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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-(Cyclopropylmethyl)-3-ethylphenol 1243374-50-6 C12H16O
2-(Cyclopropylmethyl)-3-ethylphenol
—— 1-Hydroxy-2-methylthio-5-methoxy-benzol 19555-08-9 C8H10O2S
1-Hydroxy-2-methylthio-5-methoxy-benzol
—— 3-(Cyclohexylmethyl)-2-methoxyphenol 1243395-35-8 C14H20O2
3-(Cyclohexylmethyl)-2-methoxyphenol
—— 2-Hydroxy-5-isopropoxybenzonitrile 1243280-87-6 C10H11NO2
2-Hydroxy-5-isopropoxybenzonitrile
—— 2-(Cyclohexylmethyl)-5-ethylphenol 1243279-29-9 C15H22O
2-(Cyclohexylmethyl)-5-ethylphenol
—— 3-(Dimethylamino)-5-methoxyphenol 56825-85-5 C9H13NO2
3-(Dimethylamino)-5-methoxyphenol
—— 3-Hydroxy-4-methoxy-N,N-dimethylbenzamide 66842-93-1 C10H13NO3
3-Hydroxy-4-methoxy-N,N-dimethylbenzamide
—— 4-nitro-3-hydroxybenzaldehyde O-methyloxime 943750-50-3 C8H8N2O4
4-nitro-3-hydroxybenzaldehyde O-methyloxime
—— 2-Chloro-5-[methoxy(13-tricyclo[7.3.1.02,7]tridec-2(7)-enylidene)methyl]phenol 260791-31-9 C21H25ClO2
2-Chloro-5-[methoxy(13-tricyclo[7.3.1.02,7]tridec-2(7)-enylidene)methyl]phenol
—— Methyl 2-(4-hydroxy-3-(4-hydroxybut-1-YN-1-YL)phenyl)acetate 1354633-20-7 C13H14O4
Methyl 2-(4-hydroxy-3-(4-hydroxybut-1-YN-1-YL)phenyl)acetate
—— 1,3,5-Tris[3-[4-[[bis[(4-hydroxy-3-methoxyphenyl)methyl]amino]methyl]triazol-1-yl]-2-hydroxypropyl]-1,3,5-triazinane-2,4,6-trione 1480437-04-4 C69H81N15O18
1,3,5-Tris[3-[4-[[bis[(4-hydroxy-3-methoxyphenyl)methyl]amino]methyl]triazol-1-yl]-2-hydroxypropyl]-1,3,5-triazinane-2,4,6-trione
—— 1,1'-(4,6-dihydroxybenzene-1,3-diyl)-bis[3-(furan-2-yl)prop-2-en-1-one] 147726-68-9 C20H14O6
1,1'-(4,6-dihydroxybenzene-1,3-diyl)-bis[3-(furan-2-yl)prop-2-en-1-one]
—— 4-[[[1-[3-[2,2-Bis[[3-[4-[[bis[(4-hydroxy-3-methoxyphenyl)methyl]amino]methyl]triazol-1-yl]-2-hydroxypropoxy]methyl]butoxy]-2-hydroxypropyl]triazol-4-yl]methyl-[(4-hydroxy-3-methoxyphenyl)methyl]amino]methyl]-2-methoxyphenol 1480437-09-9 C72H92N12O18
4-[[[1-[3-[2,2-Bis[[3-[4-[[bis[(4-hydroxy-3-methoxyphenyl)methyl]amino]methyl]triazol-1-yl]-2-hydroxypropoxy]methyl]butoxy]-2-hydroxypropyl]triazol-4-yl]methyl-[(4-hydroxy-3-methoxyphenyl)methyl]amino]methyl]-2-methoxyphenol
—— 4-[[[1-[3-[2,2-Bis[[3-[4-[[bis[(4-hydroxy-3,5-dimethoxyphenyl)methyl]amino]methyl]triazol-1-yl]-2-hydroxypropoxy]methyl]butoxy]-2-hydroxypropyl]triazol-4-yl]methyl-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]amino]methyl]-2,6-dimethoxyphenol 1480436-97-2 C78H104N12O24
4-[[[1-[3-[2,2-Bis[[3-[4-[[bis[(4-hydroxy-3,5-dimethoxyphenyl)methyl]amino]methyl]triazol-1-yl]-2-hydroxypropoxy]methyl]butoxy]-2-hydroxypropyl]triazol-4-yl]methyl-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]amino]methyl]-2,6-dimethoxyphenol
—— 2-trimethylsilylethyl N-benzyl-N-[4-(2,2-dimethoxyethyl)-5-hydroxy-3-bicyclo[4.2.0]octa-1,3,5-trienyl]carbamate 1476065-07-2 C25H35NO5Si
2-trimethylsilylethyl N-benzyl-N-[4-(2,2-dimethoxyethyl)-5-hydroxy-3-bicyclo[4.2.0]octa-1,3,5-trienyl]carbamate
—— nethyl allyl[4-(2-[(tert-butyldimethylsilyl)oxy]ethyl)-3-hydroxybenzocyclobutene]-5-carbamate 1476065-16-3 C21H33NO4Si
nethyl allyl[4-(2-[(tert-butyldimethylsilyl)oxy]ethyl)-3-hydroxybenzocyclobutene]-5-carbamate
—— methyl 2-oxoethyl[4-(2-[(tert-butyldimethylsilyl)oxy]ethyl)-3-hydroxybenzocyclobutene]-5-carbamate 1476065-17-4 C20H31NO5Si
methyl 2-oxoethyl[4-(2-[(tert-butyldimethylsilyl)oxy]ethyl)-3-hydroxybenzocyclobutene]-5-carbamate
—— 3-(4-iodophenyl)-2-propenyl 3-(3-hydroxy-4-methoxyphenyl)propanoate 134209-00-0 C19H19IO4
3-(4-iodophenyl)-2-propenyl 3-(3-hydroxy-4-methoxyphenyl)propanoate
—— (4,4'-((prop-2-yn-1-ylazanediyl)bis(methylene))bis(2-methoxyphenol)) 1480437-08-8 C19H21NO4
(4,4'-((prop-2-yn-1-ylazanediyl)bis(methylene))bis(2-methoxyphenol))
—— 1,3,5-Tris[3-[4-[[bis[(4-hydroxy-3,5-dimethoxyphenyl)methyl]amino]methyl]triazol-1-yl]-2-hydroxypropyl]-1,3,5-triazinane-2,4,6-trione 1480437-01-1 C75H93N15O24
1,3,5-Tris[3-[4-[[bis[(4-hydroxy-3,5-dimethoxyphenyl)methyl]amino]methyl]triazol-1-yl]-2-hydroxypropyl]-1,3,5-triazinane-2,4,6-trione
—— 3-nitrosalicylic (1-phenylethylidene)hydrazide 380413-34-3 C15H13N3O4
3-nitrosalicylic (1-phenylethylidene)hydrazide
—— Tetramethyldiaminobutane dipicrate 102454-36-4 C20H26N8O14
Tetramethyldiaminobutane dipicrate
—— Oxyphenbutazon-Piperazin-Salz 57148-78-4 C4H10N2*C19H20N2O3
Oxyphenbutazon-Piperazin-Salz
—— 2-hydroxy-4,5-dimethoxybenzenepropanol 115546-31-1 C11H16O4
2-hydroxy-4,5-dimethoxybenzenepropanol
—— 1-Cyclohexylpiperidine;2,4,6-trinitrophenol 41225-70-1 C17H24N4O7
1-Cyclohexylpiperidine;2,4,6-trinitrophenol
—— 2,6-bis(cyclohexylsulfanyl)benzehe-1,4-diol 1028684-60-7 C18H26O2S2
2,6-bis(cyclohexylsulfanyl)benzehe-1,4-diol
—— methyl 3-{2,5-dihydroxy-4-[2-(methoxycarbonyl)ethylsulfanyl]phenylsulfanyl}propanoate 1028684-65-2 C14H18O6S2
methyl 3-{2,5-dihydroxy-4-[2-(methoxycarbonyl)ethylsulfanyl]phenylsulfanyl}propanoate
—— methyl 3-{2,5-dihydroxy-3-[2-(methoxycarbonyl)ethylsulfanyl]phenylsulfanyl}propanoate 1028684-62-9 C14H18O6S2
methyl 3-{2,5-dihydroxy-3-[2-(methoxycarbonyl)ethylsulfanyl]phenylsulfanyl}propanoate
—— (7S,7'S,8R)-8'(9')-ene-4,4'-dihydroxy-7,7'-epoxylignan 1469818-64-1 C18H18O3
(7S,7'S,8R)-8'(9')-ene-4,4'-dihydroxy-7,7'-epoxylignan
—— (7R,7'R)-8(8')-ene-4,4'-dihydroxy-3,3'-dimethoxy-7,7'-epoxylignan 1469818-63-0 C20H22O5
(7R,7'R)-8(8')-ene-4,4'-dihydroxy-3,3'-dimethoxy-7,7'-epoxylignan
—— (7S,7'S,8R)-8'(9')-ene-4,4'-dihydroxy-3,3'-dimethoxy-7,7'-epoxylignan 1469818-65-2 C20H22O5
(7S,7'S,8R)-8'(9')-ene-4,4'-dihydroxy-3,3'-dimethoxy-7,7'-epoxylignan
—— 6-hydroxy-2-(4-hydroxyphenethyl)-1,2,4-triazine-3,5(2H,4H)-dione 1562525-48-7 C11H11N3O4
6-hydroxy-2-(4-hydroxyphenethyl)-1,2,4-triazine-3,5(2H,4H)-dione
—— 6-hydroxy-2-(2-hydroxyphenethyl)-1,2,4-triazine-3,5(2H,4H)-dione 1562525-09-0 C11H11N3O4
6-hydroxy-2-(2-hydroxyphenethyl)-1,2,4-triazine-3,5(2H,4H)-dione
—— 6-hydroxy-2-(3-hydroxyphenethyl)-1,2,4-triazine-3,5(2H,4H)-dione 1562525-30-7 C11H11N3O4
6-hydroxy-2-(3-hydroxyphenethyl)-1,2,4-triazine-3,5(2H,4H)-dione
—— Hexahydrobakuchiol 10309-38-3 C18H30O
Hexahydrobakuchiol
—— (S)-2-(1-Amino-2,2,2-trifluoroethyl)phenol hydrochloride 1394822-92-4 C8H9ClF3NO
(S)-2-(1-Amino-2,2,2-trifluoroethyl)phenol hydrochloride
—— 5H-2-Pyrindinium, 6,7-dihydro-4-(hydroxymethyl)-2-(p-hydroxyphenethyl)-7-methyl-, (S)- 15794-93-1 C18H22NO2+
5H-2-Pyrindinium, 6,7-dihydro-4-(hydroxymethyl)-2-(p-hydroxyphenethyl)-7-methyl-, (S)-
—— 4-Amino-2,5-difluorophenol hydrochloride 1314406-39-7 C6H6ClF2NO
4-Amino-2,5-difluorophenol hydrochloride
—— Phenol, 2(or 4)-sec-hexacosyl- 234446-37-8 C32H58O
Phenol, 2(or 4)-sec-hexacosyl-
—— Phenol, 2(or 4)-sec-octacosyl- 234446-38-9 C34H62O
Phenol, 2(or 4)-sec-octacosyl-
—— Phenol, 2(or 4)-sec-tetracosyl- 233587-36-5 C30H54O
Phenol, 2(or 4)-sec-tetracosyl-
—— Phenol, 2(or 4)-sec-docosyl- 233587-35-4 C28H50O
Phenol, 2(or 4)-sec-docosyl-
—— Phenol, 2(or 4)-sec-triacontyl- 234446-39-0 C36H66O
Phenol, 2(or 4)-sec-triacontyl-
—— Phenol, isooctyldinitro- 37224-61-6 C14H20N2O5
Phenol, isooctyldinitro-
—— 1-(2,4-dihydroxyphenyl)-3-(pyridin-2-yl)propenone 20842-65-3 C14H11NO3
1-(2,4-dihydroxyphenyl)-3-(pyridin-2-yl)propenone
—— 1-(2,4-dihydroxyphenyl)-3-(pyridin-3-yl)propenone 20842-67-5 C14H11NO3
1-(2,4-dihydroxyphenyl)-3-(pyridin-3-yl)propenone
—— 2-Chloro-3-hydroxy-p-anisaldehyde oxime 90434-28-9 C8H8ClNO3
2-Chloro-3-hydroxy-p-anisaldehyde oxime
—— 1-(4-Hydroxy-3-methoxyphenyl)dec-4-en-3-one;1-(4-hydroxy-3-methoxyphenyl)-5-methyldecan-3-one —— C35H52O6
1-(4-Hydroxy-3-methoxyphenyl)dec-4-en-3-one;1-(4-hydroxy-3-methoxyphenyl)-5-methyldecan-3-one
—— (r)-3-(4-Hydroxy-3-methoxyphenyl)-beta-alaninol 1213299-60-5 C10H15NO3
(r)-3-(4-Hydroxy-3-methoxyphenyl)-beta-alaninol
—— 2-Fluoro-4-(2-methyl-1,3-thiazol-4-yl)phenol 1049605-13-1 C10H8FNOS
2-Fluoro-4-(2-methyl-1,3-thiazol-4-yl)phenol