57796-76-6Relevant articles and documents
REACTIONS OF CHALCOGENS WITH ACETYLENES. IV. SYNTHESIS OF DIVINYL TELLURIDE BY DIRECT REACTION OF TELLURIUM WITH ACETYLENE
Gusarova, N. K.,Trofimov, B. A.,Tatarinova, A. A.,Potapov, V. A.,Gusarov, A. V.,et al.
, p. 34 - 39 (2007/10/02)
Divinyl telluride and also Z-1-vinyltelluro-1-buten-3-ol and 2-vinyltelluro-1-buten-3-ol were obtained by the direct reaction of tellurium with acetylene in the KOH-SnCl2-H2O system.In the reaction of tellurium with acetylene in the potassium hydroxide-HMPTA-water superbasic system tellurophene and 2-vinyloxy-1,3-butadiene are formed in addition to divinyl telluride.Mechanisms for the formation of all the above-mentioned compounds are proposed.
REACTIONS OF CHALCOGENES WITH ACETYLENES. II. REACTION OF METALLIC SELENIUM WITH ACETYLENE IN HMPTA AND DMSO
Potapov, V. A.,Gusarova, N. K.,Amosova, S. V.,Kashik, A. S.,Trofimov, B. A.
, p. 241 - 245 (2007/10/02)
The effect of the conditions in the reaction of selenium with acetylene (the concentration and nature of the alkali-metal hydroxide, the temperature, the concentration of water, the addition of stannous chloride) on the yields of divinyl selenide, 2-vinyloxy-1,3-butadiene, and selenophene was investigated.It was shown that the formation of divinyl selenide under the reaction conditions is accompanied by its transformation into selenophene.
HYDRATION TRIMERIZATION OF ACETYLENE IN SUPERBASIC MEDIA. II. CONDITIONS FOR THE SYNTHESIS OF 2-VINYLOXY-1,3-BUTADIENE IN THE ALKALI-DIMETHYL SULFOXIDE SYSTEM
Tarasova, O. A.,Amosova, S. V.,Istomina, S. N.,Trofimov, B. A.
, p. 1231 - 1235 (2007/10/02)
The effects of the nature and concentration of the catalyst (MOH, M = Na, K, Rb, Cs), additions (CuCl, CoCl2, NiCl2, phosphata salts), the ratio of the reagents, temperature, and the contact time on the yield and purity of 2-vinyloxy-1,3-butadiene, obtained in a single stage from acetylene and water in DMSO, were studied.It was established that the potassium hydroxide-potassium phosphate-DMSO system is the optimum system for the synthesis.By the experimental design method it was shown that increase in the C2H2:H2O ratio, increase in the concentrations of potassium hydroxide and potassium phosphate, and decrease in the reaction temperature and time have a favorable effect on the yield and purity of the product.
REACTIONS OF ELEMENTAL SELENIUM WITH ACETYLENES. 1. IDENTIFICATION OF THE PRODUCTS FROM THE REACTION OF ELEMENTAL SELENIUM WITH ACETYLENE
Gusarova, N. K.,Trofimov, B. A.,Potapov, V. A.,Amosova, S. V.,Sinegovskaya, L. M.
, p. 436 - 441 (2007/10/02)
In the reaction of elemental selenium with acetylene at 90-115 deg C in an aqueous alkaline medium or in the HMPTA-potassium hydroxide-water and DMSO-potassium hydroxide-water systems the main direction of the reaction, leading to divinyl selenide, is accompanied by side processes leading to the formation of vinyl ethyl selenide, 1,3-di(vinylseleno)butane, 2,5-dimethyl-4-methylene-1,3-oxaselenolane, 2-vinylseleno-1-buten-3-ol, cis-1-vinylseleno-1-buten-3-ol, cis,cis-di(3-hydroxy-1-butenyl)selenide, and also selenophene and 2-vinyloxy-1,3-butadiene.
REACTIONS OF TRIADS S8-KOH-DMSO, Se8-KOH-DMSO, Te-KOH-HMPA WITH ACETYLENES
Trofimov, B. A.,Amosova, S. V.,Gusarova, N. K.,Musorin, G. K.
, p. 713 - 718 (2007/10/02)
A new general approach to anionic transformations of acetylenes using superbasic media has been developed.It allows series of new reactions which are not undergone by acetylene under conventional conditions.The triads S8-KOH-dimethylsulfoxide (DMSO), Se8-KOH-DMSO, Te-KOH-hexamethyl-phosphorictriamide (HMPA) are proposed as new effective reagents for the preparation of unsaturated compounds of sulfur, selenium and tellurium.A series of reactions of acetylene with sulfur, selenium and tellurium proceeding in DMSO or HMPA in the presence of alkali and water at 80-120 deg C leading to divinyl sulfide, divinyl selenide and divinyl telluride in 25-80percent yields have been found.Thiophen, di-1-(1,3-butadienyl) sulfide, 1-vinyl-2-thiabicyclohept-3-ene, and dihydrothiophen have been obtained by the reaction of vinylacetylene with sulfur.The reaction of vinylacetylene with selenium affords selenophen, di-1-(1,3-butadienyl) selenide, 1-vinyl-2-selenabicyclohept-3-ene, methyl (1-(1,3-butadienyl) sulfide, and methylthiomethyl 1-(1,3-butadienyl) selenide, vinyl 1-(1,3-butadienyl) sulfide and methylthiomethyl 1-(1,3-butadienyl) selenide (the latter two with DMSO participation).The reaction of vinylacetylene with tellurium gives mainly di-1-(1,3-butadienyl) telluride.A series of reactions between DMSO and selenium leading to dimethyl sulfide, dimethyl sulfoselenide, and methylthiomethyl selenide have been observed.
NUCLEOPHILIC ADDITION OF SULFIDE AND THIOACETATE IONS TO ACETYLENES IN THE (C2H5)3PO-KOH SYSTEM
Trofimov, B. A.,Amosova, S. V.,Al'pert, M. L.,Musorin, G. K.
, p. 998 - 1001 (2007/10/02)
A study was carried out on the reaction of acetylene, phenylacetylene and vinylacetylene with sodium sulfide, thioacetic acid, and water (in the case of acetylene) in a triethylphosphine oxide-KOH superbase system.In the nature of its effect on the nucleophilic addition to acetylenes, the triethylphosphine oxide-KOH system is similar to the dimethylsulfoxide-KOH and hexamethylphosphorotriamide-KOH systems.
HYDRATION TRIMERIZATION OF ACETYLENE IN SUPERBASIC MEDIA. I. SYNTHESIS OF 2-VINYLOXY-1,3-BUTADIENE AND IDENTIFICATION OF THE SIDE PRODUCTS
Tarasova, O. A.,Amosova, S. V.,Trofimov, B. A.
, p. 1795 - 1801 (2007/10/02)
In the superbasic potassium hydroxide-dimethyl sulfoxide (DMSO) or potassium hydroxide-triethylphosphine oxide medium at 105 - 145 deg C acetylene undergoes trimerization with the capture of a water molecule to form 2-vinyloxy-1,3-butadiene with yields up to 43percent (the KOH-K3PO4-DMSO system).The following side products are formed (in DMSO): cis-vinyl 1-propenyl ether; 3-vinyloxy-1,2-butadiene; 1,2-di(vinyloxy)propane; 3-ethyl- and 4-ethyl-vinyloxybenzenes; benzene; toluene; vinyl methyl sulfide; divinyl sulfide.
