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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
—— 1-(2-hydroxybenzyl)imidazole-2-thione 95333-51-0 C10H10N2OS
—— (1S,3S,3aR,4R,5R,6R,7aS)-4-tert-butyldimethylsiloxy-3-(3-hydroxy-4-methoxybenzyl)7-methylene-1-(vinyl)octahydroindene-5,6-diol 623550-42-5 C26H40O5Si
—— cis-4-nitro-4b,6,7,8,9,9a-hexahydro-5H-benzo<3,4>cyclobuta<1,2>cyclohepten-1-ol 89638-91-5 C13H15NO3
—— 2,4-bis(3,3,3-trifluoropropyl)phenol 96256-37-0 C12H12F6O
—— Methyl-phosphonic acid 2-hydroxy-5-nitro-benzyl ester 4-nitro-phenyl ester 28492-62-8 C14H13N2O8P
—— Metaterol, (R)- 99342-72-0 C11H17NO2
—— 4-(2-Hydroxy-5-nitro-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester 116324-81-3 C17H18N2O7
—— 1-(5-Bromsalicyliden)-4-cyclohexyl-thiosemicarbazon 41377-21-3 C14H18BrN3OS
—— 7-hydroxy-8-methoxy-4-phenyl-3a,4-dihydro-thiazolo[3,2-<i>a</i>]quinazoline-1,5-dione 31485-73-1 C17H14N2O4S
—— 2,4-Dibromo-6-{[(E)-(1S,6R)-2,2,6-trimethyl-cyclohexylimino]-methyl}-phenol 40374-25-2 C16H21Br2NO
—— 41950-62-3 C6H6O3*C14H24N2O2
—— 2,6-Dibromo-4-((E)-2-nitro-but-1-enyl)-phenol 1988-42-7 C10H9Br2NO3
—— 3-(4-hydroxy-3,5-dimethyl-phenyl)-propionic acid 2,2',2''-(2,4,6-trioxo-[1,3,5]triazinane-1,3,5-triyl)-triethyl ester 35428-18-3 C42H51N3O12
—— 2-((2-(2-hydroxybenzyl)-2-methylhydrazineylidene)methyl)phenol 97376-53-9 C15H16N2O2
—— (S)-4-nitro-2-(1-(piperidin-1-yl)allyl)phenol 1454789-90-2 C14H18N2O3
—— 3-(2-Amino-4-methyl-5,6-dihydro-1,3-thiazin-4-yl)phenol;hydrochloride 935988-35-5 C11H14N2OS*ClH
—— 2,4-Diiodo-6-[(E)-o-tolylimino-methyl]-phenol 21405-35-6 C14H11I2NO
—— 3-Butylsulfanyl-4-nitro-phenol 778-95-0 C10H13NO3S
—— 2-(2-nitromethylene-imidazolidin-1-ylmethyl)-phenol 69840-59-1 C11H13N3O3
—— tert-butyl 4-hydroxy-3,5-diiodobenzylcarbamate 1404213-19-9 C12H15I2NO3
—— 4-(5-phenyl-1,3,4-oxadiazol-2-yl)benzene-1,2-diol 1616086-49-7 C14H10N2O3
—— 2-(3-(4H-1,2,4-triazol-4-ylamino)-4,5-dihydro-1H-pyrazol-5-yl)phenol 1337971-98-8 C11H12N6O
—— 2-Nitro-4,6-bis-trifluoromethyl-phenol; compound with diethyl-amine 50563-96-7 C4H11N*C8H3F6NO3
—— 10,15-dihydro-2,7,12-trimethyl-3,8,13-trihydroxy-5H-tribenzo<a,d,g>cyclononene 137540-38-6 C24H24O3
—— 4-(2-hexyldecyl)-2-nitrophenol 1228301-95-8 C22H37NO3
—— 1-(5-Nitrosalicyliden)-4-cyclohexyl-thiosemicarbazon 41377-30-4 C14H18N4O3S
—— Acetyl-phosphorimidic acid diethyl ester 2,3,5,6-tetrachloro-4-hydroxy-phenyl ester 53061-25-9 C12H14Cl4NO5P
—— (2R,5R,11bS)-8,11-dihydroxy-5-pentyl-1,2,3,5,7,11b-hexahydronaphtho[2,1-c]oxepin-2-yl (3-fluorobenzyl)carbamate 1314885-07-8 C27H32FNO5
—— N-(5-nitro-2-hydroxybenzylidene)pyridin-2-amine 16286-19-4 C12H9N3O3
—— (Z)-6-(3-Hydroxy-2,6-dimethyl-phenyl)-2-[2-(3-hydroxy-2,6-dimethyl-phenyl)-ethyl]-hex-2-enal 102058-71-9 C24H30O3
—— 2-Furan-2-ylmethyl-3-(tetrahydro-furan-2-yl)-propionic acid [1-(2-hydroxy-phenyl)-meth-(Z)-ylidene]-hydrazide 95277-66-0 C19H22N2O4
—— 2,4-diiodo-6-(pyridine-2-yliminomethyl)phenol 383371-32-2 C12H8I2N2O
—— 4-nitrophenol compound with pyrrolidine (1:1) 83004-32-4 C4H9N*C6H5NO3
—— (2,5-Dihydroxy-phenyl)-diethyl-sulfonium 46159-65-3 C10H15O2S
—— 4-Bromo-5-iodo-2-nitrophenol 1037298-09-1 C6H3BrINO3
—— 2-(Di-prop-2-ynyl-amino)-5-methyl-4-nitro-phenol 56025-04-8 C13H12N2O3
—— O,O-Diisopropyl-1-(5-brom-2-hydroxyphenyl)-3-hydroxy-2-butenylphosphonat 40468-43-7 C16H24BrO5P
—— N,N'-bis(2'-hydroxy-4'-methoxy-α-methylbenzylidene)-1,3-trimethylenediamine 951677-35-3 C21H26N2O4
—— 2-(2'-Hydroxy-5'-bromphenyl)-5-cyclohexylamino-1,3,4-thiadiazol 35314-06-8 C14H16BrN3OS
—— 1,4-dithiabutanediyl-2,2'-bis(6-tert-butyl-4-methoxyphenol) 757244-91-0 C24H34O4S2
—— 2-((3-aminopropyl)amino)ethan-1-ol compound with 4-nitrobenzene-1,2-diol (1:1) 1221292-18-7 C5H14N2O*C6H5NO4
—— (E)-1-(2,4-dihydroxyphenyl)-3-(dimethylamino)prop-2-en-1-one 1361966-29-1 C11H13NO3
—— 4-(4-Hydroxyphenyl)-1-(3-(1-pyrrolidinyl)propyl}-1,2,5,6-tetrahydropyridine 137884-26-5 C18H26N2O
—— N-(2-Brom-4-hydroxybenzyl)-hexamethylendiamin 42313-89-3 C13H21BrN2O
—— 1-(4-methylphenyl)-3-(2-hydroxyphenyl)-5-(pyridino-2-yl)formazan 1392107-17-3 C19H17N5O
—— N-(4-Chloro-3-oxo-butyl)-2-(2-hydroxy-5-nitro-phenyl)-acetamide 35742-82-6 C12H13ClN2O5
—— 1,5-diisopropyl-6-(4-hydroxyphenyl)-6-oxoverdazyl 1114888-94-6 C14H19N4O2
—— 2-(2-Hydroxy-phenyl)-3-[(2-hydroxy-1,1,2-trimethyl-propoxy)-methoxy-phosphoryl]-succinic acid dimethyl ester 107906-09-2 C19H29O9P
—— 3-(benzo[d]oxazol-2'-ylthio)-4-nitrobenzene-1,2-diol 1521221-82-8 C13H8N2O5S
—— 4-isopentyl-5-methoxy-resorcinol 91765-43-4 C12H18O3