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Symmetry analysis using the
Molecular Symmetry Group<ref name=Longuet-Higgins1963>{{cite journal | last1 = Longuet-Higgins | first1 = H.C. | year = 1963 | title = The symmetry groups of non-rigid molecules | journal = Molecular Physics | volume = 6 | issue = 5| pages = 445β460 | doi = 10.1080/00268976300100501 | bibcode = 1963MolPh...6..445L | doi-access = free }}</ref><ref>{{cite journal | author1=P. R. Bunker | year=1964
1176:
leads to a determination that the torsional barrier is only 6Β cm<sup>β1</sup> (1.2{{e|-22}}Β J or 72Β J mol<sup>β1</sup>). However, it has not been determined whether the equilibrium structure is eclipsed (D<sub>3h</sub>) or staggered (D<sub>3d</sub>).
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2-Butyne is of interest to physical chemists because of its very low ] and the problem of determining that barrier using high-resolution infrared spectroscopy. Analysis of its spectrum<ref>{{cite journal | last = di Lauro | first = C.|display-authors=etal| year = 1997 | title =The
1250:
2-Butyne can be synthesized by the ] of ] in a solution of ]ic ].<ref>{{cite book|author1=Victor von
Richter |author2=Hans Meerwein|title=Organic Chemistry: Chemistry of the aliphatic series Vol. I: Smith's 3rd American Ed.|year=1916|publisher=P. Blakiston's Sons &
1282:
2-Butyne, along with ], is used to synthesize ] ]s in the ] of ].<ref name=Cyclization>{{cite journal|author1=Reppe, Walter |author2=Kutepow, N |author3=Magin, A |title=Cyclization of
Acetylenic Compounds|journal=Angewandte Chemie International Edition in
233:
78:
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1199:| journal=Mol. Phys. | volume=8 | page=81 | doi = 10.1080/00268976400100091}}</ref> G<sub>36</sub> shows that one would need to analyse its high resolution ] ] to determine its equilibrium structure.
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Co.|location=Philadelphia|page=89|url=https://books.google.com/books?id=UWlZAAAAYAAJ&q=dimethylacetylene+preparation&pg=PA89}}</ref>
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2-Butyne (''dimethylethyne'') forms with ] (''dibutylethyne''), ] (''dipropylethyne'') and ] (''diethylethyne'') a group of symmetric alkynes.
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617:| PIN = But-2-yne <!-- Nomenclature of Organic Chemistry β IUPAC Recommendations and Preferred Names 2013 (Blue Book) -->
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rotation-torsion structure in the Ξ½11/Ξ½15 (Gs) methyl rocking fundamental band in dimethylacetylene
1122:<sub>3</sub>. Produced artificially, it is a colorless, volatile, pungent liquid at ].
1091:<sub>3</sub>. Produced artificially, it is a colorless, volatile, pungent liquid at ].
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English|year=1969|volume=8|issue=10|pages=727β733|doi=10.1002/anie.196907271}}</ref>
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1188:| title=The Rotation-Torsion Wavefunctions of Molecules that have two Identical Rotors
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Updating {{chembox}} (changes to watched fields - updated 'UNII_Ref') per
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359:| Reference=<ref> at ]</ref><ref></ref>
946:| Formula = C<sub>4</sub>H<sub>6</sub>
1165:| pages = 177β185 | doi =10.1006/jmsp.1997.7321}}</ref>
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Reference=<ref> at ]</ref><ref></ref>
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Formula = C<sub>4</sub>H<sub>6</sub>
713:| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
695:| OtherNames = Dimethylacetylene<br />Crotonylene
1154:| journal = J. Mol. Spectrosc.| volume = 184 | issue = 1
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ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
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419:| ImageFile1 = <chem>H3C-C#C-CH3</chem>
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225:Latest revision as of 21:58, 21 April 2024
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158:Revision as of 16:08, 20 December 2010
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1079:''' ('''crotonylene''' or '''2-
686:|Section1={{Chembox Identifiers
534:ImageName1 = Structural formula
927:|Section2={{Chembox Properties
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1368:*], a product of 2-butyne ]
965:| MolarMass = 54.0904 g/mol
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1104:'''dimethylacetylene''',
958:MolarMass = 54.0904 g/mol
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668:| IUPACName = But-2-yne
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1118:<sub>3</sub>
1106:'''crotonylene''' or '''
1087:<sub>3</sub>
259:Extended confirmed users
1483:{{DEFAULTSORT:Butyne2}}
984:| Density = 0.691 g/mL
658:<br />Crotonylene
202:Chem/Drugbox validation
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977:Density = 0.691 g/mL
773:| ChemSpiderID = 9990
766:| ChemSpiderID = 9990
736:{{Chembox Identifiers
1539:{{hydrocarbon-stub}}
1532:{{hydrocarbon-stub}}
1114:''') is an ] with ]
1083:''') is an ] with ]
920:{{Chembox Properties
552:| ImageSize2 = 150px
455:| ImageSize1 = 180px
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870:| UNII = LKE6D3018E
656:= Dimethylacetylene
437:= Dimethylacetylene
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1003:| MeltingPtC = -32
886:| SMILES = C(#CC)C
829:| CASNo = 503-17-3
822:| CASNo = 503-17-3
604:ImageSize2 = 150px
499:ImageSize1 = 180px
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1077:Dimethylacetylene
1022:| BoilingPtC = 27
789:| PubChem = 10419
782:| PubChem = 10419
389:| Name = 2-Butyne
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1271:==Applications==
996:MeltingPtC = -32
857:SMILES = C(#CC)C
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654:OtherNames
96:Revision 2
53:Revision 1
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1120:Cβ‘CCH
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