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Benzenesulfonyl chloride

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Ralph L. Shriner, Christine K. F. Hermann, Terence C. Morrill, David Y. Curtin, Reynold C. Fuson "The Systematic Identification of Organic Compounds", 8th Edition, 2003, Wiley.
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Cl. It is a colourless viscous oil that dissolves in organic solvents, but reacts with compounds containing reactive N-H and O-H bonds. It is mainly used to prepare
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Roger Adams, C. S. Marvel, H. T. Clarke, G. S. Babcock, and T. F. Murray "Benzenesulfonyl chloride" Org. Synth. 1921, vol. 1, p. 21.
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is often preferred analogue because it is a solid at room temperature and easier to handle.
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Except where otherwise noted, data are given for materials in their
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for amines involves their reaction with benzenesulfonyl chloride.
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13 to 14 °C (55 to 57 °F; 286 to 287 K)
488: 413:The compound is prepared by the chlorination of 229:InChI=1S/C6H5ClO2S/c7-10(8,9)6-4-2-1-3-5-6/h1-5H 151: 239:InChI=1/C6H5ClO2S/c7-10(8,9)6-4-2-1-3-5-6/h1-5H 63: 406:, respectively. The closely related compound 431: 204: 129: 107: 421:or, less commonly, by a reaction between 171: 200: 489: 120: 232:Key: CSKNSYBAZOQPLR-UHFFFAOYSA-N 242:Key: CSKNSYBAZOQPLR-UHFFFAOYAR 142: 13: 14: 518: 22: 356:(at 25 °C , 100 kPa). 497:Reagents for organic chemistry 468: 452: 1: 446: 7: 10: 523: 324:1.384 g/mL at 25 °C(lit.) 350: 271: 251: 216: 47: 35: 30: 21: 17:Benzenesulfonyl chloride 464:10.15227/orgsyn.001.0021 408:toluenesulfonyl chloride 372:Benzenesulfonyl chloride 263:C1=CC=C(C=C1)S(=O)(=O)Cl 41:Benzenesulfonyl chloride 436: 419:phosphorus oxychloride 435: 376:organosulfur compound 415:benzenesulfonic acid 306:176.62 37:Preferred IUPAC name 427:chlorosulfuric acid 341:Solubility in water 18: 437: 417:or its salts with 398:by reactions with 378:with the formula C 360:Infobox references 314:colourless liquid 16: 480:978-0-471-21503-5 368:Chemical compound 366: 365: 185:CompTox Dashboard 89:Interactive image 514: 507:Phenyl compounds 502:Sulfonyl halides 482: 472: 466: 456: 396:sulfonate esters 279:Chemical formula 209: 208: 193: 191: 175: 155: 144: 133: 122: 111: 91: 67: 26: 19: 15: 522: 521: 517: 516: 515: 513: 512: 511: 487: 486: 485: 473: 469: 457: 453: 449: 389: 385: 381: 369: 362: 357: 343: 295: 291: 287: 281: 267: 264: 259: 258: 247: 244: 243: 240: 234: 233: 230: 224: 223: 212: 194: 187: 178: 158: 145: 114: 94: 81: 70: 57: 43: 42: 12: 11: 5: 520: 510: 509: 504: 499: 484: 483: 467: 450: 448: 445: 387: 383: 379: 367: 364: 363: 358: 354:standard state 351: 348: 347: 344: 339: 336: 335: 332: 326: 325: 322: 316: 315: 312: 308: 307: 304: 298: 297: 293: 289: 285: 282: 277: 274: 273: 269: 268: 266: 265: 262: 254: 253: 252: 249: 248: 246: 245: 241: 238: 237: 235: 231: 228: 227: 219: 218: 217: 214: 213: 211: 210: 197: 195: 183: 180: 179: 177: 176: 168: 166: 160: 159: 157: 156: 148: 146: 138: 135: 134: 124: 116: 115: 113: 112: 104: 102: 96: 95: 93: 92: 84: 82: 75: 72: 71: 69: 68: 60: 58: 53: 50: 49: 45: 44: 40: 39: 33: 32: 28: 27: 9: 6: 4: 3: 2: 519: 508: 505: 503: 500: 498: 495: 494: 492: 481: 477: 471: 465: 461: 455: 451: 444: 442: 441:Hinsberg test 434: 430: 428: 424: 420: 416: 411: 409: 405: 401: 397: 393: 377: 373: 361: 355: 349: 345: 342: 338: 337: 333: 331: 330:Melting point 328: 327: 323: 321: 318: 317: 313: 310: 309: 305: 303: 300: 299: 283: 280: 276: 275: 270: 261: 260: 257: 250: 236: 226: 225: 222: 215: 207: 203: 202:DTXSID1026619 199: 198: 196: 186: 182: 181: 174: 170: 169: 167: 165: 162: 161: 154: 150: 149: 147: 141: 137: 136: 132: 128: 125: 123: 121:ECHA InfoCard 118: 117: 110: 106: 105: 103: 101: 98: 97: 90: 86: 85: 83: 79: 74: 73: 66: 62: 61: 59: 56: 52: 51: 46: 38: 34: 29: 25: 20: 470: 454: 438: 412: 392:sulfonamides 371: 370: 48:Identifiers 311:Appearance 272:Properties 127:100.002.397 491:Categories 447:References 302:Molar mass 173:OI9V0QJV9N 100:ChemSpider 76:3D model ( 55:CAS Number 404:alcohols 296:S 423:benzene 346:reacts 320:Density 140:PubChem 65:98-09-9 478:  400:amines 374:is an 256:SMILES 31:Names 221:InChI 78:JSmol 476:ISBN 439:The 425:and 402:and 394:and 164:UNII 153:7369 109:7091 460:doi 292:ClO 190:EPA 143:CID 493:: 429:. 386:SO 462:: 388:2 384:5 382:H 380:6 294:2 290:5 288:H 286:6 284:C 192:) 188:( 80:)

Index


Preferred IUPAC name
CAS Number
98-09-9
JSmol
Interactive image
ChemSpider
7091
ECHA InfoCard
100.002.397
Edit this at Wikidata
PubChem
7369
UNII
OI9V0QJV9N
CompTox Dashboard
DTXSID1026619
Edit this at Wikidata
InChI
SMILES
Chemical formula
Molar mass
Density
Melting point
Solubility in water
standard state
Infobox references
organosulfur compound
sulfonamides
sulfonate esters

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