47:
320:
201:
24:
37:
680:
675:
685:
670:
784:
780:
785:
955:
1081:
In laboratory settings, it is commonly used as a probe molecule in techniques which study the active sites of metal catalysts. Such catalysts are used in hydrogen-deuterium exchange, hydrogenolysis, and isomerization reactions. It is well suited to this purpose as 2,2-dimethylbutane contains both an
1069:-hexane, 3-methylpentane, 2-methylpentane, 2,3-dimethylbutane and 2,2-dimethylbutane. Since the composition of the final mixture is temperature dependant the desired final component can be obtained choice of catalyst and by combinations of temperature control and distillations.
783:
1077:
Neohexane is used as an additive in fuels and in the manufacture of agricultural chemicals. It is also used in a number of commercial, automobile and home maintenance products, such as adhesives, electronic contact cleaners and upholstery polish sprays.
1064:
in the presence of a catalyst containing combinations of one or more of palladium, platinum, rhodium and rhenium on a matrix of zeolite, alumina, silicon dioxide or other materials. Such reactions create a mixture of final products including isopentane,
693:
650:
1257:
Den Hartog, A. J.; Rek, P. J. M.; Botman, M. J. P.; De Vreugd, C.; Ponec, V. (1988). "Reactions of 2,2-dimethylbutane on platinum-rhenium/alumina catalysts. Effect of sulfur and chlorine on the selectivity".
801:
1180:
854:
968:
1293:
Brown, Ronald; Kemball, Charles; McDougall, Gordon S. (1995). "Exchange reactions of 2,2-dimethylpentane, 2,2-dimethylbutane and 2,2-dimethylpropane over Pt/SiO2 and Rh/SiO2".
23:
786:
1199:
359:
808:
46:
619:
743:
1120:
592:
36:
1133:
334:
975:
755:
737:
267:
684:
679:
298:
674:
865:
794:
208:
1383:
Burch, R.; Paál, Z. (1994). "The use of 2,2-dimethylbutane (neohexane) as a probe molecule of metal catalysts".
1149:
831:
669:
930:
511:
196:
925:
920:
915:
568:
158:
707:
662:
465:
1156:. USA: National Center for Biotechnology Information. 26 March 2005. Identification and Related Records
126:
66:
1357:
315:
92:
1051:
895:
747:
138:
729:
1400:
1310:
1275:
1239:
1129:
1031:
910:
905:
1424:
1392:
1302:
1267:
1231:
995:
717:
524:
382:
276:
1097:
844:
178:
1328:
319:
200:
102:
946:
489:
478:
1418:
1396:
1222:
Rabo, J. A.; Pickert, P. E.; Mays, R. L. (1961). "Pentane and Hexane
Isomerization".
549:
455:
445:
189:
1091:
713:
1194:
751:
725:
240:
820:
1176:
890:
404:
169:
1404:
1314:
1279:
1243:
1125:
287:
1306:
900:
807:
800:
793:
766:
1271:
1235:
1058:
759:
435:
227:
209:
721:
1035:
1027:
1023:
149:
945:
Except where otherwise noted, data are given for materials in their
460:
49.7 to 49.9 °C; 121.4 to 121.7 °F; 322.8 to 323.0 K
1050:
2,2-Dimethylbutane can be synthesised by the hydroisomerisation of
251:
125:
115:
425:
450:−102 to −98 °C; −152 to −145 °F; 171 to 175 K
303:
45:
35:
778:
963:
1329:"Hazardous Substance Fact Sheet - 2,2-Dimethylbutane"
1295:
Journal of the
Chemical Society, Faraday Transactions
1181:
National
Institute for Occupational Safety and Health
1266:(5). American Chemical Society (ACS): 1100–1103.
239:
1230:(9). American Chemical Society (ACS): 733–736.
1057:It can also be synthesised by isomerization of
1026:, indeed the most compact and branched of the
782:
101:
1301:(7). Royal Society of Chemistry (RSC): 1131.
1200:National Center for Biotechnology Information
8:
318:
199:
177:
15:
1124:(91 ed.). Boca Raton, Florida, USA:
275:
1175:NIOSH Pocket Guide to Chemical Hazards.
1150:"2,2-DIMETHYLBUTANE - Compound Summary"
1110:
364:
339:
314:
1362:Consumer Products Information Database
1224:Industrial & Engineering Chemistry
839:425 °C (797 °F; 698 K)
825:−29 °C (−20 °F; 244 K)
343:InChI=1S/C6H14/c1-5-6(2,3)4/h5H2,1-4H3
190:
40:Ball stick model of 2,2-dimethylbutane
346:Key: HNRMPXKDFBEGFZ-UHFFFAOYSA-N
157:
50:Spacefill model of 2,2-dimethylbutane
7:
230:
14:
1121:Handbook of Chemistry and Physics
953:
683:
678:
673:
668:
394:
22:
1336:New Jersey Department of Health
949:(at 25 °C , 100 kPa).
1030:isomers — the only one with a
388:
1:
1082:isobutyl and an ethyl group.
859:(US health exposure limits):
1397:10.1016/0926-860x(94)85106-9
1385:Applied Catalysis A: General
1118:Haynes, William M. (2010).
31:
1441:
483:36.88 kPa (at 20 °C)
943:
876:
853:
649:
644:
542:
375:
355:
330:
85:
77:
65:
60:
30:
21:
1391:(1). Elsevier BV: 9–33.
1054:using an acid catalyst.
738:Precautionary statements
640:−4.1494–−4.1476 MJ mol
512:Magnetic susceptibility
926:2,3,4-Trimethylpentane
921:2,3,3-Trimethylpentane
916:2,2,4-Trimethylpentane
789:
51:
41:
1022:. It is therefore an
990:, trivially known as
788:
613:−214.4–−212.4 kJ mol
49:
39:
1358:"2,2-Dimethylbutane"
1307:10.1039/ft9959101131
1195:"2,2-dimethylbutane"
771:(fire diamond)
67:Preferred IUPAC name
1272:10.1021/la00083a006
1236:10.1021/ie50621a029
412: g·mol
139:Beilstein Reference
18:
17:2,2-Dimethylbutane
1052:2,3-dimethylbutane
988:2,2-Dimethylbutane
976:Infobox references
896:2,3-Dimethylbutane
877:Related compounds
790:
71:2,2-Dimethylbutane
52:
42:
16:
1128:. p. 3-194.
1032:quaternary carbon
984:Chemical compound
982:
981:
911:Tetraethylmethane
906:Tetramethylbutane
708:Hazard statements
518:-76.24·10 cm/mol
420:Colorless liquid
299:CompTox Dashboard
127:Interactive image
56:
55:
1432:
1409:
1408:
1380:
1374:
1373:
1371:
1369:
1354:
1348:
1347:
1345:
1343:
1333:
1325:
1319:
1318:
1290:
1284:
1283:
1254:
1248:
1247:
1219:
1213:
1212:
1210:
1208:
1191:
1185:
1184:
1172:
1166:
1165:
1163:
1161:
1154:PubChem Compound
1146:
1140:
1139:
1135:978-1-43982077-3
1115:
996:organic compound
966:
960:
957:
956:
845:Explosive limits
810:
803:
796:
781:
761:
757:
753:
749:
745:
731:
727:
723:
719:
715:
687:
682:
677:
672:
636:
609:
582:
558:
543:Thermochemistry
525:Refractive index
411:
396:
390:
383:Chemical formula
323:
322:
307:
305:
279:
243:
232:
211:
203:
192:
181:
161:
129:
105:
80:Neohexane, 22DMB
32:
26:
19:
1440:
1439:
1435:
1434:
1433:
1431:
1430:
1429:
1415:
1414:
1413:
1412:
1382:
1381:
1377:
1367:
1365:
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1355:
1351:
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1327:
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1322:
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1221:
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1216:
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1204:
1193:
1192:
1188:
1174:
1173:
1169:
1159:
1157:
1148:
1147:
1143:
1136:
1117:
1116:
1112:
1107:
1098:2-Methylpentane
1088:
1075:
1048:
1041:
1021:
1017:
1013:
1009:
1005:
1001:
985:
978:
973:
972:
971: ?)
962:
958:
954:
950:
939:
884:
883:Related alkanes
869:
836:
833:
815:
814:
813:
812:
805:
798:
791:
787:
779:
740:
710:
696:
665:
637:
634:
628:
624:
621:
620:Std enthalpy of
610:
607:
601:
597:
594:
593:Std enthalpy of
586:272.00 J K mol
583:
580:
573:
570:
562:189.67 J K mol
559:
552:
535:
533:
515:
505:6.5 nmol Pa kg
502:
500:
491:
409:
399:
393:
385:
371:
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348:
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184:
164:
141:
132:
119:
108:
95:
81:
73:
72:
12:
11:
5:
1438:
1436:
1428:
1427:
1417:
1416:
1411:
1410:
1375:
1349:
1320:
1285:
1249:
1214:
1203:. 18 July 2015
1186:
1167:
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1134:
1109:
1108:
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1103:
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1101:
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1084:
1074:
1071:
1047:
1044:
1039:
1019:
1015:
1011:
1007:
1003:
999:
998:with formula C
983:
980:
979:
974:
952:
951:
947:standard state
944:
941:
940:
938:
937:
928:
923:
918:
913:
908:
903:
898:
893:
887:
885:
882:
879:
878:
874:
873:
870:
864:
861:
860:
851:
850:
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841:
840:
837:
830:
827:
826:
823:
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816:
806:
799:
792:
777:
776:
775:
774:
772:
763:
762:
741:
736:
733:
732:
711:
706:
703:
702:
697:
692:
689:
688:
666:
661:
658:
657:
647:
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642:
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632:
626:
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584:
578:
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531:
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520:
519:
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498:
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485:
484:
481:
479:Vapor pressure
475:
474:
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462:
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451:
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428:
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333:
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328:
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297:
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280:
272:
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264:
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205:
204:
194:
186:
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182:
174:
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166:
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163:
162:
154:
152:
146:
145:
142:
137:
134:
133:
131:
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113:
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63:
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58:
57:
54:
53:
43:
28:
27:
13:
10:
9:
6:
4:
3:
2:
1437:
1426:
1423:
1422:
1420:
1406:
1402:
1398:
1394:
1390:
1386:
1379:
1376:
1363:
1359:
1353:
1350:
1337:
1330:
1324:
1321:
1316:
1312:
1308:
1304:
1300:
1296:
1289:
1286:
1281:
1277:
1273:
1269:
1265:
1261:
1253:
1250:
1245:
1241:
1237:
1233:
1229:
1225:
1218:
1215:
1202:
1201:
1196:
1190:
1187:
1182:
1178:
1171:
1168:
1155:
1151:
1145:
1142:
1137:
1131:
1127:
1123:
1122:
1114:
1111:
1104:
1099:
1096:
1093:
1090:
1089:
1085:
1083:
1079:
1072:
1070:
1068:
1063:
1061:
1055:
1053:
1045:
1043:
1042:) backbone.
1037:
1033:
1029:
1025:
997:
993:
989:
977:
970:
965:
948:
942:
936:
935:-butylmethane
934:
929:
927:
924:
922:
919:
917:
914:
912:
909:
907:
904:
902:
899:
897:
894:
892:
889:
888:
886:
881:
880:
875:
871:
868:(Permissible)
867:
863:
862:
858:
857:
852:
848:
846:
843:
842:
838:
835:
829:
828:
824:
822:
819:
818:
811:
804:
797:
773:
770:
769:
765:
764:
742:
739:
735:
734:
712:
709:
705:
704:
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698:
695:
691:
690:
686:
681:
676:
671:
667:
664:
660:
659:
655:
653:
648:
643:
639:
631:
623:
617:
616:
612:
604:
596:
590:
589:
585:
577:
572:
566:
565:
561:
556:
551:
550:Heat capacity
547:
546:
541:
537:
530:
526:
522:
521:
517:
513:
509:
508:
504:
497:
493:
487:
486:
482:
480:
477:
476:
472:
470:
469:
464:
463:
459:
457:
456:Boiling point
454:
453:
449:
447:
446:Melting point
444:
443:
439:
437:
434:
433:
429:
427:
424:
423:
419:
416:
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408:
406:
403:
402:
387:
384:
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379:
374:
365:
361:
354:
340:
336:
329:
321:
317:
316:DTXSID4025111
313:
312:
310:
300:
296:
295:
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289:
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273:
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217:
216:
214:
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207:
206:
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198:
195:
193:
191:ECHA InfoCard
188:
187:
180:
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171:
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160:
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68:
64:
59:
48:
44:
38:
34:
33:
29:
25:
20:
1388:
1384:
1378:
1366:. Retrieved
1361:
1352:
1340:. Retrieved
1335:
1323:
1298:
1294:
1288:
1263:
1259:
1252:
1227:
1223:
1217:
1205:. Retrieved
1198:
1189:
1170:
1158:. Retrieved
1153:
1144:
1119:
1113:
1094:(isopentane)
1092:Methylbutane
1080:
1076:
1066:
1059:
1056:
1049:
991:
987:
986:
932:
855:
832:Autoignition
767:
699:
651:
629:
602:
575:
554:
528:
495:
467:
252:RTECS number
159:ChEMBL142735
86:Identifiers
78:Other names
1338:. June 2008
1100:(isohexane)
834:temperature
821:Flash point
694:Signal word
490:Henry's law
417:Appearance
376:Properties
197:100.000.825
1105:References
891:Neopentane
663:Pictograms
622:combustion
440:649 mg mL
405:Molar mass
367:CCC(C)(C)C
277:07L56L3MP2
170:ChemSpider
114:3D model (
93:CAS Number
1405:0926-860X
1315:0956-5000
1280:0743-7463
1244:0019-7866
1126:CRC Press
1046:Synthesis
992:neohexane
849:1.2–7.7%
756:P301+P310
654:labelling
595:formation
569:Std molar
430:Odorless
288:UN number
259:EJ9300000
218:200-906-8
210:EC Number
1419:Category
1260:Langmuir
1183:(NIOSH).
1086:See also
1062:-pentane
994:, is an
901:Triptane
768:NFPA 704
645:Hazards
514:(χ)
492:constant
144:1730736
1425:Alkanes
1207:20 July
1177:"#0323"
1160:9 March
969:what is
967: (
571:entropy
494: (
436:Density
228:PubChem
103:75-83-2
1403:
1368:2 July
1364:. 2021
1342:2 July
1313:
1278:
1242:
1132:
1036:butane
1034:and a
1028:hexane
1024:alkane
964:verify
961:
931:Tetra-
700:Danger
538:1.369
410:86.178
360:SMILES
150:ChEMBL
61:Names
1332:(PDF)
1014:-C-CH
1006:or (H
872:none
856:NIOSH
473:3.51
335:InChI
292:1208
116:JSmol
1401:ISSN
1370:2021
1344:2021
1311:ISSN
1276:ISSN
1240:ISSN
1209:2015
1162:2012
1130:ISBN
1073:Uses
933:tert
760:P331
752:P273
748:P261
744:P210
730:H411
726:H336
722:H315
718:H304
714:H225
466:log
426:Odor
268:UNII
241:6403
179:6163
1393:doi
1389:114
1303:doi
1268:doi
1232:doi
1018:-CH
1010:C-)
866:PEL
652:GHS
633:298
606:298
579:298
304:EPA
231:CID
1421::
1399:.
1387:.
1360:.
1334:.
1309:.
1299:91
1297:.
1274:.
1262:.
1238:.
1228:53
1226:.
1197:.
1179:.
1152:.
1038:(C
1004:14
758:,
754:,
750:,
746:,
728:,
724:,
720:,
716:,
656::
625:(Δ
598:(Δ
398:14
1407:.
1395::
1372:.
1346:.
1317:.
1305::
1282:.
1270::
1264:4
1246:.
1234::
1211:.
1164:.
1138:.
1067:n
1060:n
1040:4
1020:3
1016:2
1012:3
1008:3
1002:H
1000:6
959:N
809:0
802:3
795:1
635:)
630:H
627:c
608:)
603:H
600:f
581:)
576:S
574:(
557:)
555:C
553:(
534:)
532:D
529:n
527:(
501:)
499:H
496:k
468:P
395:H
392:6
389:C
306:)
302:(
118:)
Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.