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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-(Aminomethyl)-6-bromo-4-chloro-3,5-dimethoxyphenol;hydrochloride 38900-10-6 C9H11BrClNO3*ClH
2-(Aminomethyl)-6-bromo-4-chloro-3,5-dimethoxyphenol;hydrochloride
—— 2-(Aminomethyl)-6-methoxy-4-prop-2-enylphenol;hydrochloride 52780-55-9 C11H15NO2*ClH
2-(Aminomethyl)-6-methoxy-4-prop-2-enylphenol;hydrochloride
—— 2-Aminomethyl-3,4-dichloro-6-methoxy-phenol; hydrochloride 52780-56-0 C8H9Cl2NO2*ClH
2-Aminomethyl-3,4-dichloro-6-methoxy-phenol; hydrochloride
—— 2-(Aminomethyl)-4-chloro-3,5-dimethoxyphenol;hydrochloride 51570-93-5 C9H12ClNO3*ClH
2-(Aminomethyl)-4-chloro-3,5-dimethoxyphenol;hydrochloride
—— 4-[(E)-3-amino-1-fluoroprop-1-en-2-yl]benzene-1,2-diol;hydrochloride 85278-54-2 C9H10FNO2*ClH
4-[(E)-3-amino-1-fluoroprop-1-en-2-yl]benzene-1,2-diol;hydrochloride
—— 2-(Aminomethyl)-4-chloro-6-iodo-3,5-dimethoxyphenol;hydrochloride 75552-16-8 C9H11ClINO3*ClH
2-(Aminomethyl)-4-chloro-6-iodo-3,5-dimethoxyphenol;hydrochloride
—— 2-(Aminomethyl)-6-chloro-4-ethoxyphenol;hydrochloride 75552-01-1 C9H12ClNO2*ClH
2-(Aminomethyl)-6-chloro-4-ethoxyphenol;hydrochloride
—— 2-(3-chloro-4-hydroxyanilino)-5,7-dihydro-6H-pyrido[4,3-b]pyrimido[4,5-d]azepin-6-one 1215292-48-0 C17H12ClN5O2
2-(3-chloro-4-hydroxyanilino)-5,7-dihydro-6H-pyrido[4,3-b]pyrimido[4,5-d]azepin-6-one
—— ((12,32,52,72-Tetrahydroxy-2,4,6,8-tetrathia-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-15,35,55,75-tetrayl)tetrakis(methylene))tetrakis(phosphonic acid) 1208334-97-7 C28H28O16P4S4
((12,32,52,72-Tetrahydroxy-2,4,6,8-tetrathia-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-15,35,55,75-tetrayl)tetrakis(methylene))tetrakis(phosphonic acid)
—— Methyl 2-(3-amino-4-hydroxy-5-methoxyphenyl)acetate 1072150-33-4 C10H13NO4
Methyl 2-(3-amino-4-hydroxy-5-methoxyphenyl)acetate
—— 2-Amino-6,7-dihydro-7-(4-hydroxy-3,5-dimethoxyphenyl)selenazolo[4,5-b]pyridin-5(4H)-one 1190006-10-0 C14H15N3O4Se
2-Amino-6,7-dihydro-7-(4-hydroxy-3,5-dimethoxyphenyl)selenazolo[4,5-b]pyridin-5(4H)-one
—— (5R,7R)-5,7-di[1-(tert-butyl)-1,1-dimethylsilyl]oxy-1-(4-hydroxyphenyl)icosan-3-ol 1218936-79-8 C38H74O4Si2
(5R,7R)-5,7-di[1-(tert-butyl)-1,1-dimethylsilyl]oxy-1-(4-hydroxyphenyl)icosan-3-ol
—— 4-(2-{[4-nitro-3-(trifluoromethyl)phenyl]amino}ethyl)benzene-1,2-diol 1215018-68-0 C15H13F3N2O4
4-(2-{[4-nitro-3-(trifluoromethyl)phenyl]amino}ethyl)benzene-1,2-diol
—— 3-(4-Chloro-2-hydroxy-5-methylphenyl)-7-methylsulfanyl-5-oxo-[1,3]thiazolo[3,2-a]pyrimidine-6-carbonitrile 1223515-84-1 C15H10ClN3O2S2
3-(4-Chloro-2-hydroxy-5-methylphenyl)-7-methylsulfanyl-5-oxo-[1,3]thiazolo[3,2-a]pyrimidine-6-carbonitrile
—— (S)-N-(methanesulfonyl)homotyrosinol 1221741-06-5 C11H17NO4S
(S)-N-(methanesulfonyl)homotyrosinol
—— (1R,10S,12S,14E,16S,19R,20S,21S,22S)-3-hydroxy-6-(methoxymethoxy)-5,10,12,14,16,20,22-heptamethyl-21-triethylsilyloxy-23-oxatricyclo[17.3.1.02,7]tricosa-2,4,6,14-tetraen-9-one 1220044-81-4 C37H62O6Si
(1R,10S,12S,14E,16S,19R,20S,21S,22S)-3-hydroxy-6-(methoxymethoxy)-5,10,12,14,16,20,22-heptamethyl-21-triethylsilyloxy-23-oxatricyclo[17.3.1.02,7]tricosa-2,4,6,14-tetraen-9-one
—— Ethyl 2-(2-hydroxyphenyl)oxolane-3-sulfonate 1226999-28-5 C12H16O5S
Ethyl 2-(2-hydroxyphenyl)oxolane-3-sulfonate
—— 2-(4-hydroxyphenyl)ethyl-2-chloroacetate 62100-14-5 C10H11ClO3
2-(4-hydroxyphenyl)ethyl-2-chloroacetate
—— 2-(5-((tert-butyldimethylsilanyloxy)methyl)-4-methoxy-2-(methoxymethoxy)phenyl)ethanol 1227484-34-5 C18H32O5Si
2-(5-((tert-butyldimethylsilanyloxy)methyl)-4-methoxy-2-(methoxymethoxy)phenyl)ethanol
—— 2-Chloro-5-(prop-2-ynyliminomethyl)phenol 1228275-49-7 C10H8ClNO
2-Chloro-5-(prop-2-ynyliminomethyl)phenol
—— 4-chloro-6-(tetrahydropyran-4-yl)benzene-1,3-diol 1228321-13-8 C11H13ClO3
4-chloro-6-(tetrahydropyran-4-yl)benzene-1,3-diol
—— 4-(tetrahydrothiophen-3-yl)benzene-1,3-diol 1228321-11-6 C10H12O2S
4-(tetrahydrothiophen-3-yl)benzene-1,3-diol
—— 4-fluoro-6-(tetrahydropyran-4-yl)benzene-1,3-diol 1228321-14-9 C11H13FO3
4-fluoro-6-(tetrahydropyran-4-yl)benzene-1,3-diol
—— 4-(tetrahydrofuran-3-yl)benzene-1,3-diol 1228321-10-5 C10H12O3
4-(tetrahydrofuran-3-yl)benzene-1,3-diol
—— (2E)-1-(2,4-dihydroxy-6-methoxyphenyl)-3-(2-furanyl)-2-propen-1-one 1207843-51-3 C14H12O5
(2E)-1-(2,4-dihydroxy-6-methoxyphenyl)-3-(2-furanyl)-2-propen-1-one
—— 3-(3-hydroxy-4-methoxyphenyl)-6-pyridin-3-ylthieno[2,3-b]pyrrolizin-8-one 1200638-98-7 C21H14N2O3S
3-(3-hydroxy-4-methoxyphenyl)-6-pyridin-3-ylthieno[2,3-b]pyrrolizin-8-one
—— 3-(3-hydroxy-4-methoxyphenyl)-6-bromothieno[2,3-b]pyrrolizin-8-one 1200638-80-7 C16H10BrNO3S
3-(3-hydroxy-4-methoxyphenyl)-6-bromothieno[2,3-b]pyrrolizin-8-one
—— 3-(3-hydroxy-4-methoxyphenyl)-4-(3,4,5-trimethoxyphenyl)isoxazol-5-amine 1149641-47-3 C19H20N2O6
3-(3-hydroxy-4-methoxyphenyl)-4-(3,4,5-trimethoxyphenyl)isoxazol-5-amine
—— N-(3-(3-hydroxy-4-methoxyphenyl)-4-(3,4,5-trimethoxyphenyl)isoxazol-5-yl)acetamide 1149641-71-3 C21H22N2O7
N-(3-(3-hydroxy-4-methoxyphenyl)-4-(3,4,5-trimethoxyphenyl)isoxazol-5-yl)acetamide
—— 3-(4-bromophenyl)-5-[(4-hydroxyphenoxy)methyl]-2,5-dihydrofuran-2-one 1222181-76-1 C17H13BrO4
3-(4-bromophenyl)-5-[(4-hydroxyphenoxy)methyl]-2,5-dihydrofuran-2-one
—— (2Z,5Z)-2-{[4-(adamantan-1-yl)-1,3-thiazol-2-yl]imino}-5-(4-hydroxy-3-methoxy-benzylidene)-1,3-thiazolidin-4-one 1208004-51-6 C24H25N3O3S2
(2Z,5Z)-2-{[4-(adamantan-1-yl)-1,3-thiazol-2-yl]imino}-5-(4-hydroxy-3-methoxy-benzylidene)-1,3-thiazolidin-4-one
—— 6-(2,4-dichlorophenyl)-2-(4-hydroxy-3-methoxyphenyl)-3-(1,2,4-triazol-4-yl)-2H-1,3,5-oxadiazine-4-thione 1216963-54-0 C18H13Cl2N5O3S
6-(2,4-dichlorophenyl)-2-(4-hydroxy-3-methoxyphenyl)-3-(1,2,4-triazol-4-yl)-2H-1,3,5-oxadiazine-4-thione
—— 5-[[3,5-Bis[(4-bromo-3,5-dihydroxyphenyl)methylsulfanylmethyl]phenyl]methylsulfanylmethyl]-2-bromobenzene-1,3-diol 1233204-95-9 C30H27Br3O6S3
5-[[3,5-Bis[(4-bromo-3,5-dihydroxyphenyl)methylsulfanylmethyl]phenyl]methylsulfanylmethyl]-2-bromobenzene-1,3-diol
—— 3-(3-Hydroxy-1-methyl-propyl)-phenol 51038-71-2 C10H14O2
3-(3-Hydroxy-1-methyl-propyl)-phenol
—— 5-[[3,5-Bis[(3,5-dihydroxy-4-methylsulfanylphenyl)methylsulfanylmethyl]phenyl]methylsulfanylmethyl]-2-methylsulfanylbenzene-1,3-diol 1233204-96-0 C33H36O6S6
5-[[3,5-Bis[(3,5-dihydroxy-4-methylsulfanylphenyl)methylsulfanylmethyl]phenyl]methylsulfanylmethyl]-2-methylsulfanylbenzene-1,3-diol
—— 4-(difluoromethyl)-2-fluorophenol 1214333-89-7 C7H5F3O
4-(difluoromethyl)-2-fluorophenol
—— 5-(Difluoromethyl)-2-fluorophenol 1214348-52-3 C7H5F3O
5-(Difluoromethyl)-2-fluorophenol
—— (E)-3-[2-(4-tert-butylphenylsulfanyl)vinyl]-5-methoxyphenol 1227376-16-0 C19H22O2S
(E)-3-[2-(4-tert-butylphenylsulfanyl)vinyl]-5-methoxyphenol
—— 2-[1-(2-Hydroxy-ethylamino)-ethyl]-phenol oxalate 1185300-79-1 C12H17NO6
2-[1-(2-Hydroxy-ethylamino)-ethyl]-phenol oxalate
—— 4-Ethoxy-3,5-difluorophenol 1017779-45-1 C8H8F2O2
4-Ethoxy-3,5-difluorophenol
—— 3-Methylcatechol-d3 1189946-33-5 C7H8O2
3-Methylcatechol-d3
—— 2-(4-hydroxy-3-methoxyphenyl)-3-(5-5-[(7-5-[2-(4-hydroxy-3-methoxyphenyl)-4-oxo-1,3-thiazolan-3-yl]-1,3,4-thiadiazol-2-yl-3-methylbenzo[b]furan-5-yl)methyl]-3-methylbenzo[b]furan-7-yl-1,3,4-thiadiazol-2-yl)-1,3-thiazolan-4-one 1252934-20-5 C43H34N6O8S4
2-(4-hydroxy-3-methoxyphenyl)-3-(5-5-[(7-5-[2-(4-hydroxy-3-methoxyphenyl)-4-oxo-1,3-thiazolan-3-yl]-1,3,4-thiadiazol-2-yl-3-methylbenzo[b]furan-5-yl)methyl]-3-methylbenzo[b]furan-7-yl-1,3,4-thiadiazol-2-yl)-1,3-thiazolan-4-one
—— 2-(4,6-bis(4-(trifluoromethoxy)phenethoxy)pyrimidin-2-ylthio)hexanoic acid 1231733-75-7 C28H28F6N2O6S
2-(4,6-bis(4-(trifluoromethoxy)phenethoxy)pyrimidin-2-ylthio)hexanoic acid
—— 2-[(3-Chlorophenyl)methylideneamino]-5-methylphenol 1233839-83-2 C14H12ClNO
2-[(3-Chlorophenyl)methylideneamino]-5-methylphenol
—— 2-(4,6-bis(4-methoxyphenethoxy)pyrimidin-2-ylthio)hexanoic acid 1231733-73-5 C28H34N2O6S
2-(4,6-bis(4-methoxyphenethoxy)pyrimidin-2-ylthio)hexanoic acid
—— Rimiterolum 32953-89-2 C12H17NO3
Rimiterolum
—— N-(3-(2-hydroxy-5-methoxyphenyl)propyl)acetamide 1227951-42-9 C12H17NO3
N-(3-(2-hydroxy-5-methoxyphenyl)propyl)acetamide
—— 3-[3-(4-hydroxy-phenyl)-propyl]-5-(3-hydroxy-phenyl)-4,5-dihydro-isoxazole 1158558-39-4 C18H19NO3
3-[3-(4-hydroxy-phenyl)-propyl]-5-(3-hydroxy-phenyl)-4,5-dihydro-isoxazole
—— 3-(2-Hydroxy-1,3-dimethoxypropan-2-yl)phenol 1240403-35-3 C11H16O4
3-(2-Hydroxy-1,3-dimethoxypropan-2-yl)phenol
—— actinopolymorphol A 1236285-83-8 C15H20O4
actinopolymorphol A