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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
—— 3-(4-hydroxy-3-nitrophenyl)-N-(2-(pyridin-2-yl)propan-2-yl)butanamide 1620051-11-7 C18H21N3O4
3-(4-hydroxy-3-nitrophenyl)-N-(2-(pyridin-2-yl)propan-2-yl)butanamide
—— 6,14-Di-tert-butyl-tricyclo[10.3.1.1<sup>4,8</sup>]heptadeca-1(16),4(17),5,7,12,14-hexaene-16,17-diol 142838-69-5 C25H34O2
6,14-Di-tert-butyl-tricyclo[10.3.1.1<sup>4,8</sup>]heptadeca-1(16),4(17),5,7,12,14-hexaene-16,17-diol
—— 2-(2-methoxy-5-hydroxyphenyl)-1-(5-nitro-2-furyl)ethylene 81684-65-3 C13H11NO5
2-(2-methoxy-5-hydroxyphenyl)-1-(5-nitro-2-furyl)ethylene
—— p-Chlorphenol, Tetrahydrofuran 70782-47-7 C4H8O*C6H5ClO
p-Chlorphenol, Tetrahydrofuran
—— N,N-Diisopropyl-3-(2-hydroxy-5-methylphenyl)-3-(2-thienyl)propanamine hydrochloride 214601-01-1 C20H29NOS*ClH
N,N-Diisopropyl-3-(2-hydroxy-5-methylphenyl)-3-(2-thienyl)propanamine hydrochloride
—— (E)-2-(5-hydroxy-3-methylpent-3-enyl)-3-methoxy-5-methylphenol 783332-51-4 C14H20O3
(E)-2-(5-hydroxy-3-methylpent-3-enyl)-3-methoxy-5-methylphenol
—— N,N-diethyl-2-(3-hydroxyphenyl)ethanethioamide 1519064-71-1 C12H17NOS
N,N-diethyl-2-(3-hydroxyphenyl)ethanethioamide
—— 3-bromo-5-[1,3]dioxolan-2-yl-phenol 909854-23-5 C9H9BrO3
3-bromo-5-[1,3]dioxolan-2-yl-phenol
—— 2,5-dihydroxyphenyl 4-N-piperidinobutyl sulfide hydrochloride 123192-53-0 C15H23NO2S*ClH
2,5-dihydroxyphenyl 4-N-piperidinobutyl sulfide hydrochloride
—— 1311273-02-5 C20H18N4O6
—— 4-{1-[(Z)-Cyclohexylimino]-ethyl}-phenol 34921-33-0 C14H19NO
4-{1-[(Z)-Cyclohexylimino]-ethyl}-phenol
—— Phenol, 2,6-diethyl-4-[(7-hydroxy-3,7-dimethyloctyl)oxy]- 1099470-30-0 C20H34O3
Phenol, 2,6-diethyl-4-[(7-hydroxy-3,7-dimethyloctyl)oxy]-
—— 3',4',5'-trihydroxy-4-benzyltetrahydro-2,2,5,5-tetramethyl-3-furanone 132996-30-6 C15H20O5
3',4',5'-trihydroxy-4-benzyltetrahydro-2,2,5,5-tetramethyl-3-furanone
—— 2-[C-methyl-N-(5-phenyl-1,3,4-thiadiazol-2-yl)carbonimidoyl]phenol 211100-53-7 C16H13N3OS
2-[C-methyl-N-(5-phenyl-1,3,4-thiadiazol-2-yl)carbonimidoyl]phenol
—— 5-(4-hydroxy-2,5-dimethoxybenzyl)-N-(1,3,4-trimethyl-1H-pyrazolo(3,4-b)pyridin-6-yl)-2-furohydrozide 637013-29-7 C23H25N5O5
5-(4-hydroxy-2,5-dimethoxybenzyl)-N-(1,3,4-trimethyl-1H-pyrazolo(3,4-b)pyridin-6-yl)-2-furohydrozide
—— [Cu(N,N'-bis(4-hydroxysalicylidene)phenylene-1,2-diamine)] 106621-26-5 C20H14CuN2O4
[Cu(N,N'-bis(4-hydroxysalicylidene)phenylene-1,2-diamine)]
—— <4-Hydroxy-phenyl>-thiazolyl-(2)-carbinol 1079-61-4 C10H9NO2S
<4-Hydroxy-phenyl>-thiazolyl-(2)-carbinol
—— 6-Hydroxy-2-<1-(2-hydroxy-phenyl)-ethylidenhydrazino>-4-methyl-pyrimidin 92023-92-2 C13H14N4O2
6-Hydroxy-2-<1-(2-hydroxy-phenyl)-ethylidenhydrazino>-4-methyl-pyrimidin
—— 2-(di(1H-indol-3-yl)methyl)-4-((4-nitrophenyl)diazenyl)phenol 1384934-98-8 C29H21N5O3
2-(di(1H-indol-3-yl)methyl)-4-((4-nitrophenyl)diazenyl)phenol
—— 5-amino-2-cyclopentyl-4-methylphenol 1161025-14-4 C12H17NO
5-amino-2-cyclopentyl-4-methylphenol
—— 2-allyl-3-chloro-6-methoxy-phenol 854706-67-5 C10H11ClO2
2-allyl-3-chloro-6-methoxy-phenol
—— N-[(3-chlorophenyl)methyl]-2-hydroxy-benzenecarbothioamide 1132646-13-9 C14H12ClNOS
N-[(3-chlorophenyl)methyl]-2-hydroxy-benzenecarbothioamide
—— N-[(4-fluorophenyl)methyl]-2-hydroxy-benzenecarbothioamide 1132646-10-6 C14H12FNOS
N-[(4-fluorophenyl)methyl]-2-hydroxy-benzenecarbothioamide
—— 4-Chloro-2-[5-(5-chloro-2-hydroxyphenyl)-1,3,4-oxadiazol-2-yl]phenol 2491-98-7 C14H8Cl2N2O3
4-Chloro-2-[5-(5-chloro-2-hydroxyphenyl)-1,3,4-oxadiazol-2-yl]phenol
—— 2-[(3-Butenoxyimino)methyl]-4-chlorophenol 103742-90-1 C11H12ClNO2
2-[(3-Butenoxyimino)methyl]-4-chlorophenol
—— 3-(3-fluorobenzylidene)-5-(3-hydroxy-4-methoxybenzylidene)tetrahydrothiopyran-4-one 1620205-18-6 C20H17FO3S
3-(3-fluorobenzylidene)-5-(3-hydroxy-4-methoxybenzylidene)tetrahydrothiopyran-4-one
—— [[2-[(3-Bromo-6-oxocyclohexa-2,4-dien-1-ylidene)methyl]hydrazinyl]-pyridin-2-ylmethylidene]-pyridin-1-ium-2-ylazanium 6747-40-6 C18H16BrN5O+2
[[2-[(3-Bromo-6-oxocyclohexa-2,4-dien-1-ylidene)methyl]hydrazinyl]-pyridin-2-ylmethylidene]-pyridin-1-ium-2-ylazanium
—— 5-(6-Methyl-heptyl)-benzene-1,3-diol 220170-20-7 C14H22O2
5-(6-Methyl-heptyl)-benzene-1,3-diol
—— 2,4,6-Trimethyl-3,5-bis-tetradecylsulfanylmethyl-phenol 23500-84-7 C39H72OS2
2,4,6-Trimethyl-3,5-bis-tetradecylsulfanylmethyl-phenol
—— 2,3-Dimethyl-6-dimethylaminomethylphenol-hydrochlorid 75393-70-3 C11H17NO*ClH
2,3-Dimethyl-6-dimethylaminomethylphenol-hydrochlorid
—— 1507342-07-5 C15H19BrO2
—— (Z)-N,3-Dihydroxybenzenecarbonimidoyl chloride 596095-24-8 C7H6ClNO2
(Z)-N,3-Dihydroxybenzenecarbonimidoyl chloride
—— 2-(2-Hydroxy-phenyl)-4,4,6,6-tetramethyl-2,3a,4,5,6,7-hexahydro-thiazolo<5,4->pyridin 19958-89-5 C16H22N2OS
2-(2-Hydroxy-phenyl)-4,4,6,6-tetramethyl-2,3a,4,5,6,7-hexahydro-thiazolo<5,4->pyridin
—— 2-Tert-butyl-6-(chloromethyl)-4-methoxyphenol 205313-81-1 C12H17ClO2
2-Tert-butyl-6-(chloromethyl)-4-methoxyphenol
—— N-Jodacetyl-3-(4-hydroxy-3-methoxyphenyl)-propylamin 53527-17-6 C12H16INO3
N-Jodacetyl-3-(4-hydroxy-3-methoxyphenyl)-propylamin
—— 2-(11-Bromo-undecyl)-phenol 62587-19-3 C17H27BrO
2-(11-Bromo-undecyl)-phenol
—— 2-hydroxy-5-nitro-<i>N</i>-(5-nitro-thiazol-2-yl)-benzamide 74675-83-5 C10H6N4O6S
2-hydroxy-5-nitro-<i>N</i>-(5-nitro-thiazol-2-yl)-benzamide
—— 1453085-30-7 C19H19N5O3
—— 4-[2-(4-Hydroxy-3,5-dimethylphenyl)ethynyl]-2,6-dimethylphenol 55255-28-2 C18H18O2
4-[2-(4-Hydroxy-3,5-dimethylphenyl)ethynyl]-2,6-dimethylphenol
—— 4-(4-hydroxy-3-methoxy-benzyl)-imidazolidin-2-one 31594-93-1 C11H14N2O3
4-(4-hydroxy-3-methoxy-benzyl)-imidazolidin-2-one
—— 4,5-Dichloro-3-hydroxy-6-[(E)-3-(4-methoxy-phenyl)-allyloxy]-phthalonitrile 31186-79-5 C18H12Cl2N2O3
4,5-Dichloro-3-hydroxy-6-[(E)-3-(4-methoxy-phenyl)-allyloxy]-phthalonitrile
—— (4-ethoxy-2-hydroxy-phenyl)-glyoxylic acid 854677-12-6 C10H10O5
(4-ethoxy-2-hydroxy-phenyl)-glyoxylic acid
—— Phenol, 2-(1-aminocyclopentyl)-4-(difluoromethyl)- 1704120-95-5 C12H15F2NO
Phenol, 2-(1-aminocyclopentyl)-4-(difluoromethyl)-
—— 2'-(3-Hydroxy-4-methoxy-phenyl)-1'-acetyl-spiro<oxindol-3,3'-pyrrolidin> 2756-09-4 C20H20N2O4
2'-(3-Hydroxy-4-methoxy-phenyl)-1'-acetyl-spiro<oxindol-3,3'-pyrrolidin>
—— (E)-(S)-3-Allyl-1-[2-hydroxy-5-methoxy-4-((Z)-2-methyl-hept-2-en-6-ynyl)-phenyl]-but-2-ene-1,4-diol 403696-79-7 C22H28O4
(E)-(S)-3-Allyl-1-[2-hydroxy-5-methoxy-4-((Z)-2-methyl-hept-2-en-6-ynyl)-phenyl]-but-2-ene-1,4-diol
—— Benzenepropanoic acid, 3-fluoro-2-hydroxy-, ethyl ester 1261581-62-7 C11H13FO3
Benzenepropanoic acid, 3-fluoro-2-hydroxy-, ethyl ester
—— 3-Methoxy-6-(4-phenyl-1,2-thiazol-5(2H)-ylidene)cyclohexa-2,4-dien-1-one 89296-09-3 C16H13NO2S
3-Methoxy-6-(4-phenyl-1,2-thiazol-5(2H)-ylidene)cyclohexa-2,4-dien-1-one
—— 5,13-Dihydroxy<2.2>metacyclophan 153862-37-4 C16H16O2
5,13-Dihydroxy<2.2>metacyclophan
—— 4-(2-Aethylbutylidenamino)-3-methyl-5-aethylphenol 2913-80-6 C15H23NO
4-(2-Aethylbutylidenamino)-3-methyl-5-aethylphenol
—— 4-(2,3,6-triphenyl-3,6-dihydro-1,2,4,5-tetrazin-1(2H)-yl)phenol 1033003-29-0 C26H22N4O
4-(2,3,6-triphenyl-3,6-dihydro-1,2,4,5-tetrazin-1(2H)-yl)phenol