View source for 1-Butyne


{{chembox
| verifiedrevid = 445843216
| Name = 1-Butyne
| ImageFile = <math chem>\ce{H-C#C}{-}
\ce{\overset{\displaystyle{H} \atop |}{\underset{| \atop \displaystyle{H}}C}}{-}
\ce{\overset{\displaystyle{H} \atop |}{\underset{| \atop \displaystyle{H}}C}}
\ce{-H}</math>
| ImageSize = 180px
| ImageName = Simplified skeletal formula
| ImageFile1 = But-1-yne-2D-skeletal.png
| ImageSize1 = 140px
| ImageName1 = Full displayed formula
| ImageFile2 = 1-Butyne-3D-vdW.png
| ImageSize2 = 160px
| ImageName2 = Space-filling model
| PIN = But-1-yne
| OtherNames = Ethylacetylene<br/>Ethylethyne, UN 2452
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 7558
| PubChem = 7846
| InChI = 1/C4H6/c1-3-4-2/h1H,4H2,2H3
| InChIKey = KDKYADYSIPSCCQ-UHFFFAOYAI
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C4H6/c1-3-4-2/h1H,4H2,2H3
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = KDKYADYSIPSCCQ-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 107-00-6
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = A6B47CPN6W
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 48087
| EC_number = 203-451-3
| UNNumber = 2452
| SMILES = C#CCC
}}
|Section2={{Chembox Properties
| Properties_ref = <ref name="CRC"/>
| Formula = C<sub>4</sub>H<sub>6</sub>
| MolarMass = 54.091 g/mol
| Density = 0.6783 g cm<sup>−3</sup><ref name="CRC"/>
| MeltingPtC = −125.7
| MeltingPt_ref = <ref name="CRC"/>
| BoilingPtC = 8.08
| BoilingPt_ref = <ref name="CRC"/>
  }}
|Section7={{Chembox Hazards
| GHSPictograms = {{GHS02}}
| GHSSignalWord = Danger
| HPhrases = {{H-phrases|H220}}
| PPhrases = {{P-phrases|P210|377|381|403}}

  }}
}}

'''1-Butyne''' is an [[organic compound]] with the formula {{chem2|CH3CH2C\tCH}}. It is a [[alkyne#Terminal and internal alkynes|terminal alkyne]].  The compound is a common terminal alkyne substrate in diverse studies of catalysis. It is a colorless combustible [[gas]].<ref name="CRC">{{cite book |title= CRC Handbook of Chemistry and Physics, 89th Edition |last= Lide |first= David R. |year= 2008 |publisher= [[CRC Press]] |isbn= 978-0-8493-0488-0 |pages=3–84}}</ref> 

1-Butyne participates in reactions typical for terminal alkynes, such as [[alkyne metathesis]],<ref>{{cite journal |doi=10.1021/ja0379868|title=Highly Active Trialkoxymolybdenum(VI) Alkylidyne Catalysts Synthesized by a Reductive Recycle Strategy|year=2004|last1=Zhang|first1=Wei|last2=Kraft|first2=Stefan|last3=Moore|first3=Jeffrey S.|journal=Journal of the American Chemical Society|volume=126|issue=1|pages=329–335|pmid=14709099}}</ref> hydrogenation, condensation with [[formaldehyde]]. Based on its [[heat of combustion]], it is slightly more stable than its isomer [[2-Butyne|2-butyne]].<ref>{{cite journal |doi=10.6028/jres.046.015|title=Heats of combustion, formation, and insomerization of ten C4 hydrocarbons|year=1951|last1=Prosen|first1=E.J.|last2=Maron|first2=F.W.|last3=Rossini|first3=F.D.|journal=Journal of Research of the National Bureau of Standards|volume=46|issue=2|page=106|doi-access=free}}</ref>

==See also==
* [[2-Butyne]]
* [[Butadiene]]
* [[Cyclobutene]]

==References==
{{reflist}}

==External links==
* [http://webbook.nist.gov/cgi/cbook.cgi?ID=C107006 NIST Chemistry WebBook page for 1-butyne]

{{Alkynes}}
{{Hydrides by group}}

{{DEFAULTSORT:Butyne, 1-}}
[[Category:Alkynes]]

{{hydrocarbon-stub}}