Knowledge (XXG)

Isoprenol

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Sigma-Aldrich Co. gives a value for the flash point of isoprenol of 42 °C (108 °F). The difference in the two values does not alter the safety classification of isoprenol as a category 3 flammable liquid under the
701: 457: 424: 704:; but the lower value quoted here (from the New Zealand Environmental Risk Management Authority) would make it a class IC flammable liquid instead of a class II combustible liquid under the U.S. 656: 531: 667: 605: 527: 664:
The thermodynamically preferred prenol with the more substituted double bond cannot be directly formed in the above reaction, but is produced via a subsequent isomerisation:
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Kogan, S. B.; Kaliya, M.; Froumin, N. (2006), "Liquid phase isomerization of isoprenol into prenol in hydrogen environment",
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The reaction of isobutene with formaldehyde to give isoprenol, the first step in the industrial manufacture of prenol.
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The isomerization of isoprenol to prenol, the second step in the industrial manufacture of prenol.
503: 105: 543: 736: 831: 802: 539: 400: 350: 247: 165: 81: 780:, SIDS Initial Assessment Report, Geneva: United Nations Environment Programme, May 2005 280: 187: 125: 772: 583: 820: 732: 680: 676: 389: 176: 547: 650: 519: 227: 806: 642:(prenol): global production in 2001 can be estimated as 6–13 thousand tons. 708:
classification (29 C.F.R § 1910.106), and F3 rather than F2 under the
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This isomerisation reaction is catalyzed by any species which can form an
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Except where otherwise noted, data are given for materials in their
116: 104: 94: 782:. Major produce in a world is BASF(Germany) and Kuraray(Japan). 683:
of the substrate, for example poisoned palladium catalysts.
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130 to 132 °C (266 to 270 °F; 403 to 405 K)
600: 754:, New Zealand Environmental Risk Management Authority 638:. It is produced industrially as an intermediate to 751:HSNO Chemical Classification Information Database 226: 80: 645:Isoprenol is produced by the reaction between 8: 304:InChI=1S/C5H10O/c1-5(2)3-4-6/h6H,1,3-4H2,2H3 314:InChI=1/C5H10O/c1-5(2)3-4-6/h6H,1,3-4H2,2H3 279: 186: 164: 15: 246: 725: 692: 332: 300: 275: 177: 307:Key: CPJRRXSHAYUTGL-UHFFFAOYSA-N 144: 124: 7: 559:36 °C (97 °F; 309 K) 217: 14: 590: 447: 442: 31: 22: 586:(at 25 °C , 100 kPa). 1: 807:10.1016/j.apcata.2005.09.010 739:. Retrieved on 2009-08-31.. 848: 374:86.132 g/mol 580: 563: 423: 418: 343: 323: 291: 64: 56: 44: 39: 30: 21: 490:Precautionary statements 672: 661: 649:(2-methylpropene) and 774:3-Methyl-2-buten-1-ol 737:3-Methyl-3-buten-1-ol 670: 659: 640:3-methylbut-2-en-1-ol 629:3-methylbut-3-en-1-ol 59:3-Methyl-3-buten-1-ol 50:3-Methylbut-3-en-1-ol 795:Appl. Catal. A: Gen. 46:Preferred IUPAC name 18: 679:without excessive 673: 662: 613:Infobox references 564:Related compounds 16: 733:Sigma-Aldrich Co. 621:Chemical compound 619: 618: 570:Related compounds 472:Hazard statements 260:CompTox Dashboard 106:Interactive image 839: 811: 809: 789: 783: 781: 779: 769: 763: 761: 760: 759: 746: 740: 730: 713: 697: 627:, also known as 603: 597: 594: 593: 549: 545: 541: 537: 533: 529: 525: 521: 517: 513: 509: 505: 501: 497: 483: 479: 451: 446: 401:Refractive index 351:Chemical formula 284: 283: 268: 266: 250: 230: 219: 198: 190: 179: 168: 148: 128: 108: 84: 35: 26: 19: 847: 846: 842: 841: 840: 838: 837: 836: 817: 816: 815: 814: 792: 790: 786: 777: 771: 770: 766: 757: 755: 748: 747: 743: 731: 727: 722: 717: 716: 698: 694: 689: 622: 615: 610: 609: 608:  ?) 599: 595: 591: 587: 571: 492: 474: 460: 439: 411: 409: 363: 359: 353: 339: 336: 331: 330: 319: 316: 315: 309: 308: 305: 299: 298: 287: 269: 262: 253: 233: 220: 208: 171: 151: 131: 111: 98: 87: 74: 60: 52: 51: 12: 11: 5: 845: 843: 835: 834: 829: 819: 818: 813: 812: 784: 764: 741: 724: 723: 721: 718: 715: 714: 691: 690: 688: 685: 620: 617: 616: 611: 589: 588: 584:standard state 581: 578: 577: 572: 569: 566: 565: 561: 560: 557: 551: 550: 532:P305+P351+P338 528:P303+P361+P353 493: 488: 485: 484: 475: 470: 467: 466: 461: 456: 453: 452: 440: 435: 432: 431: 421: 420: 416: 415: 412: 407: 399: 396: 395: 392: 386: 385: 382: 376: 375: 372: 366: 365: 361: 357: 354: 349: 346: 345: 341: 340: 338: 337: 334: 326: 325: 324: 321: 320: 318: 317: 313: 312: 310: 306: 303: 302: 294: 293: 292: 289: 288: 286: 285: 272: 270: 258: 255: 254: 252: 251: 243: 241: 235: 234: 232: 231: 223: 221: 213: 210: 209: 207: 206: 202: 200: 192: 191: 181: 173: 172: 170: 169: 161: 159: 153: 152: 150: 149: 141: 139: 133: 132: 130: 129: 121: 119: 113: 112: 110: 109: 101: 99: 92: 89: 88: 86: 85: 77: 75: 70: 67: 66: 62: 61: 58: 54: 53: 49: 48: 42: 41: 37: 36: 28: 27: 13: 10: 9: 6: 4: 3: 2: 844: 833: 830: 828: 825: 824: 822: 808: 804: 801:(2): 231–36, 800: 796: 788: 785: 776: 775: 768: 765: 753: 752: 745: 742: 738: 734: 729: 726: 719: 711: 710:NFPA 704 707: 703: 696: 693: 686: 684: 682: 681:hydrogenation 678: 677:allyl complex 669: 665: 658: 654: 652: 648: 643: 641: 637: 634: 630: 626: 614: 607: 602: 585: 579: 576: 573: 568: 567: 562: 558: 556: 553: 552: 494: 491: 487: 486: 476: 473: 469: 468: 465: 462: 459: 455: 454: 450: 445: 441: 438: 434: 433: 429: 427: 422: 417: 413: 406: 402: 398: 397: 393: 391: 390:Boiling point 388: 387: 383: 381: 378: 377: 373: 371: 368: 367: 355: 352: 348: 347: 342: 333: 329: 322: 311: 301: 297: 290: 282: 278: 277:DTXSID4052506 274: 273: 271: 261: 257: 256: 249: 245: 244: 242: 240: 237: 236: 229: 225: 224: 222: 216: 212: 211: 204: 203: 201: 199: 194: 193: 189: 185: 182: 180: 178:ECHA InfoCard 175: 174: 167: 163: 162: 160: 158: 155: 154: 147: 146:ChEMBL3561140 143: 142: 140: 138: 135: 134: 127: 123: 122: 120: 118: 115: 114: 107: 103: 102: 100: 96: 91: 90: 83: 79: 78: 76: 73: 69: 68: 63: 55: 47: 43: 38: 34: 29: 25: 20: 827:Hemiterpenes 798: 794: 787: 773: 767: 756:, retrieved 750: 744: 728: 695: 674: 663: 651:formaldehyde 644: 628: 624: 623: 463: 425: 404: 65:Identifiers 57:Other names 791:See, e.g., 633:hemiterpene 555:Flash point 458:Signal word 384:0.853 g/cm 344:Properties 184:100.011.009 126:CHEBI:62898 821:Categories 758:2009-08-31 720:References 437:Pictograms 370:Molar mass 248:KJ25C8CPFA 157:ChemSpider 93:3D model ( 72:CAS Number 17:Isoprenol 712:standard. 647:isobutene 625:Isoprenol 544:P403+P235 540:P370+P378 536:P337+P313 428:labelling 335:OCCC(=C)C 205:212-110-8 197:EC Number 832:Alkenols 419:Hazards 364:O 82:763-32-6 636:alcohol 631:, is a 606:what is 604: ( 464:Warning 380:Density 215:PubChem 601:verify 598:  575:Prenol 414:1.433 328:SMILES 137:ChEMBL 40:Names 778:(PDF) 687:Notes 296:InChI 228:12988 166:12448 117:ChEBI 95:JSmol 706:OSHA 548:P501 524:P280 520:P264 516:P243 512:P242 508:P241 504:P240 500:P233 496:P210 482:H319 478:H226 239:UNII 803:doi 799:297 702:GHS 426:GHS 265:EPA 218:CID 823:: 797:, 735:, 653:. 546:, 542:, 538:, 534:, 530:, 526:, 522:, 518:, 514:, 510:, 506:, 502:, 498:, 480:, 430:: 362:10 810:. 805:: 762:. 596:Y 410:) 408:D 405:n 403:( 360:H 358:5 356:C 267:) 263:( 97:)

Index

Structural formula of isoprenol
Ball-and-stick model of prenol
Preferred IUPAC name
CAS Number
763-32-6
JSmol
Interactive image
ChEBI
CHEBI:62898
ChEMBL
ChEMBL3561140
ChemSpider
12448
ECHA InfoCard
100.011.009
Edit this at Wikidata
EC Number
PubChem
12988
UNII
KJ25C8CPFA
CompTox Dashboard
DTXSID4052506
Edit this at Wikidata
InChI
SMILES
Chemical formula
Molar mass
Density
Boiling point

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