319:
244:
1282:
107:
461:
535:
and the problem of determining that barrier using high-resolution infrared spectroscopy. Analysis of its spectrum leads to a determination that the torsional barrier is only 6 cm (1.2
99:
474:
1160:
718:
di Lauro, C.; et al. (1997). "The rotation-torsion structure in the ν11/ν15 (Gs) methyl rocking fundamental band in dimethylacetylene".
368:
1323:
814:
552:
1241:
1170:
875:
525:
333:
469:
481:
1251:
539:
10 J or 72 J mol). However, it has not been determined whether the equilibrium structure is eclipsed (D
1316:
276:
239:
297:
201:
35:
1347:
786:
P. R. Bunker (1964). "The
Rotation-Torsion Wavefunctions of Molecules that have two Identical Rotors".
648:
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314:
106:
17:
181:
598:
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8:
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157:
147:
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1211:
664:
532:
816:
Organic
Chemistry: Chemistry of the aliphatic series Vol. I: Smith's 3rd American Ed
1342:
861:
839:
830:
Reppe, Walter; Kutepow, N; Magin, A (1969). "Cyclization of
Acetylenic Compounds".
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668:
440:
430:
232:
1216:
1196:
1155:
843:
731:
628:
1281:
1289:
524:. Produced artificially, it is a colorless, volatile, pungent liquid at
1142:
410:
212:
1186:
1146:
980:
975:
895:
636:
625:
531:
2-Butyne is of interest to physical chemists because of its very low
451:
Except where otherwise noted, data are given for materials in their
1106:
1101:
1060:
1055:
1014:
1009:
1004:
946:
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987:
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192:
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853:
819:. Philadelphia: P. Blakiston's Sons & Co. p. 89.
551:
shows that one would need to analyse its high resolution
547:). Symmetry analysis using the Molecular Symmetry Group G
87:
50:
38:
832:Angewandte Chemie International Edition in English
738:
93:
1334:
264:
744:
156:
1317:
869:
785:
747:"The symmetry groups of non-rigid molecules"
1324:
1310:
876:
862:
823:
813:Victor von Richter; Hans Meerwein (1916).
317:
242:
220:
1161:FritschâButtenbergâWiechell rearrangement
770:
284:
717:
707:NIST Chemistry WebBook page for 2-butyne
558:to determine its equilibrium structure.
313:
14:
1335:
435:â32 °C (â26 °F; 241 K)
233:
857:
345:Key: XNMQEEKYCVKGBD-UHFFFAOYSA-N
200:
1276:
445:27 °C (81 °F; 300 K)
597:2-Butyne can be synthesized by the
355:Key: XNMQEEKYCVKGBD-UHFFFAOYAO
255:
94:{\displaystyle {\ce {H3C-C#C-CH3}}}
24:
1242:Azide-alkyne Huisgen cycloaddition
25:
1359:
526:standard temperature and pressure
1280:
589:) a group of symmetric alkynes.
459:
105:
615:
455:(at 25 °C , 100 kPa).
806:
779:
745:Longuet-Higgins, H.C. (1963).
711:
700:
686:
13:
1:
1171:SeyferthâGilbert homologation
679:
342:InChI=1S/C4H6/c1-3-4-2/h1-2H3
1296:. You can help Knowledge by
592:
352:InChI=1/C4H6/c1-3-4-2/h1-2H3
7:
1252:CadiotâChodkiewicz coupling
883:
642:
415:54.0904 g/mol
10:
1364:
1275:
649:Acetylenedicarboxylic acid
1179:
1117:
891:
800:10.1080/00268976400100091
772:10.1080/00268976300100501
449:
384:
364:
329:
140:
130:
118:
113:
104:
32:
667:, a product of 2-butyne
624:, is used to synthesize
844:10.1002/anie.196907271
732:10.1006/jmsp.1997.7321
599:rearrangement reaction
95:
1288:This article about a
1237:PausonâKhand reaction
620:2-Butyne, along with
96:
1247:Sonogashira coupling
1232:DielsâAlder reaction
1227:Alkyne trimerisation
1166:CoreyâFuchs reaction
120:Preferred IUPAC name
36:
1152:Dehydrohalogenation
763:1963MolPh...6..445L
674:Hexafluoro-2-butyne
656:, a position isomer
610:potassium hydroxide
89:
52:
29:
1262:Favorskii reaction
1222:Thiol-yne reaction
553:rotation-vibration
482:Infobox references
91:
77:
40:
27:
1348:Hydrocarbon stubs
1305:
1304:
1270:
1269:
1212:Hydrohalogenation
751:Molecular Physics
720:J. Mol. Spectrosc
665:Hexamethylbenzene
605:in a solution of
543:) or staggered (D
533:torsional barrier
498:dimethylacetylene
490:Chemical compound
488:
487:
298:CompTox Dashboard
182:Interactive image
133:Dimethylacetylene
80:
71:
63:
55:
43:
16:(Redirected from
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514:chemical formula
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392:Chemical formula
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1257:Glaser coupling
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1130:Dehydrogenation
1113:
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852:
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838:(10): 727â733.
828:
824:
811:
807:
784:
780:
743:
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705:
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691:
687:
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645:
633:total synthesis
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757:(5): 445â460.
737:
726:(1): 177â185.
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681:
678:
677:
676:
671:
662:
660:1,4-Butynediol
657:
651:
644:
641:
617:
614:
603:ethylacetylene
594:
591:
579:dipropylethyne
563:dimethylethyne
556:Raman spectrum
548:
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521:
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453:standard state
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1207:Hydroboration
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1192:Hydrogenation
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1188:
1187:Deprotonation
1185:
1184:
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1178:
1172:
1169:
1167:
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1148:
1147:alkynyl anion
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1128:
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733:
729:
725:
721:
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708:
703:
697:
696:Sigma-Aldrich
693:
689:
685:
675:
672:
670:
669:trimerization
666:
663:
661:
658:
655:
652:
650:
647:
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640:
638:
634:
630:
629:hydroquinones
627:
623:
613:
611:
608:
604:
600:
590:
588:
587:diethylethyne
584:
580:
576:
572:
571:dibutylethyne
568:
565:) forms with
564:
559:
557:
554:
534:
529:
527:
515:
511:
507:
503:
499:
495:
483:
476:
471:
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448:
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441:Boiling point
439:
438:
434:
432:
431:Melting point
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315:DTXSID3060116
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234:ECHA InfoCard
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108:
103:
82:
73:
65:
57:
45:
31:
19:
1298:expanding it
1287:
1272:
1217:Alkynylation
1197:Halogenation
1156:dihaloalkane
1118:Preparations
951:
835:
831:
825:
815:
808:
791:
787:
781:
754:
750:
740:
723:
719:
713:
702:
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619:
616:Applications
596:
586:
578:
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560:
530:
505:
501:
497:
493:
492:
202:ChEMBL119108
141:Identifiers
131:Other names
1290:hydrocarbon
502:crotonylene
425:0.691 g/mL
385:Properties
240:100.007.239
135:Crotonylene
1337:Categories
1143:Alkylation
680:References
561:2-Butyne (
411:Molar mass
286:LKE6D3018E
213:ChemSpider
169:3D model (
148:CAS Number
1202:Hydration
1180:Reactions
788:Mol. Phys
637:Vitamin E
626:alkylated
607:ethanolic
593:Synthesis
506:but-2-yne
124:But-2-yne
74:−
66:≡
58:−
28:2-Butyne
1125:Cracking
654:1-Butyne
643:See also
583:3-hexyne
575:4-octyne
567:5-decyne
508:) is an
494:2-Butyne
158:503-17-3
18:2-butyne
1343:Alkynes
1022:Heptyne
959:Pentyne
913:Propyne
885:Alkynes
759:Bibcode
631:in the
622:propyne
475:what is
473: (
421:Density
405:
376:C(#CC)C
253:PubChem
1138:alkene
1134:alkane
1085:Decyne
1068:Nonyne
1039:Octyne
988:Hexyne
930:Butyne
896:Ethyne
794:: 81.
581:) and
510:alkyne
470:verify
467:
369:SMILES
193:ChEMBL
114:Names
1292:is a
520:CâĄCCH
512:with
334:InChI
266:10419
171:JSmol
1294:stub
277:UNII
222:9990
1154:of
1145:of
1132:of
840:doi
796:doi
767:doi
728:doi
724:184
694:at
635:of
601:of
573:),
504:or
303:EPA
256:CID
1339::
1136:,
1098:)
1095:18
1091:10
1078:16
1052:)
1049:14
1032:12
1001:)
998:10
972:)
943:)
834:.
790:.
765:.
753:.
749:.
722:.
639:.
612:.
549:36
545:3d
541:3h
528:.
516:CH
500:,
79:CH
1325:e
1318:t
1311:v
1300:.
1107:5
1102:1
1093:H
1089:C
1087:(
1081:)
1076:H
1074:9
1072:C
1070:(
1061:4
1056:2
1047:H
1045:8
1043:C
1041:(
1035:)
1030:H
1028:7
1026:C
1024:(
1015:3
1010:2
1005:1
996:H
994:6
992:C
990:(
981:2
976:1
969:8
967:H
965:5
963:C
961:(
952:2
947:1
940:6
938:H
936:4
934:C
932:(
926:)
923:4
921:H
919:3
917:C
915:(
909:)
906:2
904:H
902:2
900:C
898:(
877:e
870:t
863:v
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842::
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802:.
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775:.
769::
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585:(
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569:(
537:Ă
522:3
518:3
496:(
465:Y
403:6
401:H
399:4
397:C
305:)
301:(
173:)
83:3
70:C
62:C
54:C
46:3
42:H
20:)
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