Deuterated Epoxides and Their Polymers. I. Synthesis of cis- and trans-Propylene Oxide-1-d and Their NMR Spectra
作者:
PhamHuu Khanh,
Tsuneo Hirano,
Teiji Tsuruta,
期刊:
Journal of Macromolecular Science: Part A - Chemistry
(Taylor Available online 1971)
卷期:
Volume 5,
issue 8
页码: 1287-1296
ISSN:0022-233X
年代: 1971
DOI:10.1080/00222337108061107
出版商: Taylor & Francis Group
数据来源: Taylor
摘要:
cis- and trans-Propylene oxide-1-d were synthesized from the corresponding propenyl halides via propenyllithium and propylene bromohydrin. Their NMR spectra (about 3% in benzene) were analyzed in terms of ABX3spin system and the assignment was carried out. The chemical shift of the methylene proton in cis position to the methyl group was found to be Δ = 1.86 ppm and that of the methylene proton in trans position Δ = 2.18 ppm (downfield from HMDS). The H-D couplings were observed in the methine-methylene part spectra decoupled from methyl protons. The observed JHD's agree with the theoretical relation: JHH= 6.5 14 X JHD.
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