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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
—— Picric acid; compound with 2-[1-(2,5-dimethyl-phenyl)-ethyl]-isothiourea 39192-39-7 C6H3N3O7*C11H16N2S
Picric acid; compound with 2-[1-(2,5-dimethyl-phenyl)-ethyl]-isothiourea
—— (R)-ethyl 2-(4,5-dimethoxy-2-hydroxyphenyl)-4-(furan-2-yl)-4-oxobutanoate 1416565-86-0 C18H20O7
(R)-ethyl 2-(4,5-dimethoxy-2-hydroxyphenyl)-4-(furan-2-yl)-4-oxobutanoate
—— 2-Fluoro-4-(2-methylthiophen-3-yl)phenol 1261918-15-3 C11H9FOS
2-Fluoro-4-(2-methylthiophen-3-yl)phenol
—— N-[(1S,2S)-2-(3,5-dihydroxybenzamido)cyclohexanecarboxy]-α-L-fucopyranosylamine 1329603-08-8 C20H28N2O8
N-[(1S,2S)-2-(3,5-dihydroxybenzamido)cyclohexanecarboxy]-α-L-fucopyranosylamine
—— 3,5-dibromo-2-hydroxybenzaldehyde O-(2-chlorobenzyl) oxime 1377291-48-9 C14H10Br2ClNO2
3,5-dibromo-2-hydroxybenzaldehyde O-(2-chlorobenzyl) oxime
—— N-phenylethyl-3-nitro-salicylaldimine 88373-81-3 C15H14N2O3
N-phenylethyl-3-nitro-salicylaldimine
—— 2-iodo-3,4,5-trimethyl-phenol 1403775-54-1 C9H11IO
2-iodo-3,4,5-trimethyl-phenol
—— 2-Methoxy-4-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-6-ylphenol 1707568-06-6 C10H8N4O2S
2-Methoxy-4-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-6-ylphenol
—— 2-(3-propyl-TBD)-phenol 1380169-76-5 C16H23N3O
2-(3-propyl-TBD)-phenol
—— 23393-05-7 C24H31N3O12S
—— 1390619-74-5 C15H14ClNO2
—— 1190958-00-9 C17H28O2Si
—— o-Hydroxy-phenyl-propiolsaeure-benzylamid 21315-57-1 C16H13NO2
o-Hydroxy-phenyl-propiolsaeure-benzylamid
—— 22181-08-4 C26H26N4O6
—— Methyl-(2,4-dihydroxy-phenyl)-phenyl-sulfonium 46496-44-0 C13H13O2S
Methyl-(2,4-dihydroxy-phenyl)-phenyl-sulfonium
—— 4-[N-[2-[(2-hydroxyphenyl)methylideneamino]propyl]-C-methylcarbonimidoyl]benzene-1,3-diol 756492-33-8 C18H20N2O3
4-[N-[2-[(2-hydroxyphenyl)methylideneamino]propyl]-C-methylcarbonimidoyl]benzene-1,3-diol
—— 1044264-44-9 C27H52O3Si2
—— 4-(3-phenylpropoxy)phenethyl methanesulfonate 1228930-83-3 C18H22O4S
4-(3-phenylpropoxy)phenethyl methanesulfonate
—— (E)-2-(3-azidoprop-1-en-1-yl)4-methoxyphenol 1429629-05-9 C10H11N3O2
(E)-2-(3-azidoprop-1-en-1-yl)4-methoxyphenol
—— (2-hydroxy-4-methylphenyl)acetic acid tert-butyl ester 295789-69-4 C13H18O3
(2-hydroxy-4-methylphenyl)acetic acid tert-butyl ester
—— 5-Nitro-2-(2-nitro-benzenesulfonyl)-phenol 133826-87-6 C12H8N2O7S
5-Nitro-2-(2-nitro-benzenesulfonyl)-phenol
—— 3,5-Bis(1-isopropyl-2-methylpropyl)phenol 406910-34-7 C20H34O
3,5-Bis(1-isopropyl-2-methylpropyl)phenol
—— potassium 4-hydroxybenzyl methylphosphonate 144965-62-8 C8H10O4P*K
potassium 4-hydroxybenzyl methylphosphonate
—— 2,5-di-methyl-4-[(di-t-butylphenylsilyl)methylthio]phenol 1230388-81-4 C23H34OSSi
2,5-di-methyl-4-[(di-t-butylphenylsilyl)methylthio]phenol
—— 2-Hydroxy-3,5-dinitrobenzylnitrat 2287-31-2 C7H5N3O8
2-Hydroxy-3,5-dinitrobenzylnitrat
—— 2-Ethoxycarbonyl-3-<4-hydroxy-3-methoxy-phenyl>-5-<5-fluor-2-hydroxy-phenyl>-cyclohex-5-en-1-on 3967-73-5 C22H21FO6
2-Ethoxycarbonyl-3-<4-hydroxy-3-methoxy-phenyl>-5-<5-fluor-2-hydroxy-phenyl>-cyclohex-5-en-1-on
—— 1,3-(4,9-dimethyltetradeca-1,3,9,11,13-pentaene-5,7-diyne-1,14-diyl)benzene 111220-93-0 C22H18
1,3-(4,9-dimethyltetradeca-1,3,9,11,13-pentaene-5,7-diyne-1,14-diyl)benzene
—— 2,6-Dinitro-4-(1-butylnonyl)-phenol 17473-43-7 C19H30N2O5
2,6-Dinitro-4-(1-butylnonyl)-phenol
—— 153347-41-2 C2H6O*C19H26Cl2N2O2Pd
—— 3-(2-Hydroxy-3-nitrophenyl)-2-(1-methylbenzimidazol-2-yl)prop-2-enenitrile 5808-62-8 C17H12N4O3
3-(2-Hydroxy-3-nitrophenyl)-2-(1-methylbenzimidazol-2-yl)prop-2-enenitrile
—— bis-[1-(2-hydroxy-4-methoxy-phenyl)-ethylidene]-hydrazine 60122-31-8 C18H20N2O4
bis-[1-(2-hydroxy-4-methoxy-phenyl)-ethylidene]-hydrazine
—— 2-Cyano-3.4-dimethyl-6-nitrophenol 52911-64-5 C9H8N2O3
2-Cyano-3.4-dimethyl-6-nitrophenol
—— methyl 2-(2-hydroxy-4-methoxybenzylidene)hydrazine-1-carbodithioate 51052-96-1 C10H12N2O2S2
methyl 2-(2-hydroxy-4-methoxybenzylidene)hydrazine-1-carbodithioate
—— 1-(2-chloro-4-hydroxy-5-methoxy-phenyl)-ethanol 67320-61-0 C9H11ClO3
1-(2-chloro-4-hydroxy-5-methoxy-phenyl)-ethanol
—— 3,4-dihydroxy-5-methoxyphthalaldehyde 3865-06-3 C9H8O5
3,4-dihydroxy-5-methoxyphthalaldehyde
—— 2,6-Bis[[[2-(2-pyridinyl)ethyl]imino]methyl]phenol 115010-23-6 C22H22N4O
2,6-Bis[[[2-(2-pyridinyl)ethyl]imino]methyl]phenol
—— 2-Benzenesulfonyl-1-methyl-3,5-dinitro-benzene 14677-60-2 C13H10N2O6S
2-Benzenesulfonyl-1-methyl-3,5-dinitro-benzene
—— 2-(2-bromophenylimino)-N-tert-butyl-2-(2-hydroxy-3-methoxyphenyl)acetamide 1263202-35-2 C19H21BrN2O3
2-(2-bromophenylimino)-N-tert-butyl-2-(2-hydroxy-3-methoxyphenyl)acetamide
—— 3,4-dihydroxy-N-[3-(3-hydroxyphenyl)-n-propyl]-β-phenethylamine hydrochloride 51062-21-6 C17H21NO3*ClH
3,4-dihydroxy-N-[3-(3-hydroxyphenyl)-n-propyl]-β-phenethylamine hydrochloride
—— Chromate(1-), bis(2,4-dinitro-6-((2-(phenylamino)-1-naphthalenyl)azo)phenolato(2-))-, sodium 125378-90-7 C44H28CrN10NaO10-
Chromate(1-), bis(2,4-dinitro-6-((2-(phenylamino)-1-naphthalenyl)azo)phenolato(2-))-, sodium
—— 1404575-83-2 C13H18O4
—— 2,4-Diamyl-6-nitrophenol 25017-96-3 C16H25NO3
2,4-Diamyl-6-nitrophenol
—— 3,5-Dinitro-N-o-hydroxyphenyl-2-thienylamin 21817-53-8 C10H7N3O5S
3,5-Dinitro-N-o-hydroxyphenyl-2-thienylamin
—— 4-mercapto-2,6-dinitro-phenol 98141-71-0 C6H4N2O5S
4-mercapto-2,6-dinitro-phenol
—— 1-Allyl-1-(5-chlor-2-hydroxy-benzyliden)-thiosemicarbazid 19152-29-5 C11H12ClN3OS
1-Allyl-1-(5-chlor-2-hydroxy-benzyliden)-thiosemicarbazid
—— Acetic acid--2-methoxyphenol (1/1) 15212-03-0 C9H12O4
Acetic acid--2-methoxyphenol (1/1)
—— Ni(cyclam)(3,5-dihydroxybenzoate)2 426256-24-8 C24H34N4NiO8
Ni(cyclam)(3,5-dihydroxybenzoate)2
—— 1-(3-hydroxy-4-methoxybenzyl)-3-(1H-benzo[d]imidazol-5-yl)thiourea 1072802-02-8 C16H16N4O2S
1-(3-hydroxy-4-methoxybenzyl)-3-(1H-benzo[d]imidazol-5-yl)thiourea
—— 4-(2-hydroxy-5-nitrophenyl)-1,2,5-selenodiazole-3-carboxylic acid 134952-39-9 C9H5N3O5Se
4-(2-hydroxy-5-nitrophenyl)-1,2,5-selenodiazole-3-carboxylic acid
—— (2-Hydroxy-4,6-dimethylphenyl)methansulfonsaeuremorpholid 14968-07-1 C13H19NO4S
(2-Hydroxy-4,6-dimethylphenyl)methansulfonsaeuremorpholid