1007-91-6

Upstream product

• 999-79-1 4-chloro-4-methylpent-2-yne 
• 74-83-9 methyl bromide 
• 87712-69-4 4-phenyl-2-pentyne 
• 4544-28-9 3-phenyl-1-butyne 
• 74-88-4 methyl iodide 
• 10147-11-2 propargyl benzene 
• 77-78-1 dimethyl sulfate 
• 673-32-5 1-Phenylprop-1-yne 
• 74-87-3 methylene chloride 

Relevant academic research and scientific papers

Intramolecular Carbon-Hydrogen Insertions of Alkylidenecarbenes. 1. Selectivity

Base-promoted reaction between dialkyl ketones having γ-hydrogens and dialkyl (diazomethyl)phosphonates leads to formation of cyclopentenes in modest to high yields.The relative reactivity of various types of carbon-hydrogen bonds for the process, which involves insertion by an alkylidenecarbene, has been assessed, and the result has been compared to those reported when the carbene is generated by α elimination and by 1,2-shifts.The comparison suggests that a common species, viz., an alkylidenecarbene, may be responsible for formation of the cyclopentenes obtained from (a) flash vacuum pyrolysis of alkynes and (b) decomposition of diazoethenes, whereas that derived from α elimination of terminal vinyl halides is more selective, a result consonant with production of a carbenoid.

Alkynes as allylmetal equivalents in redox-triggered C-C couplings to primary alcohols: (Z)-homoallylic alcohols via ruthenium-catalyzed propargyl C-H oxidative addition

The cationic ruthenium catalyst generated upon the acid-base reaction of H2Ru(CO)(PPh3)3 and 2,4,6-(2-Pr) 3PhSO3H promotes the redox-triggered C-C coupling of 2-alkynes and primary alcohols to form (Z)-homoallylic alcohols with good to complete control of olefin geometry. Deuterium labeling studies, which reveal roughly equal isotopic compositions at the allylic and distal vinylic positions, along with other data, corroborate a catalytic mechanism involving ruthenium(0)-mediated allene-aldehyde oxidative coupling to form a transient oxaruthenacycle, an event that ultimately defines (Z)-olefin stereochemistry.

Polylithiumorganic compounds -21. On the Deproptonation of 1- and 3-Phenylpropyne as well as Phenylallene with Butyllithium. A Reinvestigation: Three Different Monoanions but one and the same Dianion

In contrast to the literature, with butyllithium only one and the same dianion - namely 7 - is formed starting with each of the three hydrocarbons 1, 4, and 6.On the other hand, upon working at low temperature in tetrahydrofuran as the solvent we were able to detect the three corresponding monoanions 9, 15, and 16, most interestingly 15 and 16 at temperatures higher then -40 deg C show rearrangement with 1,3-hydrogen shift.

PROPARGYL ORGANOMETALLIC COMPOUNDS. II. ALKYLATION OF SODIUM DERIVATIVES OF 1-ALKYL-1-ARYL-2-ALKYNES IN LIQUID AMMONIA

In most cases the alkylation of the sodium derivatives of 1-phenyl-1-alkyl-2-alkynes by methyl, ethyl, isopropyl, and tert-butyl bromides in liquid ammonia takes place preferentially at the sp2-hybridized carbon atom, and this leads to the formation of the corresponding acetylenes.The regioselectivity of the reaction is explained by the greater softness of the trigonal atom of the ambident propargyl anion and its smaller screening by the solvate shell compared with the diagonal atom.