Conformational analysis of ethyl azidoformate
A conformational analysis of ethyl azidoformate (EAF) has been carried out by the MINDO/3 quantum-chemical method. It has been shown that EAF exists in the form of two conformers differing with respect to rotation around the C-N bond. Complete optimization of the geometry has been carried out for both conformers. It has been found that the transoid conformation is planar and that the cisoid conformation is nonplanar. The height of the rotation barrier is 15.4 kcal/mole. The optimal geometry of the transition state has been calculated. It has been noted that a significant role in the mechanism of the conformational transition is played by the inversion of a nitrogen, which facilitates the transition. The results of the calculation have been confirmed by IR-spectroscopic data.
- Research Organization:
- A. V. Topchiev Institute of Petrochemical Synthesis, USSR
- OSTI ID:
- 5571641
- Journal Information:
- J. Struct. Chem. (Engl. Transl.); (United States), Journal Name: J. Struct. Chem. (Engl. Transl.); (United States) Vol. 27:4; ISSN JSTCA
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
400201* -- Chemical & Physicochemical Properties
640302 -- Atomic
Molecular & Chemical Physics-- Atomic & Molecular Properties & Theory
74 ATOMIC AND MOLECULAR PHYSICS
ATOMIC MODELS
AZIDO COMPOUNDS
CARBOXYLIC ACID SALTS
COMPUTER CODES
COMPUTERIZED SIMULATION
CONFORMATIONAL CHANGES
ENERGY
ENERGY LEVELS
ENERGY-LEVEL TRANSITIONS
FORMATES
INFRARED SPECTRA
M CODES
MATHEMATICAL MODELS
MECHANICS
MOLECULAR MODELS
MOLECULES
OPTIMIZATION
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
PHASE STUDIES
POLYATOMIC MOLECULES
POTENTIAL ENERGY
QUANTUM MECHANICS
SIMULATION
SPECTRA