Stoichiometric and polymorphic salts of hexamethylenetetraminium and 2-chloro-4-nitrobenzoate
نویسندگان
چکیده
Four mol-ecular salts made from hexa-methyl-ene-tetra-minium and 2-chloro-4-nitro-benzoate have been synthesized and are reported, namely ammonium hexa-methyl-ene-tetra-minium bis-(2-chloro-4-nitro-benzoate), NH4+·C6H13N4+·2C7H3ClNO4-, (I), hexa-methyl-ene-tetra-minium hydrogen bis-(2-chloro-4-nitro-benzoate), 0.5C6H13N4+·C7H3.50ClNO4-, (II), hexa-methyl-ene-tetra-minium 2-chloro-4-nitro-benzoate, C6H13N4+·C7H3ClNO4-, (IIIa) and (IIIb). All four mol-ecular salts show N+-H⋯O- hydrogen bonding. Salt (I) crystallized out with an NH4+ counter-ion which came from decomposition of 50% of the hexa-methyl-ene-tetra-minium cation in solution. (II) shows an unusual asymmetric unit, with both a hexa-methyl-ene-tetra-minium cation and a partially deproton-ated 2-chloro-4-nitro-benzoate anion. Salts (IIIa) and (IIIb) are polymorphs of each other. This work shows that hexamethylenetetramine only protonates once, even in the presence of excess acid.
منابع مشابه
2,2,6,6-Tetramethyl-4-oxopiperidin-1-ium 4-chloro-3-nitrobenzoate
The title salt, C(9)H(18)NO(+)·C(7)H(3)ClNO(4) (-), was obtained as an unexpected product of the reaction of 4-chloro-3-nitro-benzoyl isothio-cyanate with pyrrolidine. The six-membered ring of the 4-oxopiperidinium cation adopts a chair conformation. In the crystal structure, two cations and three anions are linked together by inter-molecular N-H⋯O and C-H⋯O hydrogen bonds and arranged diagonal...
متن کاملMethyl 4-chloro-3-nitrobenzoate
In the title compound, C(8)H(6)ClNO(4), the mol-ecules are linked by C-H⋯O inter-actions to form a chain parallel to the a axis. The chains are further connected by slipped π-π stacking between symmetry-related benzene rings, with a centroid-to-centroid distance of 3.646 (2) Å and an inter-planar distance of 3.474 Å, resulting in an offset of 1.106 Å.
متن کاملThe preparation and characterization of 5-substituted-4-chloro-1,2,3-dithiazolium salts and their conversion into 4-substituted-3-chloro-1,2,5-thiadiazoles.
A series of monosubstituted acetonitriles were treated with disulfur dichloride at room temperature in CH2Cl2 to afford 5-substituted-4-chloro-1,2,3-dithiazolium chlorides 1. Where the 5-substituent was not a good leaving group the chloride salts were converted into the corresponding perchlorate salts 2 which were sufficiently stable and soluble to provide both (1)H- and (13)C-NMR and cyclic vo...
متن کاملMethyl 5-chloro-2-nitrobenzoate
In the title compound, C(8)H(6)ClNO(4), the nitro and acet-oxy groups attached to the benzene ring at neighbouring positions are twisted from its plane by 29.4 (1) and 49.7 (1)°, respectively. In the crystal, weak C-H⋯O hydrogen bonds link mol-ecules into layers parallel to (101). The crystal packing exhibits short inter-molecular C⋯O distances of 2.925 (3) Å.
متن کاملCrystal structures of isoquinoline–3-chloro-2-nitrobenzoic acid (1/1) and isoquinolinium 4-chloro-2-nitrobenzoate
In each of the title isomeric compounds, C9H7.3N·C7H3.7ClNO4, (I), and C9H8N·C7H3ClNO4, (II), of iso-quinoline with 3-chloro-2-nitro-benzoic acid and 4-chloro-2-nitro-benzoic acid, the two components are linked by a short hydrogen bond between a base N atom and a carb-oxy O atom. In the hydrogen-bonded unit of (I), the H atom is disordered over two positions with N and O site occupancies of 0.3...
متن کامل