1-Butyne is an

organic compound Some chemical authorities define an organic compound as a chemical compound that contains a carbon–hydrogen or carbon–carbon bond; others consider an organic compound to be any chemical compound that contains carbon. For example, carbon-co ...

with the formula . It is a terminal alkyne. The compound is a common terminal alkyne substrate in diverse studies of catalysis. It is a colorless combustible

gas Gas is a state of matter that has neither a fixed volume nor a fixed shape and is a compressible fluid. A ''pure gas'' is made up of individual atoms (e.g. a noble gas like neon) or molecules of either a single type of atom ( elements such as ...

. In 2017, was produced in the USA. 1-Butyne participates in reactions typical for terminal alkynes, such as alkyne metathesis, hydrogenation, condensation with

formaldehyde Formaldehyde ( , ) (systematic name methanal) is an organic compound with the chemical formula and structure , more precisely . The compound is a pungent, colourless gas that polymerises spontaneously into paraformaldehyde. It is stored as ...

. Based on its

heat of combustion The heating value (or energy value or calorific value) of a substance, usually a fuel or food (see food energy), is the amount of heat released during the combustion of a specified amount of it. The ''calorific value'' is the total energy relea ...

, it is slightly more stable than its isomer 2-butyne. The combustion of 1-Butyne produces

propargyl In organic chemistry, the propargyl group is a functional group of 2- propynyl with the structure . It is an alkyl group derived from propyne (). The term propargylic refers to a saturated position ( ''sp''3-hybridized) on a molecular framework ...

radicals, a pre-cursor to

soot Soot ( ) is a mass of impure carbon particles resulting from the incomplete combustion of hydrocarbons. Soot is considered a hazardous substance with carcinogenic properties. Most broadly, the term includes all the particulate matter produced b ...

and

polycyclic aromatic hydrocarbon A Polycyclic aromatic hydrocarbon (PAH) is any member of a class of organic compounds that is composed of multiple fused aromatic rings. Most are produced by the incomplete combustion of organic matter— by engine exhaust fumes, tobacco, incine ...

s, as the propargyl radicals can form basic

aromatic ring In organic chemistry, aromaticity is a chemical property describing the way in which a conjugated ring of unsaturated bonds, lone pairs, or empty orbitals exhibits a stabilization stronger than would be expected from conjugation alone. The e ...

s, making butyne's fuel usage a concern for emissions. 1-Butyne is in unsaturated C₄ petroleum cuts, and has to be separated out in industrial hydrorefining to make

1-butene 1-Butene (IUPAC name: But-1-ene, also known as 1-butylene) is the organic compound with the formula CH3CH2CH=CH2. It is a colorless gas, but easily condensed to give a colorless liquid. It is classified as a linear alpha-olefin (terminal alkene). ...

, which is used to make low density polyethylene and

polybutene Polybutene is an organic polymer made from a mixture of 1-butene, 2-butene, and isobutylene. Ethylene steam cracker C4s are also used as supplemental feed for polybutene. It is similar to polyisobutylene (PIB), which is produced from essential ...

Distillation Distillation, also classical distillation, is the process of separating the component substances of a liquid mixture of two or more chemically discrete substances; the separation process is realized by way of the selective boiling of the mixt ...

is impractical due to similar boiling points, so 1-butyne is removed by catalytic hydrogenation. Usually the

catalyst Catalysis () is the increase in rate of a chemical reaction due to an added substance known as a catalyst (). Catalysts are not consumed by the reaction and remain unchanged after it. If the reaction is rapid and the catalyst recycles quick ...

palladium Palladium is a chemical element; it has symbol Pd and atomic number 46. It is a rare and lustrous silvery-white metal discovered in 1802 by the English chemist William Hyde Wollaston. He named it after the asteroid Pallas (formally 2 Pallas), ...

, operated with liquid hydrocarbon and

hydrogen gas Hydrogen is a chemical element; it has symbol H and atomic number 1. It is the lightest and most abundant chemical element in the universe, constituting about 75% of all normal matter. Under standard conditions, hydrogen is a gas of diatomi ...

at 20-60°C and pressures up to 10 bar.

References

External links

NIST Chemistry WebBook page for 1-butyne
{{DEFAULTSORT:Butyne, 1- Alkynes

See also

References

External links