Knowledge (XXG)

Magnesium anthracene

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The compound behaves as a source of the carbanion as well as a source of highly reactive Mg. With electrophiles, the compound reacts to give dihydroanthracene derivatives C
88: 211: 391:, organotin chlorides, and organoaluminium chlorides. Ethylene inserts into one Mg-C bond. Hydrogen induces release of anthracene, yielding 482: 80: 176: 445:
L. M. Engelhardt; S. Harvey; C. L. Raston; A. H. White (1988). "Organomagnesium Reagents: The Crystal Structures of and ".
309: 348:, this air- and water-sensitive orange solid is obtained by heating a suspension of magnesium in a thf solution of 195:
3 thf: InChI=1S/C14H10.3C5H10O.Mg/c1-2-6-12-10-14-8-4-3-7-13(14)9-11(12)5-1;3*1-2-4-6-5-3-1;/h1-10H;3*1-5H2;
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Borislav Bogdanovic (1988). "Magnesium Anthracene Systems and Their Application in Synthesis and Catalysis".
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InChI=1S/C14H10.Mg/c1-2-6-12-10-14-8-4-3-7-13(14)9-11(12)5-1;/h1-10H;/q;+2
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ligand sphere. The fold angle between the two benzo groups is 72.6°.
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Except where otherwise noted, data are given for materials in their
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3 thf: C1CCOCC1.C1CCOCC1.C1CCOCC1.C1=CC=C2C=C3C=CC=CC3=CC2=C1.
87: 79: 69: 32: 161: 152: 55: 364:, the Mg center is 5-coordinate, occupying a C 8: 328:that is almost invariably isolated as its 130: 108: 15: 413: 411: 407: 216: 181: 121: 336:(thf) ligands. With the formula Mg(C 198:Key: RWNAQYFPPNXQES-UHFFFAOYSA-N 188:Key: UUHXXHJSGPKOGI-UHFFFAOYSA-N 7: 387:. Electrophiles include ketones, CO 447:Journal of Organometallic Chemistry 143: 14: 257: 251: 31: 22: 306:(at 25 °C , 100 kPa). 260: 245: 1: 420:Accounts of Chemical Research 459:10.1016/0022-328X(88)89061-2 219:C1=CC=C2C=C3C=CC=CC3=CC2=C1. 499: 483:Organomagnesium compounds 300: 232: 207: 172: 39: 30: 21: 356:Structure and reactivity 326:organomagnesium compound 157: with charge error 362:X-ray crystallography 17:Magnesium anthracene 322:Magnesium anthracene 432:10.1021/ar00151a002 278: g·mol 18: 310:Infobox references 16: 393:magnesium hydride 318:Chemical compound 316: 315: 89:Interactive image 81:Interactive image 490: 463: 462: 442: 436: 435: 415: 277: 262: 259: 253: 247: 240:Chemical formula 165: 156: 145: 134: 123: 112: 91: 83: 59: 35: 26: 19: 498: 497: 493: 492: 491: 489: 488: 487: 468: 467: 466: 444: 443: 439: 417: 416: 409: 405: 398: 390: 386: 382: 378: 371: 367: 358: 347: 343: 339: 334:tetrahydrofuran 319: 312: 307: 275: 265: 256: 250: 242: 228: 225: 220: 215: 214: 203: 200: 199: 196: 190: 189: 186: 180: 179: 168: 146: 115: 94: 73: 62: 49: 12: 11: 5: 496: 494: 486: 485: 480: 470: 469: 465: 464: 437: 426:(7): 261–267. 406: 404: 401: 396: 388: 384: 380: 376: 369: 365: 357: 354: 345: 341: 337: 317: 314: 313: 308: 304:standard state 301: 298: 297: 294: 288: 287: 284: 280: 279: 273: 267: 266: 263: 254: 248: 243: 238: 235: 234: 230: 229: 227: 226: 223: 221: 218: 210: 209: 208: 205: 204: 202: 201: 197: 194: 193: 191: 187: 184: 183: 175: 174: 173: 170: 169: 167: 166: 158: 149: 147: 139: 136: 135: 125: 117: 116: 114: 113: 104: 102: 96: 95: 93: 92: 84: 76: 74: 67: 64: 63: 61: 60: 52: 50: 45: 42: 41: 37: 36: 28: 27: 13: 10: 9: 6: 4: 3: 2: 495: 484: 481: 479: 476: 475: 473: 460: 456: 452: 448: 441: 438: 433: 429: 425: 421: 414: 412: 408: 402: 400: 394: 373: 363: 360:According to 355: 353: 351: 335: 331: 327: 323: 311: 305: 299: 295: 293: 290: 289: 286:orange solid 285: 282: 281: 274: 272: 269: 268: 244: 241: 237: 236: 231: 222: 217: 213: 206: 192: 182: 178: 171: 164: 159: 155: 151: 150: 148: 142: 138: 137: 133: 129: 126: 124: 122:ECHA InfoCard 119: 118: 111: 106: 105: 103: 101: 98: 97: 90: 85: 82: 78: 77: 75: 71: 66: 65: 58: 54: 53: 51: 48: 44: 43: 38: 34: 29: 25: 20: 450: 446: 440: 423: 419: 374: 359: 321: 320: 160:3 thf: 107:3 thf: 86:3 thf: 40:Identifiers 478:Anthracenes 453:(1–3): 39. 332:with three 296:1.184 g/cm 283:Appearance 233:Properties 128:100.210.465 472:Categories 403:References 350:anthracene 271:Molar mass 100:ChemSpider 68:3D model ( 57:86901-19-1 47:CAS Number 163:10863500 154:21928237 292:Density 276:418.860 141:PubChem 110:9038788 344:)(thf) 330:adduct 324:is an 212:SMILES 177:InChI 70:JSmol 395:(MgH 455:doi 451:341 428:doi 399:). 144:CID 474:: 449:. 424:21 422:. 410:^ 381:10 377:14 352:. 342:10 338:14 258:Mg 255:34 249:26 461:. 457:: 434:. 430:: 397:2 389:2 385:2 383:E 379:H 370:3 368:O 366:2 346:3 340:H 264:3 261:O 252:H 246:C 72:)

Index



CAS Number
86901-19-1
JSmol
Interactive image
Interactive image
ChemSpider
9038788
ECHA InfoCard
100.210.465
Edit this at Wikidata
PubChem
21928237
10863500
InChI
SMILES
Chemical formula
Molar mass
Density
standard state
Infobox references
organomagnesium compound
adduct
tetrahydrofuran
anthracene
X-ray crystallography
magnesium hydride

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