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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
—— Epinephrine ascorbate 62265-31-0 C15H21NO9
Epinephrine ascorbate
—— 3-(4-hydroxy-2,6-dimethyl-phenyl)-propionic acid methyl ester 847346-79-6 C12H16O3
3-(4-hydroxy-2,6-dimethyl-phenyl)-propionic acid methyl ester
—— CP-122721 metabolite M9 869845-10-3 C19H19F3N2O3
CP-122721 metabolite M9
—— 4-(4,6,8-Trimethylnonan-2-yl)phenol 144841-01-0 C18H30O
4-(4,6,8-Trimethylnonan-2-yl)phenol
—— Bamethan hydrochloride 147418-85-7 C12H20ClNO2
Bamethan hydrochloride
—— 2,4,6-Tris-benzylmercaptomethyl-phenol 52978-68-4 C30H30OS3
2,4,6-Tris-benzylmercaptomethyl-phenol
—— Formic acid--4-methoxyphenol (1/1) 4525-64-8 C8H10O4
Formic acid--4-methoxyphenol (1/1)
—— 2,5-Bis[(3,5-diethyl-4-hydroxyphenyl)methylidene]cyclopentan-1-one 195440-25-6 C27H32O3
2,5-Bis[(3,5-diethyl-4-hydroxyphenyl)methylidene]cyclopentan-1-one
—— 4-hydroxy-1,1-dioxidebenzo[b]thiophene 246177-27-5 C8H6O3S
4-hydroxy-1,1-dioxidebenzo[b]thiophene
—— 5-(2,2,2-Trichloro-1-hydroxyethyl)-1,3-benzenediol 352339-81-2 C8H7Cl3O3
5-(2,2,2-Trichloro-1-hydroxyethyl)-1,3-benzenediol
—— 4-[2-(3-Aminophenyl)-4-thiazolyl]-1,3-benzenediol 886496-16-8 C15H12N2O2S
4-[2-(3-Aminophenyl)-4-thiazolyl]-1,3-benzenediol
—— 2,6-Dimethyl-4-decylphenol 29665-60-9 C18H30O
2,6-Dimethyl-4-decylphenol
—— (S)-4-(1-aminoethyl)-2-methoxyphenol 1241681-88-8 C9H13NO2
(S)-4-(1-aminoethyl)-2-methoxyphenol
—— N-[3-(4-hydroxyphenyl)propyl]-1-phenylmethanesulfonamide 1261033-59-3 C16H19NO3S
N-[3-(4-hydroxyphenyl)propyl]-1-phenylmethanesulfonamide
—— 3-[3-(4-hydroxy-phenyl)-propyl]-5-phenyl-4,5-dihydro-isoxazole 1158558-37-2 C18H19NO2
3-[3-(4-hydroxy-phenyl)-propyl]-5-phenyl-4,5-dihydro-isoxazole
—— 6-hydroxy-1-(4-hydroxy-phenyl)-6-phenyl-heptan-4-one 1158956-72-9 C19H22O3
6-hydroxy-1-(4-hydroxy-phenyl)-6-phenyl-heptan-4-one
—— 5-(1-aminoethyl)-2-methoxyphenol hydrochloride 1141841-43-1 C9H13NO2*ClH
5-(1-aminoethyl)-2-methoxyphenol hydrochloride
—— bis-1,5-[2',3',4',5'-tetrahydro-2'-(4"-hydroxyphenyl)-4'-oxothiophen-3'-carboxylate]-3,3-dimethyl-1,4-cyclohexadiene 1172610-10-4 C30H28O8S2
bis-1,5-[2',3',4',5'-tetrahydro-2'-(4"-hydroxyphenyl)-4'-oxothiophen-3'-carboxylate]-3,3-dimethyl-1,4-cyclohexadiene
—— 2-ethylamino-7-(4-hydroxy-3-methoxyphenyl)-6,7-dihydro-4H-thiazolo[4,5-b]pyridin-5-one 1034736-57-6 C15H17N3O3S
2-ethylamino-7-(4-hydroxy-3-methoxyphenyl)-6,7-dihydro-4H-thiazolo[4,5-b]pyridin-5-one
—— Phenol, 3-(4,5,6,7-tetrahydro-2-benzothiazolyl)- 1152495-68-5 C13H13NOS
Phenol, 3-(4,5,6,7-tetrahydro-2-benzothiazolyl)-
—— 5-(hydroxyphenoxymethyl)-2-oxazolidinone 61874-84-8 C10H11NO4
5-(hydroxyphenoxymethyl)-2-oxazolidinone
—— 4-[1-[(3-Fluoro-4-methylphenyl)amino]ethyl]-2-methoxyphenol 1021077-13-3 C16H18FNO2
4-[1-[(3-Fluoro-4-methylphenyl)amino]ethyl]-2-methoxyphenol
—— 4-[1-[[2-(2-Thienyl)ethyl]amino]ethyl]-1,3-benzenediol 1019632-13-3 C14H17NO2S
4-[1-[[2-(2-Thienyl)ethyl]amino]ethyl]-1,3-benzenediol
—— 4-[1-[(2-Ethoxyphenyl)amino]ethyl]-2-methoxyphenol 1019551-03-1 C17H21NO3
4-[1-[(2-Ethoxyphenyl)amino]ethyl]-2-methoxyphenol
—— 2-[1-[[1-(1-Methylethyl)-4-piperidinyl]amino]ethyl]-1,4-benzenediol 1042577-20-7 C16H26N2O2
2-[1-[[1-(1-Methylethyl)-4-piperidinyl]amino]ethyl]-1,4-benzenediol
—— 4-hydroxy-3-nitro-<i>N</i>-pyridin-2-yl-benzenesulfonamide 92316-16-0 C11H9N3O5S
4-hydroxy-3-nitro-<i>N</i>-pyridin-2-yl-benzenesulfonamide
—— 5-[[[1-(4-Ethylphenyl)ethyl]amino]methyl]-2-methoxyphenol 1152864-33-9 C18H23NO2
5-[[[1-(4-Ethylphenyl)ethyl]amino]methyl]-2-methoxyphenol
—— 3-[5-(1-Chloroethyl)-1,3,4-oxadiazol-2-yl]phenol 1153824-63-5 C10H9ClN2O2
3-[5-(1-Chloroethyl)-1,3,4-oxadiazol-2-yl]phenol
—— Phenol, 2-[[[2-(3-fluorophenyl)ethyl]amino]methyl]-4-methoxy- 1154939-51-1 C16H18FNO2
Phenol, 2-[[[2-(3-fluorophenyl)ethyl]amino]methyl]-4-methoxy-
—— 4-(Cycloheptylamino)-3-nitrophenol 1157840-00-0 C13H18N2O3
4-(Cycloheptylamino)-3-nitrophenol
—— Phenol, 2-(4,5-dihydro-3-phenyl-1H-pyrazol-5-yl)-6-methyl- 1049117-25-0 C16H16N2O
Phenol, 2-(4,5-dihydro-3-phenyl-1H-pyrazol-5-yl)-6-methyl-
—— Phenol, 2-[4,5-dihydro-3-(4-methylphenyl)-1H-pyrazol-5-yl]-5-methyl- 1049130-06-4 C17H18N2O
Phenol, 2-[4,5-dihydro-3-(4-methylphenyl)-1H-pyrazol-5-yl]-5-methyl-
—— 2,4,5,6-Tetrafluorobenzene-1,3-diol;hydrate 304852-01-5 C6H4F4O3
2,4,5,6-Tetrafluorobenzene-1,3-diol;hydrate
—— 2-undecyl-hydroquinone 89118-49-0 C17H28O2
2-undecyl-hydroquinone
—— (S)-2-(2-bromo-3-hydroxy-6-(2-(2-(trimethylsilyl)ethoxy)ethyl)phenoxy)-N-methoxy-N-methylpropanamide 1159795-89-7 C18H30BrNO5Si
(S)-2-(2-bromo-3-hydroxy-6-(2-(2-(trimethylsilyl)ethoxy)ethyl)phenoxy)-N-methoxy-N-methylpropanamide
—— 4-Hydroxy-2-methoxy-3-(3-methylbut-3-en-2-yl)benzaldehyde 1189552-20-2 C13H16O3
4-Hydroxy-2-methoxy-3-(3-methylbut-3-en-2-yl)benzaldehyde
—— (S)-2-bromo-3-(1-(methoxy(methyl)amino)-1-oxopropan-2-yloxy)-4-(2-(2-(trimethylsilyl)ethoxy)ethyl)phenyl tert-butyl carbonate 1159795-88-6 C23H38BrNO7Si
(S)-2-bromo-3-(1-(methoxy(methyl)amino)-1-oxopropan-2-yloxy)-4-(2-(2-(trimethylsilyl)ethoxy)ethyl)phenyl tert-butyl carbonate
—— N,N-diethyl-3-(2-hydroxy-3-methoxyphenyl)thianaphthene-2-carboxamide 1160708-14-4 C20H21NO3S
N,N-diethyl-3-(2-hydroxy-3-methoxyphenyl)thianaphthene-2-carboxamide
—— 4-(4-hydroxy-3-methoxyphenyl)-N-(3-nitrophenyl)-6-propan-2-yl-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxamide 1192003-19-2 C21H22N4O5S
4-(4-hydroxy-3-methoxyphenyl)-N-(3-nitrophenyl)-6-propan-2-yl-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxamide
—— N,N-diethyl-3-(2-hydroxy-3-methoxyphenyl)-5-[3-(2-hydroxy-3-methoxyphenyl)furan-2-carbonyl]furan-2-carboxamide 1160708-13-3 C28H27NO8
N,N-diethyl-3-(2-hydroxy-3-methoxyphenyl)-5-[3-(2-hydroxy-3-methoxyphenyl)furan-2-carbonyl]furan-2-carboxamide
—— 2-(3-hydroxy-4-nitrophenyl)-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazole-1-oxyl 1169932-86-8 C13H16N3O4
2-(3-hydroxy-4-nitrophenyl)-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazole-1-oxyl
—— N,N-diethyl-3-(2-hydroxy-3-methoxyphenyl)thiophene-2-carboxamide 1160708-06-4 C16H19NO3S
N,N-diethyl-3-(2-hydroxy-3-methoxyphenyl)thiophene-2-carboxamide
—— 3-(2-hydroxy-5-methylphenyl)propiolonitrile 1152781-34-4 C10H7NO
3-(2-hydroxy-5-methylphenyl)propiolonitrile
—— 3'-(3'''-nitro-4'''-fluorophenyl)-2'Z-propenyl 3-(3''-hydroxy-4''-methoxyphenyl)propanoate 1146133-68-7 C19H18FNO6
3'-(3'''-nitro-4'''-fluorophenyl)-2'Z-propenyl 3-(3''-hydroxy-4''-methoxyphenyl)propanoate
—— m-(2-Nitro-1-propenyl)phenol 61131-60-0 C9H9NO3
m-(2-Nitro-1-propenyl)phenol
—— Benzene-1,3-diol;formaldehyde;furan-2-ylmethanol;urea 72175-34-9 C13H18N2O6
Benzene-1,3-diol;formaldehyde;furan-2-ylmethanol;urea
—— Resorcinol-formaldehyde resin, sodium salt 148906-95-0 C7H7NaO3
Resorcinol-formaldehyde resin, sodium salt
—— Formaldehyde;methanol;phenol 124058-18-0 C8H12O3
Formaldehyde;methanol;phenol
—— 1-butoxypentane;formaldehyde;phenol —— C16H28O3
1-butoxypentane;formaldehyde;phenol
—— 2-[Bis(2-hydroxyethyl)amino]ethanol;2-methylphenol 79215-15-9 C13H23NO4
2-[Bis(2-hydroxyethyl)amino]ethanol;2-methylphenol