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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-[(5-Chloro-2-hydroxyphenyl)methyl]cyclohexa-2,5-diene-1,4-dione 180996-02-5 C13H9ClO3
2-[(5-Chloro-2-hydroxyphenyl)methyl]cyclohexa-2,5-diene-1,4-dione
—— Formic acid;4-phenylmethoxyphenol 169268-86-4 C14H14O4
Formic acid;4-phenylmethoxyphenol
—— 2-[(3-Hydroxypropyl)amino]-4-nitrophenol 177080-36-3 C9H12N2O4
2-[(3-Hydroxypropyl)amino]-4-nitrophenol
—— Acetic acid--2,6-bis(dibromomethyl)phenol (1/1) 176243-28-0 C10H10Br4O3
Acetic acid--2,6-bis(dibromomethyl)phenol (1/1)
—— Cyclohexylaminium vicrate —— C12H16N4O7
Cyclohexylaminium vicrate
—— N-Decyl-3,4,5-trihydroxybenzamide 174674-52-3 C17H27NO4
N-Decyl-3,4,5-trihydroxybenzamide
—— Acetic acid--4-(trifluoroethenyl)phenol (1/1) 164409-34-1 C10H9F3O3
Acetic acid--4-(trifluoroethenyl)phenol (1/1)
—— 3,4-Bis(2-hydroxyethyl)benzene-1,2-diol 29565-74-0 C10H14O4
3,4-Bis(2-hydroxyethyl)benzene-1,2-diol
—— 2-Methylguanidine;2,4,6-trinitrophenol 1609-02-5 C8H10N6O7
2-Methylguanidine;2,4,6-trinitrophenol
—— Acetic acid;3-iodobenzene-1,2-diol 29733-61-7 C10H13IO6
Acetic acid;3-iodobenzene-1,2-diol
—— Benzene-1,2-diol;trihydrate 331631-08-4 C6H12O5
Benzene-1,2-diol;trihydrate
—— Carbamic acid--2,6-dimethylphenol (1/1) 29768-32-9 C9H13NO3
Carbamic acid--2,6-dimethylphenol (1/1)
—— 2,6-Dimethoxyphenol;phosphorous acid 391684-14-3 C24H33O12P
2,6-Dimethoxyphenol;phosphorous acid
—— 4-(2,2-Diethoxyethoxy)phenol 14353-62-9 C12H18O4
4-(2,2-Diethoxyethoxy)phenol
—— 4-[(1R)-2-Amino-1-hydroxyethyl]-5-nitrobenzene-1,2-diol 159216-68-9 C8H10N2O5
4-[(1R)-2-Amino-1-hydroxyethyl]-5-nitrobenzene-1,2-diol
—— Acetic acid;biphenylen-2-ol 13625-11-1 C14H12O3
Acetic acid;biphenylen-2-ol
—— 2-Benzyl-6-methylpyridine;2,4,6-trinitrophenol 10131-47-2 C19H16N4O7
2-Benzyl-6-methylpyridine;2,4,6-trinitrophenol
—— 1-(Aminomethyl)cyclohexan-1-ol--2,4,6-trinitrophenol (1/1) 19968-86-6 C13H18N4O8
1-(Aminomethyl)cyclohexan-1-ol--2,4,6-trinitrophenol (1/1)
—— Acetic acid--2,4,6-trimethylphenol (1/1) 19082-49-6 C11H16O3
Acetic acid--2,4,6-trimethylphenol (1/1)
—— 2-Butylguanidine;2,4,6-trinitrophenol 18240-94-3 C11H16N6O7
2-Butylguanidine;2,4,6-trinitrophenol
—— 1,3-Dimethylpyrazole;2,4,6-trinitrophenol 1706-37-2 C11H11N5O7
1,3-Dimethylpyrazole;2,4,6-trinitrophenol
—— Carbonic acid--2,4,5-trichlorophenol (1/2) 16947-68-5 C13H8Cl6O5
Carbonic acid--2,4,5-trichlorophenol (1/2)
—— 4-Fluoro-phenol; compound with triethyl-amine 15852-89-8 C6H5FO*C6H15N
4-Fluoro-phenol; compound with triethyl-amine
—— 1-(4-Hydroxy-3-methoxyphenyl)undecane-3,5-dione 154440-04-7 C18H26O4
1-(4-Hydroxy-3-methoxyphenyl)undecane-3,5-dione
—— 2-(4-Hydroxy-3-methoxyphenoxy)ethyl hydrogen sulfate 13406-58-1 C9H12O7S
2-(4-Hydroxy-3-methoxyphenoxy)ethyl hydrogen sulfate
—— Phosphorous acid;2,4,6-trimethylphenol 14017-78-8 C27H39O6P
Phosphorous acid;2,4,6-trimethylphenol
—— 2-Butylphenol;phosphorous acid 27457-23-4 C30H45O6P
2-Butylphenol;phosphorous acid
—— 5-(Pentadeca-1,3-dien-1-YL)benzene-1,3-diol 25702-11-8 C21H32O2
5-(Pentadeca-1,3-dien-1-YL)benzene-1,3-diol
—— Acetic acid;benzene-1,2,3,5-tetrol 24924-09-2 C14H22O12
Acetic acid;benzene-1,2,3,5-tetrol
—— Acetic acid;2-bromo-6-methoxybenzene-1,4-diol 23149-37-3 C11H15BrO7
Acetic acid;2-bromo-6-methoxybenzene-1,4-diol
—— 2-Methoxy-4-[2-(2-methoxyphenoxy)prop-1-en-1-yl]phenol 25006-10-4 C17H18O4
2-Methoxy-4-[2-(2-methoxyphenoxy)prop-1-en-1-yl]phenol
—— 3-[(3-Hydroxyphenyl)tellanyl]but-2-enoic acid 211919-75-4 C10H10O3Te
3-[(3-Hydroxyphenyl)tellanyl]but-2-enoic acid
—— N,N-diethylethanamine;2,5-dinitrophenol 22300-99-8 C12H19N3O5
N,N-diethylethanamine;2,5-dinitrophenol
—— 4-Fluor-2-n-octyl-phenol 2263-19-6 C14H21FO
4-Fluor-2-n-octyl-phenol
—— 5-(2-Aminoethyl)benzene-1,2,3-triol,hydrobromide 20555-57-1 C8H12BrNO3
5-(2-Aminoethyl)benzene-1,2,3-triol,hydrobromide
—— 3-Methyl-2-[(E)-(3-methylbutylidene)amino]phenol 287195-70-4 C12H17NO
3-Methyl-2-[(E)-(3-methylbutylidene)amino]phenol
—— 2-Methoxy-5-((Z)-1-methyl-but-2-enyl)-phenol 20868-44-4 C12H16O2
2-Methoxy-5-((Z)-1-methyl-but-2-enyl)-phenol
—— Pentyl carbamimidothioate;2,4,6-trinitrophenol 20614-08-8 C12H17N5O7S
Pentyl carbamimidothioate;2,4,6-trinitrophenol
—— Phosphorous acid--4-(tridecafluorohexyl)phenol (1/3) 201936-68-7 C36H18F39O6P
Phosphorous acid--4-(tridecafluorohexyl)phenol (1/3)
—— 2,4,6-Trinitrophenol--1,2-dimethyl-1H-benzimidazole (1/1) 26972-38-3 C15H13N5O7
2,4,6-Trinitrophenol--1,2-dimethyl-1H-benzimidazole (1/1)
—— 2,3,3-Trimethylbutan-2-yl [(2-hydroxy-5-nitrophenyl)methyl]phosphonate 279684-14-9 C14H21NO6P-
2,3,3-Trimethylbutan-2-yl [(2-hydroxy-5-nitrophenyl)methyl]phosphonate
—— Acetic acid;2,6-dimethoxy-4-propylphenol 22805-53-4 C13H20O5
Acetic acid;2,6-dimethoxy-4-propylphenol
—— 4-sec-Heptyl-2-chlor-phenol 22702-40-5 C13H19ClO
4-sec-Heptyl-2-chlor-phenol
—— 4-Bromo-2-hydroxy-6-methylbenzonitrile 397845-04-4 C8H6BrNO
4-Bromo-2-hydroxy-6-methylbenzonitrile
—— 4-Methyl-2-methylsulfanyl-6-nitro-phenol 37596-89-7 C8H9NO3S
4-Methyl-2-methylsulfanyl-6-nitro-phenol
—— benzo[<i>b</i>]thiophene; compound with picric acid 3726-13-4 C6H3N3O7*C8H6S
benzo[<i>b</i>]thiophene; compound with picric acid
—— 4-[2-(Dimethylamino)ethyl]-2-methoxyphenol;hydrochloride 35266-67-2 C11H18ClNO2
4-[2-(Dimethylamino)ethyl]-2-methoxyphenol;hydrochloride
—— 3,5-dimethyl-4-hydroxyphenyldiphenylsulfonium iodide 328935-87-1 C20H19OS*I
3,5-dimethyl-4-hydroxyphenyldiphenylsulfonium iodide
—— 5-[5-(4-Fluorophenyl)-1,3,4-oxadiazol-2-yl]benzene-1,3-diol 387866-93-5 C14H9FN2O3
5-[5-(4-Fluorophenyl)-1,3,4-oxadiazol-2-yl]benzene-1,3-diol
—— Phosphoric acid--2-ethylphenol (1/3) 31275-50-0 C24H33O7P
Phosphoric acid--2-ethylphenol (1/3)