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Terminal alkynes have the formula RC≡CH, where at least one end of the alkyne is a hydrogen atom. An example is methylacetylene (propyne using IUPAC nomenclature). They are often prepared by alkylation of monosodium acetylide. [4] Terminal alkynes, like acetylene itself, are mildly acidic, with pK a values of around 25.
Hydroaluminations of terminal alkynes typically produce terminal alkenylalanes as a result. Selectivity in hydroaluminations of internal alkynes is typically low, unless an electronic bias exists in the substrate (such as a phenyl ring in conjugation with the alkyne).
It is a terminal alkyne, in fact the smallest that is liquid at room temperature. The compound is a common terminal alkyne substrate in diverse studies of catalysis. The compound is a common terminal alkyne substrate in diverse studies of catalysis.
When catecholborane is treated with a terminal alkyne, a trans vinylborane is formed: C 6 H 4 O 2 BH + HC 2 R → C 6 H 4 O 2 B-CHCHR. The product is a precursor to the Suzuki reaction and is the only borane which stops at the alkene instead of reacting further to the alkane. [3] [4]
In organic chemistry, alkynylation is an addition reaction in which a terminal alkyne (−C≡CH) is added to a carbonyl group (C=O) to form an α-alkynyl alcohol (R 2 C(−OH)−C≡C−R). [1] [2] When the acetylide is formed from acetylene (HC≡CH), the reaction gives an α-ethynyl alcohol. This process is often referred to as ethynylation.
It is a terminal alkyne. The compound is a common terminal alkyne substrate in diverse studies of catalysis. It is a colorless combustible gas. [1] 1-Butyne participates in reactions typical for terminal alkynes, such as alkyne metathesis, [2] hydrogenation, condensation with formaldehyde.
It is a terminal alkyne. A colorless liquid, 1-decyne is used as a model substrate when evaluating methodology in organic synthesis . It participates in a number of classical reactions including Suzuki-Miyaura couplings , Sonogashira couplings , [ 1 ] Huisgen cycloadditions , [ 2 ] and borylations .
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