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Triiodide

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229: 41: 31: 562:. The protic solvents tend to localize the triiodide anion's excess charge, resulting in the triiodide anion's asymmetric structure. For example, the triiodide anion in methanol has an asymmetric bent structure with a charge localized on the longer end of the anion. 713:; several higher polyiodides exist. In solution, it appears yellow in low concentrations, and brown at higher concentrations. The triiodide ion is responsible for the well-known blue-black color which arises when iodine solutions interact with 426:
ratio should only be referred to as triiodides in cases where the triiodide anion is present. It may also be helpful to indicate the oxidation number of a metal cation, where appropriate. For example, the covalent molecule
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Other chemical compounds with "triiodide" in their name may contain three iodide centers that are not bonded to each other as the triiodide ion, but exist instead as separate iodine atoms or iodide ions. Examples include
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Raso, Angela R. W.; Custard, Kyle D.; May, Nathaniel W.; Tanner, David; Newburn, Matt K.; Walker, Lawrence; Moore, Ronald J.; Huey, L. G.; Alexander, Liz; Shepson, Paul B.; Pratt, Kerri A. (2017-09-19).
517:, the central iodine atom has three equatorial lone pairs, and the terminal iodine atoms are bonded axially in a linear fashion, due to the three lone pairs bonding to the central iodine-atom. In the 418:), where individual iodine atoms are covalently bonded to a central atom. As some cations have the theoretical possibility to form compounds with both triiodide and iodide ions, such as 771:
is more common. In solution, only two-body dissociation of triiodide has been observed. In the protic solvents, an iodine atom at the shorter end of the triiodide anion dissociates upon
1759: 731:, although nominally a solution of elemental iodine in ethanol, also contains significant amounts of triiodide, due to its content of both iodide and water. 547:. The triiodide anion is easily polarised and in many salts, one I−I bond becomes shorter than the other. Only in combination with large cations, e.g. a 1652:
Gibson, Elizabeth A.; Le Pleux, Loïc; Fortage, Jérôme; Pellegrin, Yann; Blart, Errol; Odobel, Fabrice; Hagfeldt, Anders; Boschloo, Gerrit (2012-04-17).
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Xian, Rui; Corthey, Gastón; Rogers, David M.; Morrison, Carole A.; Prokhorenko, Valentyn I.; Hayes, Stuart A.; Miller, R. J. Dwayne (2017-03-27).
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contains potassium iodide and a stoichiometric amount of elemental iodine, so that significant amounts of triiodide ion exist in this solution.
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Gomes, André Severo Pereira; Visscher, Lucas; Bolvin, Hélène; Saue, Trond; Knecht, Stefan; Fleig, Timo; Eliav, Ephraim (2010-08-14).
966:"Solvent Effects in the Raman Spectra of the Triiodide Ion: Observation of Dynamic Symmetry Breaking and Solvent Degrees of Freedom" 1793: 1047:
Heo, Jun; Kim, Jong Goo; Choi, Eun Hyuk; Ki, Hosung; Ahn, Doo-Sik; Kim, Jungmin; Lee, Seonggon; Ihee, Hyotcherl (26 January 2022).
1581:"The electronic structure of the triiodide ion from relativistic correlated calculations: A comparison of different methodologies" 1334:
Herbstein, F. H.; Kaftory, M.; Kapon, M.; Saenger, W. (1981-01-01). Herbstein, F. H.; Kaftory, M.; Kapon, M.; Saenger, W. (eds.).
783:. It has been shown that the solid state photoreaction mechanism depends on the light wavelength, yielding fast recovery in a few 948: 439:) is better referred to as gallium(III) iodide to emphasise that it is iodide anions that are present, and not triiodide. 1049:"Determining the charge distribution and the direction of bond cleavage with femtosecond anisotropic x-ray liquidography" 775:
showing two-body dissociation. In the solid state, the triiodide photochemistry has been studied in compounds involving
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Hoops, Alexandra A.; Gascooke, Jason R.; Faulhaber, Ann Elise; Kautzman, Kathryn E.; Neumark, Daniel M. (2004-04-03).
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Nakanishi, Ryuzo; Saitou, Naoya; Ohno, Tomoyo; Kowashi, Satomi; Yabushita, Satoshi; Nagata, Takashi (2007-05-28).
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on longer timescales. Besides, triiodide photochemistry is an important contributor in the environmental cycle of
337: 1289:"Vibrational relaxation and geminate recombination in the femtosecond-photodissociation of triiodide in solution" 851: 526: 799:
atoms and the well-calibrated chemical pathways, triiodide has also become a computational benchmark system for
1788: 800: 40: 1480: 1335: 780: 186: 130: 207: 1187:"Photodissociation of gas-phase I3−: Comprehensive understanding of nonadiabatic dissociation dynamics" 776: 548: 876: 820: 1654:"Role of the Triiodide/Iodide Redox Couple in Dye Regeneration in p-Type Dye-Sensitized Solar Cells" 224: 518: 30: 900: 881: 856: 787:
or going through a two-stage process that involves the formation and break-up of a tetraiodide
788: 110: 60: 1448:"Coherent ultrafast lattice-directed reaction dynamics of triiodide anion photodissociation" 1798: 1592: 1525: 1459: 1394: 1347: 1300: 1253: 1198: 1125: 1060: 824: 748: 555: 411: 195: 150: 86: 8: 1336:"Structures of three crystals containing approximately — linear chains of triiodide ions" 428: 228: 76: 1596: 1529: 1463: 1398: 1351: 1304: 1257: 1202: 1129: 1064: 1736: 1634: 1556: 1513: 1428: 1167: 1089: 1048: 1003:
Lynden-Bell, R. M.; Kosloff, R.; Ruhman, S.; Danovich, D.; Vala, J. (8 December 1998).
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ions and iodine radicals as photoproducts, which are formed by two-body and three-body
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The dimensions of the triiodide bonds in a few sample compounds are shown below:
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phase, the bond lengths and angles of triiodide vary depending on the nature of
1072: 812: 740: 543:, the bond lengths and angles of triiodide vary depending on the nature of the 540: 498: 331: 1613: 714: 1772: 1724: 1677: 1653: 1622: 1547: 1489: 1416: 1367: 1320: 1273: 1218: 1155: 1080: 1028: 989: 965: 760: 423: 1538: 1447: 1407: 1382: 1005:"Does solvation cause symmetry breaking in the I3− ion in aqueous solution?" 717:. Iodide does not react with starch; nor do solutions of iodine in nonpolar 1732: 1716: 1685: 1630: 1565: 1497: 1424: 1226: 1163: 1098: 502: 1242:"Ultrafast photodissociation of I 3 . Coherent photochemistry in solution" 1700: 768: 522: 1471: 841: 836: 784: 710: 491: 487: 479: 313: 141: 1669: 1604: 1210: 1146: 1137: 981: 1312: 1265: 1020: 861: 751:
and the solid state. In gas phase, the reaction proceeds in multiple
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Except where otherwise noted, data are given for materials in their
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Ma, Jizhen; Liu, Miaomiao; He, Yulong; Zhang, Jintao (2021-02-17).
1383:"Irreversible Organic Crystalline Chemistry Monitored in Real Time" 1004: 419: 109: 718: 559: 162: 1002: 816: 796: 792: 756: 544: 530: 505:) except that the higher polyiodides have branched structures. 483: 382: 378: 370: 121: 1651: 1111: 99: 1333: 212: 1184: 393:(). Triiodide is observed to be a red colour in solution. 1445: 744: 551:
such as , may the triiodide remain roughly symmetrical.
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Zeitschrift für Kristallographie - Crystalline Materials
1114:"Two- and three-body photodissociation of gas phase I3−" 385:. Some salts of the anion have been isolated, including 1578: 1514:"Active molecular iodine photochemistry in the Arctic" 943:(5th ed.). Oxford University Press. p. 431. 1510: 964:Johnson, Alan E.; Myers, Anne B. (1 January 1996). 1701:"Iodine Redox Chemistry in Rechargeable Batteries" 529:. The I−I bond is longer than in diatomic iodine, 1481:20.500.11820/52dbea74-99b4-454b-aac2-56c7be20947b 1381:Poulin, Peter R.; Nelson, Keith A. (2006-09-22). 513:The ion is linear and symmetrical. According to 1770: 174: 1757:Kinetic study of the iodine–persulfate reaction 1518:Proceedings of the National Academy of Sciences 490:. The process is analogous to the reaction of 85: 1287:Kühne, Thomas; Vöhringer, Peter (1996-12-22). 1286: 422:, compounds containing iodide anions in a 3:1 743:. Its reaction mechanism has been studied in 1698: 1380: 1046: 963: 515:valence shell electron pair repulsion theory 1239: 767:. In condensed phases, due to confinement, 1240:Banin, Uri; Ruhman, Sanford (1993-03-15). 901:"Halogens as oxidising agents - Chemguide" 227: 149: 1612: 1555: 1537: 1479: 1406: 1145: 1088: 525:bonding on the central iodine involves a 194: 508: 478:In this reaction, iodide is viewed as a 451:equilibrium gives rise to the triiodide 1705:Angewandte Chemie International Edition 819:has been proposed as critical steps in 223: 1771: 938: 1042: 1040: 1038: 913: 353:usually refers to the triiodide ion, 255:Key: WRTMQOHKMFDUKX-UHFFFAOYSA-N 129: 806: 795:. Because of the presence of heavy 165: 13: 1035: 709:The triiodide ion is the simplest 39: 29: 14: 1810: 1750: 970:The Journal of Physical Chemistry 734: 373:atoms. It is formed by combining 1794:Homonuclear triatomic molecules 1692: 1645: 1585:The Journal of Chemical Physics 1572: 1504: 1439: 1374: 1327: 1293:The Journal of Chemical Physics 1280: 1246:The Journal of Chemical Physics 1191:The Journal of Chemical Physics 1118:The Journal of Chemical Physics 1009:The Journal of Chemical Physics 852:Three-center four-electron bond 739:Triiodide is a model system in 527:three-center four-electron bond 521:, a common explanation for the 396: 334:(at 25 °C , 100 kPa). 1233: 1178: 1105: 996: 957: 932: 916:Structural Inorganic Chemistry 907: 893: 801:relativistic quantum chemistry 442: 1: 887: 704: 34:Skeletal formula of triiodide 1360:10.1524/zkri.1981.154.1-2.11 939:Atkins; et al. (2010). 781:tetrabutylammonium triiodide 44:Spacefill model of triiodide 7: 918:. Oxford: Clarendon Press. 830: 777:quaternary ammonium cations 25: 10: 1815: 1073:10.1038/s41467-022-28168-0 821:dye-sensitized solar cells 877:Dye-sensitized solar cell 365:. This anion, one of the 328: 284: 264: 239: 69: 59: 54: 24: 1539:10.1073/pnas.1702803114 1408:10.1126/science.1127826 519:molecular orbital model 369:, is composed of three 1717:10.1002/anie.202009871 882:Organic superconductor 825:rechargeable batteries 769:geminate recombination 252:InChI=1S/I3/c1-3-2/q-1 45: 35: 1789:Hypervalent molecules 1053:Nature Communications 914:Wells, A. F. (1984). 509:Structure and bonding 387:thallium(I) triiodide 43: 33: 412:phosphorus triiodide 1711:(23): 12636–12647. 1597:2010JChPh.133f4305G 1530:2017PNAS..11410053R 1524:(38): 10053–10058. 1464:2017NatCh...9..516X 1399:2006Sci...313.1756P 1393:(5794): 1756–1760. 1352:1981ZK....154...11H 1305:1996JChPh.10510788K 1299:(24): 10788–10802. 1258:1993JChPh..98.4391B 1203:2007JChPh.126t4311N 1130:2004JChPh.120.7901H 1065:2022NatCo..13..522H 941:Inorganic Chemistry 549:quaternary ammonium 324: g·mol 21: 1762:2011-07-16 at the 1614:20.500.12210/35342 1472:10.1038/nchem.2751 857:Iodine–starch test 729:Tincture of iodine 404:nitrogen triiodide 391:ammonium triiodide 338:Infobox references 46: 36: 19: 1670:10.1021/la300215q 1664:(15): 6485–6493. 1605:10.1063/1.3474571 1211:10.1063/1.2736691 1138:10.1063/1.1691017 1124:(17): 7901–7909. 1015:(22): 9928–9937. 982:10.1021/jp953052x 976:(19): 7778–7788. 950:978-0-19-923617-6 815:of triiodide and 700: 699: 429:gallium triiodide 375:aqueous solutions 346:Chemical compound 344: 343: 208:CompTox Dashboard 111:Interactive image 50: 49: 1806: 1745: 1744: 1696: 1690: 1689: 1649: 1643: 1642: 1616: 1576: 1570: 1569: 1559: 1541: 1508: 1502: 1501: 1483: 1452:Nature Chemistry 1443: 1437: 1436: 1410: 1378: 1372: 1371: 1331: 1325: 1324: 1313:10.1063/1.472887 1284: 1278: 1277: 1266:10.1063/1.465066 1252:(6): 4391–4403. 1237: 1231: 1230: 1182: 1176: 1175: 1149: 1109: 1103: 1102: 1092: 1044: 1033: 1032: 1021:10.1063/1.477659 1000: 994: 993: 961: 955: 954: 936: 930: 929: 911: 905: 904: 897: 847:Polyhalogen ions 807:Electrochemistry 570: 569: 474: 473: 472: 367:polyhalogen ions 364: 363: 362: 323: 322: 307: 306: 305: 292:Chemical formula 232: 231: 216: 214: 198: 178: 167: 153: 133: 113: 89: 26: 22: 18: 1814: 1813: 1809: 1808: 1807: 1805: 1804: 1803: 1769: 1768: 1764:Wayback Machine 1753: 1748: 1697: 1693: 1650: 1646: 1577: 1573: 1509: 1505: 1444: 1440: 1379: 1375: 1332: 1328: 1285: 1281: 1238: 1234: 1183: 1179: 1110: 1106: 1045: 1036: 1001: 997: 962: 958: 951: 937: 933: 926: 912: 908: 899: 898: 894: 890: 867:Povidone-iodine 833: 813:redox reactions 809: 773:photoexcitation 737: 707: 686: 668: 664: 645: 626: 607: 594: 590: 583: 579: 541:ionic compounds 534: 511: 495: 471: 468: 467: 466: 464: 462: 445: 438: 434: 417: 409: 399: 361: 358: 357: 356: 354: 347: 340: 335: 320: 318: 304: 301: 300: 299: 297: 294: 280: 277: 272: 271: 260: 257: 256: 253: 247: 246: 235: 217: 210: 201: 181: 168: 156: 136: 116: 103: 92: 79: 65: 64:Triiodide anion 17: 12: 11: 5: 1812: 1802: 1801: 1796: 1791: 1786: 1781: 1767: 1766: 1752: 1751:External links 1749: 1747: 1746: 1691: 1644: 1571: 1503: 1458:(6): 516–522. 1438: 1373: 1346:(1–2): 11–30. 1326: 1279: 1232: 1197:(20): 204311. 1177: 1104: 1034: 995: 956: 949: 931: 924: 906: 891: 889: 886: 885: 884: 879: 874: 872:Lugol's iodine 869: 864: 859: 854: 849: 844: 839: 832: 829: 808: 805: 741:photochemistry 736: 735:Photochemistry 733: 725:Lugol's iodine 706: 703: 702: 701: 698: 697: 694: 691: 688: 687:(in methanol) 684: 680: 679: 676: 673: 670: 666: 662: 657: 656: 653: 650: 647: 643: 638: 637: 634: 631: 628: 624: 619: 618: 615: 612: 609: 605: 600: 599: 596: 592: 588: 585: 581: 577: 574: 532: 510: 507: 499:sodium sulfide 493: 476: 475: 469: 460: 447:The following 444: 441: 436: 432: 424:stoichiometric 415: 407: 398: 395: 359: 349:In chemistry, 345: 342: 341: 336: 332:standard state 329: 326: 325: 316: 310: 309: 302: 295: 290: 287: 286: 282: 281: 279: 278: 275: 267: 266: 265: 262: 261: 259: 258: 254: 251: 250: 242: 241: 240: 237: 236: 234: 233: 225:DTXSID40164150 220: 218: 206: 203: 202: 200: 199: 191: 189: 183: 182: 180: 179: 171: 169: 161: 158: 157: 155: 154: 146: 144: 138: 137: 135: 134: 126: 124: 118: 117: 115: 114: 106: 104: 97: 94: 93: 91: 90: 82: 80: 75: 72: 71: 67: 66: 63: 57: 56: 52: 51: 48: 47: 37: 15: 9: 6: 4: 3: 2: 1811: 1800: 1797: 1795: 1792: 1790: 1787: 1785: 1782: 1780: 1777: 1776: 1774: 1765: 1761: 1758: 1755: 1754: 1742: 1738: 1734: 1730: 1726: 1722: 1718: 1714: 1710: 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1678:0743-7463 1623:0021-9606 1548:0027-8424 1490:1755-4330 1417:0036-8075 1368:2194-4946 1321:0021-9606 1274:0021-9606 1219:0021-9606 1156:0021-9606 1081:2041-1723 1029:0021-9606 990:0022-3654 862:Iodometry 573:compound 449:exergonic 389:(Tl) and 351:triiodide 1760:Archived 1733:32939916 1686:22432412 1658:Langmuir 1631:20707568 1566:28874585 1498:28537597 1433:35002522 1425:16946037 1227:17552766 1172:94632820 1164:15267705 1099:35082327 831:See also 753:pathways 749:solution 719:solvents 556:solution 420:ammonium 1784:Iodides 1639:8849684 1593:Bibcode 1557:5617258 1526:Bibcode 1460:Bibcode 1395:Bibcode 1387:Science 1348:Bibcode 1301:Bibcode 1254:Bibcode 1199:Bibcode 1126:Bibcode 1090:8792042 1061:Bibcode 747:phase, 678:178.55 655:178.00 636:178.11 560:solvent 319:380.713 308: 163:PubChem 1779:Anions 1739:  1731:  1723:  1684:  1676:  1637:  1629:  1621:  1564:  1554:  1546:  1496:  1488:  1431:  1423:  1415:  1366:  1319:  1272:  1225:  1217:  1170:  1162:  1154:  1097:  1087:  1079:  1027:  988:  947:  922:  823:. and 817:iodide 797:iodine 793:iodine 757:iodine 715:starch 696:152.0 693:296.0 690:309.0 675:279.7 672:311.4 652:284.2 649:303.8 633:283.3 630:305.1 617:177.9 614:282.6 611:306.3 545:cation 484:iodine 463:+ I ⇌ 410:) and 383:iodine 379:iodide 371:iodine 269:SMILES 176:105054 122:ChEMBL 55:Names 1737:S2CID 1635:S2CID 1429:S2CID 1168:S2CID 595:(pm) 584:(pm) 497:with 486:is a 244:InChI 151:94786 100:JSmol 1729:PMID 1721:ISSN 1682:PMID 1674:ISSN 1627:PMID 1619:ISSN 1562:PMID 1544:ISSN 1494:PMID 1486:ISSN 1421:PMID 1413:ISSN 1364:ISSN 1317:ISSN 1270:ISSN 1223:PMID 1215:ISSN 1160:PMID 1152:ISSN 1095:PMID 1077:ISSN 1025:ISSN 986:ISSN 945:ISBN 920:ISBN 811:The 721:. 187:UNII 1713:doi 1666:doi 1609:hdl 1601:doi 1589:133 1552:PMC 1534:doi 1522:114 1476:hdl 1468:doi 1403:doi 1391:313 1356:doi 1344:154 1309:doi 1297:105 1262:doi 1207:doi 1195:126 1142:hdl 1134:doi 1122:120 1085:PMC 1069:doi 1017:doi 1013:109 978:doi 974:100 745:gas 642:CsI 623:RbI 604:TlI 554:In 539:In 453:ion 431:(Ga 414:(PI 406:(NI 377:of 213:EPA 166:CID 16:Ion 1775:: 1735:. 1727:. 1719:. 1709:60 1707:. 1703:. 1680:. 1672:. 1662:28 1660:. 1656:. 1633:. 1625:. 1617:. 1607:. 1599:. 1587:. 1583:. 1560:. 1550:. 1542:. 1532:. 1520:. 1516:. 1492:. 1484:. 1474:. 1466:. 1454:. 1450:. 1427:. 1419:. 1411:. 1401:. 1389:. 1385:. 1362:. 1354:. 1342:. 1338:. 1315:. 1307:. 1295:. 1291:. 1268:. 1260:. 1250:98 1248:. 1244:. 1221:. 1213:. 1205:. 1193:. 1189:. 1166:. 1158:. 1150:. 1140:. 1132:. 1120:. 1116:. 1093:. 1083:. 1075:. 1067:. 1057:13 1055:. 1051:. 1037:^ 1023:. 1011:. 1007:. 984:. 972:. 968:. 827:. 803:. 661:NH 591:−I 580:−I 536:. 455:: 321:41 276:II 1743:. 1715:: 1688:. 1668:: 1641:. 1611:: 1603:: 1595:: 1568:. 1536:: 1528:: 1500:. 1478:: 1470:: 1462:: 1456:9 1435:. 1405:: 1397:: 1370:. 1358:: 1350:: 1323:. 1311:: 1303:: 1276:. 1264:: 1256:: 1229:. 1209:: 1201:: 1174:. 1144:: 1136:: 1128:: 1101:. 1071:: 1063:: 1031:. 1019:: 992:. 980:: 953:. 928:. 903:. 685:3 683:I 667:3 665:I 663:4 644:3 625:3 606:3 593:c 589:b 587:I 582:b 578:a 576:I 533:2 531:I 494:8 492:S 470:3 465:I 461:2 459:I 437:6 435:I 433:2 416:3 408:3 360:3 355:I 303:3 298:I 215:) 211:( 102:)

Index

Skeletal formula of triiodide
Spacefill model of triiodide
IUPAC name
CAS Number
14900-04-0
JSmol
Interactive image
ChEMBL
ChEMBL1233501
ChemSpider
94786
PubChem
105054
UNII
DA1N05631Q
CompTox Dashboard
DTXSID40164150
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InChI
SMILES
Chemical formula
Molar mass
standard state
Infobox references
polyhalogen ions
iodine
aqueous solutions
iodide
iodine
thallium(I) triiodide

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