Knowledge

1,1-Dihydroxyethene

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Nguyen, Thanh Lam; Xue, Bert C.; Ellison, G. Barney; Stanton, John F. (2013). "Theoretical Study of Reaction of Ketene with Water in the Gas Phase: Formation of Acetic Acid?".
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that converts ketene into acetic acid. The analysis of the possible pathways for this reaction has been cited as an example of the importance of considering
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group, is likely catalyzed by a second water molecule. The compound has now been synthesized and identified spectroscopically.
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Guthrie, J. Peter (2011). "No barrier theory and the origins of the intrinsic barrier". In Richard, John P. (ed.).
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Nguyen, Minh Tho; Raspoet, Greet (1999). "The hydration mechanism of ketene: 15 years later".
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Except where otherwise noted, data are given for materials in their
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Mardyukov, Artur; Eckhardt, André K.; Schreiner, Peter R. (2020).
107: 140: 97: 170: 342: 484: 441: 487:"1,1-Ethenediol: The Long Elusive Enol of Acetic Acid" 421:. Vol. 45. Academic Press. pp. 205–208. 591: 152: 83: 341:. Its structure can also be considered as the 574: 389: 581: 567: 185: 127: 512: 502: 416: 181: 592: 419:Advances in Physical Organic Chemistry 213:Key: LONYOMRPNGXPGP-UHFFFAOYSA-N 533: 329:chain. The chemical is also called 143: 13: 210:InChI=1S/C2H4O2/c1-2(3)4/h3-4H,1H2 14: 621: 537: 349:. This compound is likely a key 261: 22: 369:of one water molecule onto the 295:(at 25 °C , 100 kPa). 478: 435: 410: 383: 325:on the same carbon atom of an 267: 255: 1: 376: 553:. You can help Knowledge by 7: 10: 626: 532: 289: 242: 222: 197: 67: 47: 35: 30: 21: 600:Organic compound stubs 545:This article about an 504:10.1002/anie.201915646 491:Angew. Chem. Int. Ed 37:Preferred IUPAC name 17:1,1-Dihydroxyethene 456:2013JPCA..11710997N 450:(43): 10997–11005. 311:1,1-Dihydroxyethene 285: g·mol 53:1,1-Dihydroxyethene 18: 355:hydration reaction 333:because it is the 317:consisting of two 299:Infobox references 16: 562: 561: 497:(14): 5577–5580. 464:10.1021/jp408337y 367:addition reaction 359:activation energy 307:Chemical compound 305: 304: 166:CompTox Dashboard 109:Interactive image 617: 583: 576: 569: 547:organic compound 541: 534: 527: 526: 516: 506: 482: 476: 475: 444:J. Phys. Chem. A 439: 433: 432: 414: 408: 407: 398:(5–6): 817–829. 387: 363:mechanistic step 335:carbonyl hydrate 315:organic compound 284: 269: 263: 257: 250:Chemical formula 190: 189: 174: 172: 156: 145: 131: 111: 87: 26: 19: 15: 625: 624: 620: 619: 618: 616: 615: 614: 590: 589: 588: 587: 531: 530: 483: 479: 440: 436: 429: 415: 411: 404:10.1139/v99-090 388: 384: 379: 308: 301: 296: 282: 272: 266: 260: 252: 238: 235: 230: 229: 218: 215: 214: 211: 205: 204: 193: 175: 168: 159: 146: 134: 114: 101: 90: 77: 63: 62: 43: 42: 41:Ethene-1,1-diol 12: 11: 5: 623: 613: 612: 607: 602: 586: 585: 578: 571: 563: 560: 559: 542: 529: 528: 477: 434: 427: 409: 381: 380: 378: 375: 331:ketene hydrate 319:hydroxy groups 306: 303: 302: 297: 293:standard state 290: 287: 286: 280: 274: 273: 270: 264: 258: 253: 248: 245: 244: 240: 239: 237: 236: 233: 225: 224: 223: 220: 219: 217: 216: 212: 209: 208: 200: 199: 198: 195: 194: 192: 191: 183:DTXSID00275973 178: 176: 164: 161: 160: 158: 157: 149: 147: 139: 136: 135: 133: 132: 124: 122: 116: 115: 113: 112: 104: 102: 95: 92: 91: 89: 88: 80: 78: 73: 70: 69: 65: 64: 61: 60: 59:Ketene hydrate 57: 56:1,1-Ethenediol 54: 50: 49: 45: 44: 40: 39: 33: 32: 28: 27: 9: 6: 4: 3: 2: 622: 611: 610:Geminal diols 608: 606: 603: 601: 598: 597: 595: 584: 579: 577: 572: 570: 565: 564: 558: 556: 552: 548: 543: 540: 536: 535: 524: 520: 515: 510: 505: 500: 496: 492: 488: 481: 473: 469: 465: 461: 457: 453: 449: 445: 438: 430: 428:9780123860477 424: 420: 413: 405: 401: 397: 393: 386: 382: 374: 372: 368: 364: 360: 356: 352: 348: 344: 340: 336: 332: 328: 324: 320: 316: 312: 300: 294: 288: 281: 279: 276: 275: 254: 251: 247: 246: 241: 232: 231: 228: 221: 207: 206: 203: 196: 188: 184: 180: 179: 177: 167: 163: 162: 155: 151: 150: 148: 142: 138: 137: 130: 126: 125: 123: 121: 118: 117: 110: 106: 105: 103: 99: 94: 93: 86: 82: 81: 79: 76: 72: 71: 66: 58: 55: 52: 51: 46: 38: 34: 29: 25: 20: 555:expanding it 544: 494: 490: 480: 447: 443: 437: 418: 412: 395: 392:Can. J. Chem 391: 385: 351:intermediate 330: 323:substituents 310: 309: 68:Identifiers 48:Other names 347:acetic acid 243:Properties 594:Categories 377:References 278:Molar mass 120:ChemSpider 96:3D model ( 85:10375-04-9 75:CAS Number 523:31899845 472:24087932 371:carbonyl 361:of each 345:form of 514:7154680 452:Bibcode 353:in the 234:C=C(O)O 141:PubChem 521:  511:  470:  425:  339:ketene 327:ethene 313:is an 283:60.052 227:SMILES 154:101752 31:Names 605:Enols 549:is a 202:InChI 129:91938 98:JSmol 551:stub 519:PMID 468:PMID 423:ISBN 343:enol 509:PMC 499:doi 460:doi 448:117 400:doi 337:of 321:as 171:EPA 144:CID 596:: 517:. 507:. 495:59 493:. 489:. 466:. 458:. 446:. 396:77 394:. 582:e 575:t 568:v 557:. 525:. 501:: 474:. 462:: 454:: 431:. 406:. 402:: 271:2 268:O 265:4 262:H 259:2 256:C 173:) 169:( 100:)

Index


Preferred IUPAC name
CAS Number
10375-04-9
JSmol
Interactive image
ChemSpider
91938
PubChem
101752
CompTox Dashboard
DTXSID00275973
Edit this at Wikidata
InChI
SMILES
Chemical formula
Molar mass
standard state
Infobox references
organic compound
hydroxy groups
substituents
ethene
carbonyl hydrate
ketene
enol
acetic acid
intermediate
hydration reaction
activation energy

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