethylsulfanyl(methyl)arsanyl]-4-methylphenol 1584642-19-2 C10H15AsO2S
2-[2-Hydroxyethylsulfanyl(methyl)arsanyl]-4-methylphenol
—— 4-(2-Hydroxyphenyl)nonan-2-one 1421016-47-8 C15H22O2
4-(2-Hydroxyphenyl)nonan-2-one
—— 3,9,15,32-Tetratert-butyl-36,37-dihydroxy-19,27-dioxahexacyclo[15.11.7.17,11.130,34.05,28.013,18]heptatriaconta-1,3,5(28),7,9,11(37),13(18),14,16,30,32,34(36)-dodecaene-23,23-dicarbonitrile 1207339-18-1 C53H66N2O4
3,9,15,32-Tetratert-butyl-36,37-dihydroxy-19,27-dioxahexacyclo[15.11.7.17,11.130,34.05,28.013,18]heptatriaconta-1,3,5(28),7,9,11(37),13(18),14,16,30,32,34(36)-dodecaene-23,23-dicarbonitrile
—— 3,9,15,34-Tetratert-butyl-38,39-dihydroxy-19,29-dioxahexacyclo[15.13.7.17,11.132,36.05,30.013,18]nonatriaconta-1,3,5(30),7,9,11(39),13(18),14,16,32,34,36(38)-dodecaene-24,24-dicarbonitrile 1207339-19-2 C55H70N2O4
3,9,15,34-Tetratert-butyl-38,39-dihydroxy-19,29-dioxahexacyclo[15.13.7.17,11.132,36.05,30.013,18]nonatriaconta-1,3,5(30),7,9,11(39),13(18),14,16,32,34,36(38)-dodecaene-24,24-dicarbonitrile
—— (E,E)-[[fiethyl 2,2'-[4,5-dihydroxy-1,2-phenylenebis(iminomethylidyne)]bis(3-oxobutanoate)]] 1229042-11-8 C20H24N2O8
(E,E)-[[fiethyl 2,2'-[4,5-dihydroxy-1,2-phenylenebis(iminomethylidyne)]bis(3-oxobutanoate)]]
—— 2-(4-Phenylmethoxyphenyl)ethyl acetate 99624-71-2 C17H18O3
2-(4-Phenylmethoxyphenyl)ethyl acetate
—— 3-[5-[2-Hydroxy-2-(3-hydroxyphenyl)ethyl]-3-pent-4-enylfuran-2-yl]phenol 1204300-08-2 C23H24O4
3-[5-[2-Hydroxy-2-(3-hydroxyphenyl)ethyl]-3-pent-4-enylfuran-2-yl]phenol
—— 2-[[(2-Hydroxy-3-methoxy-5-methylphenyl)methyl-(2-morpholin-4-ylethyl)amino]methyl]-6-methoxy-4-methylphenol 1421471-12-6 C24H34N2O5
2-[[(2-Hydroxy-3-methoxy-5-methylphenyl)methyl-(2-morpholin-4-ylethyl)amino]methyl]-6-methoxy-4-methylphenol
—— (E)-4-(5-bromo-2-nitropent-1-enyl)phenol 1426535-49-0 C11H12BrNO3
(E)-4-(5-bromo-2-nitropent-1-enyl)phenol