Molecular structure and spectroscopic study of N,N-dimethylisoindoline-2-carboxamide – A new unsymmetrical urea obtained in one-pot synthesis
✍ Scribed by Adam Huczyński; Jan Janczak; Bogumil Brzezinski
- Book ID
- 104060056
- Publisher
- Elsevier Science
- Year
- 2010
- Tongue
- English
- Weight
- 756 KB
- Volume
- 967
- Category
- Article
- ISSN
- 0022-2860
No coin nor oath required. For personal study only.
✦ Synopsis
A new unsymmetrical urea (N,N-dimethylisoindoline-2-carboxamide, DMIA), which is a potential candidate for urea herbicides, has been obtained in an efficient, one-pot reaction between 1,2-bis(bromomethyl)benzene and 1,1,3,3-tetramethylguanidine. The structure of the title compound has been studied by X-ray diffraction, ESI-MS, EI-MS, FT-IR and multinuclear NMR spectroscopy. The title compound crystallises in the centrosymmetric P2 1 /c space group of monoclinic system with a = 10.686(2)Å, b = 9.5519(19)Å, c = 11.179(2)Å, b = 117.36(1) o and Z = 4. X-ray single crystal analysis of DMIA shows the non-planar conformation of this molecule. Both nitrogen atoms exhibit distorted tetrahedral geometry. Between the molecules in the crystal there are no direction-specific interactions like hydrogen bonds. Arrangement of DMIA molecules is determined by the van der Waals interactions.