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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
—— 1-(4-Hydroxy-3-methoxy-phenyl)-(1-<sup>14</sup>C)-propanol-(1) 15212-11-0 C10H14O3
1-(4-Hydroxy-3-methoxy-phenyl)-(1-<sup>14</sup>C)-propanol-(1)
—— 1260754-93-5 C17H14ClN3O5S2
—— acetoxymethyl 2-fluoro-4-hydroxy-phenyl-acetate 607713-98-4 C11H11FO5
acetoxymethyl 2-fluoro-4-hydroxy-phenyl-acetate
—— 4-(2-Aminoethyl)-3,5,6-tribromobenzene-1,2-diol hydrobromide 884340-66-3 BrH*C8H8Br3NO2
4-(2-Aminoethyl)-3,5,6-tribromobenzene-1,2-diol hydrobromide
—— p-Hydroxybenzyliden-benzimidino-benzamidin 10573-39-4 C21H17N3O
p-Hydroxybenzyliden-benzimidino-benzamidin
—— 1-Phenyl-3-methyl-4-(3-chlor-5-nitro-2-hydroxy-phenylhydrazono)-pyrazolon-(5) 18921-91-0 C16H12ClN5O4
1-Phenyl-3-methyl-4-(3-chlor-5-nitro-2-hydroxy-phenylhydrazono)-pyrazolon-(5)
—— Orcilaldehyd 4-allylthiosemicarbazon 19851-17-3 C12H15N3O2S
Orcilaldehyd 4-allylthiosemicarbazon
—— Atranol 4-methyl-thiosemicarbazon 19861-17-7 C10H13N3O2S
Atranol 4-methyl-thiosemicarbazon
—— N-[6-(4-hydroxy-3-methoxyphenyl)-1,3-benzothiazol-2-yl]acetamide 1192831-35-8 C16H14N2O3S
N-[6-(4-hydroxy-3-methoxyphenyl)-1,3-benzothiazol-2-yl]acetamide
—— 2-[(3,5-Dichloro-phenyl)-hydrazono]-5-[1-(4-hydroxy-3-methoxy-phenyl)-meth-(Z)-ylidene]-thiazolidin-4-one 18101-31-0 C17H13Cl2N3O3S
2-[(3,5-Dichloro-phenyl)-hydrazono]-5-[1-(4-hydroxy-3-methoxy-phenyl)-meth-(Z)-ylidene]-thiazolidin-4-one
—— 3-bromo-5-cyclopropyl-phenol 770718-91-7 C9H9BrO
3-bromo-5-cyclopropyl-phenol
—— 3-(2-hydroxy-4-methoxy-5-ethylphenyl)-4-(2-benzofuryl)isoxazole 75960-87-1 C20H17NO4
3-(2-hydroxy-4-methoxy-5-ethylphenyl)-4-(2-benzofuryl)isoxazole
—— 3-propyl-4-o-hydroxybenzylidenamino-4,5-dihydro-1,2,4-triazol-5-one 137182-49-1 C12H14N4O2
3-propyl-4-o-hydroxybenzylidenamino-4,5-dihydro-1,2,4-triazol-5-one
—— potassium 2-(salicylideneimino)ethylsulfonate 92875-74-6 C9H10NO4S*K
potassium 2-(salicylideneimino)ethylsulfonate
—— 6-Cyclopentyl-4-hydroxy-6-[2-(3-hydroxy-phenyl)-ethyl]-3-(phenyl-propyl-amino)-5, 6-dihydro-pyran-2-one 491826-54-1 C27H33NO4
6-Cyclopentyl-4-hydroxy-6-[2-(3-hydroxy-phenyl)-ethyl]-3-(phenyl-propyl-amino)-5, 6-dihydro-pyran-2-one
—— 2,2'-dimethyl-4,4'-selanediyl-di-phenol 859820-99-8 C14H14O2Se
2,2'-dimethyl-4,4'-selanediyl-di-phenol
—— 4-(1-hydrazineylideneoctyl)phenol 1089700-47-9 C14H22N2O
4-(1-hydrazineylideneoctyl)phenol
—— 2,5-dibutyl-4-[2-(trimethylsilyl)ethyl]phenol 1230389-62-4 C19H34OSi
2,5-dibutyl-4-[2-(trimethylsilyl)ethyl]phenol
—— (3R,4S)-3-Phenyl-2-aza-spiro[4.5]dec-1-ene-4-carboxylic acid ethyl ester; compound with picric acid 75373-49-8 C6H3N3O7*C18H23NO2
(3R,4S)-3-Phenyl-2-aza-spiro[4.5]dec-1-ene-4-carboxylic acid ethyl ester; compound with picric acid
—— (E)-2-(4-hydroxy-3-methoxystyryl)benzoxazole 179122-15-7 C16H13NO3
(E)-2-(4-hydroxy-3-methoxystyryl)benzoxazole
—— silver(I) 2,6-dihydroxybenzoate 123711-60-4 C14H10Ag2O8
silver(I) 2,6-dihydroxybenzoate
—— 4-bromo-2-(1-bromo-3-methylbutyl)phenol 1034519-03-3 C11H14Br2O
4-bromo-2-(1-bromo-3-methylbutyl)phenol
—— 2-(3-Ethanesulfinyl-propyl)-phenol 17733-61-8 C11H16O2S
2-(3-Ethanesulfinyl-propyl)-phenol
—— 2-(m-Hydroxyphenyl)-4-methyl-1,2,4-oxadiazolidin-3,5-dion 22962-17-0 C9H8N2O4
2-(m-Hydroxyphenyl)-4-methyl-1,2,4-oxadiazolidin-3,5-dion
—— N-Methyl-acetimidsaeure-methylester-pikrat 3619-35-0 C4H9NO*C6H3N3O7
N-Methyl-acetimidsaeure-methylester-pikrat
—— 3-[[4-(2-Methoxyethyl)phenoxy]methyl]piperidine 883540-42-9 C15H23NO2
3-[[4-(2-Methoxyethyl)phenoxy]methyl]piperidine
—— 5-methyl-benzene-1,3-diol; deprotonated form 20217-25-8 C7H7O2
5-methyl-benzene-1,3-diol; deprotonated form
—— 2-(1,1-Dimethylprop-2-enyl)-6-nitrophenol 17258-53-6 C11H13NO3
2-(1,1-Dimethylprop-2-enyl)-6-nitrophenol
—— 3-<2-Chlor-3-hydroxy-phenyl>-5-methyl-isoxazol-4-carbonylchlorid 4414-61-3 C11H7Cl2NO3
3-<2-Chlor-3-hydroxy-phenyl>-5-methyl-isoxazol-4-carbonylchlorid
—— Phenol, 2-(1,1-dimethylethyl)-4-[(3-methylbutane)oxy]- 1099470-15-1 C15H24O2
Phenol, 2-(1,1-dimethylethyl)-4-[(3-methylbutane)oxy]-
—— 2,3,5-trimethyl-4-[(4-N-methylaminophenyldimethylsilyl)methylthio]phenol 1230389-19-1 C19H27NOSSi
2,3,5-trimethyl-4-[(4-N-methylaminophenyldimethylsilyl)methylthio]phenol
—— 3-(5-(4-hydroxyphenyl)-4,5-dihydroisoxazol-3-yl)phenol 1421504-79-1 C15H13NO3
3-(5-(4-hydroxyphenyl)-4,5-dihydroisoxazol-3-yl)phenol
—— 2,5-di-methyl-4-[(dimethylphenylsilyl)methylthio]phenol 1230389-07-7 C17H22OSSi
2,5-di-methyl-4-[(dimethylphenylsilyl)methylthio]phenol
—— 2-p-Chlorphenyl-3-hydroxy-6-phenylazo-pyridin 33176-08-8 C17H12ClN3O
2-p-Chlorphenyl-3-hydroxy-6-phenylazo-pyridin
—— 1-(1-adamantyl)-3-[(E)-(4-hydroxyphenyl)methylideneamino]urea 324062-42-2 C18H23N3O2
1-(1-adamantyl)-3-[(E)-(4-hydroxyphenyl)methylideneamino]urea
—— 4-[(E)-(2-hydroxy-3-methoxyphenyl)methylideneamino]-3-(phenoxymethyl)-1H-1,2,4-triazole-5-thione 500275-78-5 C17H16N4O3S
4-[(E)-(2-hydroxy-3-methoxyphenyl)methylideneamino]-3-(phenoxymethyl)-1H-1,2,4-triazole-5-thione
—— 2-Methyl-4-(neopentylamino)phenol 1378755-92-0 C12H19NO
2-Methyl-4-(neopentylamino)phenol
—— 4,4'-[6-(4-<i>tert</i>-butyl-phenyl)-[1,3,5]triazine-2,4-diyl]-bis-benzene-1,3-diol 1439-98-1 C25H23N3O4
4,4'-[6-(4-<i>tert</i>-butyl-phenyl)-[1,3,5]triazine-2,4-diyl]-bis-benzene-1,3-diol
—— p-Hydroxydithiobenzoesaeure 6147-87-1 C7H6OS2
p-Hydroxydithiobenzoesaeure
—— [(1E,7E,13E,19E)-8,13,20-tris(hydroxymethyl)cyclotetracosa-1,7,13,19-tetraen-3,5,9,11,15,17,21,23-octayn-1-yl]methanol 1226497-56-8 C28H16O4
[(1E,7E,13E,19E)-8,13,20-tris(hydroxymethyl)cyclotetracosa-1,7,13,19-tetraen-3,5,9,11,15,17,21,23-octayn-1-yl]methanol
—— (E)-2-(3-azidoprop-1-en-1-yl)4-chlorophenol 1429629-02-6 C9H8ClN3O
(E)-2-(3-azidoprop-1-en-1-yl)4-chlorophenol
—— N-(4-hydroxy-phenyl)-2,6-dimethyl-N'-[(2-methyl-piperidin-1-yl)-phenylimino-methyl]-benzamidine 754167-85-6 C28H32N4O
N-(4-hydroxy-phenyl)-2,6-dimethyl-N'-[(2-methyl-piperidin-1-yl)-phenylimino-methyl]-benzamidine
—— cyclotricatechylene-2-propanol 75247-94-8 2C3H8O*C21H18O6
cyclotricatechylene-2-propanol
—— I(2)-Alanine, N-[cyano(3-hydroxyphenyl)methyl]-N-propyl-, ethyl ester 1781491-42-6 C16H22N2O3
I(2)-Alanine, N-[cyano(3-hydroxyphenyl)methyl]-N-propyl-, ethyl ester
—— (R)-2-(4-fluoro-2-hydroxyphenylamino)-thiazoline-4-carboxylic acid hydrochloride 1334386-22-9 C10H9FN2O3S*ClH
(R)-2-(4-fluoro-2-hydroxyphenylamino)-thiazoline-4-carboxylic acid hydrochloride
—— 2-chloro-6-iodo-4-nitrophenol 1007383-07-4 C6H3ClINO3
2-chloro-6-iodo-4-nitrophenol
—— N-[2-(1,3-Dioxolan-2-yl)benzyl]-N-ethylcyclopropanecarboxamide 1415042-64-6 C16H21NO3
N-[2-(1,3-Dioxolan-2-yl)benzyl]-N-ethylcyclopropanecarboxamide
—— 3-hydroxy-4-methoxy-benzaldehyde (E)-O-(1,1-dioxo-1H-1λ6-benzo[d]isothiazol-3-yl)-oxime 26994-74-1 C15H12N2O5S
3-hydroxy-4-methoxy-benzaldehyde (E)-O-(1,1-dioxo-1H-1λ6-benzo[d]isothiazol-3-yl)-oxime
—— 5-bromo-2-hydroxybenzaldehyde O-(2-chlorobenzyl) oxime 1377291-40-1 C14H11BrClNO2
5-bromo-2-hydroxybenzaldehyde O-(2-chlorobenzyl) oxime
—— N-Chloracetyl-3-hydroxy-benzylamin 53389-73-4 C9H10ClNO2
N-Chloracetyl-3-hydroxy-benzylamin