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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
—— (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
—— (7R,7'R)-8(8')-ene-4,4'-dihydroxy-7,7'-epoxylignan 128450-69-1 C18H18O3
(7R,7'R)-8(8')-ene-4,4'-dihydroxy-7,7'-epoxylignan
—— (+/-)-KWD 2110 127560-11-6 C11H15NO3
(+/-)-KWD 2110
—— 2-Propanol, 1-[4-(2-methoxyethyl)phenoxy]-3-(propylamino)- 95503-98-3 C15H25NO3
2-Propanol, 1-[4-(2-methoxyethyl)phenoxy]-3-(propylamino)-
—— 5-(3-Hydroxyphenyl)isothiazol-3(2H)-one 1,1-dioxide 850314-30-6 C9H7NO4S
5-(3-Hydroxyphenyl)isothiazol-3(2H)-one 1,1-dioxide
—— isolaurenisol 93236-38-5 C15H19BrO
isolaurenisol
—— anti-<3.2>metacyclophanequinhydrone 143309-53-9 C17H16O4
anti-<3.2>metacyclophanequinhydrone
—— (1S,3R)-3-(2-Hydroxy-4-methylphenyl)-1,3-dimethyl-2-methylidenecyclopentanol 154699-13-5 C15H20O2
(1S,3R)-3-(2-Hydroxy-4-methylphenyl)-1,3-dimethyl-2-methylidenecyclopentanol
—— 2,9,9-Trimethyl-6,7,8,9-tetrahydro-5H-dibenzo[a,d]cycloheptene-3,11-diol 155679-44-0 C18H22O2
2,9,9-Trimethyl-6,7,8,9-tetrahydro-5H-dibenzo[a,d]cycloheptene-3,11-diol
—— diisopropyl α-(3,5-dimethoxy-4-hydroxyphenyl)-β-[N-(2-pyrimidinyl)-amino]-ethylphosphonate 407583-28-2 C20H30N3O6P
diisopropyl α-(3,5-dimethoxy-4-hydroxyphenyl)-β-[N-(2-pyrimidinyl)-amino]-ethylphosphonate
—— 2-(4-Hydroxy-3-methylphenyl)ethanol 307311-40-6 C9H12O2
2-(4-Hydroxy-3-methylphenyl)ethanol
—— 2-(4-Hydroxy-3-methoxy-phenyl)pentan 27060-47-5 C12H18O2
2-(4-Hydroxy-3-methoxy-phenyl)pentan
—— 5-(5-bromo-2-hydroxyphenyl)-5,10-dihydro-1H,3H-dipyrano[3,4-b:4,3-e]pyridine-4,6(7H,9H)-dione 265320-63-6 C17H14BrNO5
5-(5-bromo-2-hydroxyphenyl)-5,10-dihydro-1H,3H-dipyrano[3,4-b:4,3-e]pyridine-4,6(7H,9H)-dione
—— Ethyl I+/-,2,3-trihydroxybenzeneacetate 152354-67-1 C10H12O5
Ethyl I+/-,2,3-trihydroxybenzeneacetate
—— 3-Ethyl-4-(4-hydroxy-phenyl)-2-methyl-cyclohex-3-enecarboxylic acid 22921-17-1 C16H20O3
3-Ethyl-4-(4-hydroxy-phenyl)-2-methyl-cyclohex-3-enecarboxylic acid
—— 3-Methoxy-5-(1,1,5-trimethylhexyl)phenol 296242-08-5 C16H26O2
3-Methoxy-5-(1,1,5-trimethylhexyl)phenol
—— 4-Cycloheptyl-resorcin 15817-68-2 C13H18O2
4-Cycloheptyl-resorcin
—— 6-[1-(2,2-Diethoxyethylamino)-2-hydroxyethyl]-2-methoxy-3-methylphenol 147807-86-1 C16H27NO5
6-[1-(2,2-Diethoxyethylamino)-2-hydroxyethyl]-2-methoxy-3-methylphenol
—— Ethyl 2-hydroxy-5-nitrobenzeneacetate 116435-83-7 C10H11NO5
Ethyl 2-hydroxy-5-nitrobenzeneacetate
—— anti-6,9,14,17-tetrahydroxy<3.2>metacyclophane 143309-54-0 C17H18O4
anti-6,9,14,17-tetrahydroxy<3.2>metacyclophane
—— Ethyl 3-[3-tert-butyl-4-(2-{4-[(methylsulfonyl)oxy]phenyl}ethoxy)phenyl]-2-ethoxypropanoate 343870-38-2 C26H36O7S
Ethyl 3-[3-tert-butyl-4-(2-{4-[(methylsulfonyl)oxy]phenyl}ethoxy)phenyl]-2-ethoxypropanoate
—— ethyl 2-chloro-6-hydroxyphenyl(diethoxymethyl)phosphinate 164532-03-0 C13H20ClO5P
ethyl 2-chloro-6-hydroxyphenyl(diethoxymethyl)phosphinate
—— 3,4-diamino-5-methyl-2-nitrophenol 147285-82-3 C7H9N3O3
3,4-diamino-5-methyl-2-nitrophenol
—— 3-(3-chloro-4-hydroxyphenyl)-5-(3-fluoro-4-hydroxyphenyl)-4-methylthiophene-2-carbaldehyde 617688-86-5 C18H12ClFO3S
3-(3-chloro-4-hydroxyphenyl)-5-(3-fluoro-4-hydroxyphenyl)-4-methylthiophene-2-carbaldehyde
—— 1-[4-(2-Methoxyethyl)phenoxy]-3-(methylamino)propan-2-ol 80448-17-5 C13H21NO3
1-[4-(2-Methoxyethyl)phenoxy]-3-(methylamino)propan-2-ol
—— Nakitriol 161407-86-9 C11H12O3
Nakitriol
—— 1-tert-Butylamino-3-[4-(2-methoxy-ethyl)-phenoxy]-propan-2-ol 109632-10-2 C16H27NO3
1-tert-Butylamino-3-[4-(2-methoxy-ethyl)-phenoxy]-propan-2-ol
—— 6,19-Ditert-butyltricyclo[15.3.1.14,8]docosa-1(20),4,6,8(22),17(21),18-hexaene-21,22-diol 142838-73-1 C30H44O2
6,19-Ditert-butyltricyclo[15.3.1.14,8]docosa-1(20),4,6,8(22),17(21),18-hexaene-21,22-diol
—— 5-((R)-1-Amino-2-hydroxy-ethyl)-2-methoxy-benzene-1,3-diol 219911-58-7 C9H13NO4
5-((R)-1-Amino-2-hydroxy-ethyl)-2-methoxy-benzene-1,3-diol
—— 2-Hydroxy-3,6-dimethoxy-5-methyl-benzaldehyde 1027942-34-2 C10H12O4
2-Hydroxy-3,6-dimethoxy-5-methyl-benzaldehyde
—— 3-(3,4-Dihydroxyphenyl)propyl tetradecanoate 196883-87-1 C23H38O4
3-(3,4-Dihydroxyphenyl)propyl tetradecanoate