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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
—— N-<5-<tris(hydroxymethyl)methylcarbamoyl>pentyl>-2-nitro-3-hydroxy-4-methylbenzamide 121018-38-0 C18H27N3O8
N-<5-<tris(hydroxymethyl)methylcarbamoyl>pentyl>-2-nitro-3-hydroxy-4-methylbenzamide
—— 4-hydroxy-3,5-diiodoacetophenone oxime 1202385-73-6 C8H7I2NO2
4-hydroxy-3,5-diiodoacetophenone oxime
—— 5-[5-(benzyloxy)-1H-indol-3-yl]-4-isopropyl-2-methoxyphenol 1613299-21-0 C25H25NO3
5-[5-(benzyloxy)-1H-indol-3-yl]-4-isopropyl-2-methoxyphenol
—— 5-(3-<Furyl-(2)>-acryloyl)-2.4-dihydroxy-nitrobenzol 15462-54-1 C13H9NO6
5-(3-<Furyl-(2)>-acryloyl)-2.4-dihydroxy-nitrobenzol
—— 2,2-dimethyl-propionic acid 4-[2-(3-iodo-propoxy)-ethyl]phenyl ester 890042-63-4 C16H23IO3
2,2-dimethyl-propionic acid 4-[2-(3-iodo-propoxy)-ethyl]phenyl ester
—— Norepinephrine d-bitartrate 69815-49-2 C12H19NO10
Norepinephrine d-bitartrate
—— 2,4-Difluoro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)phenol 1451391-16-4 C12H15BF2O3
2,4-Difluoro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)phenol
—— 144284-39-9 3C6H3N3O7*C15H20N6S
—— 2,6-dimethoxy-1-O-triisopropylsilyl-1,4-hydroquinone 211192-54-0 C17H30O4Si
2,6-dimethoxy-1-O-triisopropylsilyl-1,4-hydroquinone
—— 2-(2-Hydroxy-4-methyl-phenyl)-prop-1-enyl-acetat 61955-75-7 C12H14O3
2-(2-Hydroxy-4-methyl-phenyl)-prop-1-enyl-acetat
—— N-(2-hydroxy-5-nitrobenzyl)benzo-10-aza-15-crown-5 700375-36-6 C21H26N2O7
N-(2-hydroxy-5-nitrobenzyl)benzo-10-aza-15-crown-5
—— 2-Nitro-4-n-propyl-sulfonyl-phenol 42800-28-2 C9H11NO5S
2-Nitro-4-n-propyl-sulfonyl-phenol
—— 4,6,10,12,16,18,22,24-octahydroxy-5,11,17,23-tetra(diethylaminomethyl)-2,8,14,20-tetra[(hydroxyethoxyphosphoryl)methyl]pentacyclo[19.3.1.1(3,7).1(9,13).1(15,19)]octacosa-1(25),3,5,7(28),9,11,13(27),15,17,19(26),21,23-dodecaene 1240587-71-6 C60H96N4O20P4
4,6,10,12,16,18,22,24-octahydroxy-5,11,17,23-tetra(diethylaminomethyl)-2,8,14,20-tetra[(hydroxyethoxyphosphoryl)methyl]pentacyclo[19.3.1.1(3,7).1(9,13).1(15,19)]octacosa-1(25),3,5,7(28),9,11,13(27),15,17,19(26),21,23-dodecaene
—— 1394252-26-6 C16H14N4O2
—— 5-fluoro-2-hydroxy-4-methoxybenzaldehyde 1311271-24-5 C8H7FO3
5-fluoro-2-hydroxy-4-methoxybenzaldehyde
—— N-[3-carbamoyl-5-benzyl-thien-2-yl]3-hydroxy-4-methoxybenzamide 383380-73-2 C20H18N2O4S
N-[3-carbamoyl-5-benzyl-thien-2-yl]3-hydroxy-4-methoxybenzamide
—— (E)-2-(2-hydroxybenzoyl)-3-(4-methylanilino)prop-2-enenitrile 1260250-22-3 C17H14N2O2
(E)-2-(2-hydroxybenzoyl)-3-(4-methylanilino)prop-2-enenitrile
—— Zn((HOC6H4)4C20H8N4)(CH3C5H4N) 1261270-70-5 C50H35N5O4Zn
Zn((HOC6H4)4C20H8N4)(CH3C5H4N)
—— 6-[[2-(dimethylamino)ethylamino]methylidene]cyclohexa-2,4-dien-1-one 135663-17-1 C11H16N2O
6-[[2-(dimethylamino)ethylamino]methylidene]cyclohexa-2,4-dien-1-one
—— (C6H5)4SbONCHC6H3(OH)-2-Br-5 422310-78-9 C31H25BrNO2Sb
(C6H5)4SbONCHC6H3(OH)-2-Br-5
—— 125803-34-1 C11H11NO4
—— 6,6'-(((2-hydroxy-5-nitrobenzyl)azanediyl)bis(methylene))bis(2,4-di-tert-butylphenol) 1580487-90-6 C37H52N2O5
6,6'-(((2-hydroxy-5-nitrobenzyl)azanediyl)bis(methylene))bis(2,4-di-tert-butylphenol)
—— methyl-(1S,2R,3S)-1-(3,4-methylenedioxyphenyl)-3-(4-methoxy-2-hydroxyphenyl)-5-(prop-1-yloxy)indane-2-carboxylate 190970-28-6 C28H28O7
methyl-(1S,2R,3S)-1-(3,4-methylenedioxyphenyl)-3-(4-methoxy-2-hydroxyphenyl)-5-(prop-1-yloxy)indane-2-carboxylate
—— 13936-86-2 C18H16Cl2F2N2O2
—— 3,5-dibromo-1,2-dihydroxy-4,6-dimethoxybenzene 109765-59-5 C8H8Br2O4
3,5-dibromo-1,2-dihydroxy-4,6-dimethoxybenzene
—— 4-(3,4-Dihydroxyphenyl)-2-(o-ethoxyphenylamino)thiazole hydrochloride 79571-66-7 C17H16N2O3S*ClH
4-(3,4-Dihydroxyphenyl)-2-(o-ethoxyphenylamino)thiazole hydrochloride
—— 4-[(1e)-N-(2-{(e)-[(2-hydroxyphenyl)methylidene]amino}ethyl)ethanimidoyl]benzene-1,3-diol 433940-70-6 C17H18N2O3
4-[(1e)-N-(2-{(e)-[(2-hydroxyphenyl)methylidene]amino}ethyl)ethanimidoyl]benzene-1,3-diol
—— piperidine-4-carboxylic acid vanillylidenehydrazide 101117-09-3 C14H19N3O3
piperidine-4-carboxylic acid vanillylidenehydrazide
—— (4-imidazolyl)methyliminopropylsalicylimide 116285-44-0 C14H16N4O
(4-imidazolyl)methyliminopropylsalicylimide
—— 4-(3-(4-((((5-bromopyridin-3-yl)methyl)(methyl)amino)methyl)benzyloxy)-1,2,4-triazin-6-yl)-2,6-dichlorophenol 1191247-84-3 C24H20BrCl2N5O2
4-(3-(4-((((5-bromopyridin-3-yl)methyl)(methyl)amino)methyl)benzyloxy)-1,2,4-triazin-6-yl)-2,6-dichlorophenol
—— N,N'-bis(2-hydroxybenzylidene)-1,6-diamino-3-azahexane 216772-98-4 C19H23N3O2
N,N'-bis(2-hydroxybenzylidene)-1,6-diamino-3-azahexane
—— Salicylaldehyde-4-(2-pyridyl)-3-thiosemicarbazone 171781-96-7 C13H12N4OS
Salicylaldehyde-4-(2-pyridyl)-3-thiosemicarbazone
—— 2,4-Bis(2-hydroxyphenyl)-6-phenyl-1,3,5-triazine 38370-04-6 C21H15N3O2
2,4-Bis(2-hydroxyphenyl)-6-phenyl-1,3,5-triazine
—— 3-hydroxy-6-propoxybenzene-1,2-dicarbonitrile 75941-31-0 C11H10N2O2
3-hydroxy-6-propoxybenzene-1,2-dicarbonitrile
—— 5-(4-Ethylthiophen-2-yl)-2-methoxyphenol 1261922-24-0 C13H14O2S
5-(4-Ethylthiophen-2-yl)-2-methoxyphenol
—— 2-Hydroxy-5-nitrobenzaldehyde 2-(1H-benzimidazol-2-yl)hydrazone 130890-80-1 C14H11N5O3
2-Hydroxy-5-nitrobenzaldehyde 2-(1H-benzimidazol-2-yl)hydrazone
—— 2-Fluoro-5-(2-methylthiophen-3-yl)phenol 1261918-16-4 C11H9FOS
2-Fluoro-5-(2-methylthiophen-3-yl)phenol
—— 64974-59-0 C20H25NO4
—— (S)-1-(3-methoxy-4-hydroxyphenyl)-4-methyl-5-ethyl-7-hydroxy-8-methoxy-5H-2,3-benzodiazepine 792950-09-5 C20H22N2O4
(S)-1-(3-methoxy-4-hydroxyphenyl)-4-methyl-5-ethyl-7-hydroxy-8-methoxy-5H-2,3-benzodiazepine
—— 5-(4-chlorophenyl)-3-(4-hydroxy-3-methoxybenzylidene)furan-2(3H)-one 84023-83-6 C18H13ClO4
5-(4-chlorophenyl)-3-(4-hydroxy-3-methoxybenzylidene)furan-2(3H)-one
—— 4-(o-Hydroxyphenyl)-2-ketobutyric acid 18398-71-5 C10H10O4
4-(o-Hydroxyphenyl)-2-ketobutyric acid
—— 3-Iod-2,6-dimethyl-phenol 90003-98-8 C8H9IO3
3-Iod-2,6-dimethyl-phenol
—— 1-(2-(cyclopenta-1,3-dien-1-yl)vinyl)-2,4-dimethylbenzene 12300-69-5 C9H6N3O2S*Cl*Mn
1-(2-(cyclopenta-1,3-dien-1-yl)vinyl)-2,4-dimethylbenzene
—— 1-Benzoyl-3-(4-hydroxy-3-methoxy-phenyl)-propen-(1) 19739-07-2 C17H16O3
1-Benzoyl-3-(4-hydroxy-3-methoxy-phenyl)-propen-(1)
—— 1361117-98-7 C20H32O2Si
—— (2E,6E)-2,6-bis(3-bromo-2-hydroxybenzylidene)cyclohexanone 1360626-39-6 C20H16Br2O3
(2E,6E)-2,6-bis(3-bromo-2-hydroxybenzylidene)cyclohexanone
—— H2cd5Brsalpd 1239496-53-7 C17H21BrN2OS2
H2cd5Brsalpd
—— H2cd5Clsalpd 1239496-52-6 C17H21ClN2OS2
H2cd5Clsalpd
—— 4-hydroxy-3-methoxy-N-[3-(3-methylcyclohexan-1-yl)phenyl]benzenethanamide 478401-20-6 C22H27NO3
4-hydroxy-3-methoxy-N-[3-(3-methylcyclohexan-1-yl)phenyl]benzenethanamide
—— 3,3'-dinitro-bibenzyl-4,α,4',α'-tetraol 109563-12-4 C14H12N2O8
3,3'-dinitro-bibenzyl-4,α,4',α'-tetraol