Weygand/Hilgetag Preparative Organic Chemistry

More documents

Recommendations

Info

1026 Cleavage of carbon-carbon bonds products are heated; derivatives of dihydrobenzene or of benzene are thus obtained according as the diene synthesis was effected with an olefinic or an acetylenic component: 74 + CO If the olefinic component contains hydrogen on each of the doubly bonded carbon atoms, then loss of carbon monoxide is frequently accompanied by dehydrogenation to an aromatic system. Tetraphenylphthalic anhydride: Tetraphenylcyclopentadienone (tetracyclone) and maleic anhydride in boiling benzene give an almost quantitative yield of the normal adduct, 7-oxobicyclo[2.2.1]hept-5-ene-2,3-dicarboxylicanhydride. If this primary adduct is heated in chlorobenzene it loses carbon monoxide, passing into l,2-dihydro-3,4,5,6-tetraphenylphthalic anhydride. If, finally, the condensation is carried out in boiling nitrobenzene the solvent acts as dehydrogenating agent and tetraphenylphthalic anhydride is produced directly. Thus this diene synthesis affords three different products according to the nature of the solvent used. QH QH Hexaphenylbenzene can be obtained analogously from tetraphenylcyclopentadienone and tolane. III. Removal of other fragments Thermal cleavage of a carbon-carbon bond with formation of fragments other than carbon monoxide or carbon dioxide is relatively rarely of value on a laboratory scale. The examples described in the succeeding Subsections constitute cases that are worth noting. 74 W. Foerst, "Neuere Methoden der praparativen Chemie," Verlag Chemie, Weinheim, 1949, Vol. 1, p. 311. CO
Removal of other fragments 1027 1. Cleavage of ricinoleic acid 10-Undecenoic esters and heptanal are formed in good yield when ricinoleic esters are cleaved pyrolytically: CH3—[CH2]5—CH(OH)CH2CH=CH—[CH2]7COOR > CH3—[CH2]5CHO + CH2=CH—[CH2]8~COOR This reaction is reminiscent of the decarboxylation of /?,y-unsaturated acids. Experimentally, the process is carried out by transesterifying castor oil by methanol and sulfuric acid, dropping the crude methyl ester into a heat-transfer reagent at 500-600°, and fractionating the resulting distillate in a vacuum. 75 2. Alkoxide cleavage Behavior similar to that of methyl ricinoleate (see the preceding paragraph) is observed also with other alcohols exposed .to high temperatures in the presence of alkali alkoxides. However, for this to occur, the molecule must contain, near the alcoholic hydroxyl group, features ensuring that the polarity induced by the negative charge of the alkoxide ion leads to removal, as a carbon anion, of one of the groups attached to the carbon atom carrying the hydroxyl group. This constitutional demand is met by /?-oxo alcohols cpntaining tertiary alcohol groups, for instance, diacetone alcohol which, when treated with an alkali under energetic conditions, is cleaved into two molecules of acetone: 76 HOC(CH3)2CH2COCH3 • 2CO(CH3)2 This is a reversal of the aldol (or ketol) condensation; it assumes preparative importance in the fission of citral which, as an #,/?-unsaturated aldehyde, is cleaved by boiling potassium carbonate solution into methylheptenone and acetaldehyde, 77 a reaction in which addition of water to give a tertiary alcohol must be assumed: (CH3)2C=CHCH2CH2C(CH3)=CHCHO • (CH3)2C=CHCH2CH2C(CH3)CH2CHO OH • (CH3)2C=CHCH2CH2COCH3 + CH3CHO Under such conditions secondary alcohols rarely afford homogeneous products, as the aldehydes expected as primary products too readily undergo further reactions. Exceptionally, a preparatively useful application has been found in the degradation of aldose diethyl dithioacetals: these are oxidized by organic peracids or by hydrogen peroxide in the presence of ammonium molybdate to the disulfones which are cleaved at secondary alcohol groups by dilute ammonia solution. 78 ' 79 This method has been applied to acetyl- 75 French Pat. 952,985; Chem. Abstr., 45, 7586 (1951). 76 L. Bouveault and R. Locquin, Ann. Chim. (Paris), [viii], 21, 415 (1910); C. C. French, /. Amer. Chem. Soc, 51, 3215 (1929). 77 M. A. Verley, Bull. Soc. Chim. France, [iii], 17, 176 (1897); F. Tiemann, Ber. Deut. Chem. Ges., 32, 107 (1899). 78 D. L. MacDonald and H. O. L. Fischer, /. Amer. Chem. Soc, 74, 2087 (1952). 79 J. Stanek, M. Cerny, J. Kocourek, and J. Pacak, "The Monosaccharides," Publishing House of the Czechoslovak Academy of Sciences, Prague, 1963, p. 128.
Page 1 and 2:
PREPARATIVE ORGANIC CHEMISTRY
Page 3 and 4:
WEYGAND/HILGETAG PREPARATIVE ORGANI
Page 5 and 6:
Foreword to the 4 th Edition The fi
Page 7:
Summary of Contents Introduction: O
Page 10 and 11:
X Contents II. Addition of hydrogen
Page 12 and 13:
x ii Contents II. Replacement of ha
Page 14 and 15:
xiv Contents II. Esters 368 1. Repl
Page 16 and 17:
xvi Contents 1. Replacement of nitr
Page 18 and 19:
xviii Contents 5. Cleavage of the S
Page 20 and 21:
xx Contents Chapter 11. Formation o
Page 22 and 23:
xxii Contents 1.3. Formation of new
Page 24 and 25:
xxiv Contents IV. Rearrangement of
Page 27 and 28:
Introduction: Organization of the M
Page 29:
PART A Reactions on the Intact Carb
Page 32 and 33:
6 Formation of carbon-hydrogen bond
Page 34 and 35:
8 Formation of carbon-hydrogen bond
Page 36 and 37:
10 Formation of carbon-hydrogen bon
Page 38 and 39:
Page 40 and 41:
Page 42 and 43:
Page 44 and 45:
Page 46 and 47:
Page 48 and 49:
Page 50 and 51:
Page 52 and 53:
Page 54 and 55:
Page 56 and 57:
Page 58 and 59:
Page 60 and 61:
Page 62 and 63:
Page 64 and 65:
Page 66 and 67:
Page 68 and 69:
Page 70 and 71:
Page 72 and 73:
Page 74 and 75:
Page 76 and 77:
Page 78 and 79:
Page 80 and 81:
Page 82 and 83:
Page 84 and 85:
Page 86 and 87:
Page 88 and 89:
Page 90 and 91:
Page 92 and 93:
Page 94 and 95:
Page 96 and 97:
Page 98 and 99:
Page 100 and 101:
Page 102 and 103:
Page 104 and 105:
Page 106 and 107:
Page 108 and 109:
Page 110 and 111:
Page 112 and 113:
86 Formation of carbon-deuterium bo
Page 114 and 115:
Page 116 and 117:
Page 118 and 119:
Page 120 and 121:
Page 122 and 123:
Page 124 and 125:
Page 126 and 127:
100 Formation of carbon-deuterium b
Page 128 and 129:
CHAPTER 3 Formation of Carbon-Halog
Page 130 and 131:
104 Formation of carbon-halogen bon
Page 132 and 133:
Page 134 and 135:
Page 136 and 137:
Page 138 and 139:
Page 140 and 141:
Page 142 and 143:
Page 144 and 145:
Page 146 and 147:
Page 148 and 149:
Page 150 and 151:
Page 152 and 153:
Page 154 and 155:
Page 156 and 157:
Page 158 and 159:
Page 160 and 161:
Page 162 and 163:
Page 164 and 165:
Page 166 and 167:
Page 168 and 169:
Page 170 and 171:
Page 172 and 173:
Page 174 and 175:
Page 176 and 177:
Page 178 and 179:
Page 180 and 181:
Page 182 and 183:
Page 184 and 185:
Page 186 and 187:
Page 188 and 189:
Page 190 and 191:
Page 192 and 193:
Page 194 and 195:
Page 196 and 197:
Page 198 and 199:
Page 200 and 201:
Page 202 and 203:
Page 204 and 205:
Page 206 and 207:
Page 208 and 209:
Page 210 and 211:
Page 212 and 213:
Page 214 and 215:
Page 216 and 217:
Page 218 and 219:
Page 220 and 221:
Page 222 and 223:
Page 224 and 225:
Page 226 and 227:
Page 228 and 229:
Page 230 and 231:
Page 232 and 233:
Page 234 and 235:
Page 236 and 237:
Page 238 and 239:
Page 240 and 241:
Page 242 and 243:
Page 244 and 245:
Page 246 and 247:
Page 248 and 249:
Page 250 and 251:
Page 252 and 253:
Page 254 and 255:
Page 256 and 257:
Page 258 and 259:
Page 260 and 261:
Page 262 and 263:
Page 264 and 265:
Page 266 and 267:
240 Formation of c arbon-halogen bo
Page 268 and 269:
Page 270 and 271:
Page 272 and 273:
Page 274 and 275:
Page 276 and 277:
Page 278 and 279:
Page 280 and 281:
Page 282 and 283:
Page 284 and 285:
Page 286 and 287:
Page 288 and 289:
Page 290 and 291:
Page 292 and 293:
Page 294 and 295:
Page 296 and 297:
Page 298 and 299:
Page 300 and 301:
274 Formation of carbon-oxygen bond
Page 302 and 303:
Page 304 and 305:
Page 306 and 307:
Page 308 and 309:
Page 310 and 311:
Page 312 and 313:
Page 314 and 315:
Page 316 and 317:
Page 318 and 319:
Page 320 and 321:
Page 322 and 323:
Page 324 and 325:
Page 326 and 327:
Page 328 and 329:
Page 330 and 331:
Page 332 and 333:
Page 334 and 335:
Page 336 and 337:
Page 338 and 339:
Page 340 and 341:
Page 342 and 343:
Page 344 and 345:
Page 346 and 347:
Page 348 and 349:
Page 350 and 351:
Page 352 and 353:
Page 354 and 355:
Page 356 and 357:
Page 358 and 359:
Page 360 and 361:
Page 362 and 363:
Page 364 and 365:
Page 366 and 367:
Page 368 and 369:
Page 370 and 371:
Page 372 and 373:
Page 374 and 375:
Page 376 and 377:
Page 378 and 379:
Page 380 and 381:
Page 382 and 383:
Page 384 and 385:
Page 386 and 387:
Page 388 and 389:
Page 390 and 391:
Page 392 and 393:
Page 394 and 395:
Page 396 and 397:
Page 398 and 399:
Page 400 and 401:
Page 402 and 403:
Page 404 and 405:
Page 406 and 407:
Page 408 and 409:
Page 410 and 411:
Page 412 and 413:
Page 414 and 415:
Page 416 and 417:
Page 418 and 419:
392 Cleavage of carbon-oxygen bonds
Page 420 and 421:
Page 422 and 423:
Page 424 and 425:
Page 426 and 427:
Page 428 and 429:
Page 430 and 431:
CHAPTER 6 Formation of Carbon-Nitro
Page 432 and 433:
406 Formation of carbon-nitrogen bo
Page 434 and 435:
Page 436 and 437:
Page 438 and 439:
Page 440 and 441:
Page 442 and 443:
Page 444 and 445:
Page 446 and 447:
Page 448 and 449:
Page 450 and 451:
Page 452 and 453:
Page 454 and 455:
Page 456 and 457:
Page 458 and 459:
Page 460 and 461:
Page 462 and 463:
Page 464 and 465:
Page 466 and 467:
Page 468 and 469:
Page 470 and 471:
Page 472 and 473:
Page 474 and 475:
Page 476 and 477:
Page 478 and 479:
Page 480 and 481:
Page 482 and 483:
Page 484 and 485:
Page 486 and 487:
Page 488 and 489:
Page 490 and 491:
Page 492 and 493:
Page 494 and 495:
Page 496 and 497:
Page 498 and 499:
Page 500 and 501:
Page 502 and 503:
Page 504 and 505:
Page 506 and 507:
Page 508 and 509:
Page 510 and 511:
Page 512 and 513:
Page 514 and 515:
48 8 Formation of carbon-nitrogen b
Page 516 and 517:
Page 518 and 519:
Page 520 and 521:
Page 522 and 523:
Page 524 and 525:
Page 526 and 527:
Page 528 and 529:
Page 530 and 531:
Page 532 and 533:
Page 534 and 535:
Page 536 and 537:
Page 538 and 539:
Page 540 and 541:
Page 542 and 543:
Page 544 and 545:
Page 546 and 547:
Page 548 and 549:
Page 550 and 551:
Page 552 and 553:
Page 554 and 555:
Page 556 and 557:
Page 558 and 559:
Page 560 and 561:
Page 562 and 563:
Page 564 and 565:
Page 566 and 567:
Page 568 and 569:
Page 570 and 571:
Page 572 and 573:
Page 574 and 575:
Page 576 and 577:
550 Alteration of nitrogen groups i
Page 578 and 579:
Page 580 and 581:
Page 582 and 583:
Page 584 and 585:
Page 586 and 587:
Page 588 and 589:
Page 590 and 591:
Page 592 and 593:
Page 594 and 595:
Page 596 and 597:
Page 598 and 599:
Page 600 and 601:
Page 602 and 603:
Page 604 and 605:
Page 606 and 607:
Page 608 and 609:
Page 610 and 611:
Page 612 and 613:
Page 614 and 615:
Page 616 and 617:
Page 618 and 619:
Page 620 and 621:
Page 622 and 623:
Page 624 and 625:
Page 626 and 627:
CHAPTER 8 Formation of Carbon-Sulfu
Page 628 and 629:
602 Formation of carbon-sulfur bond
Page 630 and 631:
Page 632 and 633:
Page 634 and 635:
Page 636 and 637:
Page 638 and 639:
Page 640 and 641:
Page 642 and 643:
Page 644 and 645:
Page 646 and 647:
Page 648 and 649:
Page 650 and 651:
Page 652 and 653:
Page 654 and 655:
Page 656 and 657:
Page 658 and 659:
Page 660 and 661:
Page 662 and 663:
Page 664 and 665:
Page 666 and 667:
Page 668 and 669:
Page 670 and 671:
Page 672 and 673:
Page 674 and 675:
Page 676 and 677:
Page 678 and 679:
Page 680 and 681:
Page 682 and 683:
Page 684 and 685:
Page 686 and 687:
Page 688 and 689:
Page 690 and 691:
Page 692 and 693:
Page 694 and 695:
Page 696 and 697:
Page 698 and 699:
Page 700 and 701:
Page 702 and 703:
Page 704 and 705:
Page 706 and 707:
Page 708 and 709:
Page 710 and 711:
Page 712 and 713:
Page 714 and 715:
Page 716 and 717:
Page 718 and 719:
Page 720 and 721:
694 Formation of carbon-phosphorus
Page 722 and 723:
Page 724 and 725:
Page 726 and 727:
Page 728 and 729:
Page 730 and 731:
Page 732 and 733:
Page 734 and 735:
Page 736 and 737:
Page 738 and 739:
Page 740 and 741:
Page 742 and 743:
Page 744 and 745:
Page 746 and 747:
Page 748 and 749:
Page 750 and 751:
Page 752 and 753:
Page 754 and 755:
Page 756 and 757:
Page 758 and 759:
Page 760 and 761:
Page 762 and 763:
Page 764 and 765:
Page 766 and 767:
Page 768 and 769:
Page 770 and 771:
Page 772 and 773:
Page 774 and 775:
CHAPTER 10 Formation of Metal-Carbo
Page 776 and 777:
750 Formation of metal-carbon bonds
Page 778 and 779:
7 52 Formation of metal-carbon bond
Page 780 and 781:
Page 782 and 783:
Page 784 and 785:
Page 786 and 787:
Page 788 and 789:
Page 790 and 791:
Page 792 and 793:
Page 794 and 795:
Page 796 and 797:
Page 798 and 799:
Page 800 and 801:
Page 802 and 803:
Page 804 and 805:
Page 806 and 807:
Page 808 and 809:
Page 810 and 811:
Page 812 and 813:
Page 814 and 815:
Page 816 and 817:
Page 818 and 819:
Page 820 and 821:
Page 822 and 823:
Page 824 and 825:
Page 826 and 827:
Page 828 and 829:
Page 830 and 831:
Page 832 and 833:
Page 834 and 835:
Page 836 and 837:
Page 838 and 839:
Page 840 and 841:
814 Formation of carbon-carbon mult
Page 842 and 843:
Page 844 and 845:
Page 846 and 847:
Page 848 and 849:
Page 850 and 851:
Page 852 and 853:
Page 854 and 855:
Page 856 and 857:
Page 858 and 859:
Page 860 and 861:
Page 862 and 863:
Page 864 and 865:
Page 866 and 867:
Page 868 and 869:
Page 871 and 872:
PARTB Formation of new carbon-carbo
Page 873 and 874:
Addition to C=C bonds 847 Under the
Page 875 and 876:
Addition to C= C bonds 849 A radica
Page 877 and 878:
Addition to C=C bonds 851 ful catal
Page 879 and 880:
formation (b) that is necessary for
Page 881 and 882:
Addition to C —C bonds 855 Nitril
Page 883 and 884:
Addition to C —C bonds 857 3,6-ep
Page 885 and 886:
Addition to C—C bonds 8 59 Stereo
Page 887 and 888:
Addition to C=C bonds 861 6. Additi
Page 889 and 890:
Addition to C=C bonds 863 In this c
Page 891 and 892:
Addition to C=C bonds 865 are added
Page 893 and 894:
Addition to C=C bonds 867 amount of
Page 895 and 896:
Addition to the C=O bond 869 Such a
Page 897 and 898:
Addition to the C=O bond 871 Such c
Page 899 and 900:
Addition to the C=O bond 873 3. For
Page 901 and 902:
Addition to the C=O bond 875 In hyd
Page 903 and 904:
Addition to the C=O bond 877 Finely
Page 905 and 906:
Addition to the C=O bond 879 the te
Page 907 and 908:
Addition to the C=O bond 881 A Grig
Page 909 and 910:
Addition to the C=O bond 883 c. Tre
Page 911 and 912:
Addition to the C= O bond 885 The d
Page 913 and 914:
Addition to C-N multiple bonds 887
Page 915 and 916:
Page 917 and 918:
Page 919 and 920:
Page 921 and 922:
C-C linkage by removal of hydrogen
Page 923 and 924:
C~C linkage by removal of hydrogen
Page 925 and 926:
Page 927 and 928:
Page 929 and 930:
C-C linkage by replacement of halog
Page 931 and 932:
Page 933 and 934:
Page 935 and 936:
Page 937 and 938:
Page 939 and 940:
Page 941 and 942:
Page 943 and 944:
Page 945 and 946:
Page 947 and 948:
Page 949 and 950:
Page 951 and 952:
Page 953 and 954:
Page 955 and 956:
Page 957 and 958:
Page 959 and 960:
Page 961 and 962:
Page 963 and 964:
Page 965 and 966:
Page 967 and 968:
Page 969 and 970:
Page 971 and 972:
Page 973 and 974:
Page 975 and 976:
esters: 634 ' 640 ' 641 C-C linkage
Page 977 and 978:
C-C linkage by replacement of hydro
Page 979 and 980:
Page 981 and 982:
Page 983 and 984:
Page 985 and 986:
C-C linkage by replacement of OR by
Page 987 and 988:
Page 989 and 990:
Page 991 and 992:
C-C linkage by replacement of O-acy
Page 993 and 994:
C-C linkage by replacement of nitro
Page 995 and 996:
Page 997 and 998:
Page 999 and 1000:
tions (see also page 957): C-C link
Page 1001 and 1002: C-C linkage by replacement of nitro
Page 1003 and 1004: C-C linkage by replacement of nitro
Page 1005 and 1006: Removal of halogen with formation o
Page 1007 and 1008: Formation of a new C=C bond by remo
Page 1021 and 1022: Removal of sulfur with formation of
Page 1023 and 1024: Removal of phosphorus with formatio
Page 1025: Removal of phosphorus with formatio
Page 1029 and 1030: PART C Cleavage of Carbon-Carbon Bo
Page 1031 and 1032: Removal of carbon dioxide 1005 Only
Page 1033 and 1034: Removal of carbon dioxide 1007 resp
Page 1035 and 1036: Removal of carbon dioxide 1009 e. N
Page 1037 and 1038: Removal of carbon dioxide 1011 Hydr
Page 1039 and 1040: Removal of carbon d ioxide 1013 Thi
Page 1041 and 1042: Removal of carbon d ioxide 1015 as
Page 1043 and 1044: Removal of carbon dioxide 1017 char
Page 1045 and 1046: Removal of carbon dioxide 1019 Conv
Page 1047 and 1048: Removal of carbon monoxide 1021 Thi
Page 1049 and 1050: Removal of carbon monoxide 1023 lab
Page 1051: Removal of carbon monoxide 1025 It
Page 1055 and 1056: Removal of other fragments 1029 sol
Page 1057 and 1058: Removal of other fragments 1031 The
Page 1059 and 1060: Oxidative cleavage of C-C bonds in
Page 1061 and 1062: Oxidative degradation of olefins 10
Page 1067 and 1068: Oxidative cleavage of carbon-carbon
Page 1069 and 1070: Oxidative cleavage of carbon-carbon
Page 1071 and 1072: Oxidative degradation of aromatic a
Page 1073 and 1074: Hydrolytic cleavage 1047 Cleavage b
Page 1075: Hydrolytic cleavage 1049 Ethyl acet
Page 1079 and 1080: PART D Rearrangements of Carbon Com
Page 1081 and 1082: Migration of a multiple bond 1055 i
Page 1083 and 1084: Migration of a multiple bond 1057 A
Page 1085 and 1086: Rearrangement with change of an oxy
Page 1091 and 1092: 2 hours at 250-270°, thus: 54 Rear
Page 1093 and 1094: Rearrangement of halogen compounds
Page 1095 and 1096: Migration from oxygen to carbon 106
Page 1097 and 1098: Migration from oxygen to carbon 107
Page 1099 and 1100: Migration from nitrogen to carbon 1
Page 1101 and 1102: Benzyl-0-tolyl rearrangement 1075 R
Page 1103 and 1104:
Migration from carbon to nitrogen 1
Page 1105 and 1106:
Page 1107 and 1108:
Page 1109 and 1110:
Wagner-Meerwein rearrangement and r
Page 1111 and 1112:
Wagner-Meerwein rearrangement and r
Page 1113 and 1114:
Cope rearrangement; valence isomeri
Page 1115 and 1116:
Cope rearrangement; valence isomeri
Page 1117 and 1118:
Rearrangement on decomposition of d
Page 1119 and 1120:
Rearrangement on decomposition of d
Page 1121 and 1122:
Appendix I Purification and drying
Page 1123 and 1124:
Purification and drying of organic
Page 1125 and 1126:
Page 1127 and 1128:
Page 1129 and 1130:
Preparation and purification of gas
Page 1131 and 1132:
Preparation and purification of gas
Page 1133 and 1134:
Preparative organic work with small
Page 1135 and 1136:
Page 1137 and 1138:
Page 1139 and 1140:
Page 1141 and 1142:
Page 1143 and 1144:
Page 1145 and 1146:
Page 1147 and 1148:
Page 1149 and 1150:
Page 1151 and 1152:
Page 1153 and 1154:
Page 1155 and 1156:
SUBJECT INDEX This index deals prim
Page 1157 and 1158:
Acetophenone, co-amino-, 451 —, b
Page 1159 and 1160:
Aldehyde nitrates, 423 Aldehydes, a
Page 1161 and 1162:
Amidic acids, 485 Amidines, 472 —
Page 1163 and 1164:
Aporphine, 970 D-Arabinose, 1029
Page 1165 and 1166:
Benzene, pentaphenyl-, 831 — ,pen
Page 1167 and 1168:
Benzoyl chloride, 246 — —, 0-ch
Page 1169 and 1170:
Butane, l-bromo-4-chloro-, 238 —,
Page 1171 and 1172:
Carbodiimide, dicyclohexyl-, oxidat
Page 1173 and 1174:
Chloromethylation, 158, 952 (Chloro
Page 1175 and 1176:
Cyclohexanone, 2,3-epoxy-3,5,5-trim
Page 1177 and 1178:
Diethyl ether, sulfide, 637, 653
Page 1179 and 1180:
Ethane, 1,2-dichloro-, 107 —, 1 ,
Page 1181 and 1182:
Formic acid, esters, decomposition,
Page 1183 and 1184:
Heptatrienal, 7-phenyl-, 988 3-Hept
Page 1185 and 1186:
Hydroquinones, 0-mercapto, 606 Hydr
Page 1187 and 1188:
Ketones, (x,oc-dibromo, 191, 258
Page 1189 and 1190:
Methane, diphenyltolyl-, 949 —, n
Page 1191 and 1192:
l-Naphthylamines, JV-aryl-, 531, 53
Page 1193 and 1194:
Oxazole, 5-ethoxy-2-phenyl-, 858 Ox
Page 1195 and 1196:
Phenyl azide, 584 — isocyanate, 4
Page 1197 and 1198:
Propane, l,2,3-trichloro-2-methyl-,
Page 1199 and 1200:
2,6-Pyridinediamine, 443 3,5-Pyridi
Page 1201 and 1202:
Silane, trichloro(chloromethyl)-, 7
Page 1203 and 1204:
Sulfoxides, 630, 667, 668 —, redu
Page 1205 and 1206:
Thiouronium salts, 692 , S-cyclohex
Page 1207:
Valence isomerization, 1088 Valeral
show all

Weygand/Hilgetag Preparative Organic Chemistry

Create successful ePaper yourself

Delete template?

Save as template?