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Disproportionation

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up to 46 ‰ and fractionation larger than 46 ‰ recorded in sediments must be due to disproportionation of sulfur intermediates in the sediment. This view has changed since the 2010s. As substrates for disproportionation are limited by the product of
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converts to two compounds, one of higher and one of lower oxidation state. The reverse of disproportionation, such as when a compound in an intermediate oxidation state is formed from precursors of lower and higher oxidation states, is called
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Hendrix, Katrien; Bleyen, Nele; Mennecart, Thierry; Bruggeman, Christophe; Valcke, Elie (2019). "Sodium azide used as microbial inhibitor caused unwanted by-products in anaerobic geochemical studies".
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J. Meyer and W. Schramm, Z. Anorg. Chem., 132 (1923) 226. Cited in: A Comprehensive Treatise on Theoretical and Inorganic Chemistry, by J.W. Meller, John Wiley and Sons, New York, Vol. XII, p. 225.
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to refer to reactions of this type (in either direction) when only ligand exchange but no redox is involved and distinguish such processes from disproportionation and comproportionation.
1427:, in fermentation part of the substrate molecule itself accepts the electrons. Fermentation is therefore a type of disproportionation, and does not involve an overall change in 1261:
can occur by a disproportionation step in which a hydrogen atom is transferred from one growing chain molecule to another one, which produces two dead (non-growing) chains.
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of the substrate. Most of the fermentative substrates are organic molecules. However, a rare type of fermentation may also involve the disproportionation of inorganic
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0. In the products, the chlorine in the Cl ion has an oxidation number of −1, having been reduced, whereas the oxidation number of the chlorine in the
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More generally, the term can be applied to any desymmetrizing reaction where two molecules of one type react to give one each of two different types:
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Shriver, D. F.; Atkins, P. W.; Overton, T. L.; Rourke, J. P.; Weller, M. T.; Armstrong, F. A. "Inorganic Chemistry" W. H. Freeman, New York, 2006.
1454:). Disproportionation of sulfur intermediates, being one of the processes affecting sulfur isotopes of sediments, has drawn attention from 827: 60: 2147:
Bak, Friedhelm; Cypionka, Heribert (1987). "A novel type of energy metabolism involving fermentation of inorganic sulphur compounds".
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Desymmetrizing reactions are sometimes referred to as disproportionation, as illustrated by the thermal degradation of bicarbonate:
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Disproportionation can be carried out by microorganisms obligated to disproportionation or microorganisms that can carry out
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José Jiménez Barberá; Adolf Metzger; Manfred Wolf (2000). "Sulfites, Thiosulfates, and Dithionites".
1777:"Bacterial Disproportionation of Elemental Sulfur Coupled to Chemical Reduction of Iron or Manganese" 1589: 1412: 1366: 746: 1290: 815: 807: 799: 697: 260: 200: 1361:, or lactate and acetate, depending on the environmental conditions) is also an important step in 2180: 1562: 883: 162: 100: 2258: 2219: 2172: 2118: 2067: 2033: 1997: 1950: 1928: 1884: 1845: 1796: 1701: 1684: 1424: 1374: 1365:
reactions. Fermentation reactions can also be considered as disproportionation or dismutation
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in these complex biochemical systems are the same organic molecules simultaneously acting as
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Disproportionation of sulfur intermediates by microorganisms is widely observed in sediments.
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in which, Chain— represents the already formed polymer chain, and indicates a reactive
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Biochemical basis of mitochondrial acetaldehyde dismutation in Saccharomyces cerevisiae
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Book: Non-Aqueous Media, exact reference of this book is lacking: need to be completed!
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Redox reaction whose products have higher and lower oxidation states than the reactant
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Holleman, A. F.; Wiberg, E. "Inorganic Chemistry" Academic Press: San Diego, 2001.
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This expanded definition is not limited to redox reactions, but also includes some
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Thamdrup, Bo; Finster, Kai; Hansen, Jens Würgler; Bak, Friedhelm (January 1993).
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Another example of biochemical dismutation reaction is the disproportionation of
531:{\displaystyle {\ce {2CH3-{\underset {^{\bullet }}{C}}H2->{H2C=CH2}+H3C-CH3}}} 2135: 1722: 1508: 1405: 1318: 1314: 1090: 929: 793:
in the superoxide free radical anion, −1 in hydrogen peroxide and 0 in dioxygen.
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of sediments are often measured for studying environments in the Earth's past (
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Tsang, Man-Yin; Böttcher, Michael Ernst; Wortmann, Ulrich Georg (2023-08-20).
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The dismutation of pyruvic acid in other small organic molecules (ethanol + CO
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Habicht, Kirsten S; Canfield, Donald E; Rethmeier, J̈org (August 1998).
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is prepared on a larger scale by oxidizing a cooled aqueous solution of
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The Claus reaction is one of the chemical reactions involved in the
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as well. Common substrates for disproportionation include elemental
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disproportionates when catalysed on the surface of an iron particle:
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The first disproportionation reaction to be studied in detail was:
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The oxidation numbers remain constant in this acid-base reaction.
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conditions, as it can be conveniently verified by means of the
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Under acidic conditions, hydrazoic acid disproportionates as:
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Charlie Harding, David Arthur Johnson, Rob Janes, (2002),
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Böttcher, M.E.; Thamdrup, B.; Vennemann, T.W. (May 2001).
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in 1788. In the Swedish version of his paper he called it
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bearing his name, confirmed the anaerobic dismutation of
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reaction (the inverse of disproportionation) involving
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by certain bacteria according to the global reaction:
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Sim, Min Sub; Bosak, Tanja; Ono, Shuhei (July 2011).
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Polymers: Chemistry & Physics of Modern Materials
636:. The ionic equation for this reaction is as follows: 397: 385:, in which two radicals form an alkene and an alkane. 67:. Unsourced material may be challenged and removed. 886:, carbon monoxide disproportionates to carbon and 530: 1151:Dithionite also undergoes alkaline hydrolysis to 696:undergoes a disproportionation reaction to form 683:ion is +5, indicating that it has been oxidized. 294:disproportionates upon heating to 200°C to give 1049:Under neutral, or basic, conditions, the azide 2021:Ullmann's Encyclopedia of Industrial Chemistry 1547:Claus reaction: a comproportionation reaction 246: 8: 2198:Goldhaber, M.B.; Kaplan, I.R. (April 1980). 219:is an example of a redistribution reaction. 1949:, Published by Royal Society of Chemistry, 2013: 2011: 1443:Disproportionation of sulfur intermediates 890:. The reaction is for example used in the 843:into water and oxygen catalysed by either 2112: 1808: 523: 518: 509: 502: 497: 485: 480: 471: 464: 459: 454: 447: 442: 421: 416: 412: 407: 402: 398: 396: 381:Another variant on disproportionation is 191:. In contrast, some authors use the term 127:Learn how and when to remove this message 1641: 1610: 1606: 1602: 1584: 1572: 1514: 1503: 1350: 1346: 1342: 1338: 1334: 1239: 1235: 1231: 1227: 1223: 1192: 1188: 1184: 1180: 1176: 1172: 1168: 1123: 1119: 1106: 1075: 1071: 1067: 1030: 1026: 996: 957: 953: 949: 945: 911: 872: 868: 864: 860: 775: 771: 767: 717: 713: 658: 645: 598: 557: 553: 368: 364: 327: 323: 319: 315: 311: 280: 276: 272: 212: 208: 1676: 1634:plants and leading to the formation of 1781:Applied and Environmental Microbiology 1462:conditions in the oceans in the past. 263:disproportionates upon UV-irradiation: 155:in which one compound of intermediate 2066:(2nd ed.). Blackie. p. 58. 742:, catalysed in living systems by the 7: 1902: 1900: 1898: 65:adding citations to reliable sources 989:compounds will disproportionate in 1723:Compendium of Chemical Terminology 1275:–CHX → Chain—CH=CHX + Chain—CH 783:The oxidation state of oxygen is − 25: 41: 1994:10.1016/j.apgeochem.2019.05.014 1869:Geochimica et Cosmochimica Acta 1830:Geochimica et Cosmochimica Acta 1415:electrons are transferred from 830:, a peroxide is converted to a 828:Kornblum–DeLaMare rearrangement 52:needs additional citations for 451: 1: 1925:10.1016/j.chemgeo.2023.121533 1881:10.1016/s0016-7037(00)00628-1 1842:10.1016/s0016-7037(98)00167-7 1793:10.1128/aem.59.1.101-108.1993 1089:undergoes acid hydrolysis to 822:product is the corresponding 620:gas reacts with concentrated 2216:10.1016/0304-4203(80)90063-8 985:. These unstable and highly 692:involve disproportionation. 667:The chlorine reactant is in 1665:Fermentation (biochemistry) 1255:chain-growth polymerization 2314: 1550: 993:to form gaseous nitrogen ( 924:has oxidation state +4 in 839:The disproportionation of 688:Decomposition of numerous 383:radical disproportionation 29: 1466:Sulfate-reducing bacteria 1437:sulfate-reducing bacteria 435: 2062:Cowie, J. M. G. (1991). 2030:10.1002/14356007.a25_477 1748:K. Sv. Vet. Acad. Handl. 430: 426: 237:This was examined using 189:self-ionization of water 185:molecular autoionization 2255:10.1126/science.1205103 2024:. Weinheim: Wiley-VCH. 1947:Elements of the P Block 1736:10.1351/goldbook.D01799 187:reactions, such as the 1053:disproportionates as: 820:organic redox reaction 690:interhalogen compounds 532: 247: 1759:Gadolin Johan (1790) 1746:Gadolin Johan (1788) 1435:compounds in certain 1367:biochemical reactions 1305:, who discovered the 894:method for producing 806:is converted into an 704:in non-aqueous media: 648:+ 6 OH → 5 Cl + ClO 533: 2087:Krebs, H.A. (1937). 1982:Applied Geochemistry 1761:Crells Chem. Annalen 1377:of electrons in the 747:superoxide dismutase 574:3 S + 2 FeOOH → SO 395: 76:"Disproportionation" 61:improve this article 30:For other uses, see 2161:1987Natur.326..891B 816:Tishchenko reaction 800:Cannizzaro reaction 727:The dismutation of 698:bromine trifluoride 526: 505: 488: 467: 450: 415: 261:Mercury(I) chloride 201:Schlenk equilibrium 147:, sometimes called 2288:Chemical processes 2283:Chemical reactions 1728:disproportionation 1638:elemental sulfur ( 1563:comproportionation 884:Boudouard reaction 528: 514: 493: 476: 455: 438: 436: 403: 168:symproportionation 163:comproportionation 145:disproportionation 18:Disproportionating 2293:Organic reactions 2155:(6116): 891–892. 2105:10.1042/bj0310661 1875:(10): 1601–1609. 1836:(15): 2585–2595. 1763:1790, I, 260-273. 1561:is an example of 1494:sulfate reduction 1487:sulfate reduction 1458:for studying the 1425:electron acceptor 1307:citric acid cycle 1271:–CHX + Chain—CH 1259:chain termination 1249:Polymer chemistry 1212:manganese dioxide 1179:+ 6 NaOH → 5 Na 841:hydrogen peroxide 814:. In the related 736:hydrogen peroxide 517: 508: 496: 479: 470: 458: 441: 431: 429: 428: 427: 425: 422: 406: 199:For example, the 137: 136: 129: 111: 16:(Redirected from 2305: 2267: 2266: 2234: 2228: 2227: 2204:Marine Chemistry 2195: 2189: 2188: 2169:10.1038/326891a0 2144: 2138: 2133: 2127: 2126: 2116: 2084: 2078: 2077: 2059: 2053: 2050: 2044: 2043: 2015: 2006: 2005: 1977: 1971: 1970: 1963: 1957: 1943: 1937: 1936: 1913:Chemical Geology 1904: 1893: 1892: 1860: 1854: 1853: 1821: 1815: 1814: 1812: 1772: 1766: 1757: 1751: 1744: 1738: 1715: 1709: 1698: 1692: 1681: 1644: 1614: 1590:elemental sulfur 1587: 1576: 1567:hydrogen sulfide 1542: 1541: 1540: 1537: 1526: 1525: 1524: 1521: 1506: 1472:as they take in 1452:paleoenvironment 1353: 1303:Hans Adolf Krebs 1253:In free-radical 1242: 1196: 1144: 1143: 1142: 1139: 1134: 1133: 1130: 1117: 1116: 1113: 1079: 1065: 1064: 1061: 1042: 1041: 1040: 1037: 999: 991:aqueous solution 984: 983: 979: 960: 926:nitrogen dioxide 914: 898:; high-pressure 896:carbon nanotubes 875: 845:potassium iodide 792: 791: 787: 778: 765: 764: 761: 720: 694:Bromine fluoride 682: 681: 680: 677: 662: 656: 655: 652: 622:sodium hydroxide 610: 609: 608: 605: 596: 595: 592: 584: 582: 581: 578: 570: 568: 567: 564: 537: 535: 534: 529: 527: 525: 522: 515: 513: 506: 504: 501: 494: 489: 487: 484: 477: 475: 468: 466: 463: 456: 449: 446: 439: 437: 423: 420: 414: 411: 404: 371: 362: 361: 358: 353: 352: 349: 330: 292:Phosphorous acid 284: 250: 233: 232:2 Sn → Sn + Sn 215: 179: 166:, also known as 132: 125: 121: 118: 112: 110: 69: 45: 37: 21: 2313: 2312: 2308: 2307: 2306: 2304: 2303: 2302: 2273: 2272: 2271: 2270: 2249:(6038): 74–77. 2236: 2235: 2231: 2197: 2196: 2192: 2146: 2145: 2141: 2134: 2130: 2086: 2085: 2081: 2074: 2061: 2060: 2056: 2051: 2047: 2040: 2017: 2016: 2009: 1979: 1978: 1974: 1965: 1964: 1960: 1944: 1940: 1906: 1905: 1896: 1862: 1861: 1857: 1823: 1822: 1818: 1774: 1773: 1769: 1758: 1754: 1745: 1741: 1716: 1712: 1699: 1695: 1682: 1678: 1673: 1651: 1643: 1639: 1624:desulfurization 1612: 1608: 1604: 1600: 1586: 1582: 1574: 1570: 1555: 1549: 1538: 1535: 1534: 1532: 1522: 1519: 1518: 1516: 1512: 1505: 1501: 1482:sulfur isotopes 1470:sulfur isotopes 1448:Sulfur isotopes 1445: 1429:oxidation state 1383:chemical energy 1379:redox reactions 1360: 1352: 1348: 1345:CH(OH)COOH + CH 1344: 1340: 1336: 1332: 1326: 1299: 1282: 1278: 1274: 1270: 1251: 1241: 1237: 1233: 1229: 1225: 1221: 1194: 1190: 1186: 1182: 1178: 1174: 1170: 1166: 1140: 1137: 1136: 1131: 1128: 1127: 1125: 1121: 1114: 1111: 1110: 1108: 1104: 1077: 1073: 1069: 1062: 1059: 1058: 1056: 1038: 1035: 1034: 1032: 1028: 1024: 1008:, depending on 998: 994: 981: 977: 976: 959: 955: 951: 947: 943: 913: 910:2 CO → C + CO 909: 900:carbon monoxide 874: 870: 866: 862: 858: 834:and an alcohol. 812:carboxylic acid 789: 785: 784: 777: 773: 769: 762: 759: 758: 756: 719: 715: 711: 678: 675: 674: 672: 669:oxidation state 660: 653: 650: 649: 647: 643: 630:sodium chlorate 626:sodium chloride 606: 603: 602: 600: 593: 590: 589: 587: 579: 576: 575: 573: 565: 562: 561: 559: 555: 551: 393: 392: 370: 366: 359: 356: 355: 350: 347: 346: 344: 329: 325: 321: 317: 313: 309: 296:phosphoric acid 282: 278: 274: 270: 257: 231: 225: 214: 210: 206: 198: 178:2 A → A' + A" 177: 157:oxidation state 133: 122: 116: 113: 70: 68: 58: 46: 35: 32:Proportionality 28: 23: 22: 15: 12: 11: 5: 2311: 2309: 2301: 2300: 2295: 2290: 2285: 2275: 2274: 2269: 2268: 2229: 2190: 2139: 2128: 2099:(4): 661–671. 2079: 2072: 2054: 2045: 2039:978-3527306732 2038: 2007: 1972: 1958: 1938: 1894: 1855: 1816: 1787:(1): 101–108. 1767: 1752: 1750:1788, 186-197. 1739: 1710: 1693: 1675: 1674: 1672: 1669: 1668: 1667: 1662: 1660:Oxidoreductase 1657: 1650: 1647: 1616: 1615: 1579:sulfur dioxide 1559:Claus reaction 1551:Main article: 1548: 1545: 1444: 1441: 1421:electron donor 1381:supplying the 1369:. Indeed, the 1358: 1355: 1354: 1324: 1298: 1295: 1287: 1286: 1285: 1284: 1280: 1276: 1272: 1268: 1250: 1247: 1246: 1245: 1244: 1243: 1216: 1215: 1208:sulfur dioxide 1200: 1199: 1198: 1197: 1161: 1160: 1148: 1147: 1146: 1145: 1099: 1098: 1083: 1082: 1081: 1080: 1046: 1045: 1044: 1043: 1029:+ 3 H → 12 N 1018: 1017: 969:hydrazoic acid 964: 963: 962: 961: 938: 937: 918: 917: 916: 915: 904: 903: 888:carbon dioxide 879: 878: 877: 876: 853: 852: 847:or the enzyme 836: 835: 795: 794: 781: 780: 779: 751: 750: 724: 723: 722: 721: 706: 705: 685: 684: 665: 664: 663: 638: 637: 614: 613: 612: 611: 585: 571: 546: 545: 541: 540: 539: 538: 521: 512: 500: 492: 483: 474: 462: 453: 445: 434: 419: 410: 401: 387: 386: 378: 377: 374: 373: 372: 339: 338: 334: 333: 332: 331: 304: 303: 288: 287: 286: 285: 265: 264: 256: 253: 235: 234: 224: 221: 217: 216: 194:redistribution 181: 180: 153:redox reaction 135: 134: 49: 47: 40: 26: 24: 14: 13: 10: 9: 6: 4: 3: 2: 2310: 2299: 2296: 2294: 2291: 2289: 2286: 2284: 2281: 2280: 2278: 2264: 2260: 2256: 2252: 2248: 2244: 2240: 2233: 2230: 2225: 2221: 2217: 2213: 2210:(2): 95–143. 2209: 2205: 2201: 2194: 2191: 2186: 2182: 2178: 2174: 2170: 2166: 2162: 2158: 2154: 2150: 2143: 2140: 2137: 2132: 2129: 2124: 2120: 2115: 2110: 2106: 2102: 2098: 2094: 2090: 2083: 2080: 2075: 2073:0-216-92980-6 2069: 2065: 2058: 2055: 2049: 2046: 2041: 2035: 2031: 2027: 2023: 2022: 2014: 2012: 2008: 2003: 1999: 1995: 1991: 1987: 1983: 1976: 1973: 1968: 1962: 1959: 1956: 1955:0-85404-690-9 1952: 1948: 1942: 1939: 1934: 1930: 1926: 1922: 1918: 1914: 1910: 1903: 1901: 1899: 1895: 1890: 1886: 1882: 1878: 1874: 1870: 1866: 1859: 1856: 1851: 1847: 1843: 1839: 1835: 1831: 1827: 1820: 1817: 1811: 1806: 1802: 1798: 1794: 1790: 1786: 1782: 1778: 1771: 1768: 1765: 1762: 1756: 1753: 1749: 1743: 1740: 1737: 1733: 1729: 1725: 1724: 1719: 1714: 1711: 1707: 1706:0-12-352651-5 1703: 1697: 1694: 1690: 1689:0-7167-4878-9 1686: 1680: 1677: 1670: 1666: 1663: 1661: 1658: 1656: 1653: 1652: 1648: 1646: 1637: 1633: 1629: 1625: 1622:used for the 1621: 1620:Claus process 1599: 1598: 1597: 1595: 1591: 1588:) to produce 1580: 1568: 1564: 1560: 1554: 1553:Claus process 1546: 1544: 1530: 1510: 1499: 1495: 1490: 1488: 1483: 1479: 1475: 1471: 1467: 1463: 1461: 1457: 1456:geoscientists 1453: 1449: 1442: 1440: 1438: 1434: 1430: 1426: 1422: 1418: 1414: 1409: 1407: 1403: 1399: 1394: 1392: 1388: 1384: 1380: 1376: 1372: 1368: 1364: 1331: 1330: 1329: 1327: 1320: 1316: 1312: 1308: 1304: 1296: 1294: 1292: 1266: 1265: 1264: 1263: 1262: 1260: 1256: 1248: 1220: 1219: 1218: 1217: 1213: 1209: 1205: 1202: 1201: 1165: 1164: 1163: 1162: 1158: 1154: 1150: 1149: 1103: 1102: 1101: 1100: 1096: 1092: 1088: 1085: 1084: 1055: 1054: 1052: 1048: 1047: 1023: 1022: 1020: 1019: 1016:for nitrogen: 1015: 1014:Frost diagram 1011: 1007: 1003: 1002:ammonium ions 992: 988: 974: 970: 966: 965: 942: 941: 940: 939: 935: 931: 927: 923: 920: 919: 908: 907: 906: 905: 901: 897: 893: 889: 885: 881: 880: 857: 856: 855: 854: 850: 846: 842: 838: 837: 833: 829: 825: 821: 817: 813: 809: 805: 801: 797: 796: 782: 755: 754: 753: 752: 748: 745: 741: 737: 733: 730: 726: 725: 712:3 BrF → BrF 710: 709: 708: 707: 703: 699: 695: 691: 687: 686: 670: 666: 642: 641: 640: 639: 635: 631: 627: 623: 619: 616: 615: 586: 583:+ 2 FeS + 2 H 572: 550: 549: 548: 547: 543: 542: 519: 510: 498: 490: 481: 472: 460: 443: 432: 417: 408: 399: 391: 390: 389: 388: 384: 380: 379: 375: 343: 342: 341: 340: 336: 335: 308: 307: 306: 305: 301: 297: 293: 290: 289: 269: 268: 267: 266: 262: 259: 258: 254: 252: 249: 244: 243:Johan Gadolin 240: 230: 229: 228: 222: 220: 205: 204: 203: 202: 196: 195: 190: 186: 176: 175: 174: 171: 169: 165: 164: 158: 154: 150: 146: 142: 131: 128: 120: 109: 106: 102: 99: 95: 92: 88: 85: 81: 78: –  77: 73: 72:Find sources: 66: 62: 56: 55: 50:This article 48: 44: 39: 38: 33: 19: 2298:Biochemistry 2246: 2242: 2232: 2207: 2203: 2193: 2152: 2148: 2142: 2131: 2096: 2092: 2082: 2063: 2057: 2048: 2019: 1985: 1981: 1975: 1966: 1961: 1946: 1941: 1916: 1912: 1872: 1868: 1858: 1833: 1829: 1819: 1784: 1780: 1770: 1764: 1760: 1755: 1747: 1742: 1721: 1713: 1696: 1679: 1632:oil refinery 1617: 1609:→ 3 S + 2 H 1596:as follows: 1556: 1491: 1476:and produce 1468:fractionate 1464: 1446: 1410: 1398:acetaldehyde 1395: 1363:fermentation 1356: 1311:pyruvic acid 1300: 1297:Biochemistry 1291:free radical 1288: 1252: 973:sodium azide 934:nitrous acid 732:free radical 236: 226: 218: 207:2 RMgX → R 193: 182: 172: 167: 161: 148: 144: 138: 123: 114: 104: 97: 90: 83: 71: 59:Please help 54:verification 51: 1988:: 120–130. 1509:thiosulfate 1413:respiration 1406:acetic acid 1319:acetic acid 1315:lactic acid 1091:thiosulfate 930:nitric acid 766:+ 2 H → H 597:+ 2 H → H 149:dismutation 2277:Categories 2093:Biochem. J 1919:: 121533. 1671:References 1337:COCOOH + H 1204:Dithionate 1087:Dithionite 1070:O → 12 N 729:superoxide 87:newspapers 2263:0036-8075 2224:0304-4203 2002:0883-2927 1933:0009-2541 1889:0016-7037 1850:0016-7037 1801:0099-2240 1655:Dismutase 1417:substrate 1411:While in 1387:reductant 1349:COOH + CO 1301:In 1937, 1095:bisulfite 952:O → HNO 826:. In the 556:O → 3 H 552:4 S + 4 H 511:− 452:⟶ 433:∙ 418:− 300:phosphine 239:tartrates 141:chemistry 117:June 2022 2185:27142031 2177:22468292 2123:16746383 1649:See also 1423:) to an 1375:acceptor 1341:O → CH 1267:Chain—CH 922:Nitrogen 849:catalase 804:aldehyde 624:to form 618:Chlorine 255:Examples 248:söndring 211:Mg + MgX 2243:Science 2157:Bibcode 2114:1266985 1630:in the 1529:sulfite 1478:sulfide 1474:sulfate 1402:ethanol 1391:oxidant 1191:S + 3 H 1157:sulfide 1153:sulfite 1135:+ 2 HSO 1122:O → S 1006:ammonia 980:⁄ 882:In the 808:alcohol 798:In the 788:⁄ 702:bromine 279:→ HgCl 223:History 151:, is a 101:scholar 2261:  2222:  2183:  2175:  2149:Nature 2121:  2111:  2070:  2036:  2000:  1953:  1931:  1887:  1848:  1810:202062 1807:  1799:  1704:  1687:  1605:S + SO 1577:) and 1527:) and 1498:sulfur 1433:sulfur 1238:+ MnSO 1230:→ MnS 1226:+ 3 SO 1078:+ 9 OH 1074:+ 3 NH 1033:+ 3 NH 1000:) and 867:→ 2 H 832:ketone 818:, the 810:and a 744:enzyme 740:oxygen 601:S + SO 560:S + SO 318:→ 3 H 103:  96:  89:  82:  74:  2181:S2CID 1718:IUPAC 1636:solid 1628:gases 1594:water 1460:redox 1400:into 1371:donor 1313:into 1222:2 MnO 1210:with 1066:+ 9 H 1051:anion 1004:, or 987:toxic 956:+ HNO 892:HiPco 871:O + O 824:ester 802:, an 657:+ 3 H 634:water 569:+ 2 H 354:→ CO 345:2 HCO 108:JSTOR 94:books 2259:ISSN 2220:ISSN 2173:PMID 2119:PMID 2068:ISBN 2034:ISBN 1998:ISSN 1951:ISBN 1929:ISSN 1885:ISSN 1846:ISSN 1797:ISSN 1702:ISBN 1685:ISBN 1592:and 1557:The 1404:and 1373:and 1333:2 CH 1321:and 1187:+ Na 1167:3 Na 1155:and 1093:and 1025:9 HN 971:and 944:2 NO 932:and 738:and 716:+ Br 700:and 644:3 Cl 632:and 588:4 SO 326:+ PH 298:and 283:+ Hg 80:news 2251:doi 2247:333 2212:doi 2165:doi 2153:326 2109:PMC 2101:doi 2026:doi 1990:doi 1986:107 1921:doi 1917:632 1877:doi 1838:doi 1805:PMC 1789:doi 1732:doi 1730:". 1626:of 1601:2 H 1543:). 1507:), 1389:or 1279:–CH 1118:+ H 1105:2 S 1057:9 N 967:In 948:+ H 859:2 H 774:+ O 757:2 O 734:to 673:ClO 363:+ H 310:4 H 241:by 139:In 63:by 2279:: 2257:. 2245:. 2241:. 2218:. 2206:. 2202:. 2179:. 2171:. 2163:. 2151:. 2117:. 2107:. 2097:31 2095:. 2091:. 2032:. 2010:^ 1996:. 1984:. 1927:. 1915:. 1911:. 1897:^ 1883:. 1873:65 1871:. 1867:. 1844:. 1834:62 1832:. 1828:. 1803:. 1795:. 1785:59 1783:. 1779:. 1720:, 1583:SO 1536:2− 1533:SO 1520:2− 1439:. 1408:. 1393:. 1323:CO 1317:, 1293:. 1257:, 1214:: 1183:SO 1129:2− 1112:2− 1010:pH 628:, 604:2− 591:2− 577:2− 563:2− 516:CH 478:CH 405:CH 367:CO 357:2− 322:PO 314:PO 275:Cl 271:Hg 251:. 170:. 143:, 2265:. 2253:: 2226:. 2214:: 2208:9 2187:. 2167:: 2159:: 2125:. 2103:: 2076:. 2042:. 2028:: 2004:. 1992:: 1969:. 1935:. 1923:: 1891:. 1879:: 1852:. 1840:: 1813:. 1791:: 1734:: 1708:. 1691:. 1642:8 1640:S 1613:O 1611:2 1607:2 1603:2 1585:2 1581:( 1575:S 1573:2 1571:H 1569:( 1539:3 1531:( 1523:3 1517:O 1515:2 1513:S 1511:( 1504:8 1502:S 1500:( 1419:( 1359:2 1351:2 1347:3 1343:3 1339:2 1335:3 1325:2 1283:X 1281:2 1277:2 1273:2 1269:2 1240:4 1236:6 1234:O 1232:2 1228:2 1224:2 1195:O 1193:2 1189:2 1185:3 1181:2 1177:4 1175:O 1173:2 1171:S 1169:2 1159:: 1141:3 1138:− 1132:3 1126:O 1124:2 1120:2 1115:4 1109:O 1107:2 1097:: 1076:3 1072:2 1068:2 1063:3 1060:− 1039:4 1036:+ 1031:2 1027:3 997:2 995:N 982:3 978:1 958:2 954:3 950:2 946:2 912:2 873:2 869:2 865:2 863:O 861:2 851:: 790:2 786:1 776:2 772:2 770:O 768:2 763:2 760:− 749:: 718:2 714:3 679:3 676:− 661:O 659:2 654:3 651:− 646:2 607:4 599:2 594:3 580:4 566:4 558:2 554:2 520:3 507:C 499:3 495:H 491:+ 482:2 473:= 469:C 461:2 457:H 444:2 440:H 424:C 409:3 400:2 369:3 365:2 360:3 351:3 348:− 328:3 324:4 320:3 316:3 312:3 302:: 281:2 277:2 273:2 213:2 209:2 130:) 124:( 119:) 115:( 105:· 98:· 91:· 84:· 57:. 34:. 20:)

Index

Disproportionating
Proportionality

verification
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"Disproportionation"
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chemistry
redox reaction
oxidation state
comproportionation
molecular autoionization
self-ionization of water
redistribution
Schlenk equilibrium
tartrates
Johan Gadolin
Mercury(I) chloride
Phosphorous acid
phosphoric acid
phosphine
radical disproportionation
Chlorine
sodium hydroxide

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