- Synthesis and antibacterial activity of new dimeric pyridinium chlorides based on 2,2-bis(hydroxymethyl)propane-1,3-diyl spacer
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New bispyridinium dichlorides based on 2,2-bis(hydroxymethyl)propane-1,3-diyl spacer were synthesized from pentaerythritol, 4-aminopyridine, and carboxylic acids. The resulting biocides possess a high antibacterial effect. The minimal inhibitory concentration (MIC) of these compounds against pathogenic bacteria, namely, gram-positive Methicillin-resistant Staphylococcus aureus (strain ATCC 25923) and gram-negative Escherichia coli (ATCC 25922) and Pseudomonas aeruginosa (ATCC 27853), was established. The influence of the alkyl substituent length in salts on their microbiological activity was studied.
- Egorov, M. P.,Karpenko, K. A.,Vereshchagin, A. N.
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- The mixed diol-dithiol 2,2-bis-(sulfanylmethyl)propane-1,3-diol: Characterization of key intermediates on a new synthetic pathway
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A new synthetic route to 2,2-bis(sulfanylmethyl)propane-1,3-diol, (II), is described starting from the commercially available 2,2-bis(hydroxymethyl) propane-1,3-diol. The structures of two intermediates on this route are described. 5,5-Dimethenyl-2,2-dimethyl-1,3-dioxane bis(thiocyanate) (systematic name: {[5-(cyanosulfanyl)-2,2-dimethyl-1,3-dioxan-5-yl]sulfan-yl}formo-nitrile), C10H14N2O2S2, (X), crystallizes in the space group P21/c with no symmetry relationship between the two thio-cyanate groups. There is a short intra-molecular N...S contact for one thio-cyanate group, while the second group is positioned such that this type of interaction is not possible. 1,3-(Hydroxymethyl)propane-1,3- diyl bis(thiocyanate), C7H10N2O 2S2, (XI), also features a single short N...S contact in the solid state. Hydrogen bonding between two mol-ecules of compound (XI) results in the formation of dimers in the crystal, which are then linked together by a second hydrogen-bond interaction between the dimers. In addition, the structures of two inter-mediates from an unsuccessful alternative synthesis of (II) are reported. 2,2-Bis(chloromethyl)propane-1,3-diol, C5H 10Cl2O2, (VI), crystallized as an inversion twin with a minor twin fraction of 0.43 (6). It forms a zigzag structure as a result of intermolecular hydrogen bonding. The structure of 9,9-di-methyl-2,4,8, 10-tetraoxa-3λ4-thiaspiro-[5.5]undecan-3-one, C 8H14O5S, (VII), shows evidence for a weak S...O contact with a distance of 3.2529 (11) A.
- Simmons, Trevor R.,Pickett, Christopher J.,Wright, Joseph A.
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experimental part
p. o1-o5
(2011/05/14)
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- Synthesis and properties of poly
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The synthesis of poly has been performed in four steps.Chlorination of pentaerythritol produced a mixture of halogenated alcohols, which, in an alkaline medium, led to a mixture of hydroxylated and chlorinated oxetanes.Of these, the bis(3-chloromethyl) oxetane (BCMO) was etherified with C6F13C2H4OH via phase-transfer catalysis to yield the mono- and di-substituted fluorinated oxetanes.In a last step, the mono-substituted oxetane was cationically polymerized using BF3*OEt2 as the catalyst, and was characterized by 1H and 13C NMR spectroscopy.Finally, several physical properties have been determined such as the viscosity, glass transition and decomposition temperatures, and surface properties.
- Ameduri, Bruno,Boutevin, Bernard,Karam, Lina
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- KINETICS OF THE FORMATION OF CYCLIC SULFITES FROM 1,3-GLYCOLS AND THIONYL CHLORIDE
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The kinetics of the formation of cyclic sulfites from 1,3-glycols and thionyl chloride in the presence of catalytic amounts of DMFA were studied.An anomalous dependence of the rate constant on the reciprocal of the temperature was observed, and this was explained by the participation of donor-acceptor complexes.
- Bolotov, A. A.,V'yunov, K. A.,Rodin, A. A.,Ginak, A. I.
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p. 1078 - 1081
(2007/10/02)
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- SULFITE PROTECTION IN THE SYNTHESIS OF MONOCHLORO-SUBSTITUTED 1,3-GLYCOLS
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The hydrolysis of chlorine-substituted cyclic sulfites, which takes place quantitatively and leads to chlorine derivatives of 1,3-glycols, was investigated.It was shown that the reaction rate increases with increase in the electron-donating character of the substituent in the alcohol.The nonequivalence of the methylene protons in the hydroxymethyl group of the chlorine derivatives of 1,3-glycols is explained by the formation of an intramolecular hydrogen bond.
- Bolotov, A. A.,V'yunov, K. A.,Ginak, A. I.
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p. 335 - 339
(2007/10/02)
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