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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-(3,5-bis((E)-4-hydroxy-3-methoxystyryl)-1H-pyrazol-1-yl) acetic acid 1335312-31-6 C23H22N2O6
2-(3,5-bis((E)-4-hydroxy-3-methoxystyryl)-1H-pyrazol-1-yl) acetic acid
—— 2-bromo-6-[(2-ethylaminoethylimino)methyl]phenol 1451054-33-3 C11H15BrN2O
2-bromo-6-[(2-ethylaminoethylimino)methyl]phenol
—— tris(hydrogen 4-hydroxy-3-nitrophenylarsonato)iron(III) 83981-83-3 C18H15As3FeN3O18
tris(hydrogen 4-hydroxy-3-nitrophenylarsonato)iron(III)
—— [Zn(OH)(water)(1,7-bis[4-hydroxy-3-methoxyphenyl]-1,6-heptadiene-3,5-dionate)] 1261629-16-6 C21H22O8Zn
[Zn(OH)(water)(1,7-bis[4-hydroxy-3-methoxyphenyl]-1,6-heptadiene-3,5-dionate)]
—— 4-bromo-2-(1-iminoethyl)phenol 92832-02-5 C8H8BrNO
4-bromo-2-(1-iminoethyl)phenol
—— 2-Methoxy-5-{[(E)-5-pyridin-4-yl-[1,3,4]oxadiazol-2-ylimino]-methyl}-phenol 117616-44-1 C15H12N4O3
2-Methoxy-5-{[(E)-5-pyridin-4-yl-[1,3,4]oxadiazol-2-ylimino]-methyl}-phenol
—— 4-bromo-2-((3,4,5-tribromo-1H-pyrazol-1-yl)methyl)phenol 1262050-71-4 C10H6Br4N2O
4-bromo-2-((3,4,5-tribromo-1H-pyrazol-1-yl)methyl)phenol
—— 2-[C-ethyl-N-(3-imidazol-1-ylpropyl)carbonimidoyl]phenol 1334482-46-0 C15H19N3O
2-[C-ethyl-N-(3-imidazol-1-ylpropyl)carbonimidoyl]phenol
—— 1269665-23-7 C13H11FN2O
—— 2-{[(E)-5-Pyridin-4-yl-[1,3,4]oxadiazol-2-ylimino]-methyl}-phenol 117616-35-0 C14H10N4O2
2-{[(E)-5-Pyridin-4-yl-[1,3,4]oxadiazol-2-ylimino]-methyl}-phenol
—— 5-methoxy-2-(3-methyl-1-hydroxybutyl)phenol 193687-91-1 C12H18O3
5-methoxy-2-(3-methyl-1-hydroxybutyl)phenol
—— 6-[2-(1H-Imidazol-2-yl)hydrazinylidene]-4-methylcyclohexa-2,4-dien-1-one 51652-29-0 C10H10N4O
6-[2-(1H-Imidazol-2-yl)hydrazinylidene]-4-methylcyclohexa-2,4-dien-1-one
—— diisopropyl [2,2-dimethyl-1-(1,2,4-triazol-4-ylamino)-3-(ethylamino)propyl]phosphonate picrate 1392514-18-9 C6H3N3O7*C15H32N5O3P
diisopropyl [2,2-dimethyl-1-(1,2,4-triazol-4-ylamino)-3-(ethylamino)propyl]phosphonate picrate
—— picric acid*4-ethylpyridine 73000-52-9 C6H3N3O7*C7H9N
picric acid*4-ethylpyridine
—— 253183-71-0 C40H36N6O2Ru
—— N-(3-Hydroxy-4-methoxy-phenaethyl)-4-hydroxy-phenyl-acetamid 21411-17-6 C17H19NO4
N-(3-Hydroxy-4-methoxy-phenaethyl)-4-hydroxy-phenyl-acetamid
—— 2-(2-acetoxy-3-chloro)propyl-6-methoxyphenol 91520-03-5 C12H15ClO4
2-(2-acetoxy-3-chloro)propyl-6-methoxyphenol
—— 2,3,5,6,7,7aα-Hexahydro-3β,5β-dimethyl-1H-pyrrolizin-pikrat 138615-22-2 C6H3N3O7*C9H17N
2,3,5,6,7,7aα-Hexahydro-3β,5β-dimethyl-1H-pyrrolizin-pikrat
—— 4-dimethylamino-benzaldehyde ; picrate 35437-25-3 C6H3N3O7*C9H11NO
4-dimethylamino-benzaldehyde ; picrate
—— 1-Methyl-2-hydroxy-3,5-benzodintril 31919-07-0 C9H6N2O
1-Methyl-2-hydroxy-3,5-benzodintril
—— 1-<β-(N-methylanilino)ethyl>-5-ethoxybenzotriazole dipicrate 94120-45-3 2C6H3N3O7*C17H20N4O
1-<β-(N-methylanilino)ethyl>-5-ethoxybenzotriazole dipicrate
—— N-(3',4'-dihydroxybenzylidene)aminocaproic acid 93673-24-6 C13H17NO4
N-(3',4'-dihydroxybenzylidene)aminocaproic acid
—— N-butyl-2,3,3-trichloro-4-(2-hydroxyphenyl)-1-cyclobutenecarboxamide 96964-83-9 C15H16Cl3NO2
N-butyl-2,3,3-trichloro-4-(2-hydroxyphenyl)-1-cyclobutenecarboxamide
—— (-)-heliotridane picrate 134457-92-4 C6H3N3O7*C8H15N
(-)-heliotridane picrate
—— (6-bromobenzo[d]thiazol-2-amine) (2,4,6-trinitrophenol) 96464-28-7 C6H3N3O7*C7H5BrN2S
(6-bromobenzo[d]thiazol-2-amine) (2,4,6-trinitrophenol)
—— (E)-1,1,2,2-tetracyano-6-(dimethylamino)-6-(dimethyliminio)hex-4-en-1-ide compound with picric acid (1:1) 129137-98-0 C6H3N3O7*C14H16N6
(E)-1,1,2,2-tetracyano-6-(dimethylamino)-6-(dimethyliminio)hex-4-en-1-ide compound with picric acid (1:1)
—— 2,5-bis-hydroxymethyl-[1,4]benzoquinone; compound of 2.5-bis-hydroxymethyl-benzoquinone-(1.4) with 2.5-bis-hydroxymethyl-hydroquinone 119220-94-9 C8H8O4*C8H10O4
2,5-bis-hydroxymethyl-[1,4]benzoquinone; compound of 2.5-bis-hydroxymethyl-benzoquinone-(1.4) with 2.5-bis-hydroxymethyl-hydroquinone
—— 6-chloro-2-hydroxy-1-[S-(-)-(2-methoxymethyl)pyrrolidin-1-yl]sulfonyl-3-nitrobenzene 276703-52-7 C12H15ClN2O6S
6-chloro-2-hydroxy-1-[S-(-)-(2-methoxymethyl)pyrrolidin-1-yl]sulfonyl-3-nitrobenzene
—— 1447448-28-3 C16H14O
—— 864629-14-1 C16H16N4O2S
—— 2,4-Dibromo-6-{[(E)-4-p-tolyl-thiazol-2-ylimino]-methyl}-phenol 77203-57-7 C17H12Br2N2OS
2,4-Dibromo-6-{[(E)-4-p-tolyl-thiazol-2-ylimino]-methyl}-phenol
—— picric acid ; picrate of <i>N,N</i>-dimethyl-urea 87448-62-2 C3H8N2O*C6H3N3O7
picric acid ; picrate of <i>N,N</i>-dimethyl-urea
—— picric acid ; thiourea picrate 77812-81-8 CH4N2S*C6H3N3O7
picric acid ; thiourea picrate
—— 2-(2-(ethylamino)ethyliminomethyl)-4-bromophenol 1266680-10-7 C11H15BrN2O
2-(2-(ethylamino)ethyliminomethyl)-4-bromophenol
—— o-LiOC6H4OH 102902-50-1 C6H5O2*Li
o-LiOC6H4OH
—— <i>m</i>-anisidine; picrate 10530-52-6 C6H3N3O7*C7H9NO
<i>m</i>-anisidine; picrate
—— 2,6-Dimethyl-4-methylselanyl-phenol 65326-00-3 C9H12OSe
2,6-Dimethyl-4-methylselanyl-phenol
—— 2-Hydroxythiobenz-4'-methylpiperidid 57954-37-7 C13H17NOS
2-Hydroxythiobenz-4'-methylpiperidid
—— picric acid ; anisole picrate 37439-04-6 C6H3N3O7*C7H8O
picric acid ; anisole picrate
—— 2,3-Dichloro-6-hydroxy-5-methoxybenzaldehyde 637728-11-1 C8H6Cl2O3
2,3-Dichloro-6-hydroxy-5-methoxybenzaldehyde
—— 2-methoxy-5-(5-(4-(trifluoromethyl)phenyl)-1,3,4-oxadiazol-2-yl)phenol 1251485-62-7 C16H11F3N2O3
2-methoxy-5-(5-(4-(trifluoromethyl)phenyl)-1,3,4-oxadiazol-2-yl)phenol
—— N,N'-bis(5-nitrosalicylidene)-p-phenylenediamine 38226-32-3 C20H14N4O6
N,N'-bis(5-nitrosalicylidene)-p-phenylenediamine
—— 2-(N-Methylaminomethyl)pyridin-1-oxid-monopikrat 83798-17-8 C6H3N3O7*C7H10N2O
2-(N-Methylaminomethyl)pyridin-1-oxid-monopikrat
—— 1-propylimidazolium picrate 1361182-29-7 C6H3N3O7*C6H10N2
1-propylimidazolium picrate
—— 12,17-Dimethyl-5-oxa-1,9,12,17-tetraaza-bicyclo[7.5.5]nonadecane; compound with picric acid 124807-81-4 2C6H3N3O7*C16H34N4O
12,17-Dimethyl-5-oxa-1,9,12,17-tetraaza-bicyclo[7.5.5]nonadecane; compound with picric acid
—— c-2-[3-chloro-4-(2-methoxy-ethoxymethoxy)-phenyl]-ethanol 1092167-11-7 C12H17ClO4
c-2-[3-chloro-4-(2-methoxy-ethoxymethoxy)-phenyl]-ethanol
—— 5-isoxazoleethanol, α-[3,5-dibromo-4-hydroxyphenyl]-3-methyl- 113465-83-1 C12H11Br2NO3
5-isoxazoleethanol, α-[3,5-dibromo-4-hydroxyphenyl]-3-methyl-
—— 4,4'-[6-(Di-n-pentyl-amino)-s-triazine-2,4-diyl]-diresorcinol 192947-36-7 C25H32N4O4
4,4'-[6-(Di-n-pentyl-amino)-s-triazine-2,4-diyl]-diresorcinol
—— 1-(β-morpholinoethyl)-6-benzotriazole dipicrate 94120-55-5 2C6H3N3O7*C14H20N4O2
1-(β-morpholinoethyl)-6-benzotriazole dipicrate
—— 4-chloro-2-[5-(1-methylpyrrol-2-yl)-4,5-dihydro-1H-pyrazol-3-yl]phenol 1044735-06-9 C14H14ClN3O
4-chloro-2-[5-(1-methylpyrrol-2-yl)-4,5-dihydro-1H-pyrazol-3-yl]phenol