Calculation of the structure and evaluation of the reactivity of N-methyl-N'-(. beta. -D-xylopyranosyl)-N-nitrosourea under acid-base catalysis conditions
An investigation of N-methyl-N'-(..beta..-D-xyloxyl)urea (I) and its nitroso derivative (II) has been carried out in the MINDO/3 approximation by the MO-LCAO method. It has been shown that the very significant difference between the energies of molecule I in the free state and in a crystal is due to the potential energy of the crystal field and intermolecular hydrogen bonds. An analysis of the distribution of the charges on the atoms showed that the most probably site for protonation and nucleophilic attack in I and II is the carbonyl group. A picture of the changes in the electronic structure and properties of the reaction centers in I and II under model acid-base catalysis conditions has been obtained.
- Research Organization:
- Institute of Organic Chemistry, Frunze, USSR
- OSTI ID:
- 5895227
- Journal Information:
- Theor. Exp. Chem. (Engl. Transl.); (United States), Vol. 21:5; Other Information: Translated from Teor. Eksp. Khim.; 21: No.5, 596-599(Sep-Oct 1985)
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
59 BASIC BIOLOGICAL SCIENCES
37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
METHYL NITROSOUREA
ACTIVATION ENERGY
ATOMIC MODELS
CATALYSIS
ELECTRONIC STRUCTURE
HYDROGEN TRANSFER
MOLECULAR MODELS
ANTINEOPLASTIC DRUGS
BINDING ENERGY
BIOLOGICAL EFFECTS
CHARGE DISTRIBUTION
COMPUTERIZED SIMULATION
CONFIGURATION INTERACTION
CRYSTAL FIELD
GROUND STATES
LCAO METHOD
MOLECULAR ORBITAL METHOD
MOLECULAR STRUCTURE
MONOSACCHARIDES
POTENTIAL ENERGY
QUANTUM MECHANICS
SPIN
X-RAY DIFFRACTION
ANGULAR MOMENTUM
CARBOHYDRATES
CARBONIC ACID DERIVATIVES
COHERENT SCATTERING
DIFFRACTION
DRUGS
ENERGY
ENERGY LEVELS
MATHEMATICAL MODELS
MECHANICS
MUTAGENS
NITROSO COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
PARTICLE PROPERTIES
SACCHARIDES
SCATTERING
SIMULATION
640302* - Atomic
Molecular & Chemical Physics- Atomic & Molecular Properties & Theory
550200 - Biochemistry
400201 - Chemical & Physicochemical Properties