13C NMR spectroscopic studies of the behaviors of carbonyl compounds in various solutions

被引：7
|
作者：
Hiraga, Yoshikazu [1 ]
Chaki, Saori [1 ]
Niwayama, Satomi [2 ]
机构：
[1] Hiroshima Inst Technol, Fac Life Sci, Saeki Ku, 2-1-1 Miyake, Hiroshima, Hiroshima 7315193, Japan
[2] Muroran Inst Technol, Grad Sch Engn, 27-1 Mizumoto Cho, Muroran, Hokkaido 0508585, Japan
来源：
TETRAHEDRON LETTERS | 2017年 / 58卷 / 50期
关键词：
C-13 NMR spectroscopy; Carbonyl compounds; Solvent polarity; Hydrogen bonding; Dipole interaction; CHEMICAL-SHIFT; SOLVENT; ACETONE; POLAR;
D O I：
10.1016/j.tetlet.2017.10.071
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
C-13 NMR spectroscopic studies were performed for carbonyl compounds having a hydroxyl group, a carboalkoxy group, an acetoxy group, or a carboxyl group in various solvents with different polarities for observation of their behaviors of C-13 NMR chemical shifts of carbonyl carbons in solutions. It was found that the chemical shifts of the carbonyl carbons in C-13 NMR have good correlation with the empirical parameter for solvent polarities, al, depending on the structures. Inter-or intramolecular hydrogen bonding and dipolar-dipolar interactions appear to play a key role in this observation. (C) 2017 Elsevier Ltd. All rights reserved.
引用
收藏
页码：4677 / 4681
页数：5
相关论文
共 50 条
  • [21] Effect of temperature and concentration of solutions on the position of 13C NMR signals for fractions of saturated hydrocarbons forming urea adducts
    M. B. Smirnov
    V. A. Melikhov
    N. A. Vanyukova
    Petroleum Chemistry, 2007, 47 (1) : 23 - 31
  • [22] QSAR studies of phenylhydrazine-substituted tetronic acid derivatives based on the 1H NMR and 13C NMR chemical shifts
    Chen, Min
    Lu, Ai-Min
    Hu, Ying
    Yang, Chun-Long
    MAGNETIC RESONANCE IN CHEMISTRY, 2019, 57 (06) : 285 - 293
  • [23] 13C NMR as an analytical tool for the detection of carbonic acid and pKa determination
    Oliveira, Daniel Rossado
    da Costa, Eric Tavares
    Schenberg, Leonardo Araujo
    Ducati, Lucas Colucci
    do Lago, Claudimir Lucio
    MAGNETIC RESONANCE IN CHEMISTRY, 2024, 62 (02) : 114 - 120
  • [24] Development of analytical methods for NMR spectra and application to a 13C toxicology study
    Jahns, Gary L.
    Kent, Michael N.
    Burgoon, Lyle D.
    DelRaso, Nicholas
    Zacharewski, Timothy R.
    Reo, Nicholas V.
    METABOLOMICS, 2009, 5 (02) : 253 - 262
  • [25] Molecular dynamics in supercooled glycerol: Results from 13C NMR spectroscopy
    Jain, P.
    Levchenko, A.
    Yu, P.
    Sen, S.
    JOURNAL OF CHEMICAL PHYSICS, 2009, 130 (19)
  • [26] Development of analytical methods for NMR spectra and application to a 13C toxicology study
    Gary L. Jahns
    Michael N. Kent
    Lyle D. Burgoon
    Nicholas DelRaso
    Timothy R. Zacharewski
    Nicholas V. Reo
    Metabolomics, 2009, 5 : 253 - 262
  • [27] 13C NMR-Based Approaches for Solving Challenging Stereochemical Problems
    Ndukwe, Ikenna E.
    Brunskill, Andrew
    Gauthier, Donald R., Jr.
    Zhong, Yong-Li
    Martin, Gary E.
    Williamson, R. Thomas
    Reibarkh, Mikhail
    Liu, Yizhou
    ORGANIC LETTERS, 2019, 21 (11) : 4072 - 4076
  • [28] Fullerene C70 characterization by 13C NMR and the importance of the solvent and dynamics in spectral simulations
    Kaminsky, Jakub
    Budesinsky, Milos
    Taubert, Stefan
    Bour, Petr
    Straka, Michal
    PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2013, 15 (23) : 9223 - 9230
  • [29] Studies based on deuterium isotope effect on 13C chemical shifts
    Dziembowska, T
    Hansen, PE
    Rozwadowski, Z
    PROGRESS IN NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY, 2004, 45 (1-2) : 1 - 29
  • [30] Complete Assignment of 1H and 13C NMR Spectra of Tilmicosin Phosphate
    Zhan, Na
    Tao, Le
    Wang, Qiang
    Chang, Jun-biao
    LIFE SCIENCE JOURNAL-ACTA ZHENGZHOU UNIVERSITY OVERSEAS EDITION, 2010, 7 (01): : 107 - 110
12345