37:
222:
28:
342:
643:
Zhao, Xue-Fei; Zhang, Chi (2007). "Iodobenzene
Dichloride as a Stoichiometric Oxidant for the Conversion of Alcohols into Carbonyl Compounds; Two Facile Methods for Its Preparation".
355:
69:
Iodosobenzene dichloride; Phenyliodine(III) dichloride; Phenyliodo dichloride; Phenyliodoso chloride; Phenylchloroiodonium chloride; Dichloroiodobenzene; Iododichlorobenzene
700:
614:
Zanka, Atsuhiko; Takeuchi, Hiroki; Kubota, Ariyoshi (1998). "Large-Scale
Preparation of Iodobenzene Dichloride and Efficient Monochlorination of 4-Aminoacetophenone".
530:
236:
616:
830:
428:
Iodobenzene dichloride is not stable and is not commonly available commercially. It is prepared by passing chlorine gas through a solution of
409:
747:
and
Michael H. Parker (1997). "Synthesis of Several Naturally Occurring Polyhalogenated Monoterpenes of the Halomon Class".
362:
790:
749:
179:
200:
835:
825:
788:
Tanner, Dennis D; Van
Bostelen, P. B. (1967). "Free-radical chlorination reactions of iodobenzene dichloride".
525:
436:, from which it precipitates. The same reaction has been reported at pilot plant scale (20 kg) as well.
115:
36:
715:
M. W. Formo, John R. Johnson (1942). "Iodoxybenzene: B. Hypochlorite oxidation of iodobenzene dichloride".
694:
398:
55:
217:
645:
480:
460:
81:
766:
717:
674:
587:
557:
495:
464:
417:
820:
799:
758:
726:
683:
654:
625:
596:
565:
535:
259:
143:
188:
744:
221:
91:
333:
814:
484:
476:
321:
168:
413:
27:
498:, iodobenzene dichloride is used as a reagent for the selective chlorination of
429:
382:
570:
552:
433:
290:
134:
730:
687:
600:
539:
770:
658:
452:
386:
803:
326:
115 to 120 °C (239 to 248 °F; 388 to 393 K) (decomposes)
394:
390:
311:
155:
629:
762:
672:
H. J. Lucas, E. R. Kennedy, and M. W. Formo (1942). "Iodosobenzene".
503:
499:
332:
Except where otherwise noted, data are given for materials in their
114:
104:
412:
has been used to determine its structure; as can be predicted by
585:
H. J. Lucas and E. R. Kennedy (1942). "Iodobenzene dichloride".
475:
Iodobenzene dichloride is hydrolyzed by basic solutions to give
205:
35:
26:
350:
553:"The crystal structure of benzene iododichloride"
167:
90:
531:Encyclopedia of Reagents for Organic Synthesis
451:An alternate preparation involving the use of
8:
699:: CS1 maint: multiple names: authors list (
551:E. M. Archer and T. G. van Schalkwy (1953).
617:Organic Process Research & Development
528:, David W. Knight and Glen A. Russell, in
220:
142:
15:
569:
187:
393:for organic chemistry, it is used as an
515:
241:
216:
692:
521:
519:
7:
410:Single-crystal X-ray crystallography
534:, 2001, John Wiley & Sons, Ltd
158:
14:
340:
277:
271:
420:about the central iodine atom.
336:(at 25 °C , 100 kPa).
831:Reagents for organic chemistry
283:
265:
1:
791:Journal of Organic Chemistry
750:Journal of Organic Chemistry
526:Phenyliodine(III) Dichloride
22:
852:
479:(PhIO) and is oxidized by
571:10.1107/S0365110X53000193
467:has also been described.
330:
252:
232:
74:
66:
60:Dichloro(phenyl)-λ-iodane
54:
49:
21:
731:10.15227/orgsyn.022.0072
688:10.15227/orgsyn.022.0070
601:10.15227/orgsyn.022.0069
540:10.1002/047084289X.rp071
17:Iodobenzene dichloride
375:Iodobenzene dichloride
40:
31:
659:10.1055/s-2007-965889
39:
30:
56:Preferred IUPAC name
804:10.1021/jo01280a047
481:sodium hypochlorite
461:sodium hypochlorite
298: g·mol
18:
405:Chemical structure
399:chlorinating agent
381:) is a complex of
363:Infobox references
41:
32:
16:
757:(21): 7094–7095.
718:Organic Syntheses
675:Organic Syntheses
630:10.1021/op980024e
588:Organic Syntheses
558:Acta Crystallogr.
496:organic synthesis
465:hydrochloric acid
459:by the action of
418:T-shaped geometry
371:Chemical compound
369:
368:
201:CompTox Dashboard
116:Interactive image
45:
44:
843:
836:Phenyl compounds
826:Oxidizing agents
807:
798:(5): 1517–1521.
775:
774:
763:10.1021/jo971371
741:
735:
733:
712:
706:
704:
698:
690:
669:
663:
662:
640:
634:
633:
611:
605:
603:
582:
576:
575:
573:
548:
542:
523:
353:
347:
344:
343:
297:
285:
279:
273:
267:
260:Chemical formula
225:
224:
209:
207:
191:
171:
160:
146:
118:
94:
23:
19:
851:
850:
846:
845:
844:
842:
841:
840:
811:
810:
787:
784:
782:Further reading
779:
778:
745:Michael E. Jung
743:
742:
738:
714:
713:
709:
691:
671:
670:
666:
642:
641:
637:
613:
612:
608:
584:
583:
579:
550:
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524:
517:
512:
490:
473:
447:
443:
426:
407:
380:
372:
365:
360:
359:
358: ?)
349:
345:
341:
337:
295:
282:
276:
270:
262:
248:
245:
240:
239:
228:
210:
203:
194:
174:
161:
149:
121:
108:
97:
84:
70:
62:
61:
12:
11:
5:
849:
847:
839:
838:
833:
828:
823:
813:
812:
809:
808:
783:
780:
777:
776:
736:
707:
664:
635:
606:
577:
543:
514:
513:
511:
508:
488:
472:
469:
449:
448:
445:
441:
425:
422:
416:, it adopts a
406:
403:
378:
370:
367:
366:
361:
339:
338:
334:standard state
331:
328:
327:
324:
318:
317:
314:
308:
307:
304:
300:
299:
293:
287:
286:
280:
274:
268:
263:
258:
255:
254:
250:
249:
247:
246:
244:Cl(c1ccccc1)Cl
243:
235:
234:
233:
230:
229:
227:
226:
218:DTXSID50302248
213:
211:
199:
196:
195:
193:
192:
184:
182:
176:
175:
173:
172:
164:
162:
154:
151:
150:
148:
147:
139:
137:
131:
130:
127:
126:Abbreviations
123:
122:
120:
119:
111:
109:
102:
99:
98:
96:
95:
87:
85:
80:
77:
76:
72:
71:
68:
64:
63:
59:
58:
52:
51:
47:
46:
43:
42:
33:
13:
10:
9:
6:
4:
3:
2:
848:
837:
834:
832:
829:
827:
824:
822:
819:
818:
816:
805:
801:
797:
793:
792:
786:
785:
781:
772:
768:
764:
760:
756:
752:
751:
746:
740:
737:
732:
728:
724:
720:
719:
711:
708:
702:
696:
689:
685:
681:
677:
676:
668:
665:
660:
656:
652:
648:
647:
639:
636:
631:
627:
623:
619:
618:
610:
607:
602:
598:
594:
590:
589:
581:
578:
572:
567:
563:
560:
559:
554:
547:
544:
541:
537:
533:
532:
527:
522:
520:
516:
509:
507:
505:
501:
497:
492:
486:
485:iodoxybenzene
482:
478:
477:iodosobenzene
470:
468:
466:
462:
458:
454:
439:
438:
437:
435:
431:
423:
421:
419:
415:
411:
404:
402:
400:
396:
392:
388:
384:
376:
364:
357:
352:
335:
329:
325:
323:
322:Melting point
320:
319:
315:
313:
310:
309:
306:Yellow solid
305:
302:
301:
294:
292:
289:
288:
264:
261:
257:
256:
251:
242:
238:
231:
223:
219:
215:
214:
212:
202:
198:
197:
190:
186:
185:
183:
181:
178:
177:
170:
166:
165:
163:
157:
153:
152:
145:
141:
140:
138:
136:
133:
132:
128:
125:
124:
117:
113:
112:
110:
106:
101:
100:
93:
89:
88:
86:
83:
79:
78:
73:
65:
57:
53:
48:
38:
34:
29:
25:
24:
20:
795:
789:
754:
748:
739:
722:
716:
710:
695:cite journal
679:
673:
667:
650:
644:
638:
621:
615:
609:
592:
586:
580:
561:
556:
546:
529:
493:
474:
456:
450:
427:
414:VSEPR theory
408:
374:
373:
75:Identifiers
67:Other names
430:iodobenzene
424:Preparation
383:iodobenzene
303:Appearance
253:Properties
815:Categories
653:(4): 551.
624:(4): 270.
510:References
455:generated
434:chloroform
291:Molar mass
189:0IJ835PQB7
135:ChemSpider
103:3D model (
82:CAS Number
646:Synthesis
564:: 88–92.
471:Reactions
440:Ph-I + Cl
316:2.2 g/cm
771:11671809
483:to give
453:chlorine
387:chlorine
169:13166207
92:932-72-9
821:Iodanes
504:alkynes
500:alkenes
457:in situ
444:→ PhICl
395:oxidant
391:reagent
389:. As a
356:what is
354: (
312:Density
156:PubChem
769:
725:: 72.
682:: 70.
595:: 69.
502:. and
377:(PhICl
351:verify
348:
296:274.91
237:SMILES
144:254526
50:Names
487:(PhIO
385:with
105:JSmol
767:PMID
701:link
651:2007
397:and
180:UNII
129:IBD
800:doi
759:doi
727:doi
684:doi
655:doi
626:doi
597:doi
566:doi
536:doi
494:In
491:).
463:on
432:in
206:EPA
159:CID
817::
796:32
794:.
765:.
755:62
753:.
723:22
721:.
697:}}
693:{{
680:22
678:.
649:.
620:.
593:22
591:.
555:.
518:^
506:.
401:.
278:Cl
806:.
802::
773:.
761::
734:.
729::
705:.
703:)
686::
661:.
657::
632:.
628::
622:2
604:.
599::
574:.
568::
562:6
538::
489:2
446:2
442:2
379:2
346:Y
284:I
281:2
275:5
272:H
269:6
266:C
208:)
204:(
107:)
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