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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
—— (5Z,5'Z)-2,2'-[piperazine-1,4-diylbis(ethane-2,1-diylimino)]bis(5-(4-hydroxybenzylidene)-1,3-thiazol-4(5H)-one) 1415582-35-2 C28H30N6O4S2
(5Z,5'Z)-2,2'-[piperazine-1,4-diylbis(ethane-2,1-diylimino)]bis(5-(4-hydroxybenzylidene)-1,3-thiazol-4(5H)-one)
—— 4-[(4,5-dimethyltriazol-1-yl)iminomethyl]phenol 113261-28-2 C11H12N4O
4-[(4,5-dimethyltriazol-1-yl)iminomethyl]phenol
—— 3-tert-butyl-2-hydroxy-5-nitrobenzonitrile 372137-85-4 C11H12N2O3
3-tert-butyl-2-hydroxy-5-nitrobenzonitrile
—— 4-(2-hydroxy-3-methoxy-phenyl)-butan-2-one 4221-49-2 C11H14O3
4-(2-hydroxy-3-methoxy-phenyl)-butan-2-one
—— 6-butyl-2-methoxyphenol 130223-24-4 C11H16O2
6-butyl-2-methoxyphenol
—— 3-(4-hydroxy-3-methylphenyl)propanenitrile 22516-99-0 C10H11NO
3-(4-hydroxy-3-methylphenyl)propanenitrile
—— 6-chloro-4-(3-hydroxypropyl)-2-methylphenol 839694-29-0 C10H13ClO2
6-chloro-4-(3-hydroxypropyl)-2-methylphenol
—— N-n-Butyl-N'-(2-hydroxy-3-nitrobenzoyl)-diaminoethan-1,2 86840-90-6 C13H19N3O4
N-n-Butyl-N'-(2-hydroxy-3-nitrobenzoyl)-diaminoethan-1,2
—— N-n-Butyl-N'-(2-hydroxy-5-nitrobenzoyl)-diaminoethan-1,2 86840-93-9 C13H19N3O4
N-n-Butyl-N'-(2-hydroxy-5-nitrobenzoyl)-diaminoethan-1,2
—— 1-n-Butyl-2-(2-hydroxy-5-nitrophenyl)-Δ<sup>2</sup>-imidazolin 86840-86-0 C13H17N3O3
1-n-Butyl-2-(2-hydroxy-5-nitrophenyl)-Δ<sup>2</sup>-imidazolin
—— Butyl 3-[[3-[(3-butoxy-3-oxopropyl)sulfanylmethyl]-2-hydroxy-5-methylphenyl]methylsulfanyl]propanoate 1192176-20-7 C23H36O5S2
Butyl 3-[[3-[(3-butoxy-3-oxopropyl)sulfanylmethyl]-2-hydroxy-5-methylphenyl]methylsulfanyl]propanoate
—— 4,4'-(pyrazine-2,6-diyl)diphenol 171820-09-0 C16H12N2O2
4,4'-(pyrazine-2,6-diyl)diphenol
—— Benzyl 4-(2,3,4-trihydroxybenzyl)-1-piperazinecarbodithioate 125155-66-0 C19H22N2O3S2
Benzyl 4-(2,3,4-trihydroxybenzyl)-1-piperazinecarbodithioate
—— (4-hydroxy-2-methyl-phenylsulfanyl)-acetic acid ethyl ester 30512-72-2 C11H14O3S
(4-hydroxy-2-methyl-phenylsulfanyl)-acetic acid ethyl ester
—— 2-(3-hydroxy-4-methoxybenzylsulfinyl)acetic acid 852285-79-1 C10H12O5S
2-(3-hydroxy-4-methoxybenzylsulfinyl)acetic acid
—— 3,3-dichloro-1-(2’-hydroxy-4’,6’-dimethoxyphenyl)prop-2-en-1-one 64964-84-7 C11H10Cl2O4
3,3-dichloro-1-(2’-hydroxy-4’,6’-dimethoxyphenyl)prop-2-en-1-one
—— dimethyl 5-(3-hydroxyphenyl)-4,6-dithianonanedioate 1040-71-7 C15H20O5S2
dimethyl 5-(3-hydroxyphenyl)-4,6-dithianonanedioate
—— [(E)-4-[3-hydroxy-2-(hydroxymethyl)-4-methoxy-5-methylphenyl]but-2-enyl] 2,2-dimethylpropanoate 351377-67-8 C18H26O5
[(E)-4-[3-hydroxy-2-(hydroxymethyl)-4-methoxy-5-methylphenyl]but-2-enyl] 2,2-dimethylpropanoate
—— Phenol, 2-[(1R,2S)-1,2-dimethyl-3-methylenecyclopentyl]-5-methyl- 63181-28-2 C15H20O
Phenol, 2-[(1R,2S)-1,2-dimethyl-3-methylenecyclopentyl]-5-methyl-
—— 1-(4-hydroxy-3-nitrophenyl)-cyclopropanecarboxylic acid methyl ester 945244-02-0 C11H11NO5
1-(4-hydroxy-3-nitrophenyl)-cyclopropanecarboxylic acid methyl ester
—— 4-(1-aminocyclopropyl)phenol 1266158-02-4 C9H11NO
4-(1-aminocyclopropyl)phenol
—— 2,5-bis(3-fluoro-5-hyroxyphenyl)thiophene 1430419-23-0 C16H10F2O2S
2,5-bis(3-fluoro-5-hyroxyphenyl)thiophene
—— 3-amino-2-methoxyphenol 125708-66-9 C7H9NO2
3-amino-2-methoxyphenol
—— arenarol 87764-13-4 C21H30O2
arenarol
—— Dicyclohexyl(2-hydroxyphenyl)phosphine 171364-77-5 C18H27OP
Dicyclohexyl(2-hydroxyphenyl)phosphine
—— (3-methyl-but-2-enyl)-guanidine; picrate 69724-08-9 C6H3N3O7*C6H13N3
(3-methyl-but-2-enyl)-guanidine; picrate
—— N-(4-Hydroxy-3-nitro-phenyl)-2-phenyl-acetamide 154709-47-4 C14H12N2O4
N-(4-Hydroxy-3-nitro-phenyl)-2-phenyl-acetamide
—— 4-butoxy-3-chloromethyl-2,5,6-trimethyl-phenol 100915-78-4 C14H21ClO2
4-butoxy-3-chloromethyl-2,5,6-trimethyl-phenol
—— 7-hydroxy-3a-methyl-3,3a-dihydro-1H-benzo[d]pyrrolo[2,1-b]-[1,3]oxazine-1,5(2H)-dione 1227624-60-3 C12H11NO4
7-hydroxy-3a-methyl-3,3a-dihydro-1H-benzo[d]pyrrolo[2,1-b]-[1,3]oxazine-1,5(2H)-dione
—— (2R)-2-azaniumyl-2-(3-hydroxy-4-methoxyphenyl)acetate 117427-57-3 C9H11NO4
(2R)-2-azaniumyl-2-(3-hydroxy-4-methoxyphenyl)acetate
—— 2-isopropyl-3-methoxyphenol 123151-45-1 C10H14O2
2-isopropyl-3-methoxyphenol
—— 2-methoxy-5-methyl-4-(methylthio)phenol 38377-33-2 C9H12O2S
2-methoxy-5-methyl-4-(methylthio)phenol
—— 2-hydroxy-5,6,7,8,9,10,11,12,13,14-decahydrobenzocyclododecene 62940-07-2 C16H24O
2-hydroxy-5,6,7,8,9,10,11,12,13,14-decahydrobenzocyclododecene
—— (1S)-2-(3-methyl-1-nitromethyl-but-3-enyl)-phenol 1254061-18-1 C12H15NO3
(1S)-2-(3-methyl-1-nitromethyl-but-3-enyl)-phenol
—— 5-{2-[2-(4-chlorophenyl)ethylamino]ethyl}-2-methoxyphenol 1395084-74-8 C17H20ClNO2
5-{2-[2-(4-chlorophenyl)ethylamino]ethyl}-2-methoxyphenol
—— 4-(5,5-dimethyl-2-oxodioxolan-3-ylmethyl)phenol 299175-87-4 C12H14O4
4-(5,5-dimethyl-2-oxodioxolan-3-ylmethyl)phenol
—— N-[2-(4-chlorophenyl)ethyl]-2-(3-hydroxy-4-methoxyphenyl)acetamide 1395084-68-0 C17H18ClNO3
N-[2-(4-chlorophenyl)ethyl]-2-(3-hydroxy-4-methoxyphenyl)acetamide
—— 2-(dimethylamino)benzene-1,3-diol 1369813-13-7 C8H11NO2
2-(dimethylamino)benzene-1,3-diol
—— bis-(4-hydroxy-3-nitro-phenyl)-arsinic acid 861788-34-3 C12H9AsN2O8
bis-(4-hydroxy-3-nitro-phenyl)-arsinic acid
—— 2-chloro-N-(4-hydroxy-3-nitro-phenyl)-acetamide 89938-33-0 C8H7ClN2O4
2-chloro-N-(4-hydroxy-3-nitro-phenyl)-acetamide
—— 2-(4-hydroxy-phenyl)-[1,3]thiazinan-4-one 67839-34-3 C10H11NO2S
2-(4-hydroxy-phenyl)-[1,3]thiazinan-4-one
—— L(-)-Norepinephrine bitartrate 51-40-1 C12H17NO9
L(-)-Norepinephrine bitartrate
—— (S,E)-ethyl 3-(4-hydroxy-2-methylphenyl)hex-4-enoate 1073546-33-4 C15H20O3
(S,E)-ethyl 3-(4-hydroxy-2-methylphenyl)hex-4-enoate
—— 2-methyl-3-hydroxy-diphenylamine 72586-95-9 C13H13NO
2-methyl-3-hydroxy-diphenylamine
—— 4-(2-hydroxy-phenyl)-thiosemicarbazide 68372-08-7 C7H9N3OS
4-(2-hydroxy-phenyl)-thiosemicarbazide
—— 4-(3-hydroxy-phenyl)-thiosemicarbazide 68372-09-8 C7H9N3OS
4-(3-hydroxy-phenyl)-thiosemicarbazide
—— 1-(3,5-Dimethyl-4-hydroxyphenyl)-4-phenyl-1-butanol 127461-78-3 C18H22O2
1-(3,5-Dimethyl-4-hydroxyphenyl)-4-phenyl-1-butanol
—— 2,6-Dimethyl-4-(4-phenylbutyl)phenol 125404-81-1 C18H22O
2,6-Dimethyl-4-(4-phenylbutyl)phenol
—— (2R,3S)-2,3-dihydroxybutanedioic acid;1-[4-(2-methoxyethyl)phenoxy]-3-(propan-2-ylamino)propan-2-ol 56392-17-7 C34H56N2O12
(2R,3S)-2,3-dihydroxybutanedioic acid;1-[4-(2-methoxyethyl)phenoxy]-3-(propan-2-ylamino)propan-2-ol
—— 2-<(dimethylamino)methyl>-4,5-dimethoxyphenol 115320-11-1 C11H17NO3
2-<(dimethylamino)methyl>-4,5-dimethoxyphenol