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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
—— 4-(4-hydroxy-3-methoxyphenyl)-N,6-dimethyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxamide 1188497-13-3 C14H17N3O4
4-(4-hydroxy-3-methoxyphenyl)-N,6-dimethyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxamide
—— 3,6-bis[(2-furylmethyl)sulfanyl]-4-ethylcatechol 923267-59-8 C18H18O4S2
3,6-bis[(2-furylmethyl)sulfanyl]-4-ethylcatechol
—— 3-[(2-furylmethyl)sulfanyl]-5-ethylcatechol 923267-58-7 C13H14O3S
3-[(2-furylmethyl)sulfanyl]-5-ethylcatechol
—— 2-ethyl-5-chlorophenol 27581-19-7 C8H9ClO
2-ethyl-5-chlorophenol
—— (Z)-2-(2-hydroxybenzylidene)-5,6-dihydroimidazo[2,1-b]thiazol-3(2H)-one 1389252-28-1 C12H10N2O2S
(Z)-2-(2-hydroxybenzylidene)-5,6-dihydroimidazo[2,1-b]thiazol-3(2H)-one
—— 2-methyl-4-[(4Z,7Z,10E)-pentadeca-4,7,10-trien-2-yl]benzene-1,3-diol 50423-15-9 C22H32O2
2-methyl-4-[(4Z,7Z,10E)-pentadeca-4,7,10-trien-2-yl]benzene-1,3-diol
—— 2-<N-<4-hydroxy-3-methoxy-5-(4'-morpholino)methylphenyl>methyl>amino-1-<(phenyl)methyl>-1H-benzimidazole 144858-14-0 C27H30N4O3
2-<N-<4-hydroxy-3-methoxy-5-(4'-morpholino)methylphenyl>methyl>amino-1-<(phenyl)methyl>-1H-benzimidazole
—— 2-Methyl-4-((7Z,10E)-pentadeca-7,10-dien-5-yl)benzene-1,3-diol 50423-14-8 C22H34O2
2-Methyl-4-((7Z,10E)-pentadeca-7,10-dien-5-yl)benzene-1,3-diol
—— 4-cyclohexyl-1-(4-hydroxybenzaldehyde)thiosemicarbazone 502757-33-7 C14H19N3OS
4-cyclohexyl-1-(4-hydroxybenzaldehyde)thiosemicarbazone
—— 4-cyclohexyl-1-(4-hydroxybenzyl)thiosemicarbazide 1463964-88-6 C14H21N3OS
4-cyclohexyl-1-(4-hydroxybenzyl)thiosemicarbazide
—— (3,6-dihydroxy-2,4-dimethylphenyl)-(3-pyridyl)methanol 162653-09-0 C14H15NO3
(3,6-dihydroxy-2,4-dimethylphenyl)-(3-pyridyl)methanol
—— 5-amino-2,3-dimethylphenol 90086-90-1 C8H11NO
5-amino-2,3-dimethylphenol
—— N-Methyl-2-(2-hydroxy-5-methoxy-4-(pentylthio)phenyl)-3-methylbutylamine maleate 129658-16-8 C22H35NO6S
N-Methyl-2-(2-hydroxy-5-methoxy-4-(pentylthio)phenyl)-3-methylbutylamine maleate
—— (4S)-4-(3-chloro-4-hydroxyphenyl)-5-(3-cyclopentylpropanoyl)-6-ethyl-3,4-dihydro-1H-pyrimidin-2-one 1371632-30-2 C20H25ClN2O3
(4S)-4-(3-chloro-4-hydroxyphenyl)-5-(3-cyclopentylpropanoyl)-6-ethyl-3,4-dihydro-1H-pyrimidin-2-one
—— 3-methoxy-4-hydroxy-benzaldehyde (5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4-yl)hydrazone 304684-77-3 C18H18N4O2S
3-methoxy-4-hydroxy-benzaldehyde (5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4-yl)hydrazone
—— 2-[(benzylimino)methyl]-6-methoxyphenol 65514-21-8 C15H15NO2
2-[(benzylimino)methyl]-6-methoxyphenol
—— (S)-4-(3-chloro-4-hydroxyphenyl)-5-(2-cycloheptylacetyl)-6-ethyl-3,4-dihydropyrimidin-2(1H)-one 1224683-95-7 C19H23ClN2O3
(S)-4-(3-chloro-4-hydroxyphenyl)-5-(2-cycloheptylacetyl)-6-ethyl-3,4-dihydropyrimidin-2(1H)-one
—— (S)-4-(3-chloro-4-hydroxyphenyl)-5-(3-cycloheptylpropanoyl)-6-ethyl-3,4-dihydropyrimidin-2(1H)-one 1224683-92-4 C22H29ClN2O3
(S)-4-(3-chloro-4-hydroxyphenyl)-5-(3-cycloheptylpropanoyl)-6-ethyl-3,4-dihydropyrimidin-2(1H)-one
—— 3-(7,10-Pentadecadienyl)-1,2-benzenediol 68640-60-8 C21H32O2
3-(7,10-Pentadecadienyl)-1,2-benzenediol
—— (S)-4-(3-chloro-4-hydroxyphenyl)-5-(3-cyclohexylpropanoyl)-6-ethyl-3,4-dihydropyrimidin-2(1H)-one 1224683-89-9 C21H27ClN2O3
(S)-4-(3-chloro-4-hydroxyphenyl)-5-(3-cyclohexylpropanoyl)-6-ethyl-3,4-dihydropyrimidin-2(1H)-one
—— (4S)-4-(3-chloro-4-hydroxyphenyl)-5-(2-cyclohexylacetyl)-6-ethyl-3,4-dihydro-1H-pyrimidin-2-one 1372148-94-1 C20H25ClN2O3
(4S)-4-(3-chloro-4-hydroxyphenyl)-5-(2-cyclohexylacetyl)-6-ethyl-3,4-dihydro-1H-pyrimidin-2-one
—— (4S)-4-(3-chloro-4-hydroxyphenyl)-6-ethyl-5-[2-(4-ethylcyclohexyl)acetyl]-3,4-dihydro-1H-pyrimidin-2-one 1372148-98-5 C22H29ClN2O3
(4S)-4-(3-chloro-4-hydroxyphenyl)-6-ethyl-5-[2-(4-ethylcyclohexyl)acetyl]-3,4-dihydro-1H-pyrimidin-2-one
—— 2,4-dichloro-N-[(4-hydroxy-3-methoxyphenyl)methylideneamino]benzamide 107401-30-9 C15H12Cl2N2O3
2,4-dichloro-N-[(4-hydroxy-3-methoxyphenyl)methylideneamino]benzamide
—— (4S)-4-(3-chloro-4-hydroxyphenyl)-6-ethyl-5-[2-(4-methoxycyclohexyl)acetyl]-3,4-dihydro-1H-pyrimidin-2-one 1372149-00-2 C21H27ClN2O4
(4S)-4-(3-chloro-4-hydroxyphenyl)-6-ethyl-5-[2-(4-methoxycyclohexyl)acetyl]-3,4-dihydro-1H-pyrimidin-2-one
—— (4S)-4-(3-chloro-4-hydroxyphenyl)-6-ethyl-5-(3-phenylpropanoyl)-3,4-dihydro-1H-pyrimidin-2-one 1372148-92-9 C21H21ClN2O3
(4S)-4-(3-chloro-4-hydroxyphenyl)-6-ethyl-5-(3-phenylpropanoyl)-3,4-dihydro-1H-pyrimidin-2-one
—— 2-methoxy-4-[(5H-[1,2,4]triazino[5,6-b]indol-3-ylhydrazinylidene)methyl]phenol 324030-08-2 C17H14N6O2
2-methoxy-4-[(5H-[1,2,4]triazino[5,6-b]indol-3-ylhydrazinylidene)methyl]phenol
—— (4S)-4-(3-chloro-4-hydroxyphenyl)-6-ethyl-5-[2-(4-methylcyclohexyl)acetyl]-3,4-dihydro-1H-pyrimidin-2-one 1372148-96-3 C21H27ClN2O3
(4S)-4-(3-chloro-4-hydroxyphenyl)-6-ethyl-5-[2-(4-methylcyclohexyl)acetyl]-3,4-dihydro-1H-pyrimidin-2-one
—— 3,5-Pyrazolidinedione, 4-((4-hydroxy-3-methoxy-5-((phenylthio)methyl)phenyl)methylene)-1-phenyl- 107788-19-2 C24H20N2O4S
3,5-Pyrazolidinedione, 4-((4-hydroxy-3-methoxy-5-((phenylthio)methyl)phenyl)methylene)-1-phenyl-
—— 1-(5-Bromo-2,4-dihydroxyphenyl)-5-phenyl-2,4-pentadien-1-one 118024-32-1 C17H13BrO3
1-(5-Bromo-2,4-dihydroxyphenyl)-5-phenyl-2,4-pentadien-1-one
—— 3-chloro-4,5-dimethylpyrocatechol 3938-13-4 C8H9ClO2
3-chloro-4,5-dimethylpyrocatechol
—— 3,6-dibromo-4,5-dimethyl-pyrocatechol 3938-15-6 C8H8Br2O2
3,6-dibromo-4,5-dimethyl-pyrocatechol
—— 5-(Cyanomethyl)-25,26,27,28-tetrahydroxycalix[4]arene 157162-97-5 C30H25NO4
5-(Cyanomethyl)-25,26,27,28-tetrahydroxycalix[4]arene
—— d6-(4-hydroxyphenyl)acetic acid 100287-06-7 C8H8O3
d6-(4-hydroxyphenyl)acetic acid
—— 2-([[3-(3-methyl[3-[(2-hydrobenzylidene)amino]propyl]amino)propyl]imino]methyl)phenol 1052-34-2 C21H27N3O2
2-([[3-(3-methyl[3-[(2-hydrobenzylidene)amino]propyl]amino)propyl]imino]methyl)phenol
—— 3,4,6-trihydroxy-2-methyl-benzaldehyde 194221-93-7 C8H8O4
3,4,6-trihydroxy-2-methyl-benzaldehyde
—— methyl (3R)-3-(4-hydroxyphenyl)pent-4-ynoate 1266401-01-7 C12H12O3
methyl (3R)-3-(4-hydroxyphenyl)pent-4-ynoate
—— Dinoseb-diolamine 53404-43-6 C14H23N3O7
Dinoseb-diolamine
—— Formaldehyde;furan-2-carbaldehyde;2-hydroxypropanoic acid;phenol 68400-17-9 C15H18O7
Formaldehyde;furan-2-carbaldehyde;2-hydroxypropanoic acid;phenol
—— 2-(2-chloro-1-propen-3-yl)-4-fluorophenol 128104-96-1 C9H8ClFO
2-(2-chloro-1-propen-3-yl)-4-fluorophenol
—— 2,4-Dibenzyloxy-1-hydroxy-6-methylbenzene 286364-90-7 C21H20O3
2,4-Dibenzyloxy-1-hydroxy-6-methylbenzene
—— Phenol, 4-chloro-2-nitro-6-(2-nitroethenyl)- 65923-99-1 C8H5ClN2O5
Phenol, 4-chloro-2-nitro-6-(2-nitroethenyl)-
—— 4-({2-[4-(4-methoxyphenyl)-1,3-thiazol-2-yl]hydrazinylidene}-methyl)benzene-1,3-diol 385796-43-0 C17H15N3O3S
4-({2-[4-(4-methoxyphenyl)-1,3-thiazol-2-yl]hydrazinylidene}-methyl)benzene-1,3-diol
—— 4-({2-[4-(4-bromophenyl)-1,3-thiazol-2-yl]hydrazinylidene}-methyl)benzene-1,3-diol 402748-96-3 C16H12BrN3O2S
4-({2-[4-(4-bromophenyl)-1,3-thiazol-2-yl]hydrazinylidene}-methyl)benzene-1,3-diol
—— Einecs 270-118-7 68411-35-8 C14H15ClO3
Einecs 270-118-7
—— 2-methoxy-4-(3-methylbut-2-en-1-yl)phenol 59744-44-4 C12H16O2
2-methoxy-4-(3-methylbut-2-en-1-yl)phenol
—— 1-methyl-4(3'-methoxy-4'-hydroxyphenyl)-1,2,3,6-tetrahydropyridine 90684-18-7 C13H17NO2
1-methyl-4(3'-methoxy-4'-hydroxyphenyl)-1,2,3,6-tetrahydropyridine
—— 2-Butylphenol;formaldehyde;oxalic acid 67875-44-9 C13H18O6
2-Butylphenol;formaldehyde;oxalic acid
—— 5-ethyl-2-hydroxy-3-methoxybenzaldehyde 42044-93-9 C10H12O3
5-ethyl-2-hydroxy-3-methoxybenzaldehyde
—— 4-(1H-1,2,3-benzotriazol-1-ylmethyl)-2-bromo-6-methoxyphenol 887683-61-6 C14H12BrN3O2
4-(1H-1,2,3-benzotriazol-1-ylmethyl)-2-bromo-6-methoxyphenol
—— 4-Bromo-2,3,5-trifluorophenol 1026850-71-4 C6H2BrF3O
4-Bromo-2,3,5-trifluorophenol