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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-Cyclohexylaminomethyl-hydrochinon 7248-54-6 C13H19NO2
2-Cyclohexylaminomethyl-hydrochinon
—— 4-Hydroxy-3-methoxyphenylglycol hemipiperazinium salt 67423-45-4 C22H34N2O8
4-Hydroxy-3-methoxyphenylglycol hemipiperazinium salt
—— 4-N-methyleneaminophenol 62627-89-8 C7H7NO
4-N-methyleneaminophenol
—— ethyl diethoxymethyl(2-hydroxyphenyl)phosphinate 164532-01-8 C13H21O5P
ethyl diethoxymethyl(2-hydroxyphenyl)phosphinate
—— 3-hydroxy-N-Boc,N-methylphenethylamine 132513-31-6 C14H21NO3
3-hydroxy-N-Boc,N-methylphenethylamine
—— 3-Bromo-2,5-dihydroxy-4-methoxy-benzaldehyde 85819-61-0 C8H7BrO4
3-Bromo-2,5-dihydroxy-4-methoxy-benzaldehyde
—— 3-chloromethyl-4-methoxy-2,5,6-trimethyl-phenol 41145-19-1 C11H15ClO2
3-chloromethyl-4-methoxy-2,5,6-trimethyl-phenol
—— 3-(3-hydroxyphenyl)propionitrile 23941-88-0 C9H9NO
3-(3-hydroxyphenyl)propionitrile
—— 2-[4-[(3-chloroanilino)methyl]-3-(N-phenylanilino)-4,5-dihydro-1,2-oxazol-5-yl]-6-methoxyphenol 1179820-92-8 C29H26ClN3O3
2-[4-[(3-chloroanilino)methyl]-3-(N-phenylanilino)-4,5-dihydro-1,2-oxazol-5-yl]-6-methoxyphenol
—— (5-Azaniumyl-2,4-dihydroxyphenyl)azanium;dichloride —— C6H10Cl2N2O2
(5-Azaniumyl-2,4-dihydroxyphenyl)azanium;dichloride
—— 2-[Di(pyrazol-1-yl)methyl]benzene-1,4-diol 1033766-42-5 C13H12N4O2
2-[Di(pyrazol-1-yl)methyl]benzene-1,4-diol
—— 2,5-Bis[di(pyrazol-1-yl)methyl]benzene-1,4-diol 1033766-46-9 C20H18N8O2
2,5-Bis[di(pyrazol-1-yl)methyl]benzene-1,4-diol
—— sodium;4-nitrophenolate;dihydrate —— C6H8NNaO5
sodium;4-nitrophenolate;dihydrate
—— 2-Isopropyl-4-methoxy-5-(methylsulfonyl)phenol 1145716-47-7 C11H16O4S
2-Isopropyl-4-methoxy-5-(methylsulfonyl)phenol
—— 3-Hydroxy-benzaldehyd-<4-hydroxy-phenylimin> 33630-11-4 C13H11NO2
3-Hydroxy-benzaldehyd-<4-hydroxy-phenylimin>
—— 2-(4-hydroxybenzylidene)-N-(4-hydroxyphenyl)hydrazine-1-carbothioamide 1097214-23-7 C14H13N3O2S
2-(4-hydroxybenzylidene)-N-(4-hydroxyphenyl)hydrazine-1-carbothioamide
—— 2-(2-bromophenylthiomethoxy)-4-nitrophenol 158719-75-6 C13H10BrNO4S
2-(2-bromophenylthiomethoxy)-4-nitrophenol
—— 4-Chlor-2-aethyl-6-methylphenol 53346-75-1 C9H11ClO
4-Chlor-2-aethyl-6-methylphenol
—— 4-(1,2,3,6-tetrahydropyridine-4-yl)phenol hydrochloride 94427-30-2 C11H13NO*ClH
4-(1,2,3,6-tetrahydropyridine-4-yl)phenol hydrochloride
—— 2,2'-(3,6-dihydroxy-1,2-phenylene)bis(5,5-dimethyl-1,3,2-dioxaphosphinane-2-oxide) 1384457-28-6 C16H24O8P2
2,2'-(3,6-dihydroxy-1,2-phenylene)bis(5,5-dimethyl-1,3,2-dioxaphosphinane-2-oxide)
—— 5-nitrosalicylaldene-4-phenolaniline 76083-89-1 C13H10N2O4
5-nitrosalicylaldene-4-phenolaniline
—— 4-cyclohexylmethyl-resorcinol 856079-37-3 C13H18O2
4-cyclohexylmethyl-resorcinol
—— 4-cyclopentylmethyl-resorcinol 856079-35-1 C12H16O2
4-cyclopentylmethyl-resorcinol
—— 4-(2-cyclohexyl-ethyl)-resorcinol 500334-21-4 C14H20O2
4-(2-cyclohexyl-ethyl)-resorcinol
—— 2-((E)-(4-hydroxyphenylimino)methyl)-4-bromophenol 76083-91-5 C13H10BrNO2
2-((E)-(4-hydroxyphenylimino)methyl)-4-bromophenol
—— 2-[Bis(5-methylfuran-2-yl)methyl]-6-nitrophenol 6550-69-2 C17H15NO5
2-[Bis(5-methylfuran-2-yl)methyl]-6-nitrophenol
—— S-(2-phenylethyl)thiouronium picrate —— C15H15N5O7S
S-(2-phenylethyl)thiouronium picrate
—— 4-(2-piperonylamino-ethyl)-pyrocatechol; hydrochloride 56114-10-4 C16H17NO4*ClH
4-(2-piperonylamino-ethyl)-pyrocatechol; hydrochloride
—— isobutyraldehyde-(4-hydroxy-phenylimine) 2830-61-7 C10H13NO
isobutyraldehyde-(4-hydroxy-phenylimine)
—— 4-Butylsulfanylbenzene-1,2-diol 54826-83-4 C10H14O2S
4-Butylsulfanylbenzene-1,2-diol
—— 2,6-diphenyl-4-(4-hydroxyphenyl)pyrylium perchlorate 20962-14-5 C23H17O2*ClO4
2,6-diphenyl-4-(4-hydroxyphenyl)pyrylium perchlorate
—— 2-amino-5,8-dihydro-6-hydroxy-4-(4-hydroxyphenyl)-5,8-dioxo-7-undecyl-4H-chromene-3-carbothioamide 1374881-63-6 C27H34N2O5S
2-amino-5,8-dihydro-6-hydroxy-4-(4-hydroxyphenyl)-5,8-dioxo-7-undecyl-4H-chromene-3-carbothioamide
—— (3S,5R)-5-hexyl-3-(4-hydroxyphenyl)oxolan-2-one 134282-61-4 C16H22O3
(3S,5R)-5-hexyl-3-(4-hydroxyphenyl)oxolan-2-one
—— (S)-2-(3-chloro-4-hydroxy-5-methyl-benzyl)-succinic acid 1-methyl ester 910575-75-6 C13H15ClO5
(S)-2-(3-chloro-4-hydroxy-5-methyl-benzyl)-succinic acid 1-methyl ester
—— tert-butyl N-[(2-hydroxyphenyl)methylamino]carbamate 187806-34-4 C12H18N2O3
tert-butyl N-[(2-hydroxyphenyl)methylamino]carbamate
—— 4-(2-Benzyl-1,3-dibromopropan-2-yl)oxy-3,5-bis(prop-2-enyl)phenol 1262758-87-1 C22H24Br2O2
4-(2-Benzyl-1,3-dibromopropan-2-yl)oxy-3,5-bis(prop-2-enyl)phenol
—— N-(3-Hydroxy-4-methoxybenzyl)benzylamin 58451-94-8 C15H17NO2
N-(3-Hydroxy-4-methoxybenzyl)benzylamin
—— 1,5-Bis(2-hydroxyphenyl)pentan-3-one 861069-88-7 C17H18O3
1,5-Bis(2-hydroxyphenyl)pentan-3-one
—— (5Z,5'Z)-2,2'-[1,3-cyclohexanebis(methyleneimino)]bis(5-(4-hydroxybenzylidene)-1,3-thiazol-4(5H)-one) 1415582-33-0 C28H28N4O4S2
(5Z,5'Z)-2,2'-[1,3-cyclohexanebis(methyleneimino)]bis(5-(4-hydroxybenzylidene)-1,3-thiazol-4(5H)-one)
—— (2-bromo-4-fluoro-5-hydroxy-phenyl)-acetic acid ethyl ester 1232402-58-2 C10H10BrFO3
(2-bromo-4-fluoro-5-hydroxy-phenyl)-acetic acid ethyl ester
—— 2-methoxy-3-(2-propenyl)phenol 1941-12-4 C10H12O2
2-methoxy-3-(2-propenyl)phenol
—— 2-Aminomethyl-6-methoxy-4-propyl-phenol; hydrochloride 52780-62-8 C11H17NO2*ClH
2-Aminomethyl-6-methoxy-4-propyl-phenol; hydrochloride
—— 4-isobutyl-2-methoxyphenol 110030-29-0 C11H16O2
4-isobutyl-2-methoxyphenol
—— 5-ethyl-2,3-dimethoxyphenol 17425-48-8 C10H14O3
5-ethyl-2,3-dimethoxyphenol
—— 4-Methyl-6-propyl-guajacol 21964-96-5 C11H16O2
4-Methyl-6-propyl-guajacol
—— 4-[[4-[2,2-Bis(trimethylsilyl)ethenyl]phenyl]methylideneamino]phenol 1268519-30-7 C21H29NOSi2
4-[[4-[2,2-Bis(trimethylsilyl)ethenyl]phenyl]methylideneamino]phenol
—— 5-allyl-3,4-dimethoxy-pyrocatechol 50915-44-1 C11H14O4
5-allyl-3,4-dimethoxy-pyrocatechol
—— 2,6-Dimethoxy-4-[(1-phenylethylamino)methyl]phenol 680185-62-0 C17H21NO3
2,6-Dimethoxy-4-[(1-phenylethylamino)methyl]phenol
—— 2-(3'-methyl-4'-hydroxyphenyl)-2-hydroxyethanoic acid 33330-85-7 C9H10O4
2-(3'-methyl-4'-hydroxyphenyl)-2-hydroxyethanoic acid
—— 2-(4-Hydroxyphenoxy)propionic acid hydrazide 845879-32-5 C9H12N2O3
2-(4-Hydroxyphenoxy)propionic acid hydrazide