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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-bromo-4,6-dichloro-3-methoxyphenol 1428470-51-2 C7H5BrCl2O2
2-bromo-4,6-dichloro-3-methoxyphenol
—— 6-fluorobenzo[c][1,2]oxaborole-1,5(3H)-diol 1319803-98-9 C7H6BFO3
6-fluorobenzo[c][1,2]oxaborole-1,5(3H)-diol
—— 2-decyl-5-(4-hydroxyphenyl) thiophene 140383-05-7 C20H28OS
2-decyl-5-(4-hydroxyphenyl) thiophene
—— 4-[3-(butyldimethylsilyl)-propoxy]phenol 142051-40-9 C15H26O2Si
4-[3-(butyldimethylsilyl)-propoxy]phenol
—— 2,5-dihydroxyphenyl 4-N-morpholinobutyl sulfide hydrochloride 123192-54-1 C14H21NO3S*ClH
2,5-dihydroxyphenyl 4-N-morpholinobutyl sulfide hydrochloride
—— 7-fluorobenzo[c][1,2]oxaborole-1,5(3H)-diol 1319804-00-6 C7H6BFO3
7-fluorobenzo[c][1,2]oxaborole-1,5(3H)-diol
—— 2,3-bis(n-butylthio)-4-hydroxy-5-methoxybenzaldehyde 157458-10-1 C16H24O3S2
2,3-bis(n-butylthio)-4-hydroxy-5-methoxybenzaldehyde
—— 2,3-dibromo-4-hydroxy-5-methoxybenzonitrile 330462-54-9 C8H5Br2NO2
2,3-dibromo-4-hydroxy-5-methoxybenzonitrile
—— 2-(5-(phenylamino)-1,3,4-oxadiazol-yl)phenol 94507-86-5 C14H11N3O2
2-(5-(phenylamino)-1,3,4-oxadiazol-yl)phenol
—— 3-isopropyl-6-methoxycatechol 883745-84-4 C10H14O3
3-isopropyl-6-methoxycatechol
—— (R)-hydroxy-(4-hydroxy-phenyl)-acetic acid methyl ester 139563-62-5 C9H10O4
(R)-hydroxy-(4-hydroxy-phenyl)-acetic acid methyl ester
—— 3-(3-hydroxyphenyl)thieno[2,3-d]isoxazole 110894-91-2 C11H7NO2S
3-(3-hydroxyphenyl)thieno[2,3-d]isoxazole
—— 2-(4-hydroxy-3-methoxybenzylidene)-1-(1H-benzimidazol-2-yl)hydrazine 60059-55-4 C15H14N4O2
2-(4-hydroxy-3-methoxybenzylidene)-1-(1H-benzimidazol-2-yl)hydrazine
—— (E)-4,5-dihydroxy-2,β-dinitrostyrene 96806-57-4 C8H6N2O6
(E)-4,5-dihydroxy-2,β-dinitrostyrene
—— (E)-4,5-dihydroxy-2,β-dinitrostyrene 98369-55-2 C8H8N2O7
(E)-4,5-dihydroxy-2,β-dinitrostyrene
—— 3-hydroxy-1-(heptadecadien-(8.11)-yl)-benzene 112115-68-1 C23H36O
3-hydroxy-1-(heptadecadien-(8.11)-yl)-benzene
—— (2S,8R,14R,20S)-2,8,14,20-tetrakis(2-methylpropyl)-5-(prop-2-enoxymethyl)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 1469921-82-1 C48H62O9
(2S,8R,14R,20S)-2,8,14,20-tetrakis(2-methylpropyl)-5-(prop-2-enoxymethyl)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
—— 4-(2-Methyl-3-phenyl-3,4-dihydropyrazol-5-yl)phenol 1453487-89-2 C16H16N2O
4-(2-Methyl-3-phenyl-3,4-dihydropyrazol-5-yl)phenol
—— 4-(1,5-diphenyl-4,5-dihydro-1H-pyrazol-3-yl)phenol 2515-57-3 C21H18N2O
4-(1,5-diphenyl-4,5-dihydro-1H-pyrazol-3-yl)phenol
—— 1-(2,5-difluoro-3-hydroxy-6 nitrophenyl)propan-2-one 1609119-36-9 C9H7F2NO4
1-(2,5-difluoro-3-hydroxy-6 nitrophenyl)propan-2-one
—— 3-(3'-methyl-2'-butenyl)phloroglucinaldehyde 77636-13-6 C12H14O4
3-(3'-methyl-2'-butenyl)phloroglucinaldehyde
—— (E)-3-(Diethylamino)-1-(2-hydroxy-5-methylphenyl)prop-2-EN-1-one —— C14H19NO2
(E)-3-(Diethylamino)-1-(2-hydroxy-5-methylphenyl)prop-2-EN-1-one
—— (E)-1-(2-hydroxy-5-methylphenyl)-3-morpholin-4-ylprop-2-en-1-one 88021-77-6 C14H17NO3
(E)-1-(2-hydroxy-5-methylphenyl)-3-morpholin-4-ylprop-2-en-1-one
—— 1-(2-hydroxy-5-methylphenyl)-3-pyrrolidin-1-ylprop-2-en-1-one 352666-95-6 C14H17NO2
1-(2-hydroxy-5-methylphenyl)-3-pyrrolidin-1-ylprop-2-en-1-one
—— (E)-1-(2-hydroxy-5-methylphenyl)-3-(piperidin-1-yl)prop-2-en-1-one 80031-00-1 C15H19NO2
(E)-1-(2-hydroxy-5-methylphenyl)-3-(piperidin-1-yl)prop-2-en-1-one
—— bis(p-hydroxyphenyl)-2,6 tetrathiafulvalene 96498-66-7 C18H12O2S4
bis(p-hydroxyphenyl)-2,6 tetrathiafulvalene
—— 2,4-diaminoresorcinol 13066-96-1 C6H8N2O2
2,4-diaminoresorcinol
—— Tetracyclo[15.4.0.03,8.010,15]henicosa-1(21),3,5,7,10,12,14,17,19-nonaene-4,5,6,11,12,13,18,19,20-nonol 484691-07-8 C21H18O9
Tetracyclo[15.4.0.03,8.010,15]henicosa-1(21),3,5,7,10,12,14,17,19-nonaene-4,5,6,11,12,13,18,19,20-nonol
—— 4-bromo-2,5-dimethoxybenzaldehyde 370884-62-1 C8H7BrO3
4-bromo-2,5-dimethoxybenzaldehyde
—— 3,6-dihydroxy-4-methoxy-2-methyl-benzaldehyde 872304-60-4 C9H10O4
3,6-dihydroxy-4-methoxy-2-methyl-benzaldehyde
—— (3R,4S,5S)-3-amino-5-[(3-bromo-4-hydroxyphenyl)methyl]-1,1-dioxothian-4-ol 947368-87-8 C12H16BrNO4S
(3R,4S,5S)-3-amino-5-[(3-bromo-4-hydroxyphenyl)methyl]-1,1-dioxothian-4-ol
—— 2-(5-hydroxy-2,4-dinitro-phenoxy)-ethanol 70187-41-6 C8H8N2O7
2-(5-hydroxy-2,4-dinitro-phenoxy)-ethanol
—— 4-(5-((2-chlorobenzyl)thio)-1,3,4-oxadiazol-2-yl)-2-methoxyphenol 1391739-56-2 C16H13ClN2O3S
4-(5-((2-chlorobenzyl)thio)-1,3,4-oxadiazol-2-yl)-2-methoxyphenol
—— disalicylaldehyde succinoyldihydrazone 112008-83-0 C18H18N4O4
disalicylaldehyde succinoyldihydrazone
—— 5-[1-hydroxy-2-(4-methyl-piperazin-1-yl)-ethyl]-benzene-1,3-diol 52536-56-8 C13H20N2O3
5-[1-hydroxy-2-(4-methyl-piperazin-1-yl)-ethyl]-benzene-1,3-diol
—— 2-(3,4,5-trimethoxyphenyl)ethyl methanesulfonate 40174-10-5 C12H18O6S
2-(3,4,5-trimethoxyphenyl)ethyl methanesulfonate
—— O-<2-(3,4,5-Trimethoxyphenyl)-ethyl>-hydroxylamin 110513-46-7 C11H17NO4
O-<2-(3,4,5-Trimethoxyphenyl)-ethyl>-hydroxylamin
—— ((3,5-dimethoxy-4-hydroxyphenyl)acetyl)pyrrolidine 131656-84-3 C14H19NO4
((3,5-dimethoxy-4-hydroxyphenyl)acetyl)pyrrolidine
—— 3,5-di-(carbmethoxymethyl)phenol 142588-07-6 C12H14O5
3,5-di-(carbmethoxymethyl)phenol
—— E-1-(2'-hydroxy-5'-dodecylphenyl)-1-ethanone oxime 103582-35-0 C20H33NO2
E-1-(2'-hydroxy-5'-dodecylphenyl)-1-ethanone oxime
—— 1-(4-chloro-2-fluoro-5-hydroxyphenyl)-5-fluoro-2-methoxy-4-trifluoromethyl-6(1H)-pyrimidinone 115784-71-9 C12H6ClF5N2O3
1-(4-chloro-2-fluoro-5-hydroxyphenyl)-5-fluoro-2-methoxy-4-trifluoromethyl-6(1H)-pyrimidinone
—— 2,6-dinitro-4-n-dodecylphenol 1271175-95-1 C18H28N2O5
2,6-dinitro-4-n-dodecylphenol
—— 2-Methoxy-4-[[2-(2-methylphenyl)ethylamino]methyl]phenol 1338320-54-9 C17H21NO2
2-Methoxy-4-[[2-(2-methylphenyl)ethylamino]methyl]phenol
—— 2-Methoxy-6-[[2-(2-methylphenyl)ethylamino]methyl]phenol 1338320-52-7 C17H21NO2
2-Methoxy-6-[[2-(2-methylphenyl)ethylamino]methyl]phenol
—— 2-(2-chloro-3,4-dimethoxyphenyl)ethanol 103346-71-0 C10H13ClO3
2-(2-chloro-3,4-dimethoxyphenyl)ethanol
—— 2,6-bis(octyltelluro)phenol 1442114-99-9 C22H38OTe2
2,6-bis(octyltelluro)phenol
—— 2-(octyltelluro)phenol 1442114-85-3 C14H22OTe
2-(octyltelluro)phenol
—— 2-tert-butyl-4-methoxy-6-(octyltelluro)phenol 1222630-23-0 C19H32O2Te
2-tert-butyl-4-methoxy-6-(octyltelluro)phenol
—— (3,5-dimethyl-4-hydroxy-phenyl)-acetic acid methyl ester 51511-17-2 C11H14O3
(3,5-dimethyl-4-hydroxy-phenyl)-acetic acid methyl ester
—— allyl (2-hydroxyphenyl)ethanoate 312298-54-7 C11H12O3
allyl (2-hydroxyphenyl)ethanoate