Knowledge (XXG)

Iminodiacetic acid

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Schmitt, Wolfgang; Jordan, Peter A.; Henderson, Richard K.; Moore, Geoffrey R.; Anson, Christopher E.; Powell, Annie K. (2002). "Synthesis, structures and properties of hydrolytic Al(III) aggregates and Fe(III) analogues formed with iminodiacetate-based chelating ligands".
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Iminodiacetic acid is an important intermediate in one of the two main industrial processes used to manufacture the herbicide
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Hubregtse, Ton; Hanefeld, Ulf; Arends, Isabel W. C. E. (2007). "Stabilizing Factors for Vanadium(IV) in Amavadin".
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rings. The proton on the nitrogen atom can be replaced by a carbon atom of a polymer to create an
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Krishnamurthy, Gerbail T.; Krishnamurthy, Shakuntala (2009). "Imaging Agents".
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Except where otherwise noted, data are given for materials in their
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group as the name suggests). The iminodiacetate dianion is a
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InChI=1S/C4H7NO4/c6-3(7)1-5-2-4(8)9/h5H,1-2H2,(H,6,7)(H,8,9)
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Nuclear Hepatology: A Textbook of Hepatobiliary Diseases
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IDA forms stronger complexes than the bidentate ligand
754: 1018:"HIDA scan (cholescintigraphy): Why is it performed?" 846:and weaker complexes than the tetradentate ligand 265: 73: 989:Schwarzenbach, G (1952). "Der Chelateffekt". 865:) to evaluate the health and function of the 8: 838:Structure of an iron(III) bis ida complex. 334: 191: 169: 15: 301: 956: 954: 928: 924: 920: 950: 380: 355: 330: 243: 863:hepatobiliary iminodiacetic acid scans 659:178 °C (352 °F; 451 K) 182: 1082:European Journal of Organic Chemistry 362:Key: NBZBKCUXIYYUSX-UHFFFAOYSA-N 149: 129: 7: 917:N-hydroxyiminodiacetic acid (HIDA), 907:N-(2-Carboxyethyl)iminodiacetic acid 801:. A white solid, the compound is a 256: 226: 14: 50:2-(Carboxymethylamino)acetic acid 744: 591: 416: 410: 22: 740:(at 25 °C , 100 kPa). 964:Coordination Chemistry Reviews 419: 404: 1: 976:10.1016/S0010-8545(02)00110-8 711:Oxalyldiaminopropionic acid 41:2,2′-Azanediyldiacetic acid 1140: 901:N-Methylimidodiacetic acid 878:capillary electrophoresis 734: 663: 572: 567: 508: 391: 371: 346: 57: 47: 35: 30: 21: 1003:10.1002/hlca.19520350721 638:Precautionary statements 797:, often abbreviated to 563:−1.6430–−1.6406 MJ mol 1094:10.1002/ejoc.200601053 857:complexes are used in 839: 785:with the formula HN(CH 670:Related alkanoic acids 912:Nitrilotriacetic acid 861:scans (also known as 848:nitrilotriacetic acid 837: 688:Nitrilotriacetic acid 536:−933.9–−931.3 kJ mol 445:Colourless crystals 37:Preferred IUPAC name 437: g·mol 111:Beilstein Reference 52:Diglycolamidic acid 18: 17:Iminodiacetic acid 1114:Dicarboxylic acids 1052:. pp. 54–57. 936:= 87339-38-6) See 840: 825:ion-exchange resin 779:Iminodiacetic acid 767:Infobox references 729:-Acetylglycinamide 664:Related compounds 16: 1088:(15): 2413–2422. 1059:978-3-642-00647-0 895:Related compounds 876:. It is used in 859:cholescintigraphy 803:dicarboxylic acid 775:Chemical compound 773: 772: 721:Related compounds 616:Hazard statements 315:CompTox Dashboard 245:imnodiacetic+acid 99:Interactive image 1131: 1119:Chelating agents 1098: 1097: 1077: 1071: 1070: 1068: 1066: 1039: 1033: 1032: 1030: 1028: 1016:Michael, Picco. 1013: 1007: 1006: 997:(7): 2344–2359. 991:Helv. Chim. Acta 986: 980: 979: 958: 931: 882:peptide mobility 783:organic compound 757: 751: 748: 747: 649: 645: 631: 627: 623: 595: 559: 532: 509:Thermochemistry 436: 421: 418: 412: 406: 399:Chemical formula 339: 338: 323: 321: 305: 269: 258: 247: 230: 203: 195: 184: 173: 153: 133: 101: 77: 26: 19: 1139: 1138: 1134: 1133: 1132: 1130: 1129: 1128: 1104: 1103: 1102: 1101: 1079: 1078: 1074: 1064: 1062: 1060: 1041: 1040: 1036: 1026: 1024: 1015: 1014: 1010: 988: 987: 983: 960: 959: 952: 947: 934:registry number 930: 926: 922: 918: 897: 880:for modulating 796: 792: 788: 776: 769: 764: 763: 762:  ?) 753: 749: 745: 741: 722: 715: 671: 640: 618: 604: 588: 560: 557: 551: 547: 544: 543:Std enthalpy of 533: 530: 524: 520: 517: 516:Std enthalpy of 500: 482: 434: 424: 415: 409: 401: 387: 384: 383:OC(=O)CNCC(O)=O 379: 378: 367: 364: 363: 360: 354: 353: 342: 324: 317: 308: 288: 272: 259: 233: 213: 176: 156: 136: 113: 104: 91: 80: 67: 53: 51: 43: 42: 12: 11: 5: 1137: 1135: 1127: 1126: 1121: 1116: 1106: 1105: 1100: 1099: 1072: 1058: 1034: 1008: 981: 970:(2): 115–126. 949: 948: 946: 943: 942: 941: 915: 909: 904: 896: 893: 889:xylenol orange 794: 790: 786: 774: 771: 770: 765: 743: 742: 738:standard state 735: 732: 731: 723: 720: 717: 716: 714: 713: 708: 703: 698: 696:-Oxalylglycine 690: 685: 680: 678:Acetylcysteine 674: 672: 669: 666: 665: 661: 660: 657: 651: 650: 648:P305+P351+P338 641: 636: 633: 632: 619: 614: 611: 610: 605: 600: 597: 596: 589: 584: 581: 580: 570: 569: 565: 564: 561: 555: 549: 541: 538: 537: 534: 528: 522: 514: 511: 510: 506: 505: 502: 498: 488: 487: 484: 480: 470: 469: 466: 457: 456: 453: 447: 446: 443: 439: 438: 432: 426: 425: 422: 413: 407: 402: 397: 394: 393: 389: 388: 386: 385: 382: 374: 373: 372: 369: 368: 366: 365: 361: 358: 357: 349: 348: 347: 344: 343: 341: 340: 327: 325: 313: 310: 309: 307: 306: 298: 296: 290: 289: 287: 286: 282: 280: 274: 273: 271: 270: 262: 260: 252: 249: 248: 241: 235: 234: 232: 231: 223: 221: 215: 214: 212: 211: 207: 205: 197: 196: 186: 178: 177: 175: 174: 166: 164: 158: 157: 155: 154: 146: 144: 138: 137: 135: 134: 126: 124: 118: 117: 114: 109: 106: 105: 103: 102: 94: 92: 85: 82: 81: 79: 78: 70: 68: 63: 60: 59: 55: 54: 49: 45: 44: 40: 39: 33: 32: 28: 27: 13: 10: 9: 6: 4: 3: 2: 1136: 1125: 1122: 1120: 1117: 1115: 1112: 1111: 1109: 1095: 1091: 1087: 1083: 1076: 1073: 1061: 1055: 1051: 1047: 1046: 1038: 1035: 1023: 1019: 1012: 1009: 1004: 1000: 996: 992: 985: 982: 977: 973: 969: 965: 957: 955: 951: 944: 939: 935: 916: 913: 910: 908: 905: 902: 899: 898: 894: 892: 890: 887: 883: 879: 875: 870: 868: 864: 860: 856: 855: 852:technetium-99 849: 845: 836: 832: 830: 826: 822: 818: 815: 811: 807: 804: 800: 784: 780: 768: 761: 756: 739: 733: 730: 728: 724: 719: 718: 712: 709: 707: 704: 702: 699: 697: 695: 691: 689: 686: 684: 683:Glycylglycine 681: 679: 676: 675: 673: 668: 667: 662: 658: 656: 653: 652: 642: 639: 635: 634: 620: 617: 613: 612: 609: 606: 603: 599: 598: 594: 590: 587: 583: 582: 578: 576: 571: 566: 562: 554: 546: 540: 539: 535: 527: 519: 513: 512: 507: 503: 497: 493: 490: 489: 485: 479: 475: 472: 471: 467: 465: 464: 459: 458: 454: 452: 449: 448: 444: 441: 440: 433: 431: 428: 427: 403: 400: 396: 395: 390: 381: 377: 370: 356: 352: 345: 337: 333: 332:DTXSID2027098 329: 328: 326: 316: 312: 311: 304: 300: 299: 297: 295: 292: 291: 284: 283: 281: 279: 276: 275: 268: 264: 263: 261: 255: 251: 250: 246: 242: 240: 237: 236: 229: 225: 224: 222: 220: 217: 216: 209: 208: 206: 204: 199: 198: 194: 190: 187: 185: 183:ECHA InfoCard 180: 179: 172: 168: 167: 165: 163: 160: 159: 152: 148: 147: 145: 143: 140: 139: 132: 128: 127: 125: 123: 120: 119: 115: 112: 108: 107: 100: 96: 95: 93: 89: 84: 83: 76: 72: 71: 69: 66: 62: 61: 56: 46: 38: 34: 29: 25: 20: 1085: 1081: 1075: 1063:. 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Retrieved 1011: 994: 990: 984: 967: 963: 871: 862: 853: 841: 798: 778: 777: 726: 693: 607: 574: 552: 525: 495: 477: 462: 278:RTECS number 151:ChEMBL461164 58:Identifiers 48:Other names 1065:19 December 1027:11 December 1022:Mayo Clinic 867:gallbladder 706:Bucillamine 655:Flash point 602:Signal word 455:1.436 g mL 442:Appearance 392:Properties 189:100.005.051 131:CHEBI:24786 1108:Categories 945:References 874:glyphosate 829:chelex 100 827:, such as 814:tridentate 586:Pictograms 545:combustion 430:Molar mass 303:XQM2L81M8Z 162:ChemSpider 86:3D model ( 65:CAS Number 938:HIDA scan 886:indicator 701:Tiopronin 577:labelling 518:formation 285:AI2975000 210:205-555-4 202:EC Number 1050:Springer 568:Hazards 492:Basicity 75:142-73-4 844:glycine 821:chelate 781:is the 760:what is 758: ( 608:Warning 504:12.124 474:Acidity 451:Density 435:133.103 254:PubChem 116:878499 1124:Amines 1056:  919:HON(CH 903:(MIDA) 817:ligand 755:verify 752:  486:1.873 376:SMILES 228:C19911 142:ChEMBL 31:Names 914:(NTA) 810:imino 806:amine 468:1.84 351:InChI 122:ChEBI 88:JSmol 1086:2007 1067:2015 1054:ISBN 1029:2007 644:P261 630:H335 626:H319 622:H315 461:log 294:UNII 267:8897 239:MeSH 219:KEGG 171:8557 1090:doi 999:doi 972:doi 968:228 799:IDA 575:GHS 556:298 529:298 320:EPA 257:CID 1110:: 1084:. 1048:. 1020:. 995:35 993:. 966:. 953:^ 927:H) 923:CO 891:. 869:. 793:H) 789:CO 646:, 628:, 624:, 579:: 548:(Δ 521:(Δ 501:) 494:(p 483:) 476:(p 1096:. 1092:: 1069:. 1031:. 1005:. 1001:: 978:. 974:: 940:. 932:( 929:2 925:2 921:2 854:m 795:2 791:2 787:2 750:N 727:N 694:N 558:) 553:H 550:c 531:) 526:H 523:f 499:b 496:K 481:a 478:K 463:P 423:4 420:O 417:N 414:7 411:H 408:4 405:C 322:) 318:( 90:)

Index

Skeletal formula of iminodiacetic acid
Preferred IUPAC name
CAS Number
142-73-4
JSmol
Interactive image
Beilstein Reference
ChEBI
CHEBI:24786
ChEMBL
ChEMBL461164
ChemSpider
8557
ECHA InfoCard
100.005.051
Edit this at Wikidata
EC Number
KEGG
C19911
MeSH
imnodiacetic+acid
PubChem
8897
RTECS number
UNII
XQM2L81M8Z
CompTox Dashboard
DTXSID2027098
Edit this at Wikidata
InChI

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