Knowledge (XXG)

Diformylcresol

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Gagne, R. R.; Spiro, C. L.; Smith, T. J.; Hamann, C. A.; Thies, W. R.; Shiemke, A. D. (1981). "The Synthesis, Redox Properties, and Ligand Binding of Heterobinuclear Transition-Metal Macrocyclic Ligand Complexes. Measurement of an Apparent Delocalization Energy in a Mixed-Valent CuCu Complex".
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Thompson, Laurence K.; Mandal, Sanat K.; Tandon, Santokh S.; Bridson, John N.; Park, Murray K. (1996). "Magnetostructural Correlations in Bis(μ
599: 804: 692:-phenoxide)-Bridged Macrocyclic Dinuclear Copper(II) Complexes. Influence of Electron-Withdrawing Substituents on Exchange Coupling". 266: 96: 470: 529: 452: 209: 826: 230: 506: 617:
The corresponding reaction of phenol would be expected to lead to formylation of the 4-position vs 2,6-selectivity.
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reactions, hence double-addition to a phenol requires forcing conditions. Diformylcresol may be prepared from
498: 494: 607: 486: 154: 755: 116: 758:(July 1998). "Mono- and Diformylation of 4-Substituted Phenols: A New Application of the Duff Reaction". 430: 400: 36: 247: 579: 62: 670: 458: 466: 800: 709: 831: 792: 767: 737: 701: 660: 545: 314: 649:"Redetermination of the crystal structure of 2,6-diformyl-4-methylphenol, at 200 K, C9H8O3" 490: 218: 136: 626: 474: 251: 158: 72: 523: 820: 611: 373: 147: 674: 514: 462: 796: 198: 444: 647:
Habarurema, Gratien; Gerber, Thomas I. A.; Hosten, Eric; Betz, Richard (2014).
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is the most common isomer and is a white solid at room temperature.
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Except where otherwise noted, data are given for materials in their
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Brühne, Friedrich; Wright, Elaine (2011). "Benzaldehyde".
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InChI=1S/C9H8O3/c1-6-2-7(4-10)9(12)8(3-6)5-11/h2-5,12H,1H3
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Zeitschrift für Kristallographie - New Crystal Structures
197: 71: 788:Ullmann's Encyclopedia of Industrial Chemistry 629:, a phenol with only one flanking formyl group 50:2-hydroxy-5-methyl-1,3-benzenedicarboxaldehyde 574:Diformylcresol condenses with amines to give 8: 250: 157: 135: 15: 664: 217: 730:Journal of the American Chemical Society 639: 296: 271: 246: 378:113 °C (235 °F; 386 K) 148: 278:Key: ZBOUXALQDLLARY-UHFFFAOYSA-N 115: 7: 564:OH. The 2,6-diformyl derivative of 600:electrophilic aromatic substitution 188: 40:2-hydroxy-5-methylisophthalaldehyde 14: 406: 326: 22: 526:(at 25 °C , 100 kPa). 332: 320: 1: 797:10.1002/14356007.a03_463.pub2 578:that are widely studied as 48:2,6-diformyl-4-methylphenol 848: 520: 387: 382: 307: 299:CC1=CC(=C(C(=C1)C=O)O)C=O 287: 262: 55: 45: 35: 30: 21: 453:Precautionary statements 791:. Weinheim: Wiley-VCH. 608:Reimer-Tiemann reaction 666:10.1515/ncrs-2014-0171 594:) are fairly strong 580:binucleating ligands 772:10.1055/s-1998-2110 742:10.1021/ja00404a017 694:Inorganic Chemistry 596:deactivating groups 548:with the formula CH 350: g·mol 18: 827:Aromatic aldehydes 756:Lindoy, Leonard F. 530:Infobox references 16: 736:(14): 4073–4081. 706:10.1021/IC9514197 700:(11): 3117–3125. 621:Related compounds 538:Chemical compound 536: 535: 431:Hazard statements 231:CompTox Dashboard 97:Interactive image 839: 811: 810: 782: 776: 775: 766:(7): 1029–1032. 752: 746: 745: 724: 718: 717: 685: 679: 678: 668: 644: 546:organic compound 516: 512: 508: 504: 500: 496: 492: 488: 484: 480: 476: 472: 468: 464: 460: 446: 442: 438: 410: 349: 334: 328: 322: 315:Chemical formula 255: 254: 239: 237: 221: 201: 190: 169: 161: 150: 139: 119: 99: 75: 26: 19: 847: 846: 842: 841: 840: 838: 837: 836: 817: 816: 815: 814: 807: 784: 783: 779: 754: 753: 749: 726: 725: 721: 691: 687: 686: 682: 646: 645: 641: 636: 627:salicylaldehyde 623: 606:-cresol by the 590:Formyl groups ( 588: 563: 559: 555: 551: 539: 532: 527: 455: 433: 419: 403: 347: 337: 331: 325: 317: 303: 300: 295: 294: 283: 280: 279: 276: 270: 269: 258: 240: 233: 224: 204: 191: 179: 142: 122: 102: 89: 78: 65: 51: 49: 41: 17:Diformylcresol 12: 11: 5: 845: 843: 835: 834: 829: 819: 818: 813: 812: 806:978-3527306732 805: 777: 747: 719: 689: 680: 659:(4): 331–332. 638: 637: 635: 632: 631: 630: 622: 619: 587: 584: 561: 557: 553: 549: 542:Diformylcresol 537: 534: 533: 528: 524:standard state 521: 518: 517: 483:P305+P351+P338 456: 451: 448: 447: 434: 429: 426: 425: 420: 415: 412: 411: 404: 399: 396: 395: 385: 384: 380: 379: 376: 370: 369: 366: 360: 359: 356: 352: 351: 345: 339: 338: 335: 329: 323: 318: 313: 310: 309: 305: 304: 302: 301: 298: 290: 289: 288: 285: 284: 282: 281: 277: 274: 273: 265: 264: 263: 260: 259: 257: 256: 248:DTXSID60223374 243: 241: 229: 226: 225: 223: 222: 214: 212: 206: 205: 203: 202: 194: 192: 184: 181: 180: 178: 177: 173: 171: 163: 162: 152: 144: 143: 141: 140: 132: 130: 124: 123: 121: 120: 112: 110: 104: 103: 101: 100: 92: 90: 83: 80: 79: 77: 76: 68: 66: 61: 58: 57: 53: 52: 47: 43: 42: 39: 33: 32: 28: 27: 13: 10: 9: 6: 4: 3: 2: 844: 833: 830: 828: 825: 824: 822: 808: 802: 798: 794: 790: 789: 781: 778: 773: 769: 765: 761: 757: 751: 748: 743: 739: 735: 731: 723: 720: 715: 711: 707: 703: 699: 695: 684: 681: 676: 672: 667: 662: 658: 654: 650: 643: 640: 633: 628: 625: 624: 620: 618: 615: 613: 612:Duff reaction 609: 605: 601: 597: 593: 585: 583: 581: 577: 572: 570: 568: 547: 543: 531: 525: 519: 457: 454: 450: 449: 435: 432: 428: 427: 424: 421: 418: 414: 413: 409: 405: 402: 398: 397: 393: 391: 386: 381: 377: 375: 374:Melting point 372: 371: 367: 365: 362: 361: 357: 354: 353: 346: 344: 341: 340: 319: 316: 312: 311: 306: 297: 293: 286: 272: 268: 261: 253: 249: 245: 244: 242: 232: 228: 227: 220: 216: 215: 213: 211: 208: 207: 200: 196: 195: 193: 187: 183: 182: 175: 174: 172: 170: 165: 164: 160: 156: 153: 151: 149:ECHA InfoCard 146: 145: 138: 134: 133: 131: 129: 126: 125: 118: 117:ChEMBL3904097 114: 113: 111: 109: 106: 105: 98: 94: 93: 91: 87: 82: 81: 74: 70: 69: 67: 64: 60: 59: 54: 44: 38: 34: 29: 25: 20: 786: 780: 763: 759: 750: 733: 729: 722: 697: 693: 683: 656: 652: 642: 616: 603: 589: 573: 566: 541: 540: 422: 389: 358:white solid 56:Identifiers 46:Other names 417:Signal word 368:1.433 g/cm 355:Appearance 308:Properties 155:100.027.971 821:Categories 634:References 401:Pictograms 343:Molar mass 219:V6R37R6AU3 128:ChemSpider 84:3D model ( 63:CAS Number 37:IUPAC name 760:Synthesis 592:aldehydes 586:Synthesis 507:P403+P233 499:P337+P313 495:P332+P313 479:P304+P340 475:P302+P352 392:labelling 176:230-768-4 168:EC Number 73:7310-95-4 714:11666507 675:93304005 576:diimines 383:Hazards 832:Phenols 610:or the 569:-cresol 423:Warning 364:Density 348:164.160 186:PubChem 803:  712:  673:  544:is an 292:SMILES 108:ChEMBL 31:Names 671:S2CID 560:(CHO) 267:InChI 199:81744 137:73760 86:JSmol 801:ISBN 764:1998 710:PMID 598:for 515:P501 511:P405 503:P362 491:P321 487:P312 471:P280 467:P271 463:P264 459:P261 445:H335 441:H319 437:H315 210:UNII 793:doi 768:doi 738:doi 734:103 702:doi 661:doi 657:229 390:GHS 236:EPA 189:CID 823:: 799:. 762:. 732:. 708:. 698:35 696:. 669:. 655:. 651:. 614:. 582:. 513:, 509:, 505:, 501:, 497:, 493:, 489:, 485:, 481:, 477:, 473:, 469:, 465:, 461:, 443:, 439:, 394:: 809:. 795:: 774:. 770:: 744:. 740:: 716:. 704:: 690:2 677:. 663:: 604:p 567:p 562:2 558:2 556:H 554:6 552:C 550:3 336:3 333:O 330:8 327:H 324:9 321:C 238:) 234:( 88:)

Index


IUPAC name
CAS Number
7310-95-4
JSmol
Interactive image
ChEMBL
ChEMBL3904097
ChemSpider
73760
ECHA InfoCard
100.027.971
Edit this at Wikidata
EC Number
PubChem
81744
UNII
V6R37R6AU3
CompTox Dashboard
DTXSID60223374
Edit this at Wikidata
InChI
SMILES
Chemical formula
Molar mass
Density
Melting point
GHS labelling
Pictograms
GHS07: Exclamation mark

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