2,2-Dimethyl-5-nitroso-1,3-dioxan-5-yl benzoate, 2,2-dimethyl-5-nitroso-1,3-dioxan-5-yl 4-chlorobenzoate and 5-nitroso-1,3-dioxan-5-yl 4-chlorobenzoate.
The crystal structures of 2,2-dimethyl-5-nitroso-1,3-dioxan-5-yl benzoate, C(13)H(15)NO(5), (I), 2,2-dimethyl-5-nitroso-1,3-dioxan-5-yl 4-chlorobenzoate, C(13)H(14)ClNO(5), (II), and 5-nitroso-1,3-dioxan-5-yl 4-chlorobenzoate, C(11)H(11)NO(5), (III), have been determined in order to gain insight into the conformational preference of alpha-benzoyloxynitroso. Unfavourable 1,3-diaxial interactions force (I) and (II) to crystallize in the 2,5 twist-boat conformation, whereas compound (III), lacking this destabilizing interaction, crystallizes in the chair conformation.
Calvet
Géraldine
G
Institut de Chimie Moléculaire et des Matériaux d'Orsay, Laboratoire de Chimie des Procédés et des Substances Naturelles, Batiment 410, Université d'Orsay-Paris XI, Orsay, France.
Blanchard
Nicolas
N
Kouklovsky
Cyrille
C
Guillot
Régis
R
D001565:Benzoates / Q000737:chemistry*; D002723:Chlorobenzoates / Q000737:chemistry*; D018360:Crystallography, X-Ray; D004146:Dioxanes / Q000737:chemistry*; D008968:Molecular Conformation
C522881:2,2-dimethyl-5-nitroso-1,3-dioxan-5-yl 4-chlorobenzoate; C522880:2,2-dimethyl-5-nitroso-1,3-dioxan-5-yl benzoate; C522882:5-nitroso-1,3-dioxan-5-yl 4-chlorobenzoate; D001565:Benzoates; D002723:Chlorobenzoates; D004146:Dioxanes