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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-<bis(trimethylsilyl)methyl>phenol 101145-02-2 C13H24OSi2
2-<bis(trimethylsilyl)methyl>phenol
—— (4'-hydroxy-3',5'-dinitrophenyl)(3-phenyloxiran-2-yl)methanone 1418203-05-0 C15H10N2O7
(4'-hydroxy-3',5'-dinitrophenyl)(3-phenyloxiran-2-yl)methanone
—— 2,3,4-trihydroxy-5-morpholin-4-ylmethyl-benzaldehyde 41273-96-5 C12H15NO5
2,3,4-trihydroxy-5-morpholin-4-ylmethyl-benzaldehyde
—— 2,4,5-trihydroxy-3-morpholin-4-ylmethyl-benzaldehyde 41273-90-9 C12H15NO5
2,4,5-trihydroxy-3-morpholin-4-ylmethyl-benzaldehyde
—— N’-(2-hydroxybenzylidene)-3,4,5-trihydroxybenzoylhydrazone 25054-55-1 C14H12N2O5
N’-(2-hydroxybenzylidene)-3,4,5-trihydroxybenzoylhydrazone
—— 1-amino-3-(4-(2-methoxyethyl)phenoxy)propan-2-ol 95586-80-4 C12H19NO3
1-amino-3-(4-(2-methoxyethyl)phenoxy)propan-2-ol
—— 4-[((E)-4-fluorophenylimino)methyl]benzene-1,3-diol 1334714-13-4 C13H10FNO2
4-[((E)-4-fluorophenylimino)methyl]benzene-1,3-diol
—— p-tert-butylcalix<4>arene triphosphate 175791-91-0 C56H83O13P3
p-tert-butylcalix<4>arene triphosphate
—— N,N-diethyl-3,4-dihydroxy-5-nitrobenzamide 134611-63-5 C11H14N2O5
N,N-diethyl-3,4-dihydroxy-5-nitrobenzamide
—— 2-<i>tert</i>-butyl-4-methoxy-6-morpholin-4-ylmethyl-phenol 21594-90-1 C16H25NO3
2-<i>tert</i>-butyl-4-methoxy-6-morpholin-4-ylmethyl-phenol
—— 1,3-Benzodioxol-5-ylmethyl 4-(3-bromo-4-hydroxy-5-methoxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate 5602-26-6 C21H19BrN2O7
1,3-Benzodioxol-5-ylmethyl 4-(3-bromo-4-hydroxy-5-methoxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
—— 2,4-Dinitro-5-hydroxy-3-carboxy-6-methylphenyl 2-nitro-3-carboxy-6-methylphenyl sulfide 111837-72-0 C16H11N3O11S
2,4-Dinitro-5-hydroxy-3-carboxy-6-methylphenyl 2-nitro-3-carboxy-6-methylphenyl sulfide
—— 2,6-bis(trimethylsilyl)-4-methylphenol 18033-63-1 C13H24OSi2
2,6-bis(trimethylsilyl)-4-methylphenol
—— 5-(4-hydroxy-phenyl)-3-morpholinomethyl-3<i>H</i>-[1,3,4]oxadiazol-2-one 108487-85-0 C13H15N3O4
5-(4-hydroxy-phenyl)-3-morpholinomethyl-3<i>H</i>-[1,3,4]oxadiazol-2-one
—— 5-(4-hydroxy-phenyl)-3<i>H</i>-[1,3,4]oxadiazol-2-one 120035-90-7 C8H6N2O3
5-(4-hydroxy-phenyl)-3<i>H</i>-[1,3,4]oxadiazol-2-one
—— 1,4-bis(2-hydroxy-5-methoxybenzyl)piperazine 24773-81-7 C20H26N2O4
1,4-bis(2-hydroxy-5-methoxybenzyl)piperazine
—— Tetraethyl (2,3-dihydroxy-1,4-phenylene)bis(phosphonate) 91633-17-9 C14H24O8P2
Tetraethyl (2,3-dihydroxy-1,4-phenylene)bis(phosphonate)
—— 2-hydroxy-3-methoxy-5-morpholinomethyl-benzaldehyde ; hydrochloride 106275-18-7 C13H17NO4*ClH
2-hydroxy-3-methoxy-5-morpholinomethyl-benzaldehyde ; hydrochloride
—— (2,3-difluoro-6-hydroxyphenyl)boronic acid 1238196-62-7 C6H5BF2O3
(2,3-difluoro-6-hydroxyphenyl)boronic acid
—— 5-(2-hydroxybenzylidene)-2-imino-1,3-thiazolidin- 321579-48-0 C10H8N2O2S
5-(2-hydroxybenzylidene)-2-imino-1,3-thiazolidin-
—— 6-hexyl-4-(2-thiazolylazo)resorcinol 14383-66-5 C15H19N3O2S
6-hexyl-4-(2-thiazolylazo)resorcinol
—— 2-(3-Bromophenyl)-3-(5-chloro-2-hydroxyphenyl)-4-thiazolidinone 388604-55-5 C15H11BrClNO2S
2-(3-Bromophenyl)-3-(5-chloro-2-hydroxyphenyl)-4-thiazolidinone
—— 2-(p-hydroxyphenyl)-4,4,5,5-tetramethyl-1,3-dioxolan 78034-62-5 C13H18O3
2-(p-hydroxyphenyl)-4,4,5,5-tetramethyl-1,3-dioxolan
—— 6-(9-Hydroxynonyl)-2,3-dimethoxy-5-methylphenol 77712-31-3 C18H30O4
6-(9-Hydroxynonyl)-2,3-dimethoxy-5-methylphenol
—— 4,5,6-Trimethyl-pyrogallol 3997-16-8 C9H12O3
4,5,6-Trimethyl-pyrogallol
—— 3-(1-(phenylimino)ethyl)phenol 1318024-44-0 C14H13NO
3-(1-(phenylimino)ethyl)phenol
—— Propanedinitrile, [(2,5-dihydroxyphenyl)methylene]- 143049-24-5 C10H6N2O2
Propanedinitrile, [(2,5-dihydroxyphenyl)methylene]-
—— 4-Methoxy-2-phenethylaminomethyl-phenol 93027-32-8 C16H19NO2
4-Methoxy-2-phenethylaminomethyl-phenol
—— Methyl-2-(o-hydroxyphenyl)-propanoat 54493-89-9 C10H12O3
Methyl-2-(o-hydroxyphenyl)-propanoat
—— 4-Methyl-2-phosphinophenol 105865-37-0 C7H9OP
4-Methyl-2-phosphinophenol
—— para-hydroxybenzaldehyde-N-furfurylidene-imine 76269-57-3 C12H11NO2
para-hydroxybenzaldehyde-N-furfurylidene-imine
—— [(4-hydroxy-3,5-dimethoxyphenyl)(phenylamino)methyl]phosphonic acid dimethyl ester 1040746-89-1 C17H22NO6P
[(4-hydroxy-3,5-dimethoxyphenyl)(phenylamino)methyl]phosphonic acid dimethyl ester
—— 37,38,40-tris<(diethoxyphosphoryl)oxy>-5,11,17,23,29,35-hexakis(1,1-dimethylethyl)calix<6>arene-39,41,42-triol 149064-14-2 C78H111O15P3
37,38,40-tris<(diethoxyphosphoryl)oxy>-5,11,17,23,29,35-hexakis(1,1-dimethylethyl)calix<6>arene-39,41,42-triol
—— 2-bromo-5-chloro-4-methylphenol 1175754-49-0 C7H6BrClO
2-bromo-5-chloro-4-methylphenol
—— 5-Methylaminoresorcin 40248-01-9 C7H9NO2
5-Methylaminoresorcin
—— 1-(4-hydroxyphenyl)butan-2-one 91060-98-9 C10H12O2
1-(4-hydroxyphenyl)butan-2-one
—— 3-(N-allylamino)-2-bromo-5-methyl-1,4-hydroquinone 98217-08-4 C10H12BrNO2
3-(N-allylamino)-2-bromo-5-methyl-1,4-hydroquinone
—— 2-(cyclohexylidenemethyl)-1-phenol 138572-74-4 C13H16O
2-(cyclohexylidenemethyl)-1-phenol
—— 2-(2,2,2-trichloro-ethylidenamino)-phenol 76941-55-4 C8H6Cl3NO
2-(2,2,2-trichloro-ethylidenamino)-phenol
—— 1-(o-hydroxyphenyl)-3-isopropyl-4-methyl-pent-1-yn-3-ol 145982-79-2 C15H20O2
1-(o-hydroxyphenyl)-3-isopropyl-4-methyl-pent-1-yn-3-ol
—— 3-butyl-1-(o-hydroxyphenyl)hept-1-yn-3-ol 145982-78-1 C17H24O2
3-butyl-1-(o-hydroxyphenyl)hept-1-yn-3-ol
—— 3-ethyl-1-(o-hydroxyphenyl)pent-1-yn-3-ol 145982-76-9 C13H16O2
3-ethyl-1-(o-hydroxyphenyl)pent-1-yn-3-ol
—— diethyl 5-hydroxy-2-methylphenylphosphonate 1224445-05-9 C11H17O4P
diethyl 5-hydroxy-2-methylphenylphosphonate
—— 5-(p-Hydroxyphenyl)-4,6-bis(methoxycarbonyl)-1,3-dithiane 1,1,3,3-tetroxide 111012-61-4 C14H16O9S2
5-(p-Hydroxyphenyl)-4,6-bis(methoxycarbonyl)-1,3-dithiane 1,1,3,3-tetroxide
—— 2-hydroxy-5-nitro-N'-(2-oxoindol-3-yl)benzohydrazide 126393-54-2 C15H10N4O5
2-hydroxy-5-nitro-N'-(2-oxoindol-3-yl)benzohydrazide
—— 2-hydroxy-N-[(1-methyl-2-oxoindol-3-ylidene)amino]-5-nitrobenzamide 126393-58-6 C16H12N4O5
2-hydroxy-N-[(1-methyl-2-oxoindol-3-ylidene)amino]-5-nitrobenzamide
—— 2-[1-(1-Phenylethylamino)ethyl]phenol 1021136-67-3 C16H19NO
2-[1-(1-Phenylethylamino)ethyl]phenol
—— 2-(5-hydroxy-2-methylphenyl)-2H-furan-5-one 1188925-33-8 C11H10O3
2-(5-hydroxy-2-methylphenyl)-2H-furan-5-one
—— Urea, N-[(4-hydroxyphenyl)methyl]-N-(2-phenylethyl)- 649739-16-2 C16H18N2O2
Urea, N-[(4-hydroxyphenyl)methyl]-N-(2-phenylethyl)-
—— (E)-4-(5-hydroxy-2-nitropent-1-enyl)phenol 1426535-38-7 C11H13NO4
(E)-4-(5-hydroxy-2-nitropent-1-enyl)phenol