33:
193:
138:
24:
370:
461:, the product is the poorly volatile diethyl ether adduct. As noted by TMG discoverers Kraus and Toonder in 1933, the ether ligand is not readily lost, although it may be displaced with liquid ammonia. When the alkylation is conducted with
807:
Shenai-Khatkhate, D. V.; Goyette, R. J.; Dicarlo, R. L. Jr; Dripps, G. (2004). "Environment, health and safety issues for sources used in MOVPE growth of compound semiconductors".
383:
678:
Mitzel, Norbert W.; Lustig, Christian; Berger, Raphael J. F.; Runeberg, Nino (2002). "Luminescence
Phenomena and Solid-State Structures of Trimethyl- and Triethylgallium".
1248:
242:
859:
32:
433:
structure. When examined in detail, the monomeric units are clearly linked by multiple weak Ga---C interactions, reminiscent of the situation for
791:
662:
630:
594:. These material are used in the production of LED lighting and semiconductors as a metalorganic chemical vapor deposition precursor.
576:
544:
207:
691:
23:
852:
340:
1263:
390:
171:
1253:
845:
1258:
882:
580:
1181:
1174:
568:
774:
Foster, Douglas F.; Cole-Hamilton, David J. (1997). "Electronic Grade Alkyls of Group 12 and 13 Elements".
133:
1157:
1047:
572:
548:
454:
95:
1133:
1026:
950:
654:
516:
Other non-volatile bases have been described. Other methylating agents for the synthesis of TMG include
45:
1121:
1075:
1055:
1010:
945:
816:
728:
1034:
1018:
940:
450:
188:
61:
613:
Bradley, D. C.; Chudzynska, H. C.; Harding, I. S. (1997). "Trimethylindium and
Trimethylgallium".
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1104:
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426:
1099:
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868:
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658:
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779:
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618:
552:
323:
265:
115:
1213:
1145:
1063:
1042:
966:
919:
914:
556:
434:
71:
820:
732:
192:
137:
751:
714:
462:
361:
1242:
584:
465:
in the presence of a tertiary phosphine the air-stable phosphine adduct is obtained:
458:
312:
302:
126:
828:
536:
517:
354:
Pyrophoric (can ignite spontaneously in air), reacts with water to release methane
159:
783:
622:
446:
422:
284:
106:
491:
Heating the solid phosphine adduct under vacuum liberates the base-free TMG:
998:
715:"Trimethyl Gallium, Trimethyl Gallium Etherate and Trimethyl Gallium Ammine"
430:
760:
699:
741:
692:
10.1002/1521-3773(20020715)41:14<2519::AID-ANIE2519>3.0.CO;2-2
453:
with various methylating agents. When the methylation is conducted with
990:
540:
146:
837:
360:
Except where otherwise noted, data are given for materials in their
94:
84:
719:
841:
176:
449:
adducts or TMG itself. All are prepared by reactions of
378:
413:, is the organogallium compound with the formula Ga(CH
1173:
978:
959:
933:
898:
875:
158:
226:InChI=1/3CH3.Ga/h3*1H3;/rC3H9Ga/c1-4(2)3/h1-3H3
70:
853:
445:Two forms of TMG are typically investigated:
8:
317:55.7 °C (132.3 °F; 328.8 K)
1170:
860:
846:
838:
191:
136:
114:
15:
750:
740:
509:
505:
501:
497:
483:
479:
475:
471:
680:Angewandte Chemie International Edition
602:
247:
212:
187:
127:
1249:Chemical vapour deposition precursors
713:Kraus, C. A.; Toonder, F. E. (1933).
219:Key: XCZXGTMEAKBVPV-UHFFFAOYSA-N
49:trimethylgallane, trimethanidogallium
7:
608:
606:
307:−15 °C (5 °F; 258 K)
229:Key: XCZXGTMEAKBVPV-YHXBHQJBAF
149:
14:
545:metalorganic vapour phase epitaxy
617:. Vol. 31. pp. 67–74.
368:
31:
22:
778:. Vol. 31. p. 29-66.
364:(at 25 °C , 100 kPa).
829:10.1016/j.jcrysgro.2004.09.007
547:(MOVPE) of gallium-containing
341:Occupational safety and health
1:
1175:Organogallium(III) compounds
289:114.827 g/mol
1280:
809:Journal of Crystal Growth
784:10.1002/9780470132623.ch7
651:Chemistry of the Elements
649:; Earnshaw, Alan (1997).
623:10.1002/9780470132623.ch8
358:
338:
333:
258:
238:
203:
54:
44:
39:
30:
21:
216:InChI=1S/3CH3.Ga/h3*1H3;
549:compound semiconductors
405:, often abbreviated to
455:methylmagnesium iodide
742:10.1073/pnas.19.3.292
655:Butterworth-Heinemann
647:Greenwood, Norman N.
535:TMG is the preferred
421:. It is a colorless,
1264:Pyrophoric materials
821:2004JCrGr.272..816S
776:Inorganic Syntheses
733:1933PNAS...19..292K
615:Inorganic Syntheses
451:gallium trichloride
324:Solubility in water
18:
522:trimethylaluminium
427:trimethylaluminium
391:Infobox references
329:Reacts with water
297:colourless liquid
16:
1254:Gallium compounds
1236:
1235:
1232:
1231:
869:Gallium compounds
793:978-0-471-15288-0
686:(14): 2519–2522.
664:978-0-08-037941-8
632:978-0-470-13262-3
399:Chemical compound
397:
396:
172:CompTox Dashboard
96:Interactive image
17:Trimethylgallium
1271:
1259:Methyl complexes
1171:
862:
855:
848:
839:
833:
832:
804:
798:
797:
771:
765:
764:
754:
744:
710:
704:
703:
675:
669:
668:
653:(2nd ed.).
643:
637:
636:
610:
512:
487:
474:+ 3 MeLi + PR
403:Trimethylgallium
381:
375:
372:
371:
266:Chemical formula
196:
195:
180:
178:
162:
151:
140:
129:
118:
98:
74:
35:
26:
19:
1279:
1278:
1274:
1273:
1272:
1270:
1269:
1268:
1239:
1238:
1237:
1228:
1225:
1221:
1217:
1209:
1205:
1197:
1193:
1189:
1185:
1169:
1165:
1161:
1153:
1149:
1141:
1137:
1129:
1125:
1117:
1113:
1095:
1087:
1083:
1079:
1071:
1067:
1059:
1051:
1038:
1030:
1022:
1014:
1006:
1002:
994:
974:
970:
955:
929:
909:
894:
890:
886:
871:
866:
836:
815:(1–4): 816–21.
806:
805:
801:
794:
773:
772:
768:
712:
711:
707:
677:
676:
672:
665:
645:
644:
640:
633:
612:
611:
604:
600:
592:
588:
583:, AlInGaNP and
533:
527:
511:
507:
503:
499:
495:
485:
481:
477:
473:
469:
443:
435:trimethylindium
429:, TMG adopts a
425:liquid. Unlike
420:
416:
400:
393:
388:
387:
386: ?)
377:
373:
369:
365:
351:
326:
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101:
88:
77:
64:
50:
12:
11:
5:
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1241:
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1234:
1233:
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1227:
1223:
1219:
1215:
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1203:
1199:
1195:
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1187:
1183:
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1177:
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1159:
1155:
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1123:
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960:Gallium(I,III)
957:
956:
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953:
948:
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937:
935:
931:
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928:
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922:
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638:
631:
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532:
529:
514:
513:
489:
488:
463:methyl lithium
442:
439:
418:
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389:
367:
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362:standard state
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1120:
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918:
916:
913:
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904:
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849:
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843:
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826:
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803:
800:
795:
789:
785:
781:
777:
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762:
758:
753:
748:
743:
738:
734:
730:
726:
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721:
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709:
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689:
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681:
674:
671:
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656:
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628:
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566:
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542:
538:
530:
528:
525:
523:
519:
494:
493:
492:
468:
467:
466:
464:
460:
459:diethyl ether
456:
452:
448:
440:
438:
436:
432:
428:
424:
412:
408:
404:
392:
385:
380:
363:
357:
353:
348:
347:
343:
342:
337:
332:
328:
325:
321:
320:
316:
314:
313:Boiling point
311:
310:
306:
304:
303:Melting point
301:
300:
296:
293:
292:
288:
286:
283:
282:
270:
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190:
189:DTXSID2061696
186:
185:
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173:
169:
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161:
157:
156:
154:
148:
144:
143:
139:
135:
132:
130:
128:ECHA InfoCard
125:
124:
117:
113:
112:
110:
108:
105:
104:
97:
93:
92:
90:
86:
81:
80:
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68:
66:
63:
59:
58:
53:
47:
43:
38:
34:
29:
25:
20:
1201:
979:Gallium(III)
812:
808:
802:
775:
769:
727:(3): 292–8.
724:
718:
708:
683:
679:
673:
650:
641:
614:
537:metalorganic
534:
531:Applications
526:
518:dimethylzinc
515:
490:
444:
410:
406:
402:
401:
350:Main hazards
339:
55:Identifiers
934:Gallium(II)
876:Gallium(-V)
441:Preparation
344:(OHS/OSH):
294:Appearance
259:Properties
134:100.014.452
1243:Categories
899:Gallium(I)
598:References
551:, such as
539:source of
508:P + GaMe
447:Lewis base
423:pyrophoric
285:Molar mass
107:ChemSpider
83:3D model (
62:CAS Number
46:IUPAC name
486:+ 3 LiCl
431:monomeric
72:1445-79-0
761:16577510
700:12203520
334:Hazards
817:Bibcode
752:1085965
729:Bibcode
577:AlGaInP
541:gallium
384:what is
382: (
279:
250:(C)(C)C
147:PubChem
1056:Ga(CN)
1048:Ga(OH)
790:
759:
749:
698:
661:
629:
569:InGaAs
500:P−GaMe
482:P−GaMe
379:verify
376:
243:SMILES
40:Names
1202:Ga(CH
1146:Ga(CH
1064:Ga(NO
581:InGaP
573:InGaN
504:→ R
478:→ R
271:Ga(CH
208:InChI
160:15051
116:14323
85:JSmol
1214:Ga(C
1182:Ga(C
1150:COO)
1105:GaSb
1092:GaPO
1019:GaCl
1011:GaBr
986:GaAs
967:GaCl
951:GaTe
946:GaSe
920:GaBr
915:GaCl
788:ISBN
757:PMID
720:PNAS
696:PMID
659:ISBN
627:ISBN
565:GaSb
553:GaAs
543:for
520:and
470:GaCl
411:TMGa
1100:GaP
1080:(SO
1043:GaN
1035:GaI
1027:GaF
991:GaH
941:GaS
925:GaI
825:doi
813:272
780:doi
747:PMC
737:doi
688:doi
619:doi
561:GaP
557:GaN
457:in
409:or
407:TMG
177:EPA
150:CID
1245::
1162:Te
1158:Ga
1138:Se
1134:Ga
1122:Ga
1110:Ga
1076:Ga
999:Ga
906:Ga
887:Ga
883:Mg
823:.
811:.
786:.
755:.
745:.
735:.
725:19
723:.
717:.
694:.
684:41
682:.
657:.
625:.
605:^
585:Ga
579:,
575:,
571:,
567:,
563:,
559:,
555:,
524:.
437:.
1224:3
1222:)
1220:5
1218:H
1216:2
1208:3
1206:)
1204:3
1196:3
1194:)
1192:2
1190:O
1188:7
1186:H
1184:5
1164:3
1160:2
1152:3
1148:3
1140:3
1136:2
1128:3
1126:S
1124:2
1116:3
1114:O
1112:2
1094:4
1086:3
1084:)
1082:4
1078:2
1070:3
1068:)
1066:3
1058:3
1050:3
1037:3
1029:3
1021:3
1013:3
1005:6
1003:H
1001:2
993:3
969:2
910:O
908:2
889:2
885:5
861:e
854:t
847:v
831:.
827::
819::
796:.
782::
763:.
739::
731::
702:.
690::
667:.
635:.
621::
591:3
589:O
587:2
510:3
506:3
502:3
498:3
496:R
484:3
480:3
476:3
472:3
419:3
417:)
415:3
374:Y
277:3
275:)
273:3
179:)
175:(
87:)
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