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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
—— γ-(4-Hydroxy-3-methyl-phenyl)-buttersaeure 19374-20-0 C11H14O3
γ-(4-Hydroxy-3-methyl-phenyl)-buttersaeure
—— methyl 3-(4-hydroxy-3,5-dimethylphenyl)propanoate 36837-53-3 C12H16O3
methyl 3-(4-hydroxy-3,5-dimethylphenyl)propanoate
—— 2-(3,5-dimethyl-4-hydroxyphenyl)-3-(3-hydroxypropyl)-1,3-thiazolidin-4-one 180090-38-4 C14H19NO3S
2-(3,5-dimethyl-4-hydroxyphenyl)-3-(3-hydroxypropyl)-1,3-thiazolidin-4-one
—— 2,6-dimethyl-4-(prop-1-en-1-yl)phenol 49583-12-2 C11H14O
2,6-dimethyl-4-(prop-1-en-1-yl)phenol
—— 2,6-dimethyl-4-(pyrazin-2-ylmethyl)phenol 1009309-87-8 C13H14N2O
2,6-dimethyl-4-(pyrazin-2-ylmethyl)phenol
—— 4-hydroxy-5,7-dichlorobenzo-2,1,3-thiadiazole 16407-74-2 C6H2Cl2N2OS
4-hydroxy-5,7-dichlorobenzo-2,1,3-thiadiazole
—— 4-<6-(2-Chlor-4-hydroxyphenyl)hexyl>-3,5-heptandion 62325-79-5 C19H27ClO3
4-<6-(2-Chlor-4-hydroxyphenyl)hexyl>-3,5-heptandion
—— 4-<4-(4-Hydroxyphenyl)butyl>-3,5-heptandion 62325-86-4 C17H24O3
4-<4-(4-Hydroxyphenyl)butyl>-3,5-heptandion
—— 4-[3-(4-Hydroxy-phenyl)-propyl]-heptane-3,5-dione 62325-85-3 C16H22O3
4-[3-(4-Hydroxy-phenyl)-propyl]-heptane-3,5-dione
—— 4-<8-(4-Hydroxyphenyl)-octyl>-3,5-heptandion 52122-62-0 C21H32O3
4-<8-(4-Hydroxyphenyl)-octyl>-3,5-heptandion
—— 4-[5-(4-Hydroxy-phenyl)-pentyl]-heptane-3,5-dione 62325-87-5 C18H26O3
4-[5-(4-Hydroxy-phenyl)-pentyl]-heptane-3,5-dione
—— 4-<6-(3,4-Dihyroxyphenyl)-hexyl>-3,5-heptandion 52122-47-1 C19H28O4
4-<6-(3,4-Dihyroxyphenyl)-hexyl>-3,5-heptandion
—— 4-<6-(2-Hydroxyphenyl)hexyl>-3,5-heptandion 62325-76-2 C19H28O3
4-<6-(2-Hydroxyphenyl)hexyl>-3,5-heptandion
—— 4-[6-(4-Hydroxy-3,5-dimethoxy-phenyl)-hexyl]-heptane-3,5-dione 62325-78-4 C21H32O5
4-[6-(4-Hydroxy-3,5-dimethoxy-phenyl)-hexyl]-heptane-3,5-dione
—— 4-[7-(4-Hydroxy-phenyl)-heptyl]-heptane-3,5-dione 62325-88-6 C20H30O3
4-[7-(4-Hydroxy-phenyl)-heptyl]-heptane-3,5-dione
—— 4-[10-(4-Hydroxy-phenyl)-decyl]-heptane-3,5-dione 62325-90-0 C23H36O3
4-[10-(4-Hydroxy-phenyl)-decyl]-heptane-3,5-dione
—— 4-<6-(3-Hydroxyphenyl)hexyl>-3,5-heptandion 57840-51-4 C19H28O3
4-<6-(3-Hydroxyphenyl)hexyl>-3,5-heptandion
—— 4-[9-(4-Hydroxy-phenyl)-nonyl]-heptane-3,5-dione 62325-89-7 C22H34O3
4-[9-(4-Hydroxy-phenyl)-nonyl]-heptane-3,5-dione
—— 4-<6-(2-Hydroxy-4-chlorphenyl)hexyl>-3,5-heptandion 57840-58-1 C19H27ClO3
4-<6-(2-Hydroxy-4-chlorphenyl)hexyl>-3,5-heptandion
—— 2,4,5-Trimethoxyphenethylalkohol 28800-17-1 C11H16O4
2,4,5-Trimethoxyphenethylalkohol
—— (Z,Z)-5-(3-chloro-4-hydroxybenzylidene)-2-cyclopentylimino-3-phenyl-thiazolidin-4-one 1228116-84-4 C21H19ClN2O2S
(Z,Z)-5-(3-chloro-4-hydroxybenzylidene)-2-cyclopentylimino-3-phenyl-thiazolidin-4-one
—— 4-[2-(dimethylamino)ethyl]benzene-1,2-diol;hydron;chloride —— C10H16ClNO2
4-[2-(dimethylamino)ethyl]benzene-1,2-diol;hydron;chloride
—— 4-[4-(aminomethyl)hepta-1,6-dien-4-yl]phenol;hydron;chloride —— C14H20ClNO
4-[4-(aminomethyl)hepta-1,6-dien-4-yl]phenol;hydron;chloride
—— (Z,Z)-3-benzyl-5-(3-chloro-4-hydroxy-benzylidene)-2-isopropylimino-thiazolidin-4-one 1228117-06-3 C20H19ClN2O2S
(Z,Z)-3-benzyl-5-(3-chloro-4-hydroxy-benzylidene)-2-isopropylimino-thiazolidin-4-one
—— (Z,Z)-5-(3-chloro-4-hydroxybenzylidene)-2-cyclohexylimino-3-phenyl-thiazolidin-4-one 1228116-85-5 C22H21ClN2O2S
(Z,Z)-5-(3-chloro-4-hydroxybenzylidene)-2-cyclohexylimino-3-phenyl-thiazolidin-4-one
—— (Z,Z)-3-[5-(3-chloro-4-hydroxybenzylidene)-2-isopropylimino-4-oxo-thiazolidin-3-yl]-propionic acid ethyl ester 1228116-89-9 C18H21ClN2O4S
(Z,Z)-3-[5-(3-chloro-4-hydroxybenzylidene)-2-isopropylimino-4-oxo-thiazolidin-3-yl]-propionic acid ethyl ester
—— 1,2-Benzenediol, 4-(2-((phenylmethyl)amino)ethyl)-, hydrochloride 13075-94-0 C15H18ClNO2
1,2-Benzenediol, 4-(2-((phenylmethyl)amino)ethyl)-, hydrochloride
—— AD284a 581800-17-1 C16H18O5
AD284a
—— 1-ethyl-4-(4-hydroxy-3-methoxy-<i>trans</i>-styryl)-pyridinium; bromide 6266-18-8 Br*C16H18NO2
1-ethyl-4-(4-hydroxy-3-methoxy-<i>trans</i>-styryl)-pyridinium; bromide
—— (R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-3-(3-fluoro-4-hydroxyphenyl)oxazolidin-2-one 1025097-59-9 C16H24FNO4Si
(R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-3-(3-fluoro-4-hydroxyphenyl)oxazolidin-2-one
—— 1-amino-3-(4-(2-methoxyethyl)phenoxy)propan-2-ol 95586-81-5 C12H19NO3
1-amino-3-(4-(2-methoxyethyl)phenoxy)propan-2-ol
—— 1-amino-3-(4-(2-hydroxyethyl)phenoxy)propan-2-ol 1021935-61-4 C11H17NO3
1-amino-3-(4-(2-hydroxyethyl)phenoxy)propan-2-ol
—— 3,5,3',4',5'-Pentamethoxy-biphenyl-4-ol 101747-56-2 C17H20O6
3,5,3',4',5'-Pentamethoxy-biphenyl-4-ol
—— 5-[(6-(benzyloxy)-2-hydroxy-3-methoxyphenyl)(hydroxy)methyl]-4-hydroxy-3-phenylfuran-2(5H)-one 1247734-10-6 C25H22O7
5-[(6-(benzyloxy)-2-hydroxy-3-methoxyphenyl)(hydroxy)methyl]-4-hydroxy-3-phenylfuran-2(5H)-one
—— 6-(benzyloxy)-2-hydroxy-3-methoxybenzaldehyde 1247734-31-1 C15H14O4
6-(benzyloxy)-2-hydroxy-3-methoxybenzaldehyde
—— 2-(benzyloxy)-6-hydroxy-3-methoxybenzaldehyde 1247734-44-6 C15H14O4
2-(benzyloxy)-6-hydroxy-3-methoxybenzaldehyde
—— (E)-2-hydroxy-4,6-dimethoxystyryl-4-chlorobenzylsulfone 334969-49-2 C17H17ClO5S
(E)-2-hydroxy-4,6-dimethoxystyryl-4-chlorobenzylsulfone
—— 3-[penta-deca-8,11-dienyl]phenol 51546-63-5 C21H32O
3-[penta-deca-8,11-dienyl]phenol
—— 2-{[(3-chloro-5-(trifluoromethyl)pyridin-2-yl)imino]methyl}-phenol 303090-94-0 C13H8ClF3N2O
2-{[(3-chloro-5-(trifluoromethyl)pyridin-2-yl)imino]methyl}-phenol
—— 2-(2-Hydroxy-phenyl)-propionitrile 88975-44-4 C9H9NO
2-(2-Hydroxy-phenyl)-propionitrile
—— 5-hydroxy-2-nitrobenzamide 4315-16-6 C7H6N2O4
5-hydroxy-2-nitrobenzamide
—— 1-deazapyridoxine 42760-56-5 C9H12O3
1-deazapyridoxine
—— 4-(2-(pyridin-4-yl)ethynyl)phenol 898564-30-2 C13H9NO
4-(2-(pyridin-4-yl)ethynyl)phenol
—— [4-13C]-4,6-dibromo-2,3-dimethylphenol 476170-66-8 C8H8Br2O
[4-13C]-4,6-dibromo-2,3-dimethylphenol
—— 3-(2-methoxy-4-hydroxybenzylidene)anabaseine 248270-40-8 C18H18N2O2
3-(2-methoxy-4-hydroxybenzylidene)anabaseine
—— [1-13C]-2,3-dimethylphenol 476170-56-6 C8H10O
[1-13C]-2,3-dimethylphenol
—— 3,5-dibutyl-4-hydroxytoluene 720-39-8 C15H24O
3,5-dibutyl-4-hydroxytoluene
—— [4-13C]-2,3-dimethylphenol 476170-67-9 C8H10O
[4-13C]-2,3-dimethylphenol
—— 5-benzyloxy-3-bromo-2-hydroxybenzaldehyde 647858-58-0 C14H11BrO3
5-benzyloxy-3-bromo-2-hydroxybenzaldehyde
—— (S)-(+)-2-(4-hydroxyphenyl)propionic acid ethoxycarbonylmethylester 164210-40-6 C13H16O5
(S)-(+)-2-(4-hydroxyphenyl)propionic acid ethoxycarbonylmethylester