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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-(2-Hydroxy-5-methylphenyl)-5-phenyl-2-oxazolin 33191-12-7 C16H15NO2
2-(2-Hydroxy-5-methylphenyl)-5-phenyl-2-oxazolin
—— 4-[2-[6-[2-(4-hydroxy-3-methoxyphenyl)ethyl]pyridin-2-yl]ethyl]-2-methoxyphenol 742108-75-4 C23H25NO4
4-[2-[6-[2-(4-hydroxy-3-methoxyphenyl)ethyl]pyridin-2-yl]ethyl]-2-methoxyphenol
—— 2-t-butyl-3-(t-butyldimethylsiloxy)-1-(3-hydroxyphenyl)-1-methoxy-1-propene 172024-88-3 C20H34O3Si
2-t-butyl-3-(t-butyldimethylsiloxy)-1-(3-hydroxyphenyl)-1-methoxy-1-propene
—— S-Isopropyl-N,S-diphenyl-sulfimid-Pikrat 103375-73-1 C6H3N3O7*C15H17NS
S-Isopropyl-N,S-diphenyl-sulfimid-Pikrat
—— 1,3-Diphenyl-2-<2-methoxy-phenyl>-isothioharnstoff 13661-01-3 C20H18N2OS
1,3-Diphenyl-2-<2-methoxy-phenyl>-isothioharnstoff
—— 15,35,55,75-tetrabromo-2,4,6,8-tetra(dec-9-en-1-yl)-1,3,5,7(1,3)-tetrabenzenacyclooctaphan-14,16,34,36,54,56,74,76-octaol 932396-80-0 C68H92Br4O8
15,35,55,75-tetrabromo-2,4,6,8-tetra(dec-9-en-1-yl)-1,3,5,7(1,3)-tetrabenzenacyclooctaphan-14,16,34,36,54,56,74,76-octaol
—— (S)-(+)-2-(4-hydroxyphenyl)propionic acid methoxycarbonyl methylester 164210-39-3 C12H14O5
(S)-(+)-2-(4-hydroxyphenyl)propionic acid methoxycarbonyl methylester
—— H2tbhsNO2 109874-24-0 C14H11N3O3S
H2tbhsNO2
—— 2-[[(2R)-1-hydroxypropan-2-yl]iminomethyl]phenol 697765-01-8 C10H13NO2
2-[[(2R)-1-hydroxypropan-2-yl]iminomethyl]phenol
—— (3-Methylcyclohexyl) 3-[(4-hydroxy-3-methoxyphenyl)methylcarbamoyl]azetidine-1-carboxylate 1193988-55-4 C20H28N2O5
(3-Methylcyclohexyl) 3-[(4-hydroxy-3-methoxyphenyl)methylcarbamoyl]azetidine-1-carboxylate
—— (+/-)-4-fluoro-13-hydroxy-[2.2]paracyclophane 1394252-95-9 C16H15FO
(+/-)-4-fluoro-13-hydroxy-[2.2]paracyclophane
—— Y(II) texaphyrin complex radical anion 221239-30-1 C48H66N5O10Y
Y(II) texaphyrin complex radical anion
—— 3-(2-hydroxy-5-methylphenyl)-5-(4-methoxyphenyl)-Δ2-isoxazoline 29976-88-3 C17H17NO3
3-(2-hydroxy-5-methylphenyl)-5-(4-methoxyphenyl)-Δ2-isoxazoline
—— 2,5,6-Trichlor-3,4-xylenol 55776-52-8 C8H7Cl3O
2,5,6-Trichlor-3,4-xylenol
—— 3-hydroxy-benzaldehyde-(<i>S</i>-methyl-iso thiosemicarbazone) 110274-78-7 C9H11N3OS
3-hydroxy-benzaldehyde-(<i>S</i>-methyl-iso thiosemicarbazone)
—— (R)-2-(2-fluoro-3-methylbut-3-en-1-yl)phenol 1452898-23-5 C11H13FO
(R)-2-(2-fluoro-3-methylbut-3-en-1-yl)phenol
—— 5-cyclopropyl-3-hydroxy-4-(3-hydroxy-phenyl)-1-(3-imidazol-1-yl-propyl)-1,5-dihydro-pyrrol-2-one 1024606-69-6 C19H21N3O3
5-cyclopropyl-3-hydroxy-4-(3-hydroxy-phenyl)-1-(3-imidazol-1-yl-propyl)-1,5-dihydro-pyrrol-2-one
—— (R)-4-(3-bromobutyl)phenol 690244-70-3 C10H13BrO
(R)-4-(3-bromobutyl)phenol
—— (S)-2-(2-Hydroxy-4-methyl-phenyl)-pentane-1,5-diol 213913-75-8 C12H18O3
(S)-2-(2-Hydroxy-4-methyl-phenyl)-pentane-1,5-diol
—— <1,3,5-<sup>13</sup>C(3)>Hydrochinon 88891-53-6 C6H6O2
<1,3,5-<sup>13</sup>C(3)>Hydrochinon
—— 4-(5-bromo-2-hydroxybenzylidene)-1-(4-(4-bromophenyl)thiazol-2-yl)-3-methyl-1H-pyrazol-5(4H)-one 1287795-55-4 C20H13Br2N3O2S
4-(5-bromo-2-hydroxybenzylidene)-1-(4-(4-bromophenyl)thiazol-2-yl)-3-methyl-1H-pyrazol-5(4H)-one
—— (Et3NH)[Eu(2,2',2''-(10-((6-carboxypyridin-2-yl)methyl)-1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetic acid(-4H))] 1283597-92-1 C6H16N*C21H27EuN5O8
(Et3NH)[Eu(2,2',2''-(10-((6-carboxypyridin-2-yl)methyl)-1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetic acid(-4H))]
—— 3-But-3-ynyl-4-methylphenol 1310682-19-9 C11H12O
3-But-3-ynyl-4-methylphenol
—— 3,3-Dichlor-1-(2-hydroxy-5-methyl-phenyl)-propen-(2)-on-(1) 91329-58-7 C10H8Cl2O2
3,3-Dichlor-1-(2-hydroxy-5-methyl-phenyl)-propen-(2)-on-(1)
—— 1-(3,5-Dihydroxyphenyl)hexanon-2 34489-45-7 C12H16O3
1-(3,5-Dihydroxyphenyl)hexanon-2
—— 5-(4-fluoro-benzyl)-3-(2-hydroxy-phenethyl)-4,5-dihydro-isoxazole 1036384-93-6 C18H18FNO2
5-(4-fluoro-benzyl)-3-(2-hydroxy-phenethyl)-4,5-dihydro-isoxazole
—— (S)-2-(1-(diethylamino)allyl)phenol 1454789-93-5 C13H19NO
(S)-2-(1-(diethylamino)allyl)phenol
—— 3,5-dibromo-2-chloro-hydroquinone 857812-54-5 C6H3Br2ClO2
3,5-dibromo-2-chloro-hydroquinone
—— 3-(1H-benzotriazol-1-yl)-N'-[(1E)-1-(4-hydroxy-3-methoxyphenyl)ethylidene]propanehydrazide 518019-33-5 C18H19N5O3
3-(1H-benzotriazol-1-yl)-N'-[(1E)-1-(4-hydroxy-3-methoxyphenyl)ethylidene]propanehydrazide
—— 4-(4-Cyclohexyl-butyl)-2-methyl-phenol 109250-79-5 C17H26O
4-(4-Cyclohexyl-butyl)-2-methyl-phenol
—— 4-(4-bromo-benzenesulfonyl)-benzoic acid vanillylidenehydrazide 102468-76-8 C21H17BrN2O5S
4-(4-bromo-benzenesulfonyl)-benzoic acid vanillylidenehydrazide
—— 2-allyl-6-bromo-3-fluorophenol 852111-48-9 C9H8BrFO
2-allyl-6-bromo-3-fluorophenol
—— 6-(2-allyl-3-hydroxy-phenyl)-4,5-dihydro-2<i>H</i>-pyridazin-3-one 56872-14-1 C13H14N2O2
6-(2-allyl-3-hydroxy-phenyl)-4,5-dihydro-2<i>H</i>-pyridazin-3-one
—— 4-<5-Aethylmercaptomethyl-2-thenylidenamino>-phenol 92906-91-7 C14H15NOS2
4-<5-Aethylmercaptomethyl-2-thenylidenamino>-phenol
—— 1-(3',4'-dihydroxyphenyl)-3-methylguanidine hydrochloride 57004-89-4 C8H11N3O2*ClH
1-(3',4'-dihydroxyphenyl)-3-methylguanidine hydrochloride
—— 3-Nitro-4-hydroxy-ω-furfuryliden-acetophenon 16863-35-7 C13H9NO5
3-Nitro-4-hydroxy-ω-furfuryliden-acetophenon
—— thiazolidine-2,4-dione-2-(2,4-dihydroxy-6-methyl-benzylidenehydrazone) 112951-00-5 C11H11N3O3S
thiazolidine-2,4-dione-2-(2,4-dihydroxy-6-methyl-benzylidenehydrazone)
—— 1,4,7,9-tetrachloro-6,8-dinitro-phenothiazin-3-ol 100130-82-3 C12H3Cl4N3O5S
1,4,7,9-tetrachloro-6,8-dinitro-phenothiazin-3-ol
—— 3-{[4-({Acetyl-[2-(4-hydroxy-phenyl)-ethyl]-amino}-methyl)-phenyl]-dimethyl-silanyl}-propionic acid methyl ester 195454-15-0 C23H31NO4Si
3-{[4-({Acetyl-[2-(4-hydroxy-phenyl)-ethyl]-amino}-methyl)-phenyl]-dimethyl-silanyl}-propionic acid methyl ester
—— 918960-57-3 C18H18O3
—— 177351-07-4 C20H23NO7
—— 3-(2'-hydroxyphenyl)-5-methyl-6-phenyl-1,2,4-triazine 118207-08-2 C16H13N3O
3-(2'-hydroxyphenyl)-5-methyl-6-phenyl-1,2,4-triazine
—— 1158814-51-7 C55H69O5*K
—— 854824-21-8 C13H18O5
—— 5-(2-chloro-4-hydroxyphenyl)furan-2-carbaldehyde 1001010-52-1 C11H7ClO3
5-(2-chloro-4-hydroxyphenyl)furan-2-carbaldehyde
—— 2-t-butyl-4-[(4-N-methyl-N-ethylaminophenyldimethylsilyl)methyloxy]phenol 1230388-68-7 C22H33NO2Si
2-t-butyl-4-[(4-N-methyl-N-ethylaminophenyldimethylsilyl)methyloxy]phenol
—— cis-4b,6,7,8,9,9a-hexahydro-5H-benzo<3,4>cyclobuta<1,2>cyclohepten-2-ol 89638-82-4 C13H16O
cis-4b,6,7,8,9,9a-hexahydro-5H-benzo<3,4>cyclobuta<1,2>cyclohepten-2-ol
—— 5-(2-Hydroxy-3,5-dibromophenyl)-1,3,5-oxadiazole-2-thione 81963-76-0 C8H4Br2N2O2S
5-(2-Hydroxy-3,5-dibromophenyl)-1,3,5-oxadiazole-2-thione
—— 2-(4-Hydroxyphenyl)-3-(1,2,4-triazol-4-yl)-1,3-thiazolidin-4-one 1025447-90-8 C11H10N4O2S
2-(4-Hydroxyphenyl)-3-(1,2,4-triazol-4-yl)-1,3-thiazolidin-4-one
—— 6-[2-[bis(dimethylamino)phosphoryl]-1-hydroxypropyl]-5-chlorobenzene-1,2,4-triol 113524-13-3 C13H22ClN2O5P
6-[2-[bis(dimethylamino)phosphoryl]-1-hydroxypropyl]-5-chlorobenzene-1,2,4-triol