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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
—— (E)-3-[β-(4-hydroxy-3-methoxyphenyl)-ethenyl]-5-methyl-1H-pyrazole 1018767-13-9 C13H14N2O2
(E)-3-[β-(4-hydroxy-3-methoxyphenyl)-ethenyl]-5-methyl-1H-pyrazole
—— 1417912-97-0 C14H15F3O3
—— 3-iodo-2,4,6-trinitro-phenol 4840-88-4 C6H2IN3O7
3-iodo-2,4,6-trinitro-phenol
—— 3-(methylamino)propyliminomethyl-4-bromophenol 952499-51-3 C11H15BrN2O
3-(methylamino)propyliminomethyl-4-bromophenol
—— 4-chloro-2-(cyclohexyliminomethyl)phenol 349455-75-0 C13H16ClNO
4-chloro-2-(cyclohexyliminomethyl)phenol
—— 4-[(E)-Azepan-1-yliminomethyl]-2-iodo-6-methoxy-phenol 16987-35-2 C14H19IN2O2
4-[(E)-Azepan-1-yliminomethyl]-2-iodo-6-methoxy-phenol
—— 2,4-dibromo-6-[(2-chloro-3-pyridyl)iminomethyl]phenol 72889-57-7 C12H7Br2ClN2O
2,4-dibromo-6-[(2-chloro-3-pyridyl)iminomethyl]phenol
—— 2,6-diiodo-1,3,5,7-tetramethyl-8-(3-hydroxy-4-iodophenyl)-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene 1434003-47-0 C19H16BF2I3N2O
2,6-diiodo-1,3,5,7-tetramethyl-8-(3-hydroxy-4-iodophenyl)-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene
—— 3-<(2,5-Dihydroxyphenyl)amino>-4-hydroxy-5,5-dimethyl-2-cyclohexen-1-on 117527-14-7 C14H17NO4
3-<(2,5-Dihydroxyphenyl)amino>-4-hydroxy-5,5-dimethyl-2-cyclohexen-1-on
—— 2,6-DINITRO-3-HYDROXY-4-METHOXYPHENYLACETIC ACID 185395-94-2 C9H8N2O8
2,6-DINITRO-3-HYDROXY-4-METHOXYPHENYLACETIC ACID
—— 3-(Hydroxymethyl)-2-iodo-6-methoxyphenol 1256493-81-8 C8H9IO3
3-(Hydroxymethyl)-2-iodo-6-methoxyphenol
—— 2-hydroxy-3-methoxybenzaldehyde N''-(4-fluorophenyl)thiosemicarbazone 880049-27-4 C15H14FN3O2S
2-hydroxy-3-methoxybenzaldehyde N''-(4-fluorophenyl)thiosemicarbazone
—— 1,11-bis(salicylaldimine)-6-oxa-3,9-dithiaundecane 1334119-82-2 C22H28N2O3S2
1,11-bis(salicylaldimine)-6-oxa-3,9-dithiaundecane
—— N-(3-Methoxy-4-hydroxyphenyl)-succinamid-saeure 71573-12-1 C11H13NO5
N-(3-Methoxy-4-hydroxyphenyl)-succinamid-saeure
—— 3-(3-Hydroxy-2,4-dimethoxy-phenyl)-N-(3-hydroxy-4-methoxy-phenethyl)-propylamin 20321-51-1 C20H27NO5
3-(3-Hydroxy-2,4-dimethoxy-phenyl)-N-(3-hydroxy-4-methoxy-phenethyl)-propylamin
—— Furan-2-yl-(2-hydroxy-4,5-dimethyl-phenyl)-methanone oxime 97059-43-3 C13H13NO3
Furan-2-yl-(2-hydroxy-4,5-dimethyl-phenyl)-methanone oxime
—— O-ethyl (2-hydroxy-5-nitrophenyl) methyl-phenyl-phosphinate 84713-51-9 C15H16NO5P
O-ethyl (2-hydroxy-5-nitrophenyl) methyl-phenyl-phosphinate
—— N-Benzylaminocarbonyl-salicylidenamin 17398-13-9 C16H16N2O2
N-Benzylaminocarbonyl-salicylidenamin
—— N-<4-(1-methylimidazolyl)>-N-methyl-N'-(6-oxoheptyl)urea picrate 106260-61-1 C6H3N3O7*C13H22N4O2
N-<4-(1-methylimidazolyl)>-N-methyl-N'-(6-oxoheptyl)urea picrate
—— 4-(2-Ethyl-4-hydroxymethyl-3-methyl-cyclohex-1-enyl)-phenol 28292-76-4 C16H22O2
4-(2-Ethyl-4-hydroxymethyl-3-methyl-cyclohex-1-enyl)-phenol
—— N-[[1-[2-(cyclohexylamino)-2-oxoethyl]-2-oxoindol-3-ylidene]amino]-2-hydroxy-5-nitrobenzamide 1202498-28-9 C23H23N5O6
N-[[1-[2-(cyclohexylamino)-2-oxoethyl]-2-oxoindol-3-ylidene]amino]-2-hydroxy-5-nitrobenzamide
—— 4-[(E)-(3,4-dihydroxyphenyl)methylideneamino]-3-(phenoxymethyl)-1H-1,2,4-triazole-5-thione 499208-96-7 C16H14N4O3S
4-[(E)-(3,4-dihydroxyphenyl)methylideneamino]-3-(phenoxymethyl)-1H-1,2,4-triazole-5-thione
—— 4-[(3S,3aR,6R,7E)-7-(4-hydroxybenzylidene)-2,6-dimethyl-3,3a,4,5,6,7-hexahydro-2H-indazol-3-yl]phenol 1253891-69-8 C22H24N2O2
4-[(3S,3aR,6R,7E)-7-(4-hydroxybenzylidene)-2,6-dimethyl-3,3a,4,5,6,7-hexahydro-2H-indazol-3-yl]phenol
—— 2-(2-(4-hydroxy-phenyl)-4-oxo-thiazolidin-3-yl)-ethyl bromide 158406-96-3 C11H12BrNO2S
2-(2-(4-hydroxy-phenyl)-4-oxo-thiazolidin-3-yl)-ethyl bromide
—— (E)-6,11-Dioxa-3-aza-2(4,2)-pyrimidina-1,4(1,3)-dibenzenacyclododecaphan-8-en-44-ol 1312603-69-2 C22H21N3O3
(E)-6,11-Dioxa-3-aza-2(4,2)-pyrimidina-1,4(1,3)-dibenzenacyclododecaphan-8-en-44-ol
—— 4-(1-Methyl-1-pentyl-hexyl)-benzene-1,2-diol 100186-20-7 C18H30O2
4-(1-Methyl-1-pentyl-hexyl)-benzene-1,2-diol
—— (bromo)(5-chloro-2-hydroxyphenylthio)methylenebis (ethyl phenylphosphinate) 66300-19-4 C23H24BrClO5P2S
(bromo)(5-chloro-2-hydroxyphenylthio)methylenebis (ethyl phenylphosphinate)
—— 2-Piperidinone,1-[2-(2-hydroxy-3,4-dimethoxyphenyl)ethyl]-5-(2-methyl-1,3-dioxolan-2-yl)- 89680-87-5 C19H27NO6
2-Piperidinone,1-[2-(2-hydroxy-3,4-dimethoxyphenyl)ethyl]-5-(2-methyl-1,3-dioxolan-2-yl)-
—— 2-<4-Hydroxy-5-nitro-benzylmercapto>-4-phenyl-thiazol 5316-26-7 C16H12N2O3S2
2-<4-Hydroxy-5-nitro-benzylmercapto>-4-phenyl-thiazol
—— 6-(2-hydroxy-phenyl)-hexan-3-one 105401-70-5 C12H16O2
6-(2-hydroxy-phenyl)-hexan-3-one
—— 1-(4-hydroxybutyl)-5-(3-hydroxyphenyl)-2,2-dimethylindan-1-ol 1356059-25-0 C21H26O3
1-(4-hydroxybutyl)-5-(3-hydroxyphenyl)-2,2-dimethylindan-1-ol
—— 1-(3,5-dihydroxy-phenyl)-2-dimethylamino-ethanol 100132-39-6 C10H15NO3
1-(3,5-dihydroxy-phenyl)-2-dimethylamino-ethanol
—— (2α,5aβ,6α,11α,11aβ)-2-acetyl-6,11-diacetoxy-1,2,3,4,5a,6,11,11a,12-decahydronaphthacene 82167-68-8 C24H28O5
(2α,5aβ,6α,11α,11aβ)-2-acetyl-6,11-diacetoxy-1,2,3,4,5a,6,11,11a,12-decahydronaphthacene
—— 1-(3,5-Dibromo-4-hydroxyphenyl)-1,3,5-cycloheptatrien 13270-37-6 C13H10Br2O
1-(3,5-Dibromo-4-hydroxyphenyl)-1,3,5-cycloheptatrien
—— N,N'-bis(2-hydroxybenzylidene)-1,1-diaminohexane 123431-64-1 C20H24N2O2
N,N'-bis(2-hydroxybenzylidene)-1,1-diaminohexane
—— 3-(4-hydroxybenzyl)-2-oxo-1-oxa-4-azaspiro[4.4]non-3-ene 4-oxide 1369950-41-3 C14H15NO4
3-(4-hydroxybenzyl)-2-oxo-1-oxa-4-azaspiro[4.4]non-3-ene 4-oxide
—— [Ru(3-OH-py-2-COO)<sub>2</sub>(PPh<sub>3</sub>)<sub>2</sub>] 1412573-61-5 C48H38N2O6P2Ru
[Ru(3-OH-py-2-COO)<sub>2</sub>(PPh<sub>3</sub>)<sub>2</sub>]
—— 1127943-63-8 C12H17BrOSi
—— 3-(2-hydroxy-6-methoxyphenyl)cyclohex-2-en-1-one 1207172-82-4 C13H14O3
3-(2-hydroxy-6-methoxyphenyl)cyclohex-2-en-1-one
—— 2-chloro-5-iodo-4-methoxyphenol 1600530-31-1 C7H6ClIO2
2-chloro-5-iodo-4-methoxyphenol
—— 5-methoxy-2-(1-(4-methoxyphenylimino)ethyl)phenol 1382679-54-0 C16H17NO3
5-methoxy-2-(1-(4-methoxyphenylimino)ethyl)phenol
—— N-(2,4-dinitrophenylthio)-3-phenylsulfonyl-4-aminophenol 84452-53-9 C18H13N3O7S2
N-(2,4-dinitrophenylthio)-3-phenylsulfonyl-4-aminophenol
—— 5-(Chloromethyl)-2,4-dimethoxy-3-methylphenol 864933-44-8 C10H13ClO3
5-(Chloromethyl)-2,4-dimethoxy-3-methylphenol
—— 5,11,17,23,29,35-hexakis(1,1-dimethylpropyl)-37,38,39,40,41,42-hexahydroxycalix<6>arene 93503-76-5 C72H96O6
5,11,17,23,29,35-hexakis(1,1-dimethylpropyl)-37,38,39,40,41,42-hexahydroxycalix<6>arene
—— 4-(Anilino-hydroxy-methyl)-pyrogallol 805952-15-2 C13H13NO4
4-(Anilino-hydroxy-methyl)-pyrogallol
—— 4-fluoro-2,6-bis(trimethylsilyl)phenol 1313182-67-0 C12H21FOSi2
4-fluoro-2,6-bis(trimethylsilyl)phenol
—— (6-Chloro-2-hydroxy-3-nitro-benzyl)-carbamic acid tert-butyl ester 761448-12-8 C12H15ClN2O5
(6-Chloro-2-hydroxy-3-nitro-benzyl)-carbamic acid tert-butyl ester
—— 2-(2-Hydroxy-6-nitrophenyl)acetic acid 1261828-94-7 C8H7NO5
2-(2-Hydroxy-6-nitrophenyl)acetic acid
—— 2,5-dihydroxybenzyl thioacetate 171366-64-6 C9H10O3S
2,5-dihydroxybenzyl thioacetate
—— 4-[[[(1,1-Dimethylethyl)dimethylsilyl]oxy]methyl]-2,6-dimethoxyphenol 693811-18-6 C15H26O4Si
4-[[[(1,1-Dimethylethyl)dimethylsilyl]oxy]methyl]-2,6-dimethoxyphenol