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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-(2-Methyl-oxiranyl)-propyl]-phenol 123973-95-5 C12H16O2
2-[3-(2-Methyl-oxiranyl)-propyl]-phenol
—— 4-(4-hydroxy-3,5-dimethoxybenzylideneamino)-3-mercapto-6-methyl-5-oxo-1,2,4-triazine 461715-54-8 C13H14N4O4S
4-(4-hydroxy-3,5-dimethoxybenzylideneamino)-3-mercapto-6-methyl-5-oxo-1,2,4-triazine
—— 1-(1-(2,4,6-trihydroxyphenyl)ethylidene)thiosemicarbazide 957761-45-4 C9H11N3O3S
1-(1-(2,4,6-trihydroxyphenyl)ethylidene)thiosemicarbazide
—— 2-(tert-butyldimethylsilyl)-4-(1,3-dioxolan-2-yl)-6-iodophenol 1426673-18-8 C15H23IO3Si
2-(tert-butyldimethylsilyl)-4-(1,3-dioxolan-2-yl)-6-iodophenol
—— myristic acid salicylidenehydrazide 136557-74-9 C21H34N2O2
myristic acid salicylidenehydrazide
—— 4-(Thiazolyl-2-azo)-6-butylresorcin 14383-27-8 C13H15N3O2S
4-(Thiazolyl-2-azo)-6-butylresorcin
—— 4-Chlor-5-nitro-salicylsaeure-butylamid 16393-07-0 C11H13ClN2O4
4-Chlor-5-nitro-salicylsaeure-butylamid
—— 1,5-Bis-(2-hydroxy-5-methyl-phenyl)-pentan-1,5-dion-dioxim 4649-04-1 C19H22N2O4
1,5-Bis-(2-hydroxy-5-methyl-phenyl)-pentan-1,5-dion-dioxim
—— benzyl N,N'-bis(2-hydroxybenzylidene)carbamohydrazonothioate 98624-14-7 C22H19N3O2S
benzyl N,N'-bis(2-hydroxybenzylidene)carbamohydrazonothioate
—— N-(4-Hydroxy-3-methoxy-phenaethyl)-3-(4-benzyloxy-3-brom-phenyl)-propionsaeureamid 17750-59-3 C25H26BrNO4
N-(4-Hydroxy-3-methoxy-phenaethyl)-3-(4-benzyloxy-3-brom-phenyl)-propionsaeureamid
—— methyl N'-[(3,5-dibromo-2-hydroxyphenyl)methylideneamino]carbamimidothioate 81319-77-9 C9H9Br2N3OS
methyl N'-[(3,5-dibromo-2-hydroxyphenyl)methylideneamino]carbamimidothioate
—— 4-bromo-2-(1-hydroxyallyl)phenol 1429628-96-5 C9H9BrO2
4-bromo-2-(1-hydroxyallyl)phenol
—— (4-hydroxy-3-methoxy-phenyl)-acetic acid [(3Z)-2-oxo-1,2-dihydro-indol-3-ylidene]-hydrazide 828251-30-5 C17H15N3O4
(4-hydroxy-3-methoxy-phenyl)-acetic acid [(3Z)-2-oxo-1,2-dihydro-indol-3-ylidene]-hydrazide
—— methyl 4-(4'-hydroxy-5'-methoxy-1'-oxo-3'-(5''-oxoheptanoyl)-1',2'-dihydronaphth-2'-yl)-2-butenoate 95455-97-3 C23H26O7
methyl 4-(4'-hydroxy-5'-methoxy-1'-oxo-3'-(5''-oxoheptanoyl)-1',2'-dihydronaphth-2'-yl)-2-butenoate
—— 4-(((4-(4-bromophenyl)thiazol-2-yl)imino)methyl)-2-methoxyphenol 89405-37-8 C17H13BrN2O2S
4-(((4-(4-bromophenyl)thiazol-2-yl)imino)methyl)-2-methoxyphenol
—— 2-(o-hydroxyphenyl)-1,1,3,3-tetraacetylpropane 93728-38-2 C17H20O5
2-(o-hydroxyphenyl)-1,1,3,3-tetraacetylpropane
—— 1-(4-Hydroxy-2-methyl-phenyl)-heptadien-2,4 5075-75-2 C14H18O
1-(4-Hydroxy-2-methyl-phenyl)-heptadien-2,4
—— (+/-)-4-<1-Methyl-hexyl>-2,6-dinitro-phenol 4097-44-3 C13H18N2O5
(+/-)-4-<1-Methyl-hexyl>-2,6-dinitro-phenol
—— 5-Allylvanillylalkohol 37941-97-2 C11H14O3
5-Allylvanillylalkohol
—— 1-O-t-butyldimethylsilyl-3-(2'-hydroxy-4',6'-dimethoxyphenyl)-3,3-dimethylpropanol 403857-07-8 C19H34O4Si
1-O-t-butyldimethylsilyl-3-(2'-hydroxy-4',6'-dimethoxyphenyl)-3,3-dimethylpropanol
—— trans-bis(resorcylaldoximato)copper(II) 29724-75-2 C14H12CuN2O6
trans-bis(resorcylaldoximato)copper(II)
—— 5-chloro-2-hydroxybenzaldehyde O-(2-chlorobenzyl) oxime 1377291-37-6 C14H11Cl2NO2
5-chloro-2-hydroxybenzaldehyde O-(2-chlorobenzyl) oxime
—— 4-(4-cyclohexyl-butyl)-resorcinol 860504-13-8 C16H24O2
4-(4-cyclohexyl-butyl)-resorcinol
—— 4-chloro-2-{(E)-[(2-methylphenyl)imino]methyl}phenol 340990-77-4 C14H12ClNO
4-chloro-2-{(E)-[(2-methylphenyl)imino]methyl}phenol
—— β-Resorcaldehyd-octadecylthiosemicarbazon 6299-34-9 C26H45N3O2S
β-Resorcaldehyd-octadecylthiosemicarbazon
—— N-(5-bromosalicylidene)-2-aminopyridine 17543-99-6 C12H9BrN2O
N-(5-bromosalicylidene)-2-aminopyridine
—— trans-3-<2,4-Dihydroxy-5-methoxy-benzoyl>-2-methyl-acrylsaeure 13720-62-2 C12H12O6
trans-3-<2,4-Dihydroxy-5-methoxy-benzoyl>-2-methyl-acrylsaeure
—— (S)-2-(1-aminoethyl)-4-nitrophenol 1213654-02-4 C8H10N2O3
(S)-2-(1-aminoethyl)-4-nitrophenol
—— 5-[3,5-Bis-(3,5-bis-benzyloxy-benzyloxy)-benzyloxy]-3-tert-butyl-2-hydroxy-benzaldehyde 360785-00-8 C60H56O9
5-[3,5-Bis-(3,5-bis-benzyloxy-benzyloxy)-benzyloxy]-3-tert-butyl-2-hydroxy-benzaldehyde
—— 3,6-dibromo-4-methyl-2-methylsulfanyl-phenol 861576-47-8 C8H8Br2OS
3,6-dibromo-4-methyl-2-methylsulfanyl-phenol
—— 4-{[(3-Amino-propyl)-ethyl-amino]-methyl}-2-methoxy-phenol 874813-59-9 C13H22N2O2
4-{[(3-Amino-propyl)-ethyl-amino]-methyl}-2-methoxy-phenol
—— 2-nitro-4-nitroso-resorcinol 860714-15-4 C6H4N2O5
2-nitro-4-nitroso-resorcinol
—— 2,2,2-trichloro-1-salicylidenamino-ethanol 99984-17-5 C9H8Cl3NO2
2,2,2-trichloro-1-salicylidenamino-ethanol
—— 4-(6-fluoro-3,4-dihydroxyphenyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine hydrobromide 138086-03-0 BrH*C13H12FNO2S
4-(6-fluoro-3,4-dihydroxyphenyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine hydrobromide
—— Octadecyl 4-hydroxy-3-methoxybenzenecarboximidate;hydrochloride 7355-76-2 C26H46ClNO3
Octadecyl 4-hydroxy-3-methoxybenzenecarboximidate;hydrochloride
—— 1361118-15-1 C17H16O2
—— 1,3-bis(2-hydroxy-benzylidene)thiourea 180520-09-6 C15H12N2O2S
1,3-bis(2-hydroxy-benzylidene)thiourea
—— 1044264-45-0 C41H48O3Si2
—— N-(3,4-dihydroxybenzyl)-4-hydroxy-3-methoxyphenylacetamide 380227-70-3 C16H17NO5
N-(3,4-dihydroxybenzyl)-4-hydroxy-3-methoxyphenylacetamide
—— N-Propionyl-N'-(5-chlor-2-hydroxy-benzyliden)-hydrazin 19161-57-0 C10H11ClN2O2
N-Propionyl-N'-(5-chlor-2-hydroxy-benzyliden)-hydrazin
—— 5-methoxy-2-{[2-(4-phenyl-1,3-thiazol-2-yl)hydrazinylidene]methyl}phenol 1356998-85-0 C17H15N3O2S
5-methoxy-2-{[2-(4-phenyl-1,3-thiazol-2-yl)hydrazinylidene]methyl}phenol
—— 4-hydroxy-4-phenyl-5-[2]pyridyl-pentan-2-one; picrate 102598-91-4 C6H3N3O7*C16H17NO2
4-hydroxy-4-phenyl-5-[2]pyridyl-pentan-2-one; picrate
—— (E)-2-([3,4-dimethylphenylimino]methyl)-3-methoxyphenol 1608474-76-5 C16H17NO2
(E)-2-([3,4-dimethylphenylimino]methyl)-3-methoxyphenol
—— 4-(2-Pyridylazo)resorcin 69286-07-3 C11H9N3O2
4-(2-Pyridylazo)resorcin
—— 4,4'-pyrimidin-4-ylmethanediyl-bis-phenol 14333-87-0 C17H14N2O2
4,4'-pyrimidin-4-ylmethanediyl-bis-phenol
—— (E)-1-(5-Bromo-2-hydroxy-4-methoxy-phenyl)-3-pyridin-2-yl-propenone 5250-19-1 C15H12BrNO3
(E)-1-(5-Bromo-2-hydroxy-4-methoxy-phenyl)-3-pyridin-2-yl-propenone
—— 1404232-85-4 C15H13N3O3S2
—— N-(5-chloro-2-hydroxy-benzylidenamino)-N'-nitro-guanidine 67082-04-6 C8H8ClN5O3
N-(5-chloro-2-hydroxy-benzylidenamino)-N'-nitro-guanidine
—— 2-chloro-5-hydroxy-4-[(Z)-C-(3-hydroxypyridin-2-yl)-N-[(2-methylpropan-2-yl)oxy]carbonimidoyl]benzonitrile 162268-79-3 C17H16ClN3O3
2-chloro-5-hydroxy-4-[(Z)-C-(3-hydroxypyridin-2-yl)-N-[(2-methylpropan-2-yl)oxy]carbonimidoyl]benzonitrile
—— Trifluoro-methanesulfonate1-[3-(4-hydroxy-phenyl)-1-methyl-propyl]-1-methyl-azetidinium; 112403-61-9 CF3O3S*C14H22NO
Trifluoro-methanesulfonate1-[3-(4-hydroxy-phenyl)-1-methyl-propyl]-1-methyl-azetidinium;