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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
—— 2,4-Dihydroxy-dithiobenzoic acid p-tolyl ester 22310-62-9 C14H12O2S2
2,4-Dihydroxy-dithiobenzoic acid p-tolyl ester
—— 4-Chloro-2-(7-pyridin-3-yl-2,3-dihydro-1H-[1,4]diazepin-5-yl)-phenol 99698-74-5 C16H14ClN3O
4-Chloro-2-(7-pyridin-3-yl-2,3-dihydro-1H-[1,4]diazepin-5-yl)-phenol
—— 2-[4-(4-hydroxy-phenylazo)-phenyl]-thiazolidine-3-carboxylic acid ethylamide 69232-54-8 C18H20N4O2S
2-[4-(4-hydroxy-phenylazo)-phenyl]-thiazolidine-3-carboxylic acid ethylamide
—— N-[(4-hydroxy-3-methoxyphenyl)methylideneamino]-3-(4-methylphenyl)adamantane-1-carboxamide 6998-39-6 C26H30N2O3
N-[(4-hydroxy-3-methoxyphenyl)methylideneamino]-3-(4-methylphenyl)adamantane-1-carboxamide
—— Ethyl 2-hydroxy-2-(2-hydroxy-4-methylphenyl)acetate 1584164-38-4 C11H14O4
Ethyl 2-hydroxy-2-(2-hydroxy-4-methylphenyl)acetate
—— 6-Hydroxy-4-methyl-2-(5-nitro-salicylidenhydrazino)-pyrimidin 91843-81-1 C12H11N5O4
6-Hydroxy-4-methyl-2-(5-nitro-salicylidenhydrazino)-pyrimidin
—— Salicylaldehyd-N'-(2,2,2-trichlor-1-hydroxyaethyl)hydrazon 90347-43-6 C9H9Cl3N2O2
Salicylaldehyd-N'-(2,2,2-trichlor-1-hydroxyaethyl)hydrazon
—— N-(3-bromo-4-hydroxybenzyl)-N-isopropylmethacrylamide 1612841-40-3 C14H18BrNO2
N-(3-bromo-4-hydroxybenzyl)-N-isopropylmethacrylamide
—— 4-{1-Hydroxy-2-[2-(4-hydroxy-3-methoxy-phenyl)-ethylamino]-ethyl}-benzene-1,2-diol 105199-84-6 C17H21NO5
4-{1-Hydroxy-2-[2-(4-hydroxy-3-methoxy-phenyl)-ethylamino]-ethyl}-benzene-1,2-diol
—— 2-Acetylamino-2-cyano-3-(3-hydroxy-4-nitro-phenyl)-propionic acid ethyl ester 73087-99-7 C14H15N3O6
2-Acetylamino-2-cyano-3-(3-hydroxy-4-nitro-phenyl)-propionic acid ethyl ester
—— HNAPH 1498298-40-0 C8H9N3O3
HNAPH
—— 3-amino-6-(4-hydroxy-3-methoxyphenyl)pyrazine-2-carboxylic acid 1100094-90-3 C12H11N3O4
3-amino-6-(4-hydroxy-3-methoxyphenyl)pyrazine-2-carboxylic acid
—— 65220-47-5 C10H12O4S
—— 4-(Decyliminomethyl)phenol 20172-64-9 C17H27NO
4-(Decyliminomethyl)phenol
—— 10-{4-[(2-Hydroxybenzylidene)amino]phenyl}-5,5-difluoro-1,3,7,9-tetramethyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide 1337967-72-2 C26H24BF2N3O
10-{4-[(2-Hydroxybenzylidene)amino]phenyl}-5,5-difluoro-1,3,7,9-tetramethyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide
—— (4S,5R)-(-)-5-ethyl-1-(3-hydroxy-4-methoxyphenethyl)-2-oxo-4-piperidineacetic acid ethyl ester 74282-33-0 C20H29NO5
(4S,5R)-(-)-5-ethyl-1-(3-hydroxy-4-methoxyphenethyl)-2-oxo-4-piperidineacetic acid ethyl ester
—— 2-(1-propylprop-2-en-1-yl)phenol 858832-27-6 C12H16O
2-(1-propylprop-2-en-1-yl)phenol
—— 4-ethyl-2,3,6-tribromo-phenol 858240-70-7 C8H7Br3O
4-ethyl-2,3,6-tribromo-phenol
—— 2,3,6-tribromo-4-(1,2,2-tribromo-ethyl)-phenol 861537-92-0 C8H4Br6O
2,3,6-tribromo-4-(1,2,2-tribromo-ethyl)-phenol
—— potassium salt of 6-(10-hydroxydecyl)-2,3-dimethoxy-5-methylhydroquinone 4-sulfate 95233-73-1 C19H31O8S*K
potassium salt of 6-(10-hydroxydecyl)-2,3-dimethoxy-5-methylhydroquinone 4-sulfate
—— 2-(2-hydroxy-4-methylphenyl)amino-4-hydroxymethylthiazole 110952-56-2 C11H12N2O2S
2-(2-hydroxy-4-methylphenyl)amino-4-hydroxymethylthiazole
—— 90317-00-3 C30H34CuN2O6*O4S
—— 1448775-33-4 C12H16O4
—— 3,5-dichloro-2-hydroxy-4,6-dimethoxybenzaldehyde oxime 38730-67-5 C9H9Cl2NO4
3,5-dichloro-2-hydroxy-4,6-dimethoxybenzaldehyde oxime
—— 3-Nitro-4-hydroxybenzylchloracetat 32656-74-9 C9H8ClNO5
3-Nitro-4-hydroxybenzylchloracetat
—— <sup>3</sup>H-Olivetol 38228-31-8 C11H16O2
<sup>3</sup>H-Olivetol
—— (2,5-dihydroxy-4-methoxy-phenyl)-acetic acid hydrazide 99362-87-5 C9H12N2O4
(2,5-dihydroxy-4-methoxy-phenyl)-acetic acid hydrazide
—— 4-[5-[4-Hydroxy-3-(1,2-oxazol-5-yl)phenoxy]pentoxy]-2-(1,2-oxazol-5-yl)phenol 865352-34-7 C23H22N2O6
4-[5-[4-Hydroxy-3-(1,2-oxazol-5-yl)phenoxy]pentoxy]-2-(1,2-oxazol-5-yl)phenol
—— α-(1-Methyl-butyl)-malonsaeure-di-(3-methoxy-4-hydroxy-benzyliden)-hydrazid 26878-76-2 C24H30N4O6
α-(1-Methyl-butyl)-malonsaeure-di-(3-methoxy-4-hydroxy-benzyliden)-hydrazid
—— 4-hydroxy-3-{3-[2-(2-hydroxybenzylidene)hydrazino]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-yl}-6-methylpyran-2-one 1527513-00-3 C17H14N6O4S
4-hydroxy-3-{3-[2-(2-hydroxybenzylidene)hydrazino]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-yl}-6-methylpyran-2-one
—— 2.4-Didodecylresorcin 52066-80-5 C30H54O2
2.4-Didodecylresorcin
—— 2-(((3-hydroxyphenyl)imino)methyl)-6-methoxyphenol 51821-41-1 C14H13NO3
2-(((3-hydroxyphenyl)imino)methyl)-6-methoxyphenol
—— 2-(2-phenylethynyl)phenol 1309468-55-0 C15H11ClO
2-(2-phenylethynyl)phenol
—— (4S,5S)-4-(4-Hydroxy-phenyl)-5-((2R,3S)-2,3,4-trihydroxy-butyryl)-dihydro-furan-2-one 128508-27-0 C14H16O7
(4S,5S)-4-(4-Hydroxy-phenyl)-5-((2R,3S)-2,3,4-trihydroxy-butyryl)-dihydro-furan-2-one
—— 3-[5-(4-hydroxyphenyl)isoxazol-3-yl]phenol 1043600-31-2 C15H11NO3
3-[5-(4-hydroxyphenyl)isoxazol-3-yl]phenol
—— 3-methyl-thiazolidine-2,4-dione-2-salicylidenehydrazone 96984-31-5 C11H11N3O2S
3-methyl-thiazolidine-2,4-dione-2-salicylidenehydrazone
—— 4-[[Bis(2-hydroxyethyl)amino]methyl]-3-pentadecylphenol 1424252-12-9 C26H47NO3
4-[[Bis(2-hydroxyethyl)amino]methyl]-3-pentadecylphenol
—— 4-Bromo-2-[[8-[[5-bromo-3-[3-(dimethylamino)propyliminomethyl]-2-hydroxyphenyl]methyl]-4,11-dimethyl-1,4,8,11-tetrazacyclotetradec-1-yl]methyl]-6-[3-(dimethylamino)propyliminomethyl]phenol 1241978-68-6 C38H62Br2N8O2
4-Bromo-2-[[8-[[5-bromo-3-[3-(dimethylamino)propyliminomethyl]-2-hydroxyphenyl]methyl]-4,11-dimethyl-1,4,8,11-tetrazacyclotetradec-1-yl]methyl]-6-[3-(dimethylamino)propyliminomethyl]phenol
—— 1-(4-hydroxy-3-methoxy-phenyl)-1-indol-3-yl-propan-2-ol 40446-93-3 C18H19NO3
1-(4-hydroxy-3-methoxy-phenyl)-1-indol-3-yl-propan-2-ol
—— 2-(4'-hydroxy-3'-methoxyphenyl)ethyl hexanoate 1064639-63-9 C15H22O4
2-(4'-hydroxy-3'-methoxyphenyl)ethyl hexanoate
—— 2-Nitro-benzoic acid [1-(2,6-dihydroxy-phenyl)-eth-(E)-ylidene]-hydrazide 26852-08-4 C15H13N3O5
2-Nitro-benzoic acid [1-(2,6-dihydroxy-phenyl)-eth-(E)-ylidene]-hydrazide
—— 2-(3,4-dimethylbenzyl)-3-{[(4-hydroxy-3-methoxybenzyl)amino]carbothioyl}propyl pivalate 830328-80-8 C26H35NO4S
2-(3,4-dimethylbenzyl)-3-{[(4-hydroxy-3-methoxybenzyl)amino]carbothioyl}propyl pivalate
—— 1144032-12-1 C12H28N*C44H56O12*Cl
—— 4-(2-Amino-1-hydroxypropan-2-yl)phenol hydrochloride 1803601-19-5 C9H14ClNO2
4-(2-Amino-1-hydroxypropan-2-yl)phenol hydrochloride
—— 5-(2,4-dihydroxy-5-iodophenyl)-3-phenylisoxazole 155374-30-4 C15H10INO3
5-(2,4-dihydroxy-5-iodophenyl)-3-phenylisoxazole
—— 4-[(4-Hydroxyphenyl)methyl]-1,2-oxazolidine-3,5-dione 405064-34-8 C10H9NO4
4-[(4-Hydroxyphenyl)methyl]-1,2-oxazolidine-3,5-dione
—— 4-hydroxy-4-(4-hydroxy-phenyl)-cyclohexanone 1252616-08-2 C12H14O3
4-hydroxy-4-(4-hydroxy-phenyl)-cyclohexanone
—— 2,6-bis-(N-(2-hydroxyphenyl)-iminomethyl)-4-methylphenol 25933-66-8 C21H18N2O3
2,6-bis-(N-(2-hydroxyphenyl)-iminomethyl)-4-methylphenol
—— 4-hydroxy-3-methoxy-5-(3-phenylpropylthiomethyl)benzaldehyde 294191-49-4 C18H20O3S
4-hydroxy-3-methoxy-5-(3-phenylpropylthiomethyl)benzaldehyde
—— bis(2',4'-dihydroxyacetophenone)-1,2-propandiimine 225095-09-0 C19H22N2O4
bis(2',4'-dihydroxyacetophenone)-1,2-propandiimine