کد مقاله کد نشریه سال انتشار مقاله انگلیسی ترجمه فارسی نسخه تمام متن
5134406 1492219 2017 5 صفحه PDF سفارش دهید دانلود کنید
عنوان انگلیسی مقاله ISI
Styrene energetics and characterization of its conjugate base: An example of isotopic labeling gone awry
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آنالیزی یا شیمی تجزیه
پیش نمایش صفحه اول مقاله
Styrene energetics and characterization of its conjugate base: An example of isotopic labeling gone awry
چکیده انگلیسی

The equilibrium acidity of styrene was measured (ΔH°acid(PhCHCH2) = 390.6 ± 0.5 kcal mol−1) and its deprotonation site was revised from the ortho position on the aromatic ring to the α-hydrogen atom based upon deuterium-labeling studies and extensive computations. Somewhat surprisingly, the nature of the anionic base plays a critical role in properly determining the ionization site and avoiding misleading results due to extraordinary hydrogen-deuterium exchange. Bracketing the electron affinity of α-styryl radical (PhCCH2, 23.1 ± 3.4 kcal mol−1) enabled the α-CH bond dissociation energy (100.1 ± 3.4 kcal mol−1) of styrene and the effect of a phenyl substituent at an sp2-hybridized carbon to be determined. These results were compared to B3LYP, M06-2X, G3 and G4 computations.

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: International Journal of Mass Spectrometry - Volume 413, February 2017, Pages 163-167
نویسندگان
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