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Butyne is an alkyne that contains 4 carbon and 6 hydrogen. It contains one triple bond and has two isomeric organic chemical compounds: It contains one triple bond and has two isomeric organic chemical compounds:
The C≡C bond distance of 118 picometers (for C 2 H 2) is much shorter than the C=C distance in alkenes (132 pm, for C 2 H 4) or the C–C bond in alkanes (153 pm). [ 3 ] Illustrative alkynes: a , acetylene, b , two depictions of propyne, c , 1-butyne, d , 2-butyne , e , the naturally occurring 1-phenylhepta-1,3,5-triyne, and f , the strained ...
1-Butyne is an organic compound with the formula CH 3 CH 2 C≡CH. 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 ...
The addition can be promoted with base [1] (Favorskii reaction) or with Lewis acid catalysts. [2] 2-Methylbut-3-yn-2-ol is produced on an industrial scale as a precursor to terpenes and terpenoids. 2-Methylbut-3-yn-2-ol is an intermediate in this industrial route to geraniol. [3] 2-Methylbut-3-yn-2-ol also is used as a monoprotected version of ...
2-Butyne is of interest to physical chemists because of its very low torsional barrier and the problem of determining that barrier using high-resolution infrared spectroscopy. Analysis of its spectrum [3] leads to a determination that the torsional barrier is only 6 cm −1 (1.2 × 10 −22 J or 72 J mol −1).
Vinylacetylene was first synthesized by Hofmann elimination of the related quaternary ammonium salt: [4] [(CH 3) 3 NCH 2 CH=CHCH 2 N(CH 3) 3]I 2 → 2 [(CH 3) 3 NH]I + HC≡C-CH=CH 2. It is usually synthesized by dehydrohalogenation of 1,3-dichloro-2-butene. [5] It also arises via the dimerization of acetylene, which is catalyzed by copper(I ...
1,4-Butynediol is a precursor to 1,4-butanediol and 2-butene-1,4-diol by hydrogenation. It is also used in the manufacture of certain herbicides, textile additives, corrosion inhibitors, plasticizers, synthetic resins, and polyurethanes. It is the major raw material used in the synthesis of vitamin B 6. [5]
A mixture of 3-methylbut-3-en-1-ol and 3-methylbut-2-en-1-ol may also be used. These starting materials are obtained from a reaction between isobutene and formaldehyde: [3] CH 3 CH 3 CCH 2 + CH 2 O → (CH 3) 2 CHCH 2 CHO. Finally, in beer the compound is produced via a reaction between the amino acid leucine and reductones in the malt. [4]