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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
—— N-(2-hydroxybenzylidene)benzylamine 129855-29-4 C14H13NO
N-(2-hydroxybenzylidene)benzylamine
—— 5-methoxy-2-(5-((4-nitrobenzyl)thio)-1,3,4-oxadiazol-2-yl)phenol 1378258-52-6 C16H13N3O5S
5-methoxy-2-(5-((4-nitrobenzyl)thio)-1,3,4-oxadiazol-2-yl)phenol
—— 2-hydroxy-3,4-dimethyl-5-(tetrahydro-pyran-2-yloxy)-benzaldehyde 581807-69-4 C14H18O4
2-hydroxy-3,4-dimethyl-5-(tetrahydro-pyran-2-yloxy)-benzaldehyde
—— tert-butyl N-[2-[2-[2-[3-(4-hydroxyphenyl)propanoylamino]ethoxy]ethoxy]ethyl]carbamate 1262963-00-7 C20H32N2O6
tert-butyl N-[2-[2-[2-[3-(4-hydroxyphenyl)propanoylamino]ethoxy]ethoxy]ethyl]carbamate
—— (S)-4-benzyl-2-[2-(4-hydroxyphenyl)ethyl]-2-oxazoline 210707-16-7 C18H19NO2
(S)-4-benzyl-2-[2-(4-hydroxyphenyl)ethyl]-2-oxazoline
—— tert-butyl N-[2-[2-[2-[2-[2-[3-(4-hydroxyphenyl)propanoylamino]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]carbamate 1262963-04-1 C24H40N2O8
tert-butyl N-[2-[2-[2-[2-[2-[3-(4-hydroxyphenyl)propanoylamino]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]carbamate
—— 4-amino-5-[2-(4-hydroxyphenyl)ethyl]-2,4-dihydro-3H-1,2,4-triazole-3-thione 1083196-18-2 C10H12N4OS
4-amino-5-[2-(4-hydroxyphenyl)ethyl]-2,4-dihydro-3H-1,2,4-triazole-3-thione
—— (2-[3-(4-hydroxy-phenyl)propanoylamino]ethyl)carbamic acid tert butyl ester 852714-54-6 C16H24N2O4
(2-[3-(4-hydroxy-phenyl)propanoylamino]ethyl)carbamic acid tert butyl ester
—— 4-hydroxyphenethyl 3-(4-hydroxyphenyl)propanoate 956024-94-5 C17H18O4
4-hydroxyphenethyl 3-(4-hydroxyphenyl)propanoate
—— 2-methoxy-4-(5-((4-nitrobenzyl)thio)-1,3,4-oxadiazol-2-yl)phenol 1391739-45-9 C16H13N3O5S
2-methoxy-4-(5-((4-nitrobenzyl)thio)-1,3,4-oxadiazol-2-yl)phenol
—— 4-methyl-d3-catechol 83719-41-9 C7H8O2
4-methyl-d3-catechol
—— C-isopropylpyrogallol[4]arene 1206631-81-3 C40H48O12
C-isopropylpyrogallol[4]arene
—— 2,8,14,20-tetraundecylpirogallol[4]arene 127203-21-8 C72H112O12
2,8,14,20-tetraundecylpirogallol[4]arene
—— 4-amino-pyrogallol; hydrochloride 7303-36-8 C6H7NO3*ClH
4-amino-pyrogallol; hydrochloride
—— 4,6-dibromo-pyrogallol 17345-73-2 C6H4Br2O3
4,6-dibromo-pyrogallol
—— anthranilic acid N-vanillidene 42027-80-5 C15H13NO4
anthranilic acid N-vanillidene
—— 4-[(2-furylmethyl)sulfanyl]pyrogallol 923267-60-1 C11H10O4S
4-[(2-furylmethyl)sulfanyl]pyrogallol
—— 4,5-bis[(2-furylmethyl)sulfanyl]pyrogallol 923267-61-2 C16H14O5S2
4,5-bis[(2-furylmethyl)sulfanyl]pyrogallol
—— 2,3,4-tribenzyloxyphenol 87997-28-2 C27H24O4
2,3,4-tribenzyloxyphenol
—— 3-(2,3-dihydroxylphenoxy)propanenitrile 934391-20-5 C9H9NO3
3-(2,3-dihydroxylphenoxy)propanenitrile
—— C-(3-pentyl)pyrogallol[4]arene 1206631-82-4 C48H64O12
C-(3-pentyl)pyrogallol[4]arene
—— (3-NO2)-C6H3-(2-OH)NCHC6H5 883799-98-2 C13H10N2O3
(3-NO2)-C6H3-(2-OH)NCHC6H5
—— C-(4-heptyl)pyrogallol[4]arene 1206631-83-5 C56H80O12
C-(4-heptyl)pyrogallol[4]arene
—— 2-phenyl-1,3,2-benzodioxaborole-4-ol 108880-02-0 C12H9BO3
2-phenyl-1,3,2-benzodioxaborole-4-ol
—— (4-NO2)C6H4(2-OH)NCHC6H4-4-N(CH3)2 17189-38-7 C15H15N3O3
(4-NO2)C6H4(2-OH)NCHC6H4-4-N(CH3)2
—— C6H4(4-NO2)(2-OH)NCHC6H4-4-NO2 5947-13-7 C13H9N3O5
C6H4(4-NO2)(2-OH)NCHC6H4-4-NO2
—— 2-(2-hydroxypropyl)-3-methyl-4-nitrophenol 140427-38-9 C10H13NO4
2-(2-hydroxypropyl)-3-methyl-4-nitrophenol
—— Tribrompyrogallol 17345-74-3 C6H3Br3O3
Tribrompyrogallol
—— 5-methoxy-2-(5-((3-nitrobenzyl)thio)-1,3,4-oxadiazol-2-yl)phenol 1378258-48-0 C16H13N3O5S
5-methoxy-2-(5-((3-nitrobenzyl)thio)-1,3,4-oxadiazol-2-yl)phenol
—— 2-hydroxybenzylamine-2'-hydroxy-5'-chlorobenzylidene 4226-29-3 C14H12ClNO2
2-hydroxybenzylamine-2'-hydroxy-5'-chlorobenzylidene
—— 3-(3-hydroxy-4-methoxyphenyl)prop-2-yn-1-oic acid 1267949-32-5 C10H8O4
3-(3-hydroxy-4-methoxyphenyl)prop-2-yn-1-oic acid
—— 2-Amino-4-methyl-5-nitro-phenol 6265-06-1 C7H8N2O3
2-Amino-4-methyl-5-nitro-phenol
—— 2-methoxy-4-(5-((3-nitrobenzyl)thio)-1,3,4-oxadiazol-2-yl)phenol 1391739-49-3 C16H13N3O5S
2-methoxy-4-(5-((3-nitrobenzyl)thio)-1,3,4-oxadiazol-2-yl)phenol
—— 2,6-diamino-4-chloro-phenol 159560-87-9 C6H7ClN2O
2,6-diamino-4-chloro-phenol
—— ethyl difluoro(4-hydroxyphenyl)acetate 1394928-30-3 C10H10F2O3
ethyl difluoro(4-hydroxyphenyl)acetate
—— 3-ethyl-3-(2-hydroxyphenyl)cyclobutanone 953792-78-4 C12H14O2
3-ethyl-3-(2-hydroxyphenyl)cyclobutanone
—— 1-(4-hydroxyphenyl)-1,1,2,2,2-pentamethyldisilane 25158-79-6 C11H20OSi2
1-(4-hydroxyphenyl)-1,1,2,2,2-pentamethyldisilane
—— 4-(5-(1,3-dioxolan-2-yl)furan-2-yl)phenol 1276045-84-1 C13H12O4
4-(5-(1,3-dioxolan-2-yl)furan-2-yl)phenol
—— 3-(4-Hydroxyphenyl)-5,5-dimethylfuran-2-one 114702-18-0 C12H12O3
3-(4-Hydroxyphenyl)-5,5-dimethylfuran-2-one
—— vanillylidenedimercapto-di-acetic acid 34914-25-5 C12H14O6S2
vanillylidenedimercapto-di-acetic acid
—— 4-(3-hydroxybut-1-ynyl)phenol 711013-05-7 C10H10O2
4-(3-hydroxybut-1-ynyl)phenol
—— p-(triethylsilyl)ethynyl phenol 1099527-99-7 C14H20OSi
p-(triethylsilyl)ethynyl phenol
—— 4-[(2,4,5-trimethylphenyl)ethynyl]phenol 1191900-11-4 C17H16O
4-[(2,4,5-trimethylphenyl)ethynyl]phenol
—— 2,6-dibromo-4-iodophenol 187407-15-4 C6H3Br2IO
2,6-dibromo-4-iodophenol
—— 4-(trimethylsilylbutadiynyl)phenol 1426919-94-9 C13H14OSi
4-(trimethylsilylbutadiynyl)phenol
—— bis(4-hydroxyphenyl)telluride 144381-99-7 C12H10O2Te
bis(4-hydroxyphenyl)telluride
—— 4-(2-Thiophen-2-ylethynyl)phenol 1426919-97-2 C12H8OS
4-(2-Thiophen-2-ylethynyl)phenol
—— Terbutaline 1-sulfate 1273567-75-1 C12H19NO6S
Terbutaline 1-sulfate
—— 3-eicosylcatechol 1170692-36-0 C26H46O2
3-eicosylcatechol
—— 2-allyl-3-hydroxy-4-methoxy-benzyl alcohol 71733-99-8 C11H14O3
2-allyl-3-hydroxy-4-methoxy-benzyl alcohol