Acetylene derivs dichloride

Without additional reagents Reactions of sulfur dichloride with acetylene derivs. 

Without additional reagents Addition of sulfur dichloride to acetylene derivatives... 

The desired intermediates, a pentadienol or a pentenetriol were unknown at the time, but it occurred to me that their synthesis might be accomplished by the partial reduction of a pentenynol or a pentynetriol, the latter being obtained from the reaction of one molecule of acrolein or acrolein dichloride with the Grignard reagent derived from acetylene. The reactions which have been carried out in accordance with this scheme are shown in the accompanying flow sheet. 

An alternate approach to the palladium catalyzed ethynylation of thiophene derivatives has been reported by Zeni and co-workers. They coupled 2-(butyltelluro)thiophenes with different acetylenes (6.48.), The reaction, which was effectively catalyzed by palladium dichloride, was run in the absence of copper salts. The choice of base (triethylamine) and solvent (methanol) were both crucial for the success of the coupling.70... 

Process Economics Program Report SRI International. Menlo Park, CA, Isocyanates IE, Propylene Oxide 2E, Vinyl Chloride 5D, Terephthalic Acid and Dimethyl Terephthalate 9E, Phenol 22C, Xylene Separation 25C, BTX, Aromatics 30A, o-Xylene 34 A, m-Xylene 25 A, p-Xylene 93-3-4, Ethylbenzene/Styrene 33C, Phthalic Anhydride 34B, Glycerine and Intermediates 58, Aniline and Derivatives 76C, Bisphenol A and Phosgene 81, C1 Chlorinated Hydrocarbons 126, Chlorinated Solvent 48, Chlorofluorocarbon Alternatives 201, Reforming for BTX 129, Aromatics Processes 182 A, Propylene Oxide Derivatives 198, Acetaldehyde 24 A2, 91-1-3, Acetic Acid 37 B, Acetylene 16A, Adipic Acid 3 B, Ammonia 44 A, Caprolactam 7 C, Carbon Disulfide 171 A, Cumene 92-3-4, 22 B, 219, MDA 1 D, Ethanol 53 A, 85-2-4, Ethylene Dichloride/Vinyl Chloride 5 C, Formaldehyde 23 A, Hexamethylenediamine (HMDA) 31 B, Hydrogen Cyanide 76-3-4, Maleic Anhydride 46 C, Methane (Natural Gas) 191, Synthesis Gas 146, 148, 191 A, Methanol 148, 43 B, 93-2-2, Methyl Methacrylate 11 D, Nylon 6-41 B, Nylon 6,6-54 B, Ethylene/Propylene 29 A, Urea 56 A, Vinyl Acetate 15 A. 

The reader may remember that the 77-complex structure for the adducts formed from acetylene and mercury dichloride, or of related complexes of non-transitional-metal halides, was disproved by our stereochemical investigations. The true 77-complexes, however, were also obtained by us from tolan and the derivatives of such transition metals as V, Nb, and Ta (451-455). 77-Cyclopentadienylniobium tetracarbonyl reacted with tolan according to the scheme shown on page 57. 

Derivation (1) Dehydrochlorination of ethylene dichloride (2) reaction of acetylene and hydrogen chloride, either as liquids or gases. 

The first synthesis, that of eri/fftro-tetrodialdose, was made by Wohl and Mylo, starting from acetylene. The basis of the method employed (both here and in the further syntheses of this dialdose) is the hydroxylation of malealdehyde or a derivative of the latter. The next method introduced was Uenzelmann s application of catalytic reduction by the Rosenmund procedure to tetra-O-acetylmucyl dichloride he thus obtained the corresponding tetraacetate of gaZacto-hexodialdose. By this procedure, the only known heptodialdose has also been prepared. Another reduction procedure, controlled reduction of D-glucurono-6,3-lactone with borohydride or sodium amalgam, was used by MacDonald and H. O. L. Fischer and by F. G. Fischer and Schmidt. ... 

Substituted chromones are formed by heating terminal acetylenes with o-iodophenols under carbon monoxide pressure in the presence of palladium[bis(diphenylphosphino-ferrocene)] dichloride e.g. o-iodophenol and phenylacetylene afford 2-phenylchromone (equation 61) ". Acetylenic aldiminium salts undergo cyclization to six-membered nitrogen heterocycles in polar aprotic solvents. Thus heating solutions of 5-(butylamino) pent-1-yne (607), an aldehyde RCHO (R = Me, Et, Ph or C02Et) and tetrabutylammonium iodide in acetonitrile yields the piperidine derivatives 608 and similar reactions of 4-(benzylamino)but-l-yne lead to tetrahydropyridines 609. ... 

The basic problem with the reaction of phthalocyaninato IVB dichlorides [15] with mono- and bis-Grignard reagents of acetylene and its derivatives is the poor solubility of [ 15] which results in a heterogeneous reaction mixture. These disadvantages led us to the synthesis of peripherally substituted phthalocyaninato derivatives which are known to be soluble in organic solvents ... 

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