Knowledge (XXG)

Dibenzothiophene

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Klemm, L. H.; Karchesy, Joseph J. (1978). "The Insertion and Extrusion of Heterosulfur Bridges. VIII. Dibenzothiophene from Biphenyl and Derivatives".
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to the sulfide. Oxidation to the sulfoxide or sulfone leaves the compound electron poor, and substitution occurs at the
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Ho, Teh C. (2004). "Deep HDS of Diesel Fuel: Chemistry and Catalysis".
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Bhanuchandra, M.; Yorimitsu Hideki. "Dibenzothiophene 5,5-dioxide".
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Except where otherwise noted, data are given for materials in their
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S. It is a colourless solid that is chemically somewhat similar to
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97 to 100 °C (207 to 212 °F; 370 to 373 K) (lit.)
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InChI=1S/C12H8S/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)13-11/h1-8H
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332 to 333 °C (630 to 631 °F; 605 to 606 K)
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InChI=1/C12H8S/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)13-11/h1-8H
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Waldecker, Bernd; Kafuta, Kevin; Alcarazo, Manuel (2019).
755: 867:, and naturally undergoes aromatic substitution 833:Dibenzothiophene is prepared by the reaction of 255: 89: 991:Encyclopedia of Reagents for Organic Synthesis 817:, and especially its disubstituted derivative 8: 852:results in scission of one C-S bond. With 324: 195: 173: 15: 965: 291: 886: 380: 345: 320: 186: 352:Key: IYYZUPMFVPLQIF-UHFFFAOYSA-N 153: 133: 7: 798:ring. It has the chemical formula C 362:Key: IYYZUPMFVPLQIF-UHFFFAOYAY 246: 230: 14: 923:Journal of Heterocyclic Chemistry 745: 544: 539: 534: 40: 31: 22: 741:(at 25 °C , 100 kPa). 821:are problematic impurities in 498:Occupational safety and health 1: 908:10.1016/j.cattod.2004.07.048 819:4,6-dimethyldibenzothiophene 1035: 999:10.1002/047084289X.rn02046 422:184.26 g/mol 735: 706: 515: 495: 490: 391: 371: 336: 73: 65: 53: 48: 39: 30: 21: 967:10.15227/orgsyn.096.0258 607:Precautionary statements 68:Diphenylene sulfide, DBT 935:10.1002/jhet.5570150407 829:Synthesis and reactions 788:organosulfur compound 383:c1ccc2c(c1)c3ccccc3s2 863:Dibenzothiophene is 430:Colourless crystals 55:Preferred IUPAC name 841:in the presence of 794:fused to a central 467:Solubility in water 18: 877:position instead. 843:aluminium chloride 790:consisting of two 782:(DBT, diphenylene 768:Infobox references 707:Related compounds 480:in other solvents 16: 954:Organic Syntheses 839:sulfur dichloride 776:Chemical compound 774: 773: 713:Related compounds 569:Hazard statements 511:flammable, toxic 305:CompTox Dashboard 115:Interactive image 17:Dibenzothiophene 1026: 1003: 1002: 986: 980: 979: 969: 945: 939: 938: 918: 912: 911: 891: 780:Dibenzothiophene 758: 752: 749: 748: 702: 698: 694: 690: 686: 682: 678: 674: 670: 666: 662: 658: 654: 650: 646: 642: 638: 634: 630: 626: 622: 618: 614: 600: 596: 592: 588: 584: 580: 576: 548: 543: 538: 399:Chemical formula 329: 328: 313: 311: 295: 259: 248: 234: 207: 199: 188: 177: 157: 137: 117: 93: 59:Dibenzothiophene 44: 35: 26: 19: 1034: 1033: 1029: 1028: 1027: 1025: 1024: 1023: 1009: 1008: 1007: 1006: 988: 987: 983: 947: 946: 942: 920: 919: 915: 896:Catalysis Today 893: 892: 888: 883: 848:Reduction with 831: 805: 801: 777: 770: 765: 764: 763:  ?) 754: 750: 746: 742: 728: 724: 720: 714: 609: 571: 557: 531: 508: 469: 411: 407: 401: 387: 384: 379: 378: 367: 364: 363: 360: 354: 353: 350: 344: 343: 332: 314: 307: 298: 278: 262: 249: 237: 217: 180: 160: 140: 120: 107: 96: 83: 69: 61: 60: 12: 11: 5: 1032: 1030: 1022: 1021: 1011: 1010: 1005: 1004: 981: 940: 929:(4): 561–563. 913: 885: 884: 882: 879: 830: 827: 803: 799: 775: 772: 771: 766: 744: 743: 739:standard state 736: 733: 732: 726:Benzothiophene 715: 712: 709: 708: 704: 703: 610: 605: 602: 601: 572: 567: 564: 563: 558: 553: 550: 549: 532: 527: 524: 523: 513: 512: 509: 506: 503: 502: 493: 492: 488: 487: 481: 474: 473: 470: 465: 462: 461: 458: 452: 451: 448: 442: 441: 438: 432: 431: 428: 424: 423: 420: 414: 413: 409: 405: 402: 397: 394: 393: 389: 388: 386: 385: 382: 374: 373: 372: 369: 368: 366: 365: 361: 358: 357: 355: 351: 348: 347: 339: 338: 337: 334: 333: 331: 330: 317: 315: 303: 300: 299: 297: 296: 288: 286: 280: 279: 277: 276: 272: 270: 264: 263: 261: 260: 252: 250: 242: 239: 238: 236: 235: 227: 225: 219: 218: 216: 215: 211: 209: 201: 200: 190: 182: 181: 179: 178: 170: 168: 162: 161: 159: 158: 150: 148: 142: 141: 139: 138: 130: 128: 122: 121: 119: 118: 110: 108: 101: 98: 97: 95: 94: 86: 84: 79: 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266: 265: 258: 254: 253: 251: 245: 241: 240: 233: 229: 228: 226: 224: 221: 220: 213: 212: 210: 208: 203: 202: 198: 194: 191: 189: 187:ECHA InfoCard 184: 183: 176: 172: 171: 169: 167: 164: 163: 156: 152: 151: 149: 147: 144: 143: 136: 132: 131: 129: 127: 124: 123: 116: 112: 111: 109: 105: 100: 99: 92: 88: 87: 85: 82: 78: 77: 72: 64: 56: 52: 47: 43: 38: 34: 29: 25: 20: 990: 984: 957: 953: 943: 926: 922: 916: 899: 895: 889: 874: 869: 862: 854:butyllithium 847: 832: 779: 778: 730:Dibenzofuran 560: 517: 507:Main hazards 496: 486:and related 268:RTECS number 155:ChEMBL219828 74:Identifiers 66:Other names 960:: 258–276. 815:heterocycle 555:Signal word 501:(OHS/OSH): 440:1.252 g/cm 427:Appearance 392:Properties 193:100.004.613 135:CHEBI:23681 1019:Thiophenes 881:References 808:anthracene 722:Anthracene 529:Pictograms 478:Solubility 418:Molar mass 293:Z3D4AJ1R48 166:ChemSpider 102:3D model ( 81:CAS Number 976:239319277 858:sulfoxide 823:petroleum 812:tricyclic 796:thiophene 786:) is the 718:Thiophene 693:P403+P233 673:P332+P313 649:P304+P340 645:P304+P312 641:P302+P352 637:P301+P312 520:labelling 275:HQ3490550 214:205-072-9 206:EC Number 1013:Category 835:biphenyl 491:Hazards 412:S 91:132-65-0 850:lithium 810:. This 784:sulfide 761:what is 759: ( 484:benzene 472:insol. 436:Density 244:PubChem 974:  756:verify 753:  561:Danger 376:SMILES 232:D03777 146:ChEMBL 49:Names 972:S2CID 837:with 341:InChI 126:ChEBI 104:JSmol 875:meta 870:para 701:P501 697:P405 689:P391 685:P363 681:P362 677:P361 669:P330 665:P322 661:P321 657:P312 653:P311 633:P280 629:P273 625:P271 621:P270 617:P264 613:P261 599:H410 595:H332 591:H331 587:H315 583:H311 579:H302 575:H301 284:UNII 257:3023 223:KEGG 175:2915 995:doi 962:doi 931:doi 904:doi 518:GHS 310:EPA 247:CID 1015:: 993:. 970:. 958:96 956:. 952:. 927:15 925:. 900:98 898:. 860:. 845:. 825:. 800:12 699:, 695:, 691:, 687:, 683:, 679:, 675:, 671:, 667:, 663:, 659:, 655:, 651:, 647:, 643:, 639:, 635:, 631:, 627:, 623:, 619:, 615:, 597:, 593:, 589:, 585:, 581:, 577:, 522:: 406:12 1001:. 997:: 978:. 964:: 937:. 933:: 910:. 906:: 804:8 802:H 751:Y 410:8 408:H 404:C 312:) 308:( 106:)

Index

Skeletal formula of dibenzothiophene
Ball-and-stick model of the dibenzothiophene molecule
Sample
Preferred IUPAC name
CAS Number
132-65-0
JSmol
Interactive image
ChEBI
CHEBI:23681
ChEMBL
ChEMBL219828
ChemSpider
2915
ECHA InfoCard
100.004.613
Edit this at Wikidata
EC Number
KEGG
D03777
PubChem
3023
RTECS number
UNII
Z3D4AJ1R48
CompTox Dashboard
DTXSID0047741
Edit this at Wikidata
InChI
SMILES

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