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羧酸酯及其衍生物

羧酸酯及其衍生物 定义与结构

羧酸酯是一类重要的有机化合物,由羧酸通过脱水反应(通常包括醇的参与)生成的产物。其基本结构可表示为R-COO-R’,其中R和R’可以是不同的烷基或芳香基团。当R和R’相同时,则称为酯。

性质
  • 物理性质:羧酸酯通常为液体,有特殊的气味,某些特定的酯(如乙酸乙酯)还具有水果香味。
  • 化学性质
    • 水解反应:在酸或碱的存在下,羧酸酯可以发生水解生成相应的醇和羧酸。这是制备羧酸的一种方法。
    • 酯交换反应:不同酯之间可以在酸性条件下进行酯交换,产生新的酯和原来参与反应的醇。
    • 氧化还原反应:某些情况下,羧酸酯可以被氧化为酮或醛。
应用
  • 医药领域:许多药物中含有的活性成分以酯的形式存在。例如,非甾体抗炎药(NSAIDs)如布洛芬通常以酯形式存在于市场上。
  • 香料和食品工业:利用特定的香味酯,可以开发出各种调味剂、香精等产品。
  • 塑料工业:某些聚酯被广泛应用于制造各种类型的塑料制品。
生产方法

羧酸酯主要通过酯化反应合成,该过程通常包括醇与羧酸在适当的催化剂(如硫酸)的存在下发生。近年来,为了减少副产物和提高效率,还开发了许多新的绿色合成技术,例如使用生物催化法或超临界二氧化碳作为溶剂。

安全性和环境影响

由于酯类化合物大多数具有可燃性且某些酯可能对人体有害,在生产和使用过程中需要严格遵守安全操作规程。此外,许多工业化生产方式产生的废水和废气对环境也可能造成污染,因此开发更加环保的合成路线和技术显得尤为重要。

中文名称 英文名称 CAS号 化学式 结构式图片
—— methyl 2-fluoro-4-methyl-5-nitrobenzoate 753924-48-0 C9H8FNO4
methyl 2-fluoro-4-methyl-5-nitrobenzoate
—— (S)-3-methoxy-3-oxo-1-o-tolylpropan-1-amine hydrochloride 1245606-66-9 C11H15NO2*ClH
(S)-3-methoxy-3-oxo-1-o-tolylpropan-1-amine hydrochloride
—— methyl 3-((4-iodophenyl)amino)-3-oxopropanoate 658709-61-6 C10H10INO3
methyl 3-((4-iodophenyl)amino)-3-oxopropanoate
—— RuCl(OAc)(PPh3)3 55978-89-7 C56H48ClO2P3Ru
RuCl(OAc)(PPh3)3
—— N-(tert-butoxycarbonyl)-4-chloro-3-fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline 1384313-46-5 C17H24BClFNO4
N-(tert-butoxycarbonyl)-4-chloro-3-fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
—— m-Tolylidene diisocyanate 26471-62-5 C9H8N2O2
m-Tolylidene diisocyanate
—— tert-butyl (1R,5S)-3-(methylamino)-8-azabicyclo[3.2.1]octane-8-carboxylate 1307254-45-0 C13H24N2O2
tert-butyl (1R,5S)-3-(methylamino)-8-azabicyclo[3.2.1]octane-8-carboxylate
—— (2S)-2-amino-3-(2-oxopyrrolidin-3-yl)propanoic acid methyl ester hydrochloride 1385184-01-9 C8H14N2O3*ClH
(2S)-2-amino-3-(2-oxopyrrolidin-3-yl)propanoic acid methyl ester hydrochloride
—— 2-methoxy-3-(2,9,9-trimethyl-3,5-dioxa-4-boratricyclo[6.1.1.02,6]dec-4-ylmethyl)benzoic acid tert-butyl ester 1155425-68-5 C23H33BO5
2-methoxy-3-(2,9,9-trimethyl-3,5-dioxa-4-boratricyclo[6.1.1.02,6]dec-4-ylmethyl)benzoic acid tert-butyl ester
—— 2-Acetyl-3-oxo-adipinsaeure-diaethylester 91766-40-4 C12H18O6
2-Acetyl-3-oxo-adipinsaeure-diaethylester
—— ethyl 3-(4-iodophenyl)acrylate 34633-08-4 C11H11IO2
ethyl 3-(4-iodophenyl)acrylate
—— methyl 3-(6-aminopyridin-2-yl)acrylate 925705-61-9 C9H10N2O2
methyl 3-(6-aminopyridin-2-yl)acrylate
—— tert-butyl (3-hydroxycyclopentyl)carbamate 207729-04-2 C10H19NO3
tert-butyl (3-hydroxycyclopentyl)carbamate
—— tert-butyl 1-(4-bromophenyl)-2,2,2-trifluoroethylcarbamate 1129541-06-5 C13H15BrF3NO2
tert-butyl 1-(4-bromophenyl)-2,2,2-trifluoroethylcarbamate
—— tert-butyl 4-(2-(5-bromopyridin-3-yl)-7-oxo-7H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-yl)piperazine-1-carboxylate 1567346-25-1 C19H21BrN6O3S
tert-butyl 4-(2-(5-bromopyridin-3-yl)-7-oxo-7H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-yl)piperazine-1-carboxylate
—— methyl (S)-2-amino-3-(o-tolyl)propanoate 1213324-51-6 C11H15NO2
methyl (S)-2-amino-3-(o-tolyl)propanoate
—— Fmoc-His-OMe 160450-10-2 C22H21N3O4
Fmoc-His-OMe
—— 2-iodo-1,4,6,7-tetrahydro-imidazo[4,5-c]pyridine-5-carboxylic acid tert-butyl ester 1421503-53-8 C11H16IN3O2
2-iodo-1,4,6,7-tetrahydro-imidazo[4,5-c]pyridine-5-carboxylic acid tert-butyl ester
—— [Ru(η(2)-CH3COO)(P(CH3)3)4]Cl 88968-54-1 C14H39O2P4Ru*Cl
[Ru(η(2)-CH3COO)(P(CH3)3)4]Cl
—— (9H-fluoren-9-yl)methyl 1,2-dimethylhydrazine-1-carboxylate 858353-45-4 C17H18N2O2
(9H-fluoren-9-yl)methyl 1,2-dimethylhydrazine-1-carboxylate
—— Ruthenium, (acetato-O)chlorotetrakis(trimethylphosphine)-, (OC-6-23)- 1187982-90-6 C14H39ClO2P4Ru
Ruthenium, (acetato-O)chlorotetrakis(trimethylphosphine)-, (OC-6-23)-
—— (+/-)-tert-Butyl 1,4-dibenzylpiperazine-2-carboxylate 146398-93-8 C23H30N2O2
(+/-)-tert-Butyl 1,4-dibenzylpiperazine-2-carboxylate
—— trans tert-Butyl N-(3-aminocyclobutyl)carbamate 871014-19-6 C9H18N2O2
trans tert-Butyl N-(3-aminocyclobutyl)carbamate
—— tert-butyl 3-(hydroxymethyl)bicyclo[1.1.1]pentane-1-carboxylate 138732-32-8 C11H18O3
tert-butyl 3-(hydroxymethyl)bicyclo[1.1.1]pentane-1-carboxylate
—— (+-)-norbornene-(2)-sulfonic acid-(5endo)-methyl ester 4447-52-3 C8H12O3S
(+-)-norbornene-(2)-sulfonic acid-(5endo)-methyl ester
—— Tetramethyl 4,4',4'',4'''-(5,10,15,20-porphyrintetrayl)tetrabenzo ate 22112-83-0 C52H38N4O8
Tetramethyl 4,4',4'',4'''-(5,10,15,20-porphyrintetrayl)tetrabenzo ate
—— (3R,4S,5S)-4-Benzyloxycarbonylamino-3-hydroxy-5-methyl-heptanoic acid tert-butyl ester 135383-55-0 C20H31NO5
(3R,4S,5S)-4-Benzyloxycarbonylamino-3-hydroxy-5-methyl-heptanoic acid tert-butyl ester
—— 3,8-tetradecadienyl acetate 163041-87-0 C16H28O2
3,8-tetradecadienyl acetate
—— tert-butyl (3S,4S)-3-fluoro-4-hydroxypyrrolidine-1-carboxylate 869481-93-6 C9H16FNO3
tert-butyl (3S,4S)-3-fluoro-4-hydroxypyrrolidine-1-carboxylate
—— exo-(tert-butyl-2-(R(+))-2-amino-7-azabicyclo[2.2.1]heptane)-7-carboxylate 1260607-47-3 C11H20N2O2
exo-(tert-butyl-2-(R(+))-2-amino-7-azabicyclo[2.2.1]heptane)-7-carboxylate
—— tert-butyl 5-oxo-3,3a,4,5-tetrahydrocyclopenta[c]pyrrole-2(1H)-carboxylate 148404-32-4 C12H17NO3
tert-butyl 5-oxo-3,3a,4,5-tetrahydrocyclopenta[c]pyrrole-2(1H)-carboxylate
—— Tert-butyl 3,6-diazabicyclo[3.2.2]nonane-3-carboxylate 194032-39-8 C12H22N2O2
Tert-butyl 3,6-diazabicyclo[3.2.2]nonane-3-carboxylate
—— Bis-tert-pentyl dicarbonate 68835-89-2 C12H24O6-4
Bis-tert-pentyl dicarbonate
—— Tert-butyl 2-chloro-1,3-thiazole-5-carboxylate 934570-60-2 C8H10ClNO2S
Tert-butyl 2-chloro-1,3-thiazole-5-carboxylate
—— 9,12-Octadecadienoic acid (9Z,12Z)-, 1-methylethyl ester 22882-95-7 C21H38O2
9,12-Octadecadienoic acid (9Z,12Z)-, 1-methylethyl ester
—— 3-Phenoxy-2-hydroxypropyl acrylate 16969-10-1 C12H14O4
3-Phenoxy-2-hydroxypropyl acrylate
—— [(6S,9R,16S,17R)-17-(2-chloroacetyl)-6,9-difluoro-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] propanoate 66852-54-8 C25H31ClF2O5
[(6S,9R,16S,17R)-17-(2-chloroacetyl)-6,9-difluoro-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] propanoate
—— Cholesterol, propionate 633-31-8 C30H50O2
Cholesterol, propionate
—— 4-(2-amino-thiazol-4-yl)-piperidine-1-carboxylic acid tert-butyl ester 690261-84-8 C13H21N3O2S
4-(2-amino-thiazol-4-yl)-piperidine-1-carboxylic acid tert-butyl ester
—— 1,2,3,4-di-O-sulfanyl-meso-erythritol 292082-37-2 C4H6O8S2
1,2,3,4-di-O-sulfanyl-meso-erythritol
—— tert-butyl 3-(allylamino)propanoate 1104196-18-0 C10H19NO2
tert-butyl 3-(allylamino)propanoate
—— Tert-butyl 4-fluoroisoindoline-2-carboxylate 871013-93-3 C13H16FNO2
Tert-butyl 4-fluoroisoindoline-2-carboxylate
—— 3β-nonanoyloxy-cholest-5-ene 1182-66-7 C36H62O2
3β-nonanoyloxy-cholest-5-ene
—— Cholesterylnonanoat 1182-66-7 C36H62O2
Cholesterylnonanoat
—— N-t-butoxycarbonyl-4-chloro-2,6-difluoroaniline 196194-59-9 C11H12ClF2NO2
N-t-butoxycarbonyl-4-chloro-2,6-difluoroaniline
—— tert-butyl (3-methyl-4-nitrophenyl)carbamate 1380445-45-3 C12H16N2O4
tert-butyl (3-methyl-4-nitrophenyl)carbamate
—— Cholesteryloleat 303-43-5 C45H78O2
Cholesteryloleat
—— cholesteryl oleate 303-43-5 C45H78O2
cholesteryl oleate
—— 4-(3-chloro-5-ethoxycarbonyl-pyridin-2-yl)-piperazine-1-carboxylic acid tert-butyl ester 878809-51-9 C17H24ClN3O4
4-(3-chloro-5-ethoxycarbonyl-pyridin-2-yl)-piperazine-1-carboxylic acid tert-butyl ester
—— Methyl-N,S-diacetylcysteinat 19547-88-7 C8H13NO4S
Methyl-N,S-diacetylcysteinat