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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
—— (2E)-(2,4,6-trihydroxyphenyl)-but-2-en-1-one —— C10H10O4
(2E)-(2,4,6-trihydroxyphenyl)-but-2-en-1-one
—— 4-hydroxymandelic acid sodium salt monohydrate —— C8H7O4*H2O*Na
4-hydroxymandelic acid sodium salt monohydrate
—— 2-(2,3,5,6-tetrachloro-4-hydroxyphenoxy)cyclohexanone —— C12H10Cl4O3
2-(2,3,5,6-tetrachloro-4-hydroxyphenoxy)cyclohexanone
—— 2,4,6-trinitrosobenzene-1,3,5-triol —— C6H3N3O6
2,4,6-trinitrosobenzene-1,3,5-triol
—— 2,2'-selenobis(1,3,5-trihydroxybenzene) —— C12H10O6Se
2,2'-selenobis(1,3,5-trihydroxybenzene)
—— 2-(1-iminoethyl)phenyl-1,3,5-triol hydrochloride —— C8H9NO3*ClH
2-(1-iminoethyl)phenyl-1,3,5-triol hydrochloride
—— di-O,O'-dihydroferuloyl 1,4-butanediol —— C24H30O8
di-O,O'-dihydroferuloyl 1,4-butanediol
—— 1-(4-hydroxy-3-methoxyphenyl)-3-oxo-7,10,13-trioxa-4-azahexadecan-16-oic acid —— C19H29NO8
1-(4-hydroxy-3-methoxyphenyl)-3-oxo-7,10,13-trioxa-4-azahexadecan-16-oic acid
—— 1,4-bis(4-hydroxy-3-methoxyphenyl)butadiene —— C18H18O4
1,4-bis(4-hydroxy-3-methoxyphenyl)butadiene
—— N-butyl-3-(4-hydroxy-3-methoxyphenyl) acrylamide —— C14H19NO3
N-butyl-3-(4-hydroxy-3-methoxyphenyl) acrylamide
—— N-octadecyl-4-hydroxy-3-methoxycinnamamide —— C28H47NO3
N-octadecyl-4-hydroxy-3-methoxycinnamamide
—— 4-(2-hydroxyphenyl)-2-methylenebutyrolactone —— C11H10O3
4-(2-hydroxyphenyl)-2-methylenebutyrolactone
—— hexyl 3-(4-hydroxy-3-methoxyphenyl)propanoate —— C16H24O4
hexyl 3-(4-hydroxy-3-methoxyphenyl)propanoate
—— 3-(4-hydroxy-3-methoxyphenyl)propanoic acid n-octylamide —— C18H29NO3
3-(4-hydroxy-3-methoxyphenyl)propanoic acid n-octylamide
—— 4-(4-hydroxybutoxy)phenol —— C10H14O3
4-(4-hydroxybutoxy)phenol
—— trans-2-methoxy-4-(6-nitro-cyclohex-3-enyl)-phenol —— C13H15NO4
trans-2-methoxy-4-(6-nitro-cyclohex-3-enyl)-phenol
—— 4-[(4-bromophenyl)methoxy]phenol —— C13H11BrO2
4-[(4-bromophenyl)methoxy]phenol
—— 4-(4-(1H-1,2,4-triazol-1-ylmethyl)benzyloxy)phenol —— C16H15N3O2
4-(4-(1H-1,2,4-triazol-1-ylmethyl)benzyloxy)phenol
—— 4-(5-hydroxypentyloxy)phenol —— C11H16O3
4-(5-hydroxypentyloxy)phenol
—— 4-(4-iodobenzyloxy)phenol —— C13H11IO2
4-(4-iodobenzyloxy)phenol
—— N-[2-(3,4-dimethoxyphenyl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)-acrylamide —— C20H23NO5
N-[2-(3,4-dimethoxyphenyl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)-acrylamide
—— 2-phenylethyl 3-(3,4-dihydroxyphenyl)propanoate —— C17H18O4
2-phenylethyl 3-(3,4-dihydroxyphenyl)propanoate
—— 4-hydroxy-3-methoxy-N-(1-methylpiperidin-4-yl)benzamide —— C14H20N2O3
4-hydroxy-3-methoxy-N-(1-methylpiperidin-4-yl)benzamide
—— barmumycin —— C15H19NO4
barmumycin
—— (4-hydroxy-3-methoxyphenyl)(4-methylpiperazin-1-yl)methanone 1421580-90-6 C13H18N2O3
(4-hydroxy-3-methoxyphenyl)(4-methylpiperazin-1-yl)methanone
—— 6-hydroxy-4-methyl-benz[1,3]oxathiol-2-one —— C8H6O3S
6-hydroxy-4-methyl-benz[1,3]oxathiol-2-one
—— 2-(4-hydroxybenzylidene)hydrazinecarboximidamide 4719-73-7 C8H10N4O
2-(4-hydroxybenzylidene)hydrazinecarboximidamide
—— 5-hydroxy-2-nitro-benzylideneamino-guanidine Monohydrate —— C8H9N5O3*H2O
5-hydroxy-2-nitro-benzylideneamino-guanidine Monohydrate
—— 2-(4-hydroxyphenoxy)ethyl formate —— C9H10O4
2-(4-hydroxyphenoxy)ethyl formate
—— 2-(4-hydroxyphenyl)ethyl formate —— C9H10O3
2-(4-hydroxyphenyl)ethyl formate
—— 2-hydroxylaminomethyl-3,5-dimethyl-4-chlorophenol hydrochloride —— C9H12ClNO2*ClH
2-hydroxylaminomethyl-3,5-dimethyl-4-chlorophenol hydrochloride
—— [11C]epinephrine —— C9H13NO3
[11C]epinephrine
—— 2-(1,4-cyclohexadien-3-yl)phenol —— C12H12O
2-(1,4-cyclohexadien-3-yl)phenol
—— methyl 3,4-dihydroxyphenylglyoxylate —— C9H8O5
methyl 3,4-dihydroxyphenylglyoxylate
—— 2-amino-5-hydroxy-4-methoxybenzonitrile —— C8H8N2O2
2-amino-5-hydroxy-4-methoxybenzonitrile
—— 4-(7-phenyl-2,3-dihydro-1H-1,4-diazepin-5-yl)benzene-1,2,3-triol —— C17H16N2O3
4-(7-phenyl-2,3-dihydro-1H-1,4-diazepin-5-yl)benzene-1,2,3-triol
—— (S)-4-(5-((2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-yl)(propyl)amino)pentyl)-2-methoxyphenol —— C22H33N3O2S
(S)-4-(5-((2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-yl)(propyl)amino)pentyl)-2-methoxyphenol
—— (E)-2-((5-bromo-2-hydroxybenzylidene)amino)-2-(hydroxymethyl)propane-1,3-diol —— C11H14BrNO4
(E)-2-((5-bromo-2-hydroxybenzylidene)amino)-2-(hydroxymethyl)propane-1,3-diol
—— 2-((1,3-dihydroxy-2-(hydroxymethyl)propan-2-ylimino)methyl)-4-chlorophenol —— C11H14ClNO4
2-((1,3-dihydroxy-2-(hydroxymethyl)propan-2-ylimino)methyl)-4-chlorophenol
—— 4,6-dihydroxy-2-methoxy-isophthalaldehyde —— C9H8O5
4,6-dihydroxy-2-methoxy-isophthalaldehyde
—— 2-methoxy-5-<i>trans</i>-propenyl-hydroquinone —— C10H12O3
2-methoxy-5-<i>trans</i>-propenyl-hydroquinone
—— 2-{[4-(2-cyclopropyl-methoxy)-ethyl]-phenoxy}-3-isopropylamino-propan-2-ol —— C18H29NO3
2-{[4-(2-cyclopropyl-methoxy)-ethyl]-phenoxy}-3-isopropylamino-propan-2-ol
—— 2-Phenyl-3-isopropyl-5-[[4-[2-(cyclopropylmethoxy)ethyl]phenoxy]methyl]oxazolidine —— C25H33NO3
2-Phenyl-3-isopropyl-5-[[4-[2-(cyclopropylmethoxy)ethyl]phenoxy]methyl]oxazolidine
—— (S,R)-(+)-5-[1-hydroxy-2-(1-methylhexylamino)ethyl]-1,3-benzenediol —— C15H25NO3
(S,R)-(+)-5-[1-hydroxy-2-(1-methylhexylamino)ethyl]-1,3-benzenediol
—— (R,R)-(-)-5-[1-hydroxy-2-(1-methylhexylamino)ethyl]-1,3-benzenediol —— C15H25NO3
(R,R)-(-)-5-[1-hydroxy-2-(1-methylhexylamino)ethyl]-1,3-benzenediol
—— 2-(3,4-diidrossifenil)-3-<2-(1,3,4-tiadiazolil)>-4-tiazolidinone —— C11H9N3O3S2
2-(3,4-diidrossifenil)-3-<2-(1,3,4-tiadiazolil)>-4-tiazolidinone
—— 2-(3-idrossifenil)-3-<2-(1,3,4-tiadiazolil)>-4-tiazolidinone —— C11H9N3O2S2
2-(3-idrossifenil)-3-<2-(1,3,4-tiadiazolil)>-4-tiazolidinone
—— 2-(2,3-diidrossifenil)-3-<2-(1,3,4-tiadiazolil)>-4-tiazolidinone —— C11H9N3O3S2
2-(2,3-diidrossifenil)-3-<2-(1,3,4-tiadiazolil)>-4-tiazolidinone
—— 2-(2,5-diidrossifenil)-3-<2-(1,3,4-tiadiazolil)>-4-tiazolidinone —— C11H9N3O3S2
2-(2,5-diidrossifenil)-3-<2-(1,3,4-tiadiazolil)>-4-tiazolidinone
—— 4-[5-(4-morpholinylcarbonyl)-1,6-dihydro-2-pyridinyl]phenol —— C16H18N2O3
4-[5-(4-morpholinylcarbonyl)-1,6-dihydro-2-pyridinyl]phenol