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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
—— Norbudrine Hydrochloride 13329-35-6 C12H18ClNO3
Norbudrine Hydrochloride
—— 4-<sek.-Amyl-(2)>-o-kresol 14705-06-7 C12H18O
4-<sek.-Amyl-(2)>-o-kresol
—— Epinephrine Acetate 97289-42-4 C11H17NO5
Epinephrine Acetate
—— Vanillin 2,3-butanediol acetal, trans- 316821-13-3 C12H16O4
Vanillin 2,3-butanediol acetal, trans-
—— Vanillin 2,3-butanediol acetal, cis- 316811-68-4 C12H16O4
Vanillin 2,3-butanediol acetal, cis-
—— Hexaaquazinc(II) dipicrate trihydrate —— C12H22N6O23Zn
Hexaaquazinc(II) dipicrate trihydrate
—— 5-Bromo-1-(1,3-dimethoxypropan-2-yl)-3-(4-hydroxy-2,6-dimethylanilino)pyrazin-2-one 1417450-21-5 C17H22BrN3O4
5-Bromo-1-(1,3-dimethoxypropan-2-yl)-3-(4-hydroxy-2,6-dimethylanilino)pyrazin-2-one
—— 3,4-bis(2-fluoro-4-hydroxyphenyl)thiophene 1430419-31-0 C16H10F2O2S
3,4-bis(2-fluoro-4-hydroxyphenyl)thiophene
—— dimethyl 2-(4-bromobut-2-yn-1-yl)-2-(2-chloro-4-hydroxybenzyl)malonate 1428962-14-4 C16H16BrClO5
dimethyl 2-(4-bromobut-2-yn-1-yl)-2-(2-chloro-4-hydroxybenzyl)malonate
—— 2,3-bis(2-chloro-4-hydroxyphenyl)thiophene 1430419-40-1 C16H10Cl2O2S
2,3-bis(2-chloro-4-hydroxyphenyl)thiophene
—— 2-(2-chloro-4-hydroxyphenyl)-5-(4-hydroxy-2-methylphenyl)thiophene 1430419-26-3 C17H13ClO2S
2-(2-chloro-4-hydroxyphenyl)-5-(4-hydroxy-2-methylphenyl)thiophene
—— (E)-3-methoxy-5-methyl-2-(3-methylpent-3-en-1-yl)phenol 1449752-05-9 C14H20O2
(E)-3-methoxy-5-methyl-2-(3-methylpent-3-en-1-yl)phenol
—— 2,5-bis(3-chloro-4-hydroxyphenyl)thiophene 1430419-21-8 C16H10Cl2O2S
2,5-bis(3-chloro-4-hydroxyphenyl)thiophene
—— 2,5-bis(2-fluoro-5-hydroxyphenyl)thiophene 1430419-22-9 C16H10F2O2S
2,5-bis(2-fluoro-5-hydroxyphenyl)thiophene
—— 2,4-bis(2-chloro-4-hydroxyphenyl)thiophene 1430419-36-5 C16H10Cl2O2S
2,4-bis(2-chloro-4-hydroxyphenyl)thiophene
—— 2-(2-fluoro-4-hydroxyphenyl)-5-(4-hydroxy-2-methylphenyl)thiophene 1430419-25-2 C17H13FO2S
2-(2-fluoro-4-hydroxyphenyl)-5-(4-hydroxy-2-methylphenyl)thiophene
—— 2,5-bis(2-fluoro-4-hydroxyphenyl)thiophene 1429059-29-9 C16H10F2O2S
2,5-bis(2-fluoro-4-hydroxyphenyl)thiophene
—— 2,5-bis(2-chloro-4-hydroxyphenyl)thiophene 1429059-30-2 C16H10Cl2O2S
2,5-bis(2-chloro-4-hydroxyphenyl)thiophene
—— 3,4-bis(2-chloro-4-hydroxyphenyl)thiophene 1430419-32-1 C16H10Cl2O2S
3,4-bis(2-chloro-4-hydroxyphenyl)thiophene
—— 2,3-bis(2-fluoro-4-hydroxyphenyl)thiophene 1430419-39-8 C16H10F2O2S
2,3-bis(2-fluoro-4-hydroxyphenyl)thiophene
—— 2,4-bis(2-fluoro-4-hydroxyphenyl)thiophene 1430419-35-4 C16H10F2O2S
2,4-bis(2-fluoro-4-hydroxyphenyl)thiophene
—— 5,5'-((1E,3E,5E)-hexa-1,3,5-triene-1,6-diyl)bis(2-methoxyphenol) 1443299-33-9 C20H20O4
5,5'-((1E,3E,5E)-hexa-1,3,5-triene-1,6-diyl)bis(2-methoxyphenol)
—— (1S,5R,7S)-7-(2,4-dihydroxyphenethyl)-2,6-dioxabicyclo[3.3.1]nonan-3-one 1443115-30-7 C15H18O5
(1S,5R,7S)-7-(2,4-dihydroxyphenethyl)-2,6-dioxabicyclo[3.3.1]nonan-3-one
—— ethyl 4-(3-hydroxyphenyl)-7,7-dimethyl-5-oxo-2-(phenylethynyl)-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate 1446864-97-6 C28H26O5
ethyl 4-(3-hydroxyphenyl)-7,7-dimethyl-5-oxo-2-(phenylethynyl)-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate
—— 4-[(4-Hydroxy-2-methylphenyl)methyl]-5-propan-2-yl-1,2-dihydropyrazol-3-one 1422008-90-9 C14H18N2O2
4-[(4-Hydroxy-2-methylphenyl)methyl]-5-propan-2-yl-1,2-dihydropyrazol-3-one
—— 2,6-bis(hexadecyltelluro)phenol 1442115-00-5 C38H70OTe2
2,6-bis(hexadecyltelluro)phenol
—— 2-(hexadecyltelluro)phenol 1442114-86-4 C22H38OTe
2-(hexadecyltelluro)phenol
—— N-Methylepinephrine hydrochloride 62-22-6 C10H16ClNO3
N-Methylepinephrine hydrochloride
—— 5,11,17,23,29-pentaformyl-31,32,33,34,35-pentahydroxycalix[5]arene 1445138-43-1 C40H30O10
5,11,17,23,29-pentaformyl-31,32,33,34,35-pentahydroxycalix[5]arene
—— 2-(3-Hydroxyphenyl)pyrimidine-5-carbonitrile 1447606-39-4 C11H7N3O
2-(3-Hydroxyphenyl)pyrimidine-5-carbonitrile
—— 4-Hydroxy-3-nitrophenylacetic Acid-d5 929709-59-1 C8H7NO5
4-Hydroxy-3-nitrophenylacetic Acid-d5
—— 4-Hydroxy Kresoxim-methyl Carboxylic Acid 1639810-29-9 C17H17NO5
4-Hydroxy Kresoxim-methyl Carboxylic Acid
—— Nifursol-15N2,d2 —— C12H7N5O9
Nifursol-15N2,d2
—— Rimiterol-d4 Hydrobromide —— C12H18BrNO3
Rimiterol-d4 Hydrobromide
—— 1-[(2-hydroxy-5-methoxyphenyl)sulfanyl]-N,N-dimethylformamide 1384430-11-8 C10H13NO3S
1-[(2-hydroxy-5-methoxyphenyl)sulfanyl]-N,N-dimethylformamide
—— 2-Chloro-4-(2,2-diethoxyethyl)phenol 1423027-67-1 C12H17ClO3
2-Chloro-4-(2,2-diethoxyethyl)phenol
—— (E)-2-methoxy-4-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)allyl)phenol 1444826-82-7 C16H23BO4
(E)-2-methoxy-4-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)allyl)phenol
—— 28-Hydroxy-2,8,14,20-tetramethyl-2,8,14,20,25,26,27-heptazapentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaene-5-carbonitrile 1446556-65-5 C26H24N8O
28-Hydroxy-2,8,14,20-tetramethyl-2,8,14,20,25,26,27-heptazapentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaene-5-carbonitrile
—— 3-(1-Methylpyrrol-2-yl)pyridine;2,4,6-trinitrophenol 35607-18-2 C16H13N5O7
3-(1-Methylpyrrol-2-yl)pyridine;2,4,6-trinitrophenol
—— 10,21-Ditert-butyl-3,4,5,14,15,16-hexazapentacyclo[17.3.1.13,6.18,12.114,17]hexacosa-1(22),4,6(26),8(25),9,11,15,17(24),19(23),20-decaene-23,25-diol 1449313-93-2 C28H34N6O2
10,21-Ditert-butyl-3,4,5,14,15,16-hexazapentacyclo[17.3.1.13,6.18,12.114,17]hexacosa-1(22),4,6(26),8(25),9,11,15,17(24),19(23),20-decaene-23,25-diol
—— 2-Tert-butyl-4-methoxy-6-[[(6-methylpyridin-2-yl)methyl-(pyridin-2-ylmethyl)amino]methyl]phenol 1442651-34-4 C25H31N3O2
2-Tert-butyl-4-methoxy-6-[[(6-methylpyridin-2-yl)methyl-(pyridin-2-ylmethyl)amino]methyl]phenol
—— 2-[[Bis[(6-methylpyridin-2-yl)methyl]amino]methyl]-6-tert-butyl-4-methoxyphenol 1442651-36-6 C26H33N3O2
2-[[Bis[(6-methylpyridin-2-yl)methyl]amino]methyl]-6-tert-butyl-4-methoxyphenol
—— 2-[2-(4-Fluorophenyl)ethynyl]-4-nitrophenol 1447448-24-9 C14H8FNO3
2-[2-(4-Fluorophenyl)ethynyl]-4-nitrophenol
—— 1-[(3-Fluoro-4-hydroxyphenyl)methyl]-3-[4-(1-methylpyrrol-2-yl)butan-2-yl]urea 1424379-31-6 C17H22FN3O2
1-[(3-Fluoro-4-hydroxyphenyl)methyl]-3-[4-(1-methylpyrrol-2-yl)butan-2-yl]urea
—— 1-(4-Hydroxy-3-methoxyphenyl)-3-pyridin-3-ylprop-2-en-1-one 878581-39-6 C15H13NO3
1-(4-Hydroxy-3-methoxyphenyl)-3-pyridin-3-ylprop-2-en-1-one
—— 3-Hydroxy-4-methoxybenzaldehyde 2-(5-oxo-5H-indeno[2,1-e]-1,2,4-triazin-3-yl)hydrazone 832677-58-4 C18H13N5O3
3-Hydroxy-4-methoxybenzaldehyde 2-(5-oxo-5H-indeno[2,1-e]-1,2,4-triazin-3-yl)hydrazone
—— 3-(Aminomethyl)-5-nitrophenol 1261852-63-4 C7H8N2O3
3-(Aminomethyl)-5-nitrophenol
—— (3aR,7S,7aS)-3-[(3-tert-butylphenyl)methyl]-7-[(3-fluoro-5-hydroxy-4-nitrophenyl)methyl]-4,6,7,7a-tetrahydro-3aH-thiopyrano[3,4-d][1,3]oxazol-2-one 1455446-33-9 C24H27FN2O5S
(3aR,7S,7aS)-3-[(3-tert-butylphenyl)methyl]-7-[(3-fluoro-5-hydroxy-4-nitrophenyl)methyl]-4,6,7,7a-tetrahydro-3aH-thiopyrano[3,4-d][1,3]oxazol-2-one
—— (3-hydroxy-5-methoxyphenyl)boronic acid 1318165-81-9 C7H9BO4
(3-hydroxy-5-methoxyphenyl)boronic acid
—— (3-Hydroxy-5-iodophenyl)acetic acid 1393540-48-1 C8H7IO3
(3-Hydroxy-5-iodophenyl)acetic acid