Methyl (Z)-2-chloro-3-(2-methoxycarbonylphenyl)prop-2-enoate
نویسندگان
چکیده
In the title compound, C(12)H(11)ClO(4), the propenoate C=C bond is in the Z configuration. The propenoate C=O and C=C groups are essentially coplanar [C=C-C=O torsion angle = 172.4 (3)°] with the O atom synperiplanar to the Cl atom. However, the π systems of the aromatic ring and chloro-propenoate substituent are not coplanar; the corresponding dihedral angle is 51.5 (1)°. The noncoplanarity is likely due to steric inter-actions between the propenoate H atom and the ortho-methoxy-carbonyl group on the aromatic ring. Even in the observed noncoplanar conformation, the ortho C=O to H distance (2.40 Å) is less than the sum of the van der Waals radii of O and H (2.65 Å).
منابع مشابه
Synthesis and Antimicrobial Activity of Some New Nitrogen Bridge-head Pyrido[1,2-b][1,2,4]triazepines Incorporating 6-Methylchromone Moiety
Some new nitrogen bridge-head pyrido[1,2-b][1,2,4]triazepines incorporating 6methylchromone moiety have been synthesized from the reaction of 1,6-diamino-4-(6methyl-4-oxo-4H-chromen-3-yl)-2-oxo-1,2-dihydropyridine-3,5-dicarbonitrile (4) with some α,γ-bifunctional electrophiles including 2-cyano-3,3-bis(methylthio)acrylonitrile, 2cyano-3,3-bis(methylthio)prop-2-enamide, 5-chloro-3-methyl-1-pheny...
متن کاملCrystal structure of methyl (2Z)-3-(4-chlorophenyl)-2-[(3-methyl-1H-indol-1-yl)methyl]prop-2-enoate
In the title indole derivative, C20H18ClNO2, the chloro-phenyl ring is almost perpendicular to the indole moiety, making a dihedral angle of 87.6 (1)°. The mol-ecular packing is stabilized by C-H⋯π inter-actions, which form a C(9) chain motif along [10-1]. In addition, there are weak π-π inter-actions [centroid-centroid distance 3.851 (1) Å] between the chains, involving inversion-related chlor...
متن کاملMethyl (2Z)-2-bromomethyl-3-(2,4-dichlorophenyl)prop-2-enoate
In the title compound C11H9BrCl2O2, which represents the Z isomer, the methyl-acrylate moiety is essentially planar within 0.039 (2) Å and has an extended trans configuration. The benzene ring makes a dihedral angle of 28.3 (1)° with the mean plane of the methyl-acrylate moiety. The crystal packing is characterized by C-H⋯O hydrogen bonding and halogen-halogen inter-actions [Cl⋯Cl = 3.486 (3) Å...
متن کاملEthyl (E)-3-(6-methyl-4-oxo-4H-chromen-3-yl)prop-2-enoate
In the title compound, C(15)H(14)O(4), the chromone ring system is close to being planar [maximum deviation = 0.015 (2) Å]. The double bond of the ethyl prop-2-enoate chain adopts an E conformation and an intra-molecular C-H⋯O hydrogen bond generates an S6 ring. In the crystal, inversion dimers linked by pairs of C-H⋯O hydrogen bonds generate R(2) (2)(14) loops. Weak π-π inter-actions [centroid...
متن کامل(Z)-Ethyl 2-(4-chlorophenyl)-3-[(2,4-difluorophenyl)amino]prop-2-enoate
In the title compound, C(17)H(14)ClF(2)NO(2), the amino-acrylo-yloxy group makes dihedral angles of 47.55 (11)° with the 4-chloro-phenyl group and 8.74 (12)° with the difluoro-phenyl group; the dihedral angle between the rings is 52.32 (11)°. The structure of the title compound reveals a Z configuration with respect to the C=C double bond in the amino-acrylate fragment. A bifurcated intramolecu...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
عنوان ژورنال:
دوره 66 شماره
صفحات -
تاریخ انتشار 2010