78465-91-5

Upstream product

• 67-56-1 methanol 
• 5663-96-7 oct-2-ynoic acid 
• 628-71-7 1-Heptyne 

Downstream Products

• 61142-46-9 2-Methoxy-1-heptene 
• 79-20-9 acetic acid methyl ester 
• 64-19-7 acetic acid 
• 67-56-1 methanol 
• 110-43-0 n-pentyl methyl ketone 
• 1634-04-4 tert-butyl methyl ether 
• 115-11-7 isobutene 

Relevant academic research and scientific papers

Organometallic gold(III) compounds as catalysts for the addition of water and methanol to terminal alkynes

Different inorganic and organometallic gold(III) and gold(I) complexes have been tested in the addition of water and methanol to terminal alkynes. Anionic and neutral organometallic gold(III) compounds can efficiently mediate these reactions in neutral media in refluxing methanol. The compounds are added in catalytic amounts (1.6-4.5 mol% with respect to the alkyne), Thus, compounds of the general formula Q[AuRCl3], Q[AuR2Cl2], [AuRCl2]2, and [AuR2Cl]2, (Q = BzPPh3+, PPN: N(PPh3)2+ or N(Bu)4+; R = C6F5 or 2,4,6-(CH3)3C6H2) seem to behave as Lewis acids in nucleophilic additions to triple bonds. Some intermediates could be detected in the stoichiometric reaction between [Au(C6F 5)2Cl]2 and phenylacetylene that was followed by variable temperature 1H, 19F{1H}, COSY 19F{1H}-19F{1H}, and 2H{1H} NMR experiments. Compound [Au(C6F 5)2Cl]2 is also able to catalyze the hydration of phenylacetylene at room temperature. A plausible mechanism for the hydration reaction has been proposed.

Metalation of Alkynes. Part 2. Behaviour of Alkynes with Mercury(II)Acetate in Methanol: a Systematic Reinvestigation

The reaction of a series of alkynes with mercury(II)acetate, both in equimolar and catalytic amounts, were investigated in methanol.Hex-1-yne, oct-1-yne, oct-4-yne, 1,4-diacetoxybut-2-yne, methyl oct-2-ynoate, methyl 3-phenylpropynoate, oct-2-ynoic acid, phenylpropynoic acid, oct-1-yn-3-ol, 1-ethynylcyclohexanol, 1-ethynylcyclohexamine, phenylethyne, diphenylethyne, and ethynylferrocene were the examined substrates.The non-mercuriated products from the reaction were the corresponding vinyl ether, dialkoxyalkane, and ketone, isolated under preparative conditions.The presence of 0.1percent toluene-p-sulphonic acid increased the reactivity.The reactions of oct-1-yne and oct-4-yne were studied in detail by following with time the formation of the products under a variety of conditions, and a mechanistic scheme was drawn.For comparison, styrene, trans-oct-4-ene, and trans-β-methylstyrene were treated with 5 molpercent mercury(II) acetate.The reaction of alkenes was found to be non-catalytic.