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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
—— Formaldehyde;4-methyl-1-oxidopyridin-1-ium;phenol 67846-31-5 C13H15NO3
Formaldehyde;4-methyl-1-oxidopyridin-1-ium;phenol
—— Azane;formaldehyde;2-methyloxirane;oxirane;phenol 68391-34-4 C12H21NO4
Azane;formaldehyde;2-methyloxirane;oxirane;phenol
—— (E)-but-2-enedioic acid;formaldehyde;phenol 68134-45-2 C11H12O6
(E)-but-2-enedioic acid;formaldehyde;phenol
—— 4-[(1-Benzyl-1H-benzoimidazol-2-ylamino)-methyl]-2-methoxy-phenol 144836-31-7 C22H21N3O2
4-[(1-Benzyl-1H-benzoimidazol-2-ylamino)-methyl]-2-methoxy-phenol
—— N'-(2-aminoethyl)ethane-1,2-diamine;formaldehyde;phenol 67762-62-3 C11H21N3O2
N'-(2-aminoethyl)ethane-1,2-diamine;formaldehyde;phenol
—— Azane;2-methylphenol;2-methylprop-1-ene 67970-07-4 C11H19NO
Azane;2-methylphenol;2-methylprop-1-ene
—— N'-(2-aminoethyl)ethane-1,2-diamine;2-nonylphenol —— C19H37N3O
N'-(2-aminoethyl)ethane-1,2-diamine;2-nonylphenol
—— Phenol--2-methylprop-1-ene (1/1) 67970-11-0 C10H14O
Phenol--2-methylprop-1-ene (1/1)
—— 4-Ethenylcyclohexene;formaldehyde;phenol 68299-07-0 C15H20O2
4-Ethenylcyclohexene;formaldehyde;phenol
—— 5,17-diallylcalix[4]arene 125065-75-0 C34H32O4
5,17-diallylcalix[4]arene
—— Benzene-1,3-diol;ethenyl(triethoxy)silane 68239-98-5 C14H24O5Si
Benzene-1,3-diol;ethenyl(triethoxy)silane
—— 4-[(Butylamino)methyl]-2,6-dimethoxyphenol 112520-77-1 C13H21NO3
4-[(Butylamino)methyl]-2,6-dimethoxyphenol
—— Formaldehyde;phenol;phosphoric acid —— C7H11O6P
Formaldehyde;phenol;phosphoric acid
—— Aluminum;3-methylphenol;propan-2-olate —— C16H29AlO4
Aluminum;3-methylphenol;propan-2-olate
—— [(2R)-2-[(4-tert-butylphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methylcarbamothioylamino]propyl] 2,2-dimethylpropanoate 1528740-84-2 C28H40N2O4S
[(2R)-2-[(4-tert-butylphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methylcarbamothioylamino]propyl] 2,2-dimethylpropanoate
—— 2,6-bis(dipropylaminomethyl)-4-nitrophenol 121836-25-7 C20H35N3O3
2,6-bis(dipropylaminomethyl)-4-nitrophenol
—— [(2S)-2-[(4-tert-butylphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methylcarbamothioylamino]propyl] 2,2-dimethylpropanoate 1351981-79-7 C28H40N2O4S
[(2S)-2-[(4-tert-butylphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methylcarbamothioylamino]propyl] 2,2-dimethylpropanoate
—— 2-allyl-3-benzyloxy-4-methoxyphenol 501368-17-8 C17H18O3
2-allyl-3-benzyloxy-4-methoxyphenol
—— 3-Fluoro-4-methylbenzene-1,2-diol 127685-77-2 C7H7FO2
3-Fluoro-4-methylbenzene-1,2-diol
—— 3-Hydroxy-1,2-dimethoxy-4-oxal-benzol 90844-23-8 C10H10O6
3-Hydroxy-1,2-dimethoxy-4-oxal-benzol
—— 3-(4-hydroxyphenyl)-N-phenyl-5-(thiophen-2-yl)-4,5-dihydro-1H-pyrazole-1-carbothioamide 1224583-61-2 C20H17N3OS2
3-(4-hydroxyphenyl)-N-phenyl-5-(thiophen-2-yl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
—— 3-chloro-4-[6-(3,5-diethyl-1<i>H</i>-pyrazol-4-yl)-hexyloxy]-phenol 78097-16-2 C19H27ClN2O2
3-chloro-4-[6-(3,5-diethyl-1<i>H</i>-pyrazol-4-yl)-hexyloxy]-phenol
—— hydroquinone; clathrate with methanol 1786-31-8 3CH4O*C6H6O2
hydroquinone; clathrate with methanol
—— methyl 5-(4-hydroxy-3-methoxyphenyl)-7-methyl-1,5-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate 878695-57-9 C14H15N5O4
methyl 5-(4-hydroxy-3-methoxyphenyl)-7-methyl-1,5-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate
—— 1,5-bis(4-hydroxyphenyl)-3-phenyl-6-oxoverdazyl 1446527-21-4 C20H15N4O3
1,5-bis(4-hydroxyphenyl)-3-phenyl-6-oxoverdazyl
—— (2Z)-9-azabicyclo[6.1.0]non-2-ene;2,4,6-trinitrophenol 16484-15-4 C14H16N4O7
(2Z)-9-azabicyclo[6.1.0]non-2-ene;2,4,6-trinitrophenol
—— 2-Dimethylamino-symm.-m-xylenol 104338-47-8 C10H15NO
2-Dimethylamino-symm.-m-xylenol
—— 3-hydroxy-4-methoxy mandelic acid 91383-77-6 C9H10O5
3-hydroxy-4-methoxy mandelic acid
—— 4-[(4-Hydroxy-3-methoxyphenyl)methylene]-1-methyl-2,3-pyrrolidinedione 14646-15-2 C13H13NO4
4-[(4-Hydroxy-3-methoxyphenyl)methylene]-1-methyl-2,3-pyrrolidinedione
—— (2S,8R,14R,20S)-5-(methoxymethyl)-2,8,14,20-tetrakis(2-methylpropyl)pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3(28),4,6,9,11,13(27),15,17,19(26),21(25),22-dodecaene-4,6,10,12,16,18,22,24-octol 1469921-76-3 C46H60O9
(2S,8R,14R,20S)-5-(methoxymethyl)-2,8,14,20-tetrakis(2-methylpropyl)pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3(28),4,6,9,11,13(27),15,17,19(26),21(25),22-dodecaene-4,6,10,12,16,18,22,24-octol
—— Lopac-M-5391 —— C34H56N2O12
Lopac-M-5391
—— (4-Hydroxyphenyl)methanediol 115137-60-5 C7H8O3
(4-Hydroxyphenyl)methanediol
—— 2-(5-bromo-2-hydroxyphenyl)thiazolidine 131717-42-5 C9H10BrNOS
2-(5-bromo-2-hydroxyphenyl)thiazolidine
—— 4-Hydroxy-3-methoxy-1-β-nitrobutenyl-benzol 1212-12-0 C11H13NO4
4-Hydroxy-3-methoxy-1-β-nitrobutenyl-benzol
—— 4-hydroxy-3-methoxy-N-[(E)-thiophen-2-ylmethylideneamino]benzamide 1415691-89-2 C13H12N2O3S
4-hydroxy-3-methoxy-N-[(E)-thiophen-2-ylmethylideneamino]benzamide
—— Ethyl 2-(3-hydroxy-4-methoxybenzylidene)hydrazine-1-carboxylate 91182-07-9 C11H14N2O4
Ethyl 2-(3-hydroxy-4-methoxybenzylidene)hydrazine-1-carboxylate
—— 4-tert-butyl-2-(1-hydroxy-2-methylpropan-2-yl)-5-nitrophenol 1246213-35-3 C14H21NO4
4-tert-butyl-2-(1-hydroxy-2-methylpropan-2-yl)-5-nitrophenol
—— methyl 2-(5-tert-butyl-2-hydroxy-4-nitrophenyl)-2-methylpropanoate 1246213-34-2 C15H21NO5
methyl 2-(5-tert-butyl-2-hydroxy-4-nitrophenyl)-2-methylpropanoate
—— 2-(4-hydroxyphenyl)-N-methylthiazolidine-3-thiocarboxamide 103076-31-9 C11H14N2OS2
2-(4-hydroxyphenyl)-N-methylthiazolidine-3-thiocarboxamide
—— 3-(2-hydroxy-5-methoxyphenyl)-3-phenethylcyclobutanone 953792-77-3 C19H20O3
3-(2-hydroxy-5-methoxyphenyl)-3-phenethylcyclobutanone
—— 3-(2-hydroxyphenyl)-3-isopropylcyclobutanone 953792-79-5 C13H16O2
3-(2-hydroxyphenyl)-3-isopropylcyclobutanone
—— (E)-4-hydroxy-3,5-dimethoxybenzaldehyde [2,6-dichloro-4-(trifluoromethyl)phenyl]hydrazone 1234475-42-3 C16H13Cl2F3N2O3
(E)-4-hydroxy-3,5-dimethoxybenzaldehyde [2,6-dichloro-4-(trifluoromethyl)phenyl]hydrazone
—— Phenylephrine(1+) —— C9H14NO2+
Phenylephrine(1+)
—— 5-[C-methyl-N-(1,3-thiazol-2-ylamino)carbonimidoyl]benzene-1,3-diol 89408-18-4 C11H11N3O2S
5-[C-methyl-N-(1,3-thiazol-2-ylamino)carbonimidoyl]benzene-1,3-diol
—— 8-chloro-2,3-dihydro-7-hydroxy-3-methyl-1,4-benzoxathiin 88062-58-2 C9H9ClO2S
8-chloro-2,3-dihydro-7-hydroxy-3-methyl-1,4-benzoxathiin
—— 4-Thiazolidinone, 5-((4-hydroxy-3-methoxyphenyl)methylene)-3-(((4-nitrophenyl)amino)methyl)-2-thioxo- 89752-56-7 C18H15N3O5S2
4-Thiazolidinone, 5-((4-hydroxy-3-methoxyphenyl)methylene)-3-(((4-nitrophenyl)amino)methyl)-2-thioxo-
—— 3-thiazolidin-2-yl-phenol 67086-86-6 C9H11NOS
3-thiazolidin-2-yl-phenol
—— 1-(3,5-Dimethyl-4-hydroxyphenyl)-4-<1-(triisopropylsilyl)pyrrol-3-yl>butane 158555-56-7 C25H41NOSi
1-(3,5-Dimethyl-4-hydroxyphenyl)-4-<1-(triisopropylsilyl)pyrrol-3-yl>butane
—— 5-(2-hydroxy-5-methyl-benzylidene)-3-phenyl-2-thioxo-thiazolidin-4-one 101600-73-1 C17H13NO2S2
5-(2-hydroxy-5-methyl-benzylidene)-3-phenyl-2-thioxo-thiazolidin-4-one
—— 2-[[1-(2,2-dimethyl-propyl)-1H-tetrazol-5-yl]-(3-imidazol-1-yl-propylamino)-methyl]-4-methyl-phenol 1025367-00-3 C20H29N7O
2-[[1-(2,2-dimethyl-propyl)-1H-tetrazol-5-yl]-(3-imidazol-1-yl-propylamino)-methyl]-4-methyl-phenol