云南化工2026，Vol.53Issue(8)：23-26,4.DOI:10.3969/j.issn.1004-275X.2026.08.06
碘代1,5-戊二酮的合成及光物理性质
Syntheses and Photophysical Properties of 2,4-diiodo-1,5-di(thiophen-2-yl)-3-(p-tolyl)pentane-1,5-dione
摘要
Abstract
Using 2-acetylthiophene and p-methylbenzaldehyde as starting materials,iodinated 1,5-pentanedione was synthesized with high yield via aldol condensation,Michael addition,and iodoform reaction.The structures and spectral properties of the target compound and its intermedi-ates were analyzed by 1H NMR,Fourier transform infrared spectroscopy(FT-IR),melting point,and UV-Vis absorption spectroscopy.The study found that under alkaline conditions,1,5-pentanedione mainly undergoes α-H nucleophilic substitution with iodine at room temperature,occur-ring at the methylene groups adjacent to the carbonyl groups,thereby introducing one iodine atom on each methylene group.UV-Vis spectral a-nalysis revealed that compared with 1,5-pentanedione,the maximum absorption wavelength of iodinated 1,5-pentanedione exhibits a red shift of 29 nm.This indicates that the introduction of iodine atoms significantly expands the conjugated system of 1,5-pentanedione,lowering the energy barrier for the π-π* transition.关键词
1,5-戊二酮/碘仿反应/结构表征/光谱性质Key words
1,5-di(thiophen-2-yl)-3-(p-tolyl)pentane-1,5-dione/Iodoform Reaction/Structural Characterization/Photophysical Properties分类
化学化工引用本文复制引用
杨德龙,田洋,杨德蓉,朱瑾瑶,刘意..碘代1,5-戊二酮的合成及光物理性质[J].云南化工,2026,53(8):23-26,4.基金项目
贵州师范学院2024年国家级大学生创新创业训练计划(2024142230470). （2024142230470）
