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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
—— 5-(12Z)-12-Nonadecen-1-yl-1,3-benzenediol 189562-06-9 C25H42O2
5-(12Z)-12-Nonadecen-1-yl-1,3-benzenediol
—— 5-(10Z,13Z)-10,13-Nonadecadien-1-yl-1,3-benzenediol 189562-02-5 C25H40O2
5-(10Z,13Z)-10,13-Nonadecadien-1-yl-1,3-benzenediol
—— 1,3-Benzenediol, 5-(10Z,13Z,16Z)-10,13,16-nonadecatrien-1-yl- 1319715-46-2 C25H38O2
1,3-Benzenediol, 5-(10Z,13Z,16Z)-10,13,16-nonadecatrien-1-yl-
—— 5-(16Z)-16-Heneicosen-1-yl-1,3-benzenediol 189562-08-1 C27H46O2
5-(16Z)-16-Heneicosen-1-yl-1,3-benzenediol
—— 5-decylsulfanyl-1,3-dihydroxybenzene 1306616-36-3 C16H26O2S
5-decylsulfanyl-1,3-dihydroxybenzene
—— 3-Fluoro-4-[(1-methylsulfanyl-2-nitroethenyl)amino]phenol 338393-94-5 C9H9FN2O3S
3-Fluoro-4-[(1-methylsulfanyl-2-nitroethenyl)amino]phenol
—— 3-hydroxy-4-methoxy-2,6-dinitro-benzoic acid methyl ester 1261079-62-2 C9H8N2O8
3-hydroxy-4-methoxy-2,6-dinitro-benzoic acid methyl ester
—— 1-(1-(2-Fluoro-4-hydroxyphenyl)ethyl)hydrazine 1314923-22-2 C8H11FN2O
1-(1-(2-Fluoro-4-hydroxyphenyl)ethyl)hydrazine
—— Phenol, 2-(1-hydrazinylethyl)-4,5-dimethoxy- 1396996-21-6 C10H16N2O3
Phenol, 2-(1-hydrazinylethyl)-4,5-dimethoxy-
—— 2-(2,6-Difluoro-4-methoxyphenyl)ethanol 1000550-08-2 C9H10F2O2
2-(2,6-Difluoro-4-methoxyphenyl)ethanol
—— 4-(Hydrazinylmethyl)-2,6-dimethoxyphenol 219142-43-5 C9H14N2O3
4-(Hydrazinylmethyl)-2,6-dimethoxyphenol
—— 4-(Aethylamino)-2-methyl-phenol 45954-51-6 C9H13NO
4-(Aethylamino)-2-methyl-phenol
—— 4-(2,2-Difluoroethoxy)phenol 1183003-98-6 C8H8F2O2
4-(2,2-Difluoroethoxy)phenol
—— Benzeneethanol, 4-[(4-bromophenyl)methoxy]- 1260876-46-7 C15H15BrO2
Benzeneethanol, 4-[(4-bromophenyl)methoxy]-
—— Amino-(2-hydroxy-3-methoxy-phenyl)-acetic acid 318269-97-5 C9H11NO4
Amino-(2-hydroxy-3-methoxy-phenyl)-acetic acid
—— (E)-3-Diethylamino-1-(2-hydroxy-5-methyl-phenyl)-propenone 213689-90-8 C14H19NO2
(E)-3-Diethylamino-1-(2-hydroxy-5-methyl-phenyl)-propenone
—— 4-Methoxy-2-(2-nitroprop-1-en-1-yl)phenol 477514-59-3 C10H11NO4
4-Methoxy-2-(2-nitroprop-1-en-1-yl)phenol
—— 2,5-Bis[(tert-butylamino)methyl]benzene-1,4-diol--hydrogen chloride (1/1) 7142-67-8 C16H29ClN2O2
2,5-Bis[(tert-butylamino)methyl]benzene-1,4-diol--hydrogen chloride (1/1)
—— 2,6-Dibromo-4-ethynylphenol 1057670-03-7 C8H4Br2O
2,6-Dibromo-4-ethynylphenol
—— 2-Ethynyl-5-methoxyphenol 1057669-95-0 C9H8O2
2-Ethynyl-5-methoxyphenol
—— 3-(4-hydroxy-3-methoxyphenyl)propanenitrile 1057676-75-1 C10H11NO2
3-(4-hydroxy-3-methoxyphenyl)propanenitrile
—— 3,5-dimethyl-4-isothiocyanatophenol 1246818-00-7 C9H9NOS
3,5-dimethyl-4-isothiocyanatophenol
—— Benzene-1,3-diol--hexane-1,6-diamine--ammonia (1/1/2) 53516-77-1 C12H28N4O2
Benzene-1,3-diol--hexane-1,6-diamine--ammonia (1/1/2)
—— 1H-indene;2,4,6-trinitrophenol 72454-47-8 C15H11N3O7
1H-indene;2,4,6-trinitrophenol
—— 3-(4-Hydroxy-3-methylphenyl)propanamide 25293-49-6 C10H13NO2
3-(4-Hydroxy-3-methylphenyl)propanamide
—— 4,6-Dimethyl-pyrogallol 15316-92-4 C8H10O3
4,6-Dimethyl-pyrogallol
—— 2-s-Butyl-5-methyl-4,6-dinitrophenol 18461-66-0 C11H14N2O5
2-s-Butyl-5-methyl-4,6-dinitrophenol
—— 4,5-Diiodo-2,3-dimethylphenol 17938-68-0 C8H8I2O
4,5-Diiodo-2,3-dimethylphenol
—— 3,5-Dinitrosalicylic acid sodium 46506-88-1 C7H4N2NaO7
3,5-Dinitrosalicylic acid sodium
—— 3-(4-Ethylthiophen-2-yl)-5-methoxyphenol 1261927-23-4 C13H14O2S
3-(4-Ethylthiophen-2-yl)-5-methoxyphenol
—— 3-Methoxy-5-(2-methylthiophen-3-yl)phenol 1261968-01-7 C12H12O2S
3-Methoxy-5-(2-methylthiophen-3-yl)phenol
—— N-Nitrosobamethan, (+/-)- 78658-61-4 C12H18N2O3
N-Nitrosobamethan, (+/-)-
—— 3-(2-Hydroxyphenyl)-5-[4-[(4-methylpiperazin-1-yl)diazenyl]phenyl]-3,4-dihydropyrazole-2-carboxamide 1333385-39-9 C21H25N7O2
3-(2-Hydroxyphenyl)-5-[4-[(4-methylpiperazin-1-yl)diazenyl]phenyl]-3,4-dihydropyrazole-2-carboxamide
—— 3-Ethoxy-4-(2-morpholinylmethoxy)phenol 56305-62-5 C13H19NO4
3-Ethoxy-4-(2-morpholinylmethoxy)phenol
—— 4-(Difluoromethoxy)-3-methylphenol 1261440-38-3 C8H8F2O2
4-(Difluoromethoxy)-3-methylphenol
—— (R)-4-(1-Aminobutyl)phenol hydrochloride 1217445-51-6 C10H16ClNO
(R)-4-(1-Aminobutyl)phenol hydrochloride
—— 2-(3,5-Dimethylpyrazol-1-yl)-5-(2,5-dihydroxy-3,4,6-trichlorophenyl)thiazole hydrochloride 1187732-73-5 C14H11Cl4N3O2S
2-(3,5-Dimethylpyrazol-1-yl)-5-(2,5-dihydroxy-3,4,6-trichlorophenyl)thiazole hydrochloride
—— (S)-4-(1-Aminobutyl)phenol hydrochloride 1217466-82-4 C10H16ClNO
(S)-4-(1-Aminobutyl)phenol hydrochloride
—— 4,5-Dihydro-N-(2-hydroxy-5-nitrophenyl)-2-methyl-3-furancarboxamide 1092352-95-8 C12H12N2O5
4,5-Dihydro-N-(2-hydroxy-5-nitrophenyl)-2-methyl-3-furancarboxamide
—— 1,3,5-trihydroxy-[2,4,6-(13)C]benzene 1338786-92-7 C6H6O3
1,3,5-trihydroxy-[2,4,6-(13)C]benzene
—— 2,4,6-trihydroxy-[1,3,5-(13)C]benzaldehyde 1338786-93-8 C7H6O4
2,4,6-trihydroxy-[1,3,5-(13)C]benzaldehyde
—— 2-[2,2-difluoro-4-(1H-pyrrol-2-yl)-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaen-8-yl]phenol 1323954-82-0 C19H14BF2N3O
2-[2,2-difluoro-4-(1H-pyrrol-2-yl)-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaen-8-yl]phenol
—— 2-[(Benzylamino)methyl]-4,6-dinitrophenol 185390-37-8 C14H13N3O5
2-[(Benzylamino)methyl]-4,6-dinitrophenol
—— 4-(2,4-Dihydroxyphenyl)-4-oxobut-2-enoic acid 116274-68-1 C10H8O5
4-(2,4-Dihydroxyphenyl)-4-oxobut-2-enoic acid
—— 4-Chloro-5-fluorocatechol 162757-54-2 C6H4ClFO2
4-Chloro-5-fluorocatechol
—— N-(3-Hydroxy-4,5-dimethoxyphenyl)guanidine 209741-70-8 C9H13N3O3
N-(3-Hydroxy-4,5-dimethoxyphenyl)guanidine
—— 4-Bromo-2-((E)-2-nitro-propenyl)-phenol 61131-73-5 C9H8BrNO3
4-Bromo-2-((E)-2-nitro-propenyl)-phenol
—— N,N'-Bis(t-butoxycarbonyl)-N"-(3-hydroxyphenyl)methylguanidine 193282-97-2 C18H27N3O5
N,N'-Bis(t-butoxycarbonyl)-N"-(3-hydroxyphenyl)methylguanidine
—— 2-acetamido-3-hydroxy-4-methoxybenzyl alcohol 254428-90-5 C10H13NO4
2-acetamido-3-hydroxy-4-methoxybenzyl alcohol
—— 3-Ethyl-5-methylpicrinsaeure 27990-23-4 C9H9N3O7
3-Ethyl-5-methylpicrinsaeure