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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
—— 69846-57-7 C9H9N3OS*Cu*H2O*H3N
—— 1,3-bis[(2-hydroxy-4-acetylamino-5-methoxyphenylcarbamoyl)methyl]-3H-imidazol-1-ium chloride 286403-77-8 C25H29N6O8*Cl
1,3-bis[(2-hydroxy-4-acetylamino-5-methoxyphenylcarbamoyl)methyl]-3H-imidazol-1-ium chloride
—— 116178-49-5 C23H30N2O2S
—— O-(1-Vinylhexyl)-hydrochinon 42290-13-1 C14H20O2
O-(1-Vinylhexyl)-hydrochinon
—— 3',4'-Dihydroxy-stilbazol-(3) 20934-85-4 C13H11NO2
3',4'-Dihydroxy-stilbazol-(3)
—— 5-[[(2-Hydroxy-2-phenylethyl)-methylamino]methyl]-2-methoxyphenol 88741-51-9 C17H21NO3
5-[[(2-Hydroxy-2-phenylethyl)-methylamino]methyl]-2-methoxyphenol
—— bis((4-hydroxyphenyl)amino)bis(perfluorophenyl)palladium 90022-95-0 C24H14F10N2O2Pd
bis((4-hydroxyphenyl)amino)bis(perfluorophenyl)palladium
—— Diethyl-3-methoxy-4-octyloxyanilinomethylenmalonat 24019-94-1 C23H35NO6
Diethyl-3-methoxy-4-octyloxyanilinomethylenmalonat
—— 2,6-dimethoxy-4-(5-(trifluoromethyl)benzo[d]thiazol-2-yl)phenol 1393370-98-3 C16H12F3NO3S
2,6-dimethoxy-4-(5-(trifluoromethyl)benzo[d]thiazol-2-yl)phenol
—— [2-(4-hydroxy-phenoxy)-ethyl]-dimethyl-propyl-ammonium; bromide 109444-27-1 Br*C13H22NO2
[2-(4-hydroxy-phenoxy)-ethyl]-dimethyl-propyl-ammonium; bromide
—— 2-(3-hydroxypropylamino)-6-(2,6-dihydroxy-4-methoxybenzylamino)-9-isopropyl-8-azapurine 663887-97-6 C18H25N7O4
2-(3-hydroxypropylamino)-6-(2,6-dihydroxy-4-methoxybenzylamino)-9-isopropyl-8-azapurine
—— 1390633-78-9 C10H12O5
—— methyl 2-[[3-(2-hydroxyphenyl)methyleneamino]propylamino]cyclopent-1-ene-1-dithiocarboxylate 205927-99-7 C17H22N2OS2
methyl 2-[[3-(2-hydroxyphenyl)methyleneamino]propylamino]cyclopent-1-ene-1-dithiocarboxylate
—— N,N'-bis(5-methylsalicylaldimine)tris(2-aminoethyl)amine 1277164-43-8 C22H30N4O2
N,N'-bis(5-methylsalicylaldimine)tris(2-aminoethyl)amine
—— 2-[1-(3-Methyl-6-oxocyclohexa-2,4-dien-1-ylidene)ethyl]hydrazine-1-carbodithioic acid 676608-10-9 C10H12N2OS2
2-[1-(3-Methyl-6-oxocyclohexa-2,4-dien-1-ylidene)ethyl]hydrazine-1-carbodithioic acid
—— (Z)-5-hydroxy-N-(4-hydroxyphenyl)pentan-1-imine oxide 1453299-96-1 C11H15NO3
(Z)-5-hydroxy-N-(4-hydroxyphenyl)pentan-1-imine oxide
—— 6-[2-(5-Ethyl-1,3,4-thiadiazol-2-yl)hydrazinylidene]-4-methoxycyclohexa-2,4-dien-1-one 96031-14-0 C11H12N4O2S
6-[2-(5-Ethyl-1,3,4-thiadiazol-2-yl)hydrazinylidene]-4-methoxycyclohexa-2,4-dien-1-one
—— 3,9-bis(3-hydroxyphenyl)-2,4,8,10-tetraoxaspiro[5.5]undecane 22017-26-1 C19H20O6
3,9-bis(3-hydroxyphenyl)-2,4,8,10-tetraoxaspiro[5.5]undecane
—— 2,4-Dibromo-6-[5-(4-bromoanilino)-1,3,4-oxadiazol-2-yl]phenol 94507-85-4 C14H8Br3N3O2
2,4-Dibromo-6-[5-(4-bromoanilino)-1,3,4-oxadiazol-2-yl]phenol
—— 1,3-dibromo-2-methoxy-5-(2-(trifluoromethoxy)ethyl)benzene 1171146-14-7 C10H9Br2F3O2
1,3-dibromo-2-methoxy-5-(2-(trifluoromethoxy)ethyl)benzene
—— 2-allyl-4-(cyclopropylazo)-5-methoxyphenol 1202238-01-4 C13H16N2O2
2-allyl-4-(cyclopropylazo)-5-methoxyphenol
—— 2-Methyl-4-[2-(pyrimidin-2-yl)hydrazinylidene]cyclohexa-2,5-dien-1-one 67624-31-1 C11H10N4O
2-Methyl-4-[2-(pyrimidin-2-yl)hydrazinylidene]cyclohexa-2,5-dien-1-one
—— 6-chloro-2-hydroxy-3-nitrobenzamide 454471-77-3 C7H5ClN2O4
6-chloro-2-hydroxy-3-nitrobenzamide
—— 4-hydroxy-3-methoxy-benzaldehyde (4-oxo-5-phenyl-3-m-tolyl-thiazolidin-2-ylidene)-hydrazone 7701-44-2 C24H21N3O3S
4-hydroxy-3-methoxy-benzaldehyde (4-oxo-5-phenyl-3-m-tolyl-thiazolidin-2-ylidene)-hydrazone
—— 4-(Cyclohexylmethyl)-6-undecylbenzene-1,2,3-triol 877878-05-2 C24H40O3
4-(Cyclohexylmethyl)-6-undecylbenzene-1,2,3-triol
—— (2,3-Dichloro-4-hydroxy-phenyl)-thiophen-2-yl-methanone oxime 72498-59-0 C11H7Cl2NO2S
(2,3-Dichloro-4-hydroxy-phenyl)-thiophen-2-yl-methanone oxime
—— 4-(4-Chloro-phenyl)-2-{[1-(3,5-dibromo-2-hydroxy-phenyl)-meth-(E)-ylidene]-amino}-3-methyl-thiazol-3-ium; iodide 77203-83-9 C17H12Br2ClN2OS*I
4-(4-Chloro-phenyl)-2-{[1-(3,5-dibromo-2-hydroxy-phenyl)-meth-(E)-ylidene]-amino}-3-methyl-thiazol-3-ium; iodide
—— 2-hydroxy-benzaldehyde (3-benzyl-4-oxo-5-phenyl-thiazolidin-2-ylidene)-hydrazone 7701-47-5 C23H19N3O2S
2-hydroxy-benzaldehyde (3-benzyl-4-oxo-5-phenyl-thiazolidin-2-ylidene)-hydrazone
—— methanamine compound with 13,16,31,34,39,42,47,50-octaoxa-1,10,19,28-tetraazatricyclo[26.8.8.810,19]dopentacontane and picric acid (1:1:1) 75360-03-1 2CH5N*2C6H3N3O7*C40H80N4O8
methanamine compound with 13,16,31,34,39,42,47,50-octaoxa-1,10,19,28-tetraazatricyclo[26.8.8.810,19]dopentacontane and picric acid (1:1:1)
—— 4-methoxy-2-trimethylsilylphenol 85630-29-1 C10H16O2Si
4-methoxy-2-trimethylsilylphenol
—— 4-Bromo-2-nitro-6-(1,2-oxazol-5(2H)-ylidene)cyclohexa-2,4-dien-1-one 832713-79-8 C9H5BrN2O4
4-Bromo-2-nitro-6-(1,2-oxazol-5(2H)-ylidene)cyclohexa-2,4-dien-1-one
—— 3-(2-carbomethoxymethyl-6-hydroxy-1,2,3,4-tetrahydronaphthalen-1(2H)-one-5-yl)propanoic acid, ethyl ester 152609-49-9 C18H22O6
3-(2-carbomethoxymethyl-6-hydroxy-1,2,3,4-tetrahydronaphthalen-1(2H)-one-5-yl)propanoic acid, ethyl ester
—— 1352840-16-4 C30H33Cl3N10O3S3
—— 4-(3-chloro-4-hydroxyphenyl)-5-(4-cyclohexyloxazol-2-yl)-6-cyclopropyl-3,4-dihydropyrimidin-2(1H)-one 1224735-85-6 C22H24ClN3O3
4-(3-chloro-4-hydroxyphenyl)-5-(4-cyclohexyloxazol-2-yl)-6-cyclopropyl-3,4-dihydropyrimidin-2(1H)-one
—— [5-(2-Hydroxyphenyl)-1,3,4-oxadiazol-2-yl]urea 1421633-63-7 C9H8N4O3
[5-(2-Hydroxyphenyl)-1,3,4-oxadiazol-2-yl]urea
—— 2-ethyl-4-dodecyl-6-methyl-phenol 859937-56-7 C21H36O
2-ethyl-4-dodecyl-6-methyl-phenol
—— [(2R)-octan-2-yl] (2S)-2-(4-hydroxyphenyl)propanoate 132786-63-1 C17H26O3
[(2R)-octan-2-yl] (2S)-2-(4-hydroxyphenyl)propanoate
—— morpholine-4-carboxamide;2,4,6-trinitrophenol 87448-69-9 C5H10N2O2*C6H3N3O7
morpholine-4-carboxamide;2,4,6-trinitrophenol
—— 4-{[1-(4-Dimethylamino-phenyl)-meth-(E)-ylidene]-amino}-2-methoxy-phenol 2416-36-6 C16H18N2O2
4-{[1-(4-Dimethylamino-phenyl)-meth-(E)-ylidene]-amino}-2-methoxy-phenol
—— 5-(2,3,4-trihydroxy-phenyl)-3,6-dihydro-[1,3,4]thiadiazin-2-one hydrazone 60912-85-8 C9H10N4O3S
5-(2,3,4-trihydroxy-phenyl)-3,6-dihydro-[1,3,4]thiadiazin-2-one hydrazone
—— delesserine 82198-79-6 C14H16O7
delesserine
—— (2-hydroxy-4-methyl-trans-styryl)-methyl-maleic acid-anhydride 729-68-0 C14H12O4
(2-hydroxy-4-methyl-trans-styryl)-methyl-maleic acid-anhydride
—— Tridodecylphenol 52066-78-1 C42H78O
Tridodecylphenol
—— (S)-N-n-butylnoradrenaline 1044185-93-4 C12H19NO3
(S)-N-n-butylnoradrenaline
—— 3-Amino-2-chloro-4-nitrophenol 2091811-71-9 C6H5ClN2O3
3-Amino-2-chloro-4-nitrophenol
—— <i>N</i>-ethoxycarbonyloxy-salicylamidine 81465-85-2 C10H12N2O4
<i>N</i>-ethoxycarbonyloxy-salicylamidine
—— 2-[(1S)-1-Aminoethyl]-6-fluoro-4-nitrophenol 1213936-99-2 C8H9FN2O3
2-[(1S)-1-Aminoethyl]-6-fluoro-4-nitrophenol
—— 5-Cl-salATP 109872-59-5 C13H10ClNOS
5-Cl-salATP
—— 2-methoxy-5-<<(4-chlorophenyl)imino>methyl>phenol 115095-36-8 C14H12ClNO2
2-methoxy-5-<<(4-chlorophenyl)imino>methyl>phenol
—— N,N'-bis<6-(2',6'-dihydroxybenzylamino)n-hexyl>cystamine tetrahydrobromide 77799-95-2 4BrH*C30H50N4O4S2
N,N'-bis<6-(2',6'-dihydroxybenzylamino)n-hexyl>cystamine tetrahydrobromide