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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
—— 6,6'-(1E,1'E)-(propane-1,3-diylbis(azan-1-yl-1-ylidene))bis(methan-1-yl-1-ylidene)bis(2,4-diiodophenol) 1088976-74-2 C17H14I4N2O2
6,6'-(1E,1'E)-(propane-1,3-diylbis(azan-1-yl-1-ylidene))bis(methan-1-yl-1-ylidene)bis(2,4-diiodophenol)
—— 30840-48-3 C23H30N2O6
—— 4-(4,5-Dihydro-oxazol-2-yl)-2-ethyl-phenol; hydrochloride 105639-21-2 C11H13NO2*ClH
4-(4,5-Dihydro-oxazol-2-yl)-2-ethyl-phenol; hydrochloride
—— (+/-)-trans-tetrahydro-4-(3-hydroxyphenyl)-3-<(dimethylamino)methyl>-2H-pyran-4-ol hydrochloride 132630-74-1 C14H21NO3*ClH
(+/-)-trans-tetrahydro-4-(3-hydroxyphenyl)-3-<(dimethylamino)methyl>-2H-pyran-4-ol hydrochloride
—— tris(acetamido)phloroglucinol 146764-44-5 C12H15N3O6
tris(acetamido)phloroglucinol
—— 1397495-77-0 C14H16O5
—— N-Formyl-<sup>14</sup>C-3-hydroxy-4,5-dimethoxy-phenaethylamin-α,β-<sup>3</sup>H 35145-00-7 C11H15NO4
N-Formyl-<sup>14</sup>C-3-hydroxy-4,5-dimethoxy-phenaethylamin-α,β-<sup>3</sup>H
—— 4-(2-Hydroxy-5-nitro-phenyl)-2-oxo-6-phenyl-cyclohex-3-enecarboxylic acid ethyl ester 40188-96-3 C21H19NO6
4-(2-Hydroxy-5-nitro-phenyl)-2-oxo-6-phenyl-cyclohex-3-enecarboxylic acid ethyl ester
—— 1398573-43-7 C48H86BrNO4
—— 4-<2-<<3-(2-cyanophenoxy)-2-hydroxypropyl>amino>ethoxy>phenol 67333-00-0 C18H20N2O4
4-<2-<<3-(2-cyanophenoxy)-2-hydroxypropyl>amino>ethoxy>phenol
—— 6,6',6''-((((((2,4,6-trimethoxybenzene-1,3,5-triyl)tris(methylene))tris(methylazanediyl))tris(ethane-2,1-diyl))tris(azaneylylidene))tris(methaneylylidene))tris(2,4-di-tert-butylphenol) 1445947-53-4 C66H102N6O6
6,6',6''-((((((2,4,6-trimethoxybenzene-1,3,5-triyl)tris(methylene))tris(methylazanediyl))tris(ethane-2,1-diyl))tris(azaneylylidene))tris(methaneylylidene))tris(2,4-di-tert-butylphenol)
—— N'-(2,4-Dihydroxybenzylidene)hexadecanohydrazide 881664-02-4 C23H38N2O3
N'-(2,4-Dihydroxybenzylidene)hexadecanohydrazide
—— 4-(4-hydroxy-3-methoxy-benzylamino)-piperidine-1-carboxylic acid tert-butyl ester 1598417-55-0 C18H28N2O4
4-(4-hydroxy-3-methoxy-benzylamino)-piperidine-1-carboxylic acid tert-butyl ester
—— 3-Methyl-6-(1,1,3,3-tetrafluor-1,3-dichlor-2-hydroxy-2-propyl)-phenol 2017-39-2 C10H8Cl2F4O2
3-Methyl-6-(1,1,3,3-tetrafluor-1,3-dichlor-2-hydroxy-2-propyl)-phenol
—— 1-(4-chloro-6-methylpyrimidin-2-yl)-4-(3-hydroxy-4-methoxybenzylidene)-2-phenyl-1H-imidazol-5(4H)-one 1575728-65-2 C22H17ClN4O3
1-(4-chloro-6-methylpyrimidin-2-yl)-4-(3-hydroxy-4-methoxybenzylidene)-2-phenyl-1H-imidazol-5(4H)-one
—— 5-Bromo-4-chloro-2-ethyl-phenol 52016-79-2 C8H8BrClO
5-Bromo-4-chloro-2-ethyl-phenol
—— o-hydroxy acetophenone tetramethylenediimine 87046-62-6 C20H24N2O2
o-hydroxy acetophenone tetramethylenediimine
—— 15,35,55,75,95,115,135,155-octa-tert-butyl-1,3,5,7,9,11,13,15(1,3)-octabenzenacyclohexadecaphan-12,32,52,72,92,112,132,152-octaol compound with cyclohexanamine (1:1) 138847-21-9 C6H13N*C88H112O8
15,35,55,75,95,115,135,155-octa-tert-butyl-1,3,5,7,9,11,13,15(1,3)-octabenzenacyclohexadecaphan-12,32,52,72,92,112,132,152-octaol compound with cyclohexanamine (1:1)
—— 2,3'-oxazolidine-2,5'-diyl-bis-phenol 57083-76-8 C15H15NO3
2,3'-oxazolidine-2,5'-diyl-bis-phenol
—— 4-Carbamimidoylmercapto-2-methyl-phenol 46117-86-6 C8H10N2OS
4-Carbamimidoylmercapto-2-methyl-phenol
—— 2-{[(Z)-2-Dodecylsulfanyl-ethylimino]-methyl}-6-methoxy-phenol 95808-09-6 C22H37NO2S
2-{[(Z)-2-Dodecylsulfanyl-ethylimino]-methyl}-6-methoxy-phenol
—— 5-methyl-2-((E)-((E)-3-phenylallylidene)amino)phenol 1187781-21-0 C16H15NO
5-methyl-2-((E)-((E)-3-phenylallylidene)amino)phenol
—— Phenol, 2-(1-aminocyclopropyl)-6-bromo-3,5-difluoro- 1314749-36-4 C9H8BrF2NO
Phenol, 2-(1-aminocyclopropyl)-6-bromo-3,5-difluoro-
—— 4-Hydroxy-2,5-dimethyl-N-phenyl-thiobenzamide 120951-54-4 C15H15NOS
4-Hydroxy-2,5-dimethyl-N-phenyl-thiobenzamide
—— 3-Hydroxyethyl-4-nitrophenol 448193-01-9 C8H9NO4
3-Hydroxyethyl-4-nitrophenol
—— 3,5-di(4'-hydroxyphenyl)-2-ethylcyclopent-2-en-1-one 444315-49-5 C19H18O3
3,5-di(4'-hydroxyphenyl)-2-ethylcyclopent-2-en-1-one
—— 4,6-bis-(1-hydroxyimino-ethyl)-resorcinol 125482-22-6 C10H12N2O4
4,6-bis-(1-hydroxyimino-ethyl)-resorcinol
—— (5Z)-5-[(4,5-difluoro-2-hydroxyphenyl)methylidene]-2-(pyrrolidin-1-yl)-4,5-dihydro-1,3-thiazol-4-one 1181082-61-0 C14H12F2N2O2S
(5Z)-5-[(4,5-difluoro-2-hydroxyphenyl)methylidene]-2-(pyrrolidin-1-yl)-4,5-dihydro-1,3-thiazol-4-one
—— O,O-Diaethyl-1-(5-brom-2-hydroxyphenyl)-3-hydroxy-2-butenylphosphonat 40468-41-5 C14H20BrO5P
O,O-Diaethyl-1-(5-brom-2-hydroxyphenyl)-3-hydroxy-2-butenylphosphonat
—— 5-(5-chloro-2,4-dihydroxyphenyl)-N-(8-(hydroxyamino)-8-oxooctyl)-4-(4-methoxyphenyl)isoxazole-3-carboxamide 1012056-29-9 C25H28ClN3O7
5-(5-chloro-2,4-dihydroxyphenyl)-N-(8-(hydroxyamino)-8-oxooctyl)-4-(4-methoxyphenyl)isoxazole-3-carboxamide
—— 4-bromo-2-(((3-((2-hydroxybenzylidene)amino)propyl)imino)methyl)phenol 1092652-64-6 C17H17BrN2O2
4-bromo-2-(((3-((2-hydroxybenzylidene)amino)propyl)imino)methyl)phenol
—— 5,5'-bis-(3,6-dibromo-2-hydroxy-benzylidene)-3,3'-p-phenylenedimethyl-bis-thiazolidine-2,4-dione 63943-78-2 C28H16Br4N2O6S2
5,5'-bis-(3,6-dibromo-2-hydroxy-benzylidene)-3,3'-p-phenylenedimethyl-bis-thiazolidine-2,4-dione
—— 2,6-diformyl-p-cresol bis(2-furanthiocarboxyhydrazone) 459132-71-9 C19H16N4O3S2
2,6-diformyl-p-cresol bis(2-furanthiocarboxyhydrazone)
—— 4-(5-(2-(diethylamino)-6-methylpyridin-4-yl)-1,3,4-oxadiazol-2-yl)-2-ethyl-6-methylphenol 1062671-19-5 C21H26N4O2
4-(5-(2-(diethylamino)-6-methylpyridin-4-yl)-1,3,4-oxadiazol-2-yl)-2-ethyl-6-methylphenol
—— (S)-N-(3-{3-[2-(4-hydroxy-phenyl)-ethylamino]-1,4,5,6-tetrahydro-1,2-diaza-benzo[e]azulen-8-yl}-2-oxo-oxazolidin-5-ylmethyl)-acetamide 741723-19-3 C26H29N5O4
(S)-N-(3-{3-[2-(4-hydroxy-phenyl)-ethylamino]-1,4,5,6-tetrahydro-1,2-diaza-benzo[e]azulen-8-yl}-2-oxo-oxazolidin-5-ylmethyl)-acetamide
—— Dimethyl-1,2 hydroxy-1 pyrazolidin pikrat 73332-67-9 C5H12N2O*C6H3N3O7
Dimethyl-1,2 hydroxy-1 pyrazolidin pikrat
—— 4-Hydroxy-5-methoxy-2-(5-methyl-1,2-oxazole-3-carbonyl)-3-nitrobenzonitrile 1202894-79-8 C13H9N3O6
4-Hydroxy-5-methoxy-2-(5-methyl-1,2-oxazole-3-carbonyl)-3-nitrobenzonitrile
—— 2-[cycloheptyl(pentafluorophenylimino)methyl]-4,6-dimethylphenol 1020207-98-0 C22H22F5NO
2-[cycloheptyl(pentafluorophenylimino)methyl]-4,6-dimethylphenol
—— Phenol, 4-(1,2,5,6-tetrahydro-1,2,5-trimethyl-4-pyridinyl)-, trans- 108332-82-7 C14H19NO
Phenol, 4-(1,2,5,6-tetrahydro-1,2,5-trimethyl-4-pyridinyl)-, trans-
—— 1398573-42-6 C36H62BrNO4
—— 2-Ethynyl-3-fluorophenol 1121583-53-6 C8H5FO
2-Ethynyl-3-fluorophenol
—— 1054565-77-3 C14H14BrFN4O
—— 1-(3-Methoxy-4-hydroxy-phenyl)-hexa-2,4-diin-1-ol 100397-05-5 C13H12O3
1-(3-Methoxy-4-hydroxy-phenyl)-hexa-2,4-diin-1-ol
—— 2-(N-cyanoimino)-5-(4-hydroxy-3-methoxybenzylidene) thiazolidin-4-one 176529-74-1 C12H9N3O3S
2-(N-cyanoimino)-5-(4-hydroxy-3-methoxybenzylidene) thiazolidin-4-one
—— 30840-45-0 C17H18N2O6
—— 2-hydroxy-3-nitro-5-methyl-acetophenone anil 112932-55-5 C15H14N2O3
2-hydroxy-3-nitro-5-methyl-acetophenone anil
—— N.N-dibenzyl-isopicramic acid 871900-50-4 C20H17N3O5
N.N-dibenzyl-isopicramic acid
—— cyclohexa-2,5-diene-1,4-dione;2,3,5-trimethylbenzene-1,4-diol 109968-60-7 C6H4O2*C9H12O2
cyclohexa-2,5-diene-1,4-dione;2,3,5-trimethylbenzene-1,4-diol
—— 2-Octylamino-4.6-bis-(2.4-dihydroxyphenyl)-1.3.5-triazin 1853-83-4 C23H28N4O4
2-Octylamino-4.6-bis-(2.4-dihydroxyphenyl)-1.3.5-triazin
—— 4,5'-Bistrifluoromethyl-2'-hydroxy-2-nitrodiphenylamine 146828-22-0 C14H8F6N2O3
4,5'-Bistrifluoromethyl-2'-hydroxy-2-nitrodiphenylamine