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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-tert-Butyl-4-dichloromethyl-6-methoxy-phenol 33837-89-7 C12H16Cl2O2
2-tert-Butyl-4-dichloromethyl-6-methoxy-phenol
—— 2-(5,6-Diphenyl-[1,2,4]triazin-3-ylamino)-5-nitro-phenol 113258-36-9 C21H15N5O3
2-(5,6-Diphenyl-[1,2,4]triazin-3-ylamino)-5-nitro-phenol
—— 4-(3-(3-methoxyphenethoxy)prop-1-ynyl)phenol 1602768-67-1 C18H18O3
4-(3-(3-methoxyphenethoxy)prop-1-ynyl)phenol
—— 4-Amino-6-butyl-benzene-1,3-diol 774-62-9 C10H15NO2
4-Amino-6-butyl-benzene-1,3-diol
—— 5-[1-Hydroxy-2-(2-hydroxy-ethylamino)-ethyl]-benzene-1,3-diol 53501-01-2 C10H15NO4
5-[1-Hydroxy-2-(2-hydroxy-ethylamino)-ethyl]-benzene-1,3-diol
—— 3-[4-(2-Cyclopropylmethoxy-ethyl)-phenoxy]-2-[(Z)-hydroxyimino]-propionaldehyde oxime 125721-11-1 C15H20N2O4
3-[4-(2-Cyclopropylmethoxy-ethyl)-phenoxy]-2-[(Z)-hydroxyimino]-propionaldehyde oxime
—— <5-<sup>14</sup>C>-Guajacol 32101-65-8 C7H8O2
<5-<sup>14</sup>C>-Guajacol
—— 5-(Hydroxymethyl)-3-iodo-1,2-benzenediol 1378865-36-1 C7H7IO3
5-(Hydroxymethyl)-3-iodo-1,2-benzenediol
—— 2-[Piperidin-1-yl(thiophen-3-yl)methyl]phenol 1162692-76-3 C16H19NOS
2-[Piperidin-1-yl(thiophen-3-yl)methyl]phenol
—— 2-(2,4-Dihydroxy-phenyl)-4-(5,6-diphenyl-[1,2,4]triazin-3-yl)-[1,3,4]thiadiazinan-5-one 108306-11-2 C24H19N5O3S
2-(2,4-Dihydroxy-phenyl)-4-(5,6-diphenyl-[1,2,4]triazin-3-yl)-[1,3,4]thiadiazinan-5-one
—— N,N-dimethyl-4-hydroxy-3-methoxy-5-(trifluoromethyl)benzylamine 138491-18-6 C11H14F3NO2
N,N-dimethyl-4-hydroxy-3-methoxy-5-(trifluoromethyl)benzylamine
—— methyl 1-(3,4-dihydroxy-5-methylphenyl)-2-oxocyclopentane-carboxylate 1397495-63-4 C14H16O5
methyl 1-(3,4-dihydroxy-5-methylphenyl)-2-oxocyclopentane-carboxylate
—— N-<4-(1H-imidazol-4-yl)butyl>-N'-<3-(1H-imidazol-4-yl)propyl>guanidine tripicrate 81282-31-7 3C6H3N3O7*C14H23N7
N-<4-(1H-imidazol-4-yl)butyl>-N'-<3-(1H-imidazol-4-yl)propyl>guanidine tripicrate
—— 6-methoxy-3-(2-nitro-5-hydroxybenzylidene)phthalide 887645-03-6 C16H11NO6
6-methoxy-3-(2-nitro-5-hydroxybenzylidene)phthalide
—— [Bu2Sn(3-hydroxy-2-pyridinecarboxylate)2] 143672-44-0 C20H26N2O6Sn
[Bu2Sn(3-hydroxy-2-pyridinecarboxylate)2]
—— 2-amino-4-(2-hydroxy-3-methoxy-phenyl)-6-methyl-4,5-dihydro-pyridine-3-carbonitrile 41207-04-9 C14H15N3O2
2-amino-4-(2-hydroxy-3-methoxy-phenyl)-6-methyl-4,5-dihydro-pyridine-3-carbonitrile
—— 2,6-Bis(1,3-benzothiazol-2-yl)-4-methoxyphenol 1623468-13-2 C21H14N2O2S2
2,6-Bis(1,3-benzothiazol-2-yl)-4-methoxyphenol
—— 3-allyl-5-(5-hydroxy-2-iodo-benzylidene)-2-thioxo-thiazolidin-4-one 91719-57-2 C13H10INO2S2
3-allyl-5-(5-hydroxy-2-iodo-benzylidene)-2-thioxo-thiazolidin-4-one
—— [6-(4-hydroxy-3-methoxy-benzylamino)-hexyl]-carbamic acid benzyl ester 1130609-10-7 C22H30N2O4
[6-(4-hydroxy-3-methoxy-benzylamino)-hexyl]-carbamic acid benzyl ester
—— octaethyl ((14,16,34,36,54,56,74,76-octahydroxy-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-2,4,6,8-tetrayl)tetrakis(methylene))tetrakis(phosphonate) 916895-08-4 C48H68O20P4
octaethyl ((14,16,34,36,54,56,74,76-octahydroxy-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-2,4,6,8-tetrayl)tetrakis(methylene))tetrakis(phosphonate)
—— 2,6-dimethoxy-4-heptafluoroisopropylphenol 353273-06-0 C11H9F7O3
2,6-dimethoxy-4-heptafluoroisopropylphenol
—— N-(2-hydroxy-5-nitrophenyl)-2-(tert-butyldimethylsilyl)-nonamide 1177247-83-4 C21H36N2O4Si
N-(2-hydroxy-5-nitrophenyl)-2-(tert-butyldimethylsilyl)-nonamide
—— 2-(1-pyridin-2-yl-ethylideneamino)phenol 954406-90-7 C13H12N2O
2-(1-pyridin-2-yl-ethylideneamino)phenol
—— N-(2-hydroxy-3-nitrophenyl)-2-[4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetamide 1260585-02-1 C16H17N5O6
N-(2-hydroxy-3-nitrophenyl)-2-[4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetamide
—— 93018-12-3 C16H17ClN2O2
—— (-)-4-(4-propoxy-5,5,5-trifluoropentyl)phenol 178417-62-4 C14H19F3O2
(-)-4-(4-propoxy-5,5,5-trifluoropentyl)phenol
—— (5Z)-5-[(4-fluoro-2-hydroxyphenyl)methylidene]-2-[(2S)-2-(pyrrolidin-1-ylmethyl)pyrrolidin-1-yl]-4,5-dihydro-1,3-thiazol-4-one 1181082-79-0 C19H22FN3O2S
(5Z)-5-[(4-fluoro-2-hydroxyphenyl)methylidene]-2-[(2S)-2-(pyrrolidin-1-ylmethyl)pyrrolidin-1-yl]-4,5-dihydro-1,3-thiazol-4-one
—— 3-(2-hydroxy-phenylimino)-3H-[1,2,4]-thiadiazolo[4,3-a]pyridine 148257-29-8 C12H9N3OS
3-(2-hydroxy-phenylimino)-3H-[1,2,4]-thiadiazolo[4,3-a]pyridine
—— 4,5-Dibromo-2-butyl-phenol 52016-82-7 C10H12Br2O
4,5-Dibromo-2-butyl-phenol
—— 2-[1-(2-aminocyclohexylimino)ethyl]phenol 1259526-75-4 C14H20N2O
2-[1-(2-aminocyclohexylimino)ethyl]phenol
—— Phenol, 3-(1-amino-3-buten-1-yl)-2,4,6-tribromo- 1270498-28-6 C10H10Br3NO
Phenol, 3-(1-amino-3-buten-1-yl)-2,4,6-tribromo-
—— 2,6-bis[N-(2-pyridylethyl)diformidoyl]-4-ethylphenol 1315461-72-3 C24H26N4O
2,6-bis[N-(2-pyridylethyl)diformidoyl]-4-ethylphenol
—— 2-{1-[(Z)-2-Methoxy-phenylimino]-ethyl}-4-methyl-6-nitro-phenol 112932-59-9 C16H16N2O4
2-{1-[(Z)-2-Methoxy-phenylimino]-ethyl}-4-methyl-6-nitro-phenol
—— 5-(2-hydroxy-3-methylphenyl)-3-isoxazolecarboxylic acid 164171-55-5 C11H9NO4
5-(2-hydroxy-3-methylphenyl)-3-isoxazolecarboxylic acid
—— 4-<2-<<2-(4-fluorophenyl)ethyl>oxy>ethoxy>-3-fluorophenol 81227-93-2 C16H16F2O3
4-<2-<<2-(4-fluorophenyl)ethyl>oxy>ethoxy>-3-fluorophenol
—— 5-Methoxy-2-morpholinomethyl-hydrochinon 2020-82-8 C12H17NO4
5-Methoxy-2-morpholinomethyl-hydrochinon
—— 4,10-bis[(2-hydroxy-5-nitrophenyl)methyl]-1,7-dimethyl-1,4,7,10-tetraazacyclododecane hydrobromide 210773-07-2 BrH*C24H34N6O6
4,10-bis[(2-hydroxy-5-nitrophenyl)methyl]-1,7-dimethyl-1,4,7,10-tetraazacyclododecane hydrobromide
—— 1-(benzyloxy)-4-<2-(2-phenoxyethoxy)ethyl>benzene 86902-22-9 C23H24O3
1-(benzyloxy)-4-<2-(2-phenoxyethoxy)ethyl>benzene
—— 4-Bromo-2-[[5-[[2-[(5-bromo-2-hydroxyphenyl)methylideneamino]-1,3-thiazol-5-yl]methyl]-1,3-thiazol-2-yl]iminomethyl]phenol 1079355-04-6 C21H14Br2N4O2S2
4-Bromo-2-[[5-[[2-[(5-bromo-2-hydroxyphenyl)methylideneamino]-1,3-thiazol-5-yl]methyl]-1,3-thiazol-2-yl]iminomethyl]phenol
—— 17495-55-5 C14H10Cl2N2O3
—— 4-(4-hydroxy-3-nitro-benzylidene)-1-phenethyl-pyrrolidine-2,3-dione 35921-28-9 C19H16N2O5
4-(4-hydroxy-3-nitro-benzylidene)-1-phenethyl-pyrrolidine-2,3-dione
—— N-(1-ethyl-3-methylpyrazol-4-yl)-2-(4-hydroxy-2-methoxyphenyl)acetamide 948573-63-5 C15H19N3O3
N-(1-ethyl-3-methylpyrazol-4-yl)-2-(4-hydroxy-2-methoxyphenyl)acetamide
—— 2,5-Bis-<2,3,5-tribrom-4-hydroxy-benzyliden>-cyclopentanon 27060-68-0 C19H10Br6O3
2,5-Bis-<2,3,5-tribrom-4-hydroxy-benzyliden>-cyclopentanon
—— Ethyl 4-(6-cyano-3,4-dihydroxy-2-nitrobenzoyl)piperazine-1-carboxylate 1202893-33-1 C15H16N4O7
Ethyl 4-(6-cyano-3,4-dihydroxy-2-nitrobenzoyl)piperazine-1-carboxylate
—— 4-hydroxy-3-{3-[2-(4-hydroxy-3-methoxybenzylidene)hydrazino]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-yl}-6-methylpyran-2-one 1527512-95-3 C18H16N6O5S
4-hydroxy-3-{3-[2-(4-hydroxy-3-methoxybenzylidene)hydrazino]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-yl}-6-methylpyran-2-one
—— 5-methyl-2-(5-(pyridin-3-yl)-1,3,4-oxadiazol-2-yl)phenol 1033725-00-6 C14H11N3O2
5-methyl-2-(5-(pyridin-3-yl)-1,3,4-oxadiazol-2-yl)phenol
—— N-[(4-hydroxy-3-methoxyphenyl)methylideneamino]adamantane-1-carboxamide 57277-70-0 C19H24N2O3
N-[(4-hydroxy-3-methoxyphenyl)methylideneamino]adamantane-1-carboxamide
—— 3,4-Pentamethylen-brenzcatechin 3598-17-2 C11H14O2
3,4-Pentamethylen-brenzcatechin
—— 3-Hydroxy-N-(4-hydroxy-3-methoxyphenylmethylen)-1-propanamin-N-oxid 88707-61-3 C11H15NO4
3-Hydroxy-N-(4-hydroxy-3-methoxyphenylmethylen)-1-propanamin-N-oxid
—— 4-(4,6,6-trimethyl-5,6-dihydro-2H-[1,3]thiazin-2-yl)-phenol 107150-17-4 C13H17NOS
4-(4,6,6-trimethyl-5,6-dihydro-2H-[1,3]thiazin-2-yl)-phenol