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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
—— 2-(butyltelluro)resorcinol 1442114-89-7 C10H14O2Te
2-(butyltelluro)resorcinol
—— methyl (2-hydroxy-4-methoxyphenyl)acetate 212688-07-8 C10H12O4
methyl (2-hydroxy-4-methoxyphenyl)acetate
—— 2-iodo-6-methoxy-4-methylphenol 111726-48-8 C8H9IO2
2-iodo-6-methoxy-4-methylphenol
—— 2-Iodo-6-methoxy-3-methylphenol 111726-45-5 C8H9IO2
2-Iodo-6-methoxy-3-methylphenol
—— (4E,7S)-N-[(Z)-3-chloro-2-(2-hydroxy-3-methylphenyl)allyl]-7-methoxy-N-methyl-tetradec-4-enamide 1229022-01-8 C26H40ClNO3
(4E,7S)-N-[(Z)-3-chloro-2-(2-hydroxy-3-methylphenyl)allyl]-7-methoxy-N-methyl-tetradec-4-enamide
—— (Z)-3-chloro-2-[2-hydroxy-3-methylpheny]-N-methyl-prop-2-en-amine 1228964-29-1 C11H14ClNO
(Z)-3-chloro-2-[2-hydroxy-3-methylpheny]-N-methyl-prop-2-en-amine
—— methyl (3,5-dibromo-2-hydroxy-4-methoxyphenyl)acetate 35353-87-8 C10H10Br2O4
methyl (3,5-dibromo-2-hydroxy-4-methoxyphenyl)acetate
—— (E)-2-methoxy-5-<2-pyrrolidin-2-ylethenyl>phenol 134524-76-8 C13H17NO2
(E)-2-methoxy-5-<2-pyrrolidin-2-ylethenyl>phenol
—— 3-[4-[(3-Hydroxyphenyl)methylideneamino]butyliminomethyl]phenol 1346171-70-7 C18H20N2O2
3-[4-[(3-Hydroxyphenyl)methylideneamino]butyliminomethyl]phenol
—— 2-cyclohexyl-2-(4-hydroxyphenyl)acetic acid 81311-87-7 C14H18O3
2-cyclohexyl-2-(4-hydroxyphenyl)acetic acid
—— 4-(2-methylamino-ethyl)-2-nitro-phenol 859324-01-9 C9H12N2O3
4-(2-methylamino-ethyl)-2-nitro-phenol
—— 5-[(2-Hydroxyphenyl)methyl]-2,2-dimethyl-1,3-dioxane-4,6-dione 955550-34-2 C13H14O5
5-[(2-Hydroxyphenyl)methyl]-2,2-dimethyl-1,3-dioxane-4,6-dione
—— N-methyl-N-(4-hydroxyphenethyl)acetamide 857945-29-0 C11H15NO2
N-methyl-N-(4-hydroxyphenethyl)acetamide
—— 20-(4-hydroxyphenyl)-1-eicosyne 223726-39-4 C26H42O
20-(4-hydroxyphenyl)-1-eicosyne
—— 1-(4-hydroxyphenyl)-1-eicosyne 223726-43-0 C26H42O
1-(4-hydroxyphenyl)-1-eicosyne
—— 4-t-butyl-2-methoxy-6-methoxymethylphenol 95091-47-7 C13H20O3
4-t-butyl-2-methoxy-6-methoxymethylphenol
—— N-[(2-hydroxy-3-methoxyphenyl)methylideneamino]-4-methylbenzamide 131536-66-8 C16H16N2O3
N-[(2-hydroxy-3-methoxyphenyl)methylideneamino]-4-methylbenzamide
—— N-<3-(3,4-Dimethoxyphenyl)propyl>-2-(2-hydroxyethyl)-4,5-dimethoxybenzamid 116467-32-4 C22H29NO6
N-<3-(3,4-Dimethoxyphenyl)propyl>-2-(2-hydroxyethyl)-4,5-dimethoxybenzamid
—— 5-(5-fluoro-2-hydroxy-phenyl)-E-2-penten-1-ol 303176-38-7 C11H13FO2
5-(5-fluoro-2-hydroxy-phenyl)-E-2-penten-1-ol
—— (3Z)-3-[(2-hydroxyphenyl)methylidene]-5-phenylfuran-2-one 16281-76-8 C17H12O3
(3Z)-3-[(2-hydroxyphenyl)methylidene]-5-phenylfuran-2-one
—— 4-(2,5-dihydrofuran-2-yl)phenol 1602768-75-1 C10H10O2
4-(2,5-dihydrofuran-2-yl)phenol
—— 8-hydroxy-3-(3-hydroxy-4-methoxyphenyl)isochroman 37568-83-5 C16H16O4
8-hydroxy-3-(3-hydroxy-4-methoxyphenyl)isochroman
—— 11,17,23-Tritert-butyl-25,26,27-trihydroxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,6,9,11,13(27),15(26),16,18,21(25),22-undecaene-5,28-dione 1237538-97-4 C40H46O5
11,17,23-Tritert-butyl-25,26,27-trihydroxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,6,9,11,13(27),15(26),16,18,21(25),22-undecaene-5,28-dione
—— 11,23-Ditert-butyl-25,27-dihydroxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,6,9,11,13(27),15,18,21(25),22-decaene-5,17,26,28-tetrone 1237538-98-5 C36H36O6
11,23-Ditert-butyl-25,27-dihydroxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,6,9,11,13(27),15,18,21(25),22-decaene-5,17,26,28-tetrone
—— 11,17,23-Tritert-butylpentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaene-5,25,26,27,28-pentol 1123288-21-0 C40H48O5
11,17,23-Tritert-butylpentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaene-5,25,26,27,28-pentol
—— N-(2,3,5-trimethyl-4-hydroxyphenyl)-4-(4-fluorophenyl)-1,3-thiazole-2-amine 1299974-93-8 C18H17FN2OS
N-(2,3,5-trimethyl-4-hydroxyphenyl)-4-(4-fluorophenyl)-1,3-thiazole-2-amine
—— 2-bromo-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol 1431330-20-9 C12H16BBrO3
2-bromo-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
—— 2-amino-5-(3-hydroxy-benzylidene)-thiazol-4-one 57518-64-6 C10H8N2O2S
2-amino-5-(3-hydroxy-benzylidene)-thiazol-4-one
—— 4,4'-(ethyne-1,2-diyl)bis(2-methylphenol) 1129260-37-2 C16H14O2
4,4'-(ethyne-1,2-diyl)bis(2-methylphenol)
—— 4-methyl-2-nitrosophenol 39825-16-6 C7H7NO2
4-methyl-2-nitrosophenol
—— 6-fluoro-3-hydroxy-4-methoxystyrene 1335242-21-1 C9H9FO2
6-fluoro-3-hydroxy-4-methoxystyrene
—— 7-bromo-1-(2-hydroxyphenyl)heptane 51795-91-6 C13H19BrO
7-bromo-1-(2-hydroxyphenyl)heptane
—— 2-(2-hydroxyphenyl)-6-phenyl-3-(1,2,4-triazol-4-yl)-2H-1,3,5-oxadiazine-4-thione 1216963-07-3 C17H13N5O2S
2-(2-hydroxyphenyl)-6-phenyl-3-(1,2,4-triazol-4-yl)-2H-1,3,5-oxadiazine-4-thione
—— 2-(1,2,3,6-Tetrahydropyridin-4-yl)phenol 1176104-31-6 C11H13NO
2-(1,2,3,6-Tetrahydropyridin-4-yl)phenol
—— 2-(2-Hydroxyphenyl)-3-(1,2,4-triazol-4-yl)-1,3-thiazolidin-4-one 1141752-85-3 C11H10N4O2S
2-(2-Hydroxyphenyl)-3-(1,2,4-triazol-4-yl)-1,3-thiazolidin-4-one
—— 2-(((2-((2-hydroxyethyl)amino)ethyl)imino)methyl)phenol 59488-83-4 C11H16N2O2
2-(((2-((2-hydroxyethyl)amino)ethyl)imino)methyl)phenol
—— 2-amino-4,5-dinitrophenol 116632-18-9 C6H5N3O5
2-amino-4,5-dinitrophenol
—— Phloroglucinmono-tert-butylether 83436-28-6 C10H14O3
Phloroglucinmono-tert-butylether
—— 2-hydroxy-5-(trifluoromethoxy)phenylboronic acid 1354819-26-3 C7H6BF3O4
2-hydroxy-5-(trifluoromethoxy)phenylboronic acid
—— 5-(3-bromo-4-hydroxybenzylidene)-3-(6-methoxypyridine-3-yl)-1,3-oxazolidin-2,4-dione 1275575-29-5 C16H11BrN2O5
5-(3-bromo-4-hydroxybenzylidene)-3-(6-methoxypyridine-3-yl)-1,3-oxazolidin-2,4-dione
—— 2-(13-Bromotridecyl)phenol 62587-20-6 C19H31BrO
2-(13-Bromotridecyl)phenol
—— 2,6-difluoro-4-hydroxy-3-methoxybenzaldehyde 152434-97-4 C8H6F2O3
2,6-difluoro-4-hydroxy-3-methoxybenzaldehyde
—— 5,5,11,17,17,23-Hexamethyl-3,7,15,19-tetrazatricyclo[19.3.1.19,13]hexacosa-1(24),9,11,13(26),21(25),22-hexaene-25,26-diol 1189057-11-1 C28H44N4O2
5,5,11,17,17,23-Hexamethyl-3,7,15,19-tetrazatricyclo[19.3.1.19,13]hexacosa-1(24),9,11,13(26),21(25),22-hexaene-25,26-diol
—— α-(p-Hydroxybenzylidene)-2-pyridinacetonitril 22346-00-5 C14H10N2O
α-(p-Hydroxybenzylidene)-2-pyridinacetonitril
—— 3-(2,4-dihydroxyphenyl)-1-(2-pyridyl)propan-1-ol 311804-50-9 C14H15NO3
3-(2,4-dihydroxyphenyl)-1-(2-pyridyl)propan-1-ol
—— 3-(2,6-dihydroxyphenyl)-1-(2-pyridyl)propan-1-ol 311804-60-1 C14H15NO3
3-(2,6-dihydroxyphenyl)-1-(2-pyridyl)propan-1-ol
—— 3-(2,5-dihydroxyphenyl)-1-(2-pyridyl)propan-1-ol 311804-55-4 C14H15NO3
3-(2,5-dihydroxyphenyl)-1-(2-pyridyl)propan-1-ol
—— 2-(1-Allylamino-ethyl)-phenol 84837-70-7 C11H15NO
2-(1-Allylamino-ethyl)-phenol
—— 3-(2-hydroxyphenyl)-1-(2-pyridyl)propan-1-ol 311804-43-0 C14H15NO2
3-(2-hydroxyphenyl)-1-(2-pyridyl)propan-1-ol
—— 4-{[bis-(2-hydroxy-ethyl)-amino]-methyl}-resorcinol 94564-79-1 C11H17NO4
4-{[bis-(2-hydroxy-ethyl)-amino]-methyl}-resorcinol