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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
—— trihydroxy-2,3,6-methyl-4-benzaldehyde 15918-52-2 C8H8O4
trihydroxy-2,3,6-methyl-4-benzaldehyde
—— N-[5-(4-hydroxy-3-iodo-5-methoxyphenyl)-1,3,4-thiadiazol-2-yl]nonamide 1449203-92-2 C18H24IN3O3S
N-[5-(4-hydroxy-3-iodo-5-methoxyphenyl)-1,3,4-thiadiazol-2-yl]nonamide
—— 17-p-Hydroxyphenyl-1-bromoheptadecane 208462-46-8 C23H39BrO
17-p-Hydroxyphenyl-1-bromoheptadecane
—— 3-hydroxy-N-methoxybenzaldimine 31118-75-9 C8H9NO2
3-hydroxy-N-methoxybenzaldimine
—— (4,5-difluoro-2-hydroxyphenyl)boronic acid 1432610-22-4 C6H5BF2O3
(4,5-difluoro-2-hydroxyphenyl)boronic acid
—— 4-[(E)-2-(5-Chloro-thiophen-2-yl)-vinyl]-2,6-dimethyl-phenol 127035-88-5 C14H13ClOS
4-[(E)-2-(5-Chloro-thiophen-2-yl)-vinyl]-2,6-dimethyl-phenol
—— 2,6-bis(methylthiomethyl)phenol 4526-42-5 C10H14OS2
2,6-bis(methylthiomethyl)phenol
—— 1-(4-Hydroxy-3,5-dimethyl-phenyl)-3-thiophen-2-yl-propenone 127036-00-4 C15H14O2S
1-(4-Hydroxy-3,5-dimethyl-phenyl)-3-thiophen-2-yl-propenone
—— N-[2-(3-hydroxy-4-methoxyphenyl)ethyl]-3-(4-iodophenyl)-N-methylpropanamide 132513-19-0 C19H22INO3
N-[2-(3-hydroxy-4-methoxyphenyl)ethyl]-3-(4-iodophenyl)-N-methylpropanamide
—— bis(4-hydroxyphenyl)diphenylsilane 35937-05-4 C24H20O2Si
bis(4-hydroxyphenyl)diphenylsilane
—— (E)-5-((2-(benzo[d]thiazol-2-yl)hydrazono)methyl)-3-methoxybenzene-1,2-diol 1621252-73-0 C15H13N3O3S
(E)-5-((2-(benzo[d]thiazol-2-yl)hydrazono)methyl)-3-methoxybenzene-1,2-diol
—— (E)-2-((2-(benzo[d]thiazol-2-yl)hydrazono)methyl)-4-nitrophenol 1316315-02-2 C14H10N4O3S
(E)-2-((2-(benzo[d]thiazol-2-yl)hydrazono)methyl)-4-nitrophenol
—— (E)-4-((2-(benzo[d]thiazol-2-yl)hydrazono)methyl)-2-methoxyphenol 1316315-03-3 C15H13N3O2S
(E)-4-((2-(benzo[d]thiazol-2-yl)hydrazono)methyl)-2-methoxyphenol
—— 2-((2-(benzothiazol-2-yl)hydrazono)methyl)-6-methoxyphenol 183386-12-1 C15H13N3O2S
2-((2-(benzothiazol-2-yl)hydrazono)methyl)-6-methoxyphenol
—— 5-chloro-2,3-dimethyl-4-nitro-6-(2-propenyl)phenol 182011-19-4 C11H12ClNO3
5-chloro-2,3-dimethyl-4-nitro-6-(2-propenyl)phenol
—— 2,3,4-trichloro-5,6-dimethyl-phenol 36433-45-1 C8H7Cl3O
2,3,4-trichloro-5,6-dimethyl-phenol
—— 2-(2-Hydroxyphenyl)-3-[4-[2-(2-hydroxyphenyl)-4-oxo-1,3-thiazolidin-3-yl]phenyl]-1,3-thiazolidin-4-one 81512-20-1 C24H20N2O4S2
2-(2-Hydroxyphenyl)-3-[4-[2-(2-hydroxyphenyl)-4-oxo-1,3-thiazolidin-3-yl]phenyl]-1,3-thiazolidin-4-one
—— 5-chloro-4-fluoro-2,3-dimethylphenol 182011-11-6 C8H8ClFO
5-chloro-4-fluoro-2,3-dimethylphenol
—— 3-Chloro-4,5-dimethylphenol 56961-13-8 C8H9ClO
3-Chloro-4,5-dimethylphenol
—— 4-bromo-3-chloro-5,6-dimethyl-2-(2-propenyl)phenol 182011-29-6 C11H12BrClO
4-bromo-3-chloro-5,6-dimethyl-2-(2-propenyl)phenol
—— 5-Chloro-2,3-dimethylphenol 146335-36-6 C8H9ClO
5-Chloro-2,3-dimethylphenol
—— (Z)-5-(3-hydroxybenzylidene)-2-iminothiazolidin-4-one 1198097-96-9 C10H8N2O2S
(Z)-5-(3-hydroxybenzylidene)-2-iminothiazolidin-4-one
—— 3-Bromo-1-(2,6-difluoro-4-hydroxyphenyl)-4-[(2,4-difluorophenyl)methoxy]-6-methylpyridin-2-one 586376-95-6 C19H12BrF4NO3
3-Bromo-1-(2,6-difluoro-4-hydroxyphenyl)-4-[(2,4-difluorophenyl)methoxy]-6-methylpyridin-2-one
—— 2-[2-(t-Butyldimethylsiloxy)ethyl]phenol 160701-55-3 C14H24O2Si
2-[2-(t-Butyldimethylsiloxy)ethyl]phenol
—— (Z)-5-(4-hydroxybenzylidene)-2-iminothiazolidin-4-one 1198097-97-0 C10H8N2O2S
(Z)-5-(4-hydroxybenzylidene)-2-iminothiazolidin-4-one
—— 3-(2-hydroxyphenyl)oxazolidin-2-one 39123-56-3 C9H9NO3
3-(2-hydroxyphenyl)oxazolidin-2-one
—— Benzenethanamine, N-trifluoroacetyl-4-hydroxy-3-methoxy- 128070-17-7 C11H12F3NO3
Benzenethanamine, N-trifluoroacetyl-4-hydroxy-3-methoxy-
—— dopamine 51079-99-3 C8H11NO2*H
dopamine
—— N-(4-hydroxy-3-methoxyphenethyl)-1-(2,6-methyl-4-cyanophenyl)propan-2-amine hydrochloride 1268820-05-8 C21H26N2O3*ClH
N-(4-hydroxy-3-methoxyphenethyl)-1-(2,6-methyl-4-cyanophenyl)propan-2-amine hydrochloride
—— (2-Chloro-5-hydroxy-4-methoxy-phenyl)-acetic acid methyl ester 81038-50-8 C10H11ClO4
(2-Chloro-5-hydroxy-4-methoxy-phenyl)-acetic acid methyl ester
—— N-(4-hydroxy-3-methoxyphenethyl)-1-(4-bromo-2,6-dimethylphenoxy)propan-2-amine 1179531-41-9 C20H26BrNO3
N-(4-hydroxy-3-methoxyphenethyl)-1-(4-bromo-2,6-dimethylphenoxy)propan-2-amine
—— N-(4-hydroxy-3-methoxyphenethyl)-2-phenylacetamide 118822-53-0 C17H19NO3
N-(4-hydroxy-3-methoxyphenethyl)-2-phenylacetamide
—— <i>N</i>-(4-hydroxy-3-methoxy-phenethyl)-benzamide 860684-38-4 C16H17NO3
<i>N</i>-(4-hydroxy-3-methoxy-phenethyl)-benzamide
—— N-(4-hydroxy-3-dimethoxyphenethyl)-1-(4-chloro-2,6-dimethylphenoxy)propan-2-amine hydrochloride 1268819-98-2 C20H26ClNO3*ClH
N-(4-hydroxy-3-dimethoxyphenethyl)-1-(4-chloro-2,6-dimethylphenoxy)propan-2-amine hydrochloride
—— N-(4-hydroxy-3-methoxyphenethyl)-1-(2,3,6-trimethylphenoxy)propan-2-amine hydrochloride 1268820-03-6 C21H29NO3*ClH
N-(4-hydroxy-3-methoxyphenethyl)-1-(2,3,6-trimethylphenoxy)propan-2-amine hydrochloride
—— N-(4-hydroxy-3-methoxyphenethyl)-1-(4-bromo-2,6-dimethylphenoxy)propan-2-amine hydrochloride 1179325-10-0 C20H26BrNO3*ClH
N-(4-hydroxy-3-methoxyphenethyl)-1-(4-bromo-2,6-dimethylphenoxy)propan-2-amine hydrochloride
—— methyl 2-(2-bromo-5-hydroxy-4-methoxyphenyl)acetate 56952-05-7 C10H11BrO4
methyl 2-(2-bromo-5-hydroxy-4-methoxyphenyl)acetate
—— N-(4-hydroxy-3-dimethoxyphenethyl)-1-(4-chloro-2,6-dimethylphenoxy)propan-2-amine 1268936-91-9 C20H26ClNO3
N-(4-hydroxy-3-dimethoxyphenethyl)-1-(4-chloro-2,6-dimethylphenoxy)propan-2-amine
—— N-(4-hydroxy-3-methoxyphenethyl)-1-(2,3,6-trimethylphenoxy)propan-2-amine 1268936-96-4 C21H29NO3
N-(4-hydroxy-3-methoxyphenethyl)-1-(2,3,6-trimethylphenoxy)propan-2-amine
—— 2-(2-Bromo-phenyl)-N-[2-(4-hydroxy-3-methoxy-phenyl)-ethyl]-acetamide 634151-27-2 C17H18BrNO3
2-(2-Bromo-phenyl)-N-[2-(4-hydroxy-3-methoxy-phenyl)-ethyl]-acetamide
—— N-(4-hydroxy-3-methoxyphenethyl)-1-(2,6-methyl-4-cyanophenyl)propan-2-amine 1268936-98-6 C21H26N2O3
N-(4-hydroxy-3-methoxyphenethyl)-1-(2,6-methyl-4-cyanophenyl)propan-2-amine
—— 4-(1-Butoxy-propoxy)-phenol 923035-46-5 C13H20O3
4-(1-Butoxy-propoxy)-phenol
—— 4-hydroxy-2-nitro-benzoyl chloride 1219081-07-8 C7H4ClNO4
4-hydroxy-2-nitro-benzoyl chloride
—— 4-Ethoxy-2,5-bis(2-methylbutan-2-yl)phenol 110025-90-6 C18H30O2
4-Ethoxy-2,5-bis(2-methylbutan-2-yl)phenol
—— 2-(3-chloro-4-hydroxyphenyl)propionic acid methyl ester 63007-68-1 C10H11ClO3
2-(3-chloro-4-hydroxyphenyl)propionic acid methyl ester
—— salicylaldehyde 2-phenylethyl N-thiohydrazone 282539-36-0 C16H17N3OS
salicylaldehyde 2-phenylethyl N-thiohydrazone
—— N-(5-Chloro-2-hydroxy-4-nitrophenyl)-N'-[3-(trifluoromethyl)phenyl]urea 84954-15-4 C14H9ClF3N3O4
N-(5-Chloro-2-hydroxy-4-nitrophenyl)-N'-[3-(trifluoromethyl)phenyl]urea
—— p-methyl-N,N'-dimethyldiazacalix[3.1.3.1.1]arene 1313016-00-0 C44H50N2O5
p-methyl-N,N'-dimethyldiazacalix[3.1.3.1.1]arene
—— N-(5-Chloro-2-hydroxy-4-nitrophenyl)-N'-(2-cyanophenyl)urea 84954-10-9 C14H9ClN4O4
N-(5-Chloro-2-hydroxy-4-nitrophenyl)-N'-(2-cyanophenyl)urea
—— 1-cyano-1-(2,4-dichlorophenyl)-3-(5-hydroxy-2-nitrophenylthio)-2-butanone 163718-00-1 C17H12Cl2N2O4S
1-cyano-1-(2,4-dichlorophenyl)-3-(5-hydroxy-2-nitrophenylthio)-2-butanone