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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-(7-hydroxy-2,3-dihydrobenzo[1,4]oxathiin-2-yl)benzene-1,2-diol 1616377-39-9 C14H12O4S
4-(7-hydroxy-2,3-dihydrobenzo[1,4]oxathiin-2-yl)benzene-1,2-diol
—— 3-(1-amino-2-methylamino-ethyl)-phenol 855397-65-8 C9H14N2O
3-(1-amino-2-methylamino-ethyl)-phenol
—— N-benzyl-2-(3-hydroxy-4-methoxybenzylidene)hydrazine-1-carbothioamide 5655-99-2 C16H17N3O2S
N-benzyl-2-(3-hydroxy-4-methoxybenzylidene)hydrazine-1-carbothioamide
—— 1-[(2-Hydroxy-3-methoxyphenyl)methylideneamino]-3-(4-methoxyphenyl)thiourea 6621-31-4 C16H17N3O3S
1-[(2-Hydroxy-3-methoxyphenyl)methylideneamino]-3-(4-methoxyphenyl)thiourea
—— 2,6-diethyl-4,4-difluoro-8-(o-hydroxyphenyl)-1,3,5,7-dimethyl-4-bora-3a,4a-diaza-s-indacene 1230026-30-8 C23H27BF2N2O
2,6-diethyl-4,4-difluoro-8-(o-hydroxyphenyl)-1,3,5,7-dimethyl-4-bora-3a,4a-diaza-s-indacene
—— 2,6-diethyl-1,3,5,7-tetramethyl-8-(3-hydroxyphenyl)-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene 1230026-22-8 C23H27BF2N2O
2,6-diethyl-1,3,5,7-tetramethyl-8-(3-hydroxyphenyl)-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene
—— 2,6-diethyl-4,4-difluoro-8-(m-hydroxy-p-methoxyphenyl)-1,3,5,7-dimethyl-4-bora-3a,4a-diaza-s-indacene 1230026-34-2 C24H29BF2N2O2
2,6-diethyl-4,4-difluoro-8-(m-hydroxy-p-methoxyphenyl)-1,3,5,7-dimethyl-4-bora-3a,4a-diaza-s-indacene
—— dipyridinium styphnate 3698-60-0 2C5H5N*C6H3N3O8
dipyridinium styphnate
—— 3-bromo-5-pentylphenol 110827-94-6 C11H15BrO
3-bromo-5-pentylphenol
—— N-(tert-butoxycarbonyl)-N-[3-(4-hydroxyphenyl)propyl]-β-alanine 847579-60-6 C17H25NO5
N-(tert-butoxycarbonyl)-N-[3-(4-hydroxyphenyl)propyl]-β-alanine
—— 4-Bromo-2-[6-(4-ethylphenyl)-2-(3-fluorophenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]phenol 6776-36-9 C24H23BrFN2O+
4-Bromo-2-[6-(4-ethylphenyl)-2-(3-fluorophenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]phenol
—— 4-Bromo-2-[2-(3-bromo-4-fluorophenyl)-6-(4-ethylphenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]phenol 6776-37-0 C24H22Br2FN2O+
4-Bromo-2-[2-(3-bromo-4-fluorophenyl)-6-(4-ethylphenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]phenol
—— (2E,4E)-1-(2,6-dihydroxyphenyl)-5-(4-hydroxy-3-methoxyphenyl)penta-2,4-dien-1-one 1422364-16-6 C18H16O5
(2E,4E)-1-(2,6-dihydroxyphenyl)-5-(4-hydroxy-3-methoxyphenyl)penta-2,4-dien-1-one
—— 3-(2-aminoethoxy)-4-methoxyphenol hydrochloride 1262778-75-5 C9H13NO3*ClH
3-(2-aminoethoxy)-4-methoxyphenol hydrochloride
—— 4-(2-aminoethoxy)-3-methoxyphenol hydrochloride 1262778-74-4 C9H13NO3*ClH
4-(2-aminoethoxy)-3-methoxyphenol hydrochloride
—— Phenol, 4-(S-phenylsulfinimidoyl)- 827044-70-2 C12H11NOS
Phenol, 4-(S-phenylsulfinimidoyl)-
—— Phenol, 2-(S-phenylsulfinimidoyl)- 827044-68-8 C12H11NOS
Phenol, 2-(S-phenylsulfinimidoyl)-
—— methyl {1-[(4-hydroxy-3,5-dimethylphenyl)thio]cyclobutyl}acetate 891188-23-1 C15H20O3S
methyl {1-[(4-hydroxy-3,5-dimethylphenyl)thio]cyclobutyl}acetate
—— 4,6-bis-morpholin-4-ylmethyl-benzene-1,2,3-triol 41273-93-2 C16H24N2O5
4,6-bis-morpholin-4-ylmethyl-benzene-1,2,3-triol
—— α-(2-hydroxyphenyl)ethyl lactate 88111-95-9 C11H14O4
α-(2-hydroxyphenyl)ethyl lactate
—— (E)-1-(2'-Hydroxy-5'-methylphenyl)-1-decanone oxime 103582-40-7 C17H27NO2
(E)-1-(2'-Hydroxy-5'-methylphenyl)-1-decanone oxime
—— (3-Hydroxyphenyl)(piperidin-1-yl)acetonitrile 7038-28-0 C13H16N2O
(3-Hydroxyphenyl)(piperidin-1-yl)acetonitrile
—— 2-Cyclooctyl-phenol 14109-14-9 C14H20O
2-Cyclooctyl-phenol
—— 3-trideuteromethoxyphenol 104714-88-7 C7H8O2
3-trideuteromethoxyphenol
—— 4-cyclooctylphenol 14109-16-1 C14H20O
4-cyclooctylphenol
—— 2-(2,4-dihydroxyphenyl)-2,4,6-tri-isopropyl-1,2-dihydro-1,3,5-triazine 86774-79-0 C18H27N3O2
2-(2,4-dihydroxyphenyl)-2,4,6-tri-isopropyl-1,2-dihydro-1,3,5-triazine
—— 1-methylidene-2-(2'-hydroxy-4'-bromo-5'-methoxyphenyl)methyl-3,3-dimethylcyclohexane 156169-89-0 C17H23BrO2
1-methylidene-2-(2'-hydroxy-4'-bromo-5'-methoxyphenyl)methyl-3,3-dimethylcyclohexane
—— 2-[(2S)-2-hydroxy-2-[(4S,5S)-5-[(1S)-1-hydroxy-2-(2-hydroxyphenyl)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl]phenol 1053712-83-6 C21H26O6
2-[(2S)-2-hydroxy-2-[(4S,5S)-5-[(1S)-1-hydroxy-2-(2-hydroxyphenyl)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl]phenol
—— N-6-(t-butoxycarbonylamino)hexyl 3-(2-hydroxyphenyl)propionamide 268544-19-0 C20H32N2O4
N-6-(t-butoxycarbonylamino)hexyl 3-(2-hydroxyphenyl)propionamide
—— 2-((2Z,5Z)-5-(4-hydroxy-3,5-dimethoxybenzylidene)-4-oxo-2-(phenylimino)thiazolidin-3-yl)-N-(6-((2Z,5Z)-5-(4-hydroxy-3,5-dimethoxybenzylidene)-4-oxo-2-(phenylimino)thiazolidin-3-yl)hexyl)acetamide 1146684-86-7 C44H45N5O9S2
2-((2Z,5Z)-5-(4-hydroxy-3,5-dimethoxybenzylidene)-4-oxo-2-(phenylimino)thiazolidin-3-yl)-N-(6-((2Z,5Z)-5-(4-hydroxy-3,5-dimethoxybenzylidene)-4-oxo-2-(phenylimino)thiazolidin-3-yl)hexyl)acetamide
—— (2Z,5Z)-3-(6-aminohexyl)-5-(4-hydroxy-3,5-dimethoxybenzylidene)-2-(phenylimino)thiazolidin-4-one 1082953-60-3 C24H29N3O4S
(2Z,5Z)-3-(6-aminohexyl)-5-(4-hydroxy-3,5-dimethoxybenzylidene)-2-(phenylimino)thiazolidin-4-one
—— N-succinimidyl 3-(2-hydroxyphenyl)propionate 268544-18-9 C13H13NO5
N-succinimidyl 3-(2-hydroxyphenyl)propionate
—— 5-benzyloxy-4-methoxy-2-(2-methoxymethoxyethyl)benzonitrile 1078723-22-4 C19H21NO4
5-benzyloxy-4-methoxy-2-(2-methoxymethoxyethyl)benzonitrile
—— 4-phenylselanyl-pyrocatechol 54826-86-7 C12H10O2Se
4-phenylselanyl-pyrocatechol
—— 2-(2-hydroxy-3-methoxy-phenyl)-propan-2-ol 21022-76-4 C10H14O3
2-(2-hydroxy-3-methoxy-phenyl)-propan-2-ol
—— 2-[(4-chlorophenyl)iminomethyl]-4,6-diiodophenol 21405-36-7 C13H8ClI2NO
2-[(4-chlorophenyl)iminomethyl]-4,6-diiodophenol
—— 4.6-dinitro-3-oxy-diphenylamine 116557-09-6 C12H9N3O5
4.6-dinitro-3-oxy-diphenylamine
—— 2,4-diiodo-6-(p-tolyliminomethyl)phenol 21405-37-8 C14H11I2NO
2,4-diiodo-6-(p-tolyliminomethyl)phenol
—— 2,4-diiodo-6-phenyliminomethyl-phenol 143159-49-3 C13H9I2NO
2,4-diiodo-6-phenyliminomethyl-phenol
—— 2-[(2-chlorophenyl)iminomethyl]-4,6-diiodophenol 883030-17-9 C13H8ClI2NO
2-[(2-chlorophenyl)iminomethyl]-4,6-diiodophenol
—— 4-[bis(4-methylphenyl)phosphinyl]-4-[4-hydroxy-3-methoxyphenyl]butan-2-one 1354655-18-7 C25H27O4P
4-[bis(4-methylphenyl)phosphinyl]-4-[4-hydroxy-3-methoxyphenyl]butan-2-one
—— 3-Pentadeca-8,11-dienyl-brenzkatechin 1081768-70-8 C21H32O2
3-Pentadeca-8,11-dienyl-brenzkatechin
—— trimethoxyphenethyl alcohol 99339-44-3 C11H16O4
trimethoxyphenethyl alcohol
—— 6-[4-[3-[3-(4-(2-Cyclopropylmethoxy-ethyl)phenoxy)-2-hydroxypropylamino]propoxy]-3-chloro-phenyl]-4,5-dihydro-3(2H)-pyridazinone 133154-53-7 C28H36ClN3O5
6-[4-[3-[3-(4-(2-Cyclopropylmethoxy-ethyl)phenoxy)-2-hydroxypropylamino]propoxy]-3-chloro-phenyl]-4,5-dihydro-3(2H)-pyridazinone
—— 6-[1-[2-[3-(4-(2-Cyclopropylmethoxy-ethyl)phenoxy)-2-hydroxypropylamino]ethyl]benzimidazol-5-yl]-3(2H)-pyridazinone 133155-11-0 C28H33N5O4
6-[1-[2-[3-(4-(2-Cyclopropylmethoxy-ethyl)phenoxy)-2-hydroxypropylamino]ethyl]benzimidazol-5-yl]-3(2H)-pyridazinone
—— 6-[3-[2-[3-(4-(2-Cyclopropylmethoxy-ethyl)phenoxy)-2-hydroxypropylamino]ethoxy]phenyl]-4,5-dihydro-3(2H)-pyridazinone 133154-71-9 C27H35N3O5
6-[3-[2-[3-(4-(2-Cyclopropylmethoxy-ethyl)phenoxy)-2-hydroxypropylamino]ethoxy]phenyl]-4,5-dihydro-3(2H)-pyridazinone
—— 6-[4-[2-[3-(4-(2-cyclopropylmethoxy-ethyl)phenoxy)-2-hydroxy-propylamino]ethoxy]phenyl]-4,5-dihydro-3(2H)-pyridazinone 133154-65-1 C27H35N3O5
6-[4-[2-[3-(4-(2-cyclopropylmethoxy-ethyl)phenoxy)-2-hydroxy-propylamino]ethoxy]phenyl]-4,5-dihydro-3(2H)-pyridazinone
—— 6-[3-[3-[3-(4-(2-Cyclopropylmethoxy-ethyl)phenoxy)-2-hydroxypropylamino]propoxy]phenyl]-4,5-dihydro-3(2H)-pyridazinone 133154-74-2 C28H37N3O5
6-[3-[3-[3-(4-(2-Cyclopropylmethoxy-ethyl)phenoxy)-2-hydroxypropylamino]propoxy]phenyl]-4,5-dihydro-3(2H)-pyridazinone
—— 6-[4-[2-[3-(4-(2-cyclopropylmethoxy-ethyl)phenoxy)-2-hydroxy-propylamino]ethoxy]-3-methyl-phenyl]-4,5-dihydro-3(2H)-pyridazinone 133177-58-9 C28H37N3O5
6-[4-[2-[3-(4-(2-cyclopropylmethoxy-ethyl)phenoxy)-2-hydroxy-propylamino]ethoxy]-3-methyl-phenyl]-4,5-dihydro-3(2H)-pyridazinone
—— 6-[4-[3-[3-(4-(2-Cyclopropylmethoxy-ethyl)phenoxy)-2-hydroxypropylamino]propoxy]phenyl]-4,5-dihydro-3(2H)-pyridazinone 133154-66-2 C28H37N3O5
6-[4-[3-[3-(4-(2-Cyclopropylmethoxy-ethyl)phenoxy)-2-hydroxypropylamino]propoxy]phenyl]-4,5-dihydro-3(2H)-pyridazinone