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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
—— 2,4,6-trimethyl-3-bromophenol 57894-26-5 C9H11BrO
2,4,6-trimethyl-3-bromophenol
—— 2,4-dihydroxyphenylthiolanium chloride 33127-94-5 C10H13O2S*Cl
2,4-dihydroxyphenylthiolanium chloride
—— N-phenyl-5-nitro-2-hydroxybenzaldimine 15667-99-9 C13H10N2O3
N-phenyl-5-nitro-2-hydroxybenzaldimine
—— [O,N,O]-2-[(4-hydroxy-3-pentene-2-ylidene)amino]phenol 24982-81-8 C11H13NO2
[O,N,O]-2-[(4-hydroxy-3-pentene-2-ylidene)amino]phenol
—— 4-bromo-2-isopropyl-6-nitrophenol 127293-44-1 C9H10BrNO3
4-bromo-2-isopropyl-6-nitrophenol
—— 2,5-dihydroxyphenylthiolanium chloride 28335-08-2 C10H13O2S*Cl
2,5-dihydroxyphenylthiolanium chloride
—— p-methyl-dimethyldiazacalix[6]areneH<sub>6</sub> 1313016-01-1 C52H58N2O6
p-methyl-dimethyldiazacalix[6]areneH<sub>6</sub>
—— 1-(3-(4-chlorophenyl)-5-(4-hydroxy-3-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)ethanone 212577-21-4 C18H17ClN2O3
1-(3-(4-chlorophenyl)-5-(4-hydroxy-3-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)ethanone
—— 2,6-dimethyl-4-((dodecylthio)methyl)phenol 944389-90-6 C21H36OS
2,6-dimethyl-4-((dodecylthio)methyl)phenol
—— 1-(3,4-Dihydroxyphenyl)-n-butanol 25527-85-9 C10H14O3
1-(3,4-Dihydroxyphenyl)-n-butanol
—— 4-fluoro-2-(1-hydroxy-1-(1H-1-imidazolylmethyl)butyl)phenol 406721-63-9 C14H17FN2O2
4-fluoro-2-(1-hydroxy-1-(1H-1-imidazolylmethyl)butyl)phenol
—— 4-chloro-2-(1-hydroxy-1-(1H-1-imidazolylmethyl)butyl)phenol 406721-60-6 C14H17ClN2O2
4-chloro-2-(1-hydroxy-1-(1H-1-imidazolylmethyl)butyl)phenol
—— 2-(4-pentenyl)-phenol 51796-02-2 C11H14O
2-(4-pentenyl)-phenol
—— 4-[(isopentylsulfanyl)methyl]-1,2-benzenediol 666751-88-8 C12H18O2S
4-[(isopentylsulfanyl)methyl]-1,2-benzenediol
—— 6-(o-hydroxyphenyl)-1-hexene 51796-03-3 C12H16O
6-(o-hydroxyphenyl)-1-hexene
—— 2-hydroxy-5-methylacetophenone benzoylhydrazone 114070-32-5 C16H16N2O2
2-hydroxy-5-methylacetophenone benzoylhydrazone
—— 4-(6-heptenyl)phenol 94719-70-7 C13H18O
4-(6-heptenyl)phenol
—— 2-(methyleneamino)phenol 118041-69-3 C7H7NO
2-(methyleneamino)phenol
—— 2-[(5-chloropyridine-2-ylimino)methyl]phenol 73446-98-7 C12H9ClN2O
2-[(5-chloropyridine-2-ylimino)methyl]phenol
—— <i>N</i>-(2-hydroxy-phenyl)-formamidine 53150-18-8 C7H8N2O
<i>N</i>-(2-hydroxy-phenyl)-formamidine
—— 2-[(5-bromopyridine-2-ylimino)methyl]phenol 92025-13-3 C12H9BrN2O
2-[(5-bromopyridine-2-ylimino)methyl]phenol
—— (E)-6-(3-hydroxy-4-methoxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione 1173698-52-6 C13H11N3O6
(E)-6-(3-hydroxy-4-methoxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione
—— (E)-6-(2,5-dihydroxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione 1173698-50-4 C12H9N3O6
(E)-6-(2,5-dihydroxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione
—— 2-methoxy-4,6-di-tert-butylphenol 15515-54-5 C15H24O2
2-methoxy-4,6-di-tert-butylphenol
—— (4-hydroxyphenyl)pentan-2-one 93351-29-2 C11H14O2
(4-hydroxyphenyl)pentan-2-one
—— (S)-tert-butyl-N-[1-hydroxy-3-[4-(2-methoxyethyl)phenoxy]propan-2-yl]carbamate 952196-64-4 C17H27NO5
(S)-tert-butyl-N-[1-hydroxy-3-[4-(2-methoxyethyl)phenoxy]propan-2-yl]carbamate
—— (R)-N-[1-(4-hydroxyphenyl)-4-methylpent-3-yl]methanesulfonamide 1251852-24-0 C13H21NO3S
(R)-N-[1-(4-hydroxyphenyl)-4-methylpent-3-yl]methanesulfonamide
—— (R)-tert-butyl-N-[1-(dimethoxyphosphoryloxy)-3-[4-(2-methoxyethyl)phenoxy]propan-2-yl]carbamate 952196-66-6 C19H32NO8P
(R)-tert-butyl-N-[1-(dimethoxyphosphoryloxy)-3-[4-(2-methoxyethyl)phenoxy]propan-2-yl]carbamate
—— 2-(3-methoxy-prop-1-ynyl)-phenol 259739-71-4 C10H10O2
2-(3-methoxy-prop-1-ynyl)-phenol
—— (S)-N-[1-(4-hydroxyphenyl)but-3-yl]methanesulfonamide 1251852-25-1 C11H17NO3S
(S)-N-[1-(4-hydroxyphenyl)but-3-yl]methanesulfonamide
—— 4-(4-pentylphenylethynyl)phenol 120091-70-5 C19H20O
4-(4-pentylphenylethynyl)phenol
—— 4-(2-hydroxyphenyl)-1-butyne 139704-04-4 C10H10O
4-(2-hydroxyphenyl)-1-butyne
—— 2-(3-hydroxy-4-methylpent-1-yn-1-yl)phenol 343309-51-3 C12H14O2
2-(3-hydroxy-4-methylpent-1-yn-1-yl)phenol
—— 2-(1-pentynyl)phenol 870010-43-8 C11H12O
2-(1-pentynyl)phenol
—— 2-(1-heptynyl)phenol 211491-20-2 C13H16O
2-(1-heptynyl)phenol
—— 1-hydroxy-2-(prop-1-ynyl)benzene 66022-00-2 C9H8O
1-hydroxy-2-(prop-1-ynyl)benzene
—— Tris<3-(2,2-dihydroxyphenoxy)propyl>amin-hydrochlorid 100020-11-9 C27H34NO9*Cl
Tris<3-(2,2-dihydroxyphenoxy)propyl>amin-hydrochlorid
—— Phenol, 2-(1,1-dimethylethyl)-4-[(3,7-dimethyloctyl)oxy]- 208049-44-9 C20H34O2
Phenol, 2-(1,1-dimethylethyl)-4-[(3,7-dimethyloctyl)oxy]-
—— (1-[2-hydroxyphenyl]-ethylidene)hydrazinecarboxylic acid methyl ester 246229-63-0 C10H12N2O3
(1-[2-hydroxyphenyl]-ethylidene)hydrazinecarboxylic acid methyl ester
—— 3-(3-hydroxy-4-methoxyphenyl)-3-methylbutyl aldehyde 334703-00-3 C12H16O3
3-(3-hydroxy-4-methoxyphenyl)-3-methylbutyl aldehyde
—— N-(tert-butyl)-2-hydroxy-5-nitrobenzamide 292636-62-5 C11H14N2O4
N-(tert-butyl)-2-hydroxy-5-nitrobenzamide
—— 2-chloro-3,4-dihydroxybenzaldehyde 32864-11-2 C7H5ClO3
2-chloro-3,4-dihydroxybenzaldehyde
—— 4-bromo-<3,5-D<sub>2</sub>>phenol 98166-85-9 C6H5BrO
4-bromo-<3,5-D<sub>2</sub>>phenol
—— 2,6-dioctyl-hydroquinone 115207-22-2 C22H38O2
2,6-dioctyl-hydroquinone
—— 1-(p-hydroxy-benzyl)-1H-1,2,3-triazole 99590-27-9 C9H9N3O
1-(p-hydroxy-benzyl)-1H-1,2,3-triazole
—— 3-(4-hydroxy-3-methoxy-phenylsulfanyl)-propionic acid 99186-91-1 C10H12O4S
3-(4-hydroxy-3-methoxy-phenylsulfanyl)-propionic acid
—— 2-tert-butyl-4-bromo-5-nitrophenol 873055-68-6 C10H12BrNO3
2-tert-butyl-4-bromo-5-nitrophenol
—— 4-bromo-2-(tert-butyl)-6-nitrophenol 150313-84-1 C10H12BrNO3
4-bromo-2-(tert-butyl)-6-nitrophenol
—— 2-ethyl-3,5-dimethoxyphenol 19672-01-6 C10H14O3
2-ethyl-3,5-dimethoxyphenol
—— 4-allyloxy-2,6-di-t-butylphenol 61613-02-3 C17H26O2
4-allyloxy-2,6-di-t-butylphenol