Knowledge (XXG)

Newman projection

Source đź“ť

195: 187: 47: 156: 33: 40: 163: 149: 203:
A staggered projection appears to have the surrounding species equidistant from each other. This kind of conformation tends to experience both anti and gauche interactions. Anti interactions refer to the molecules (usually of the same type) sitting exactly opposite of each other at 180° on the Newman
182:
Because of the free rotation around single bonds, there are various conformations for a single molecule. Up to six unique conformations may be drawn for any given chemical bond. Each conformation is drawn by rotation of either the proximal or distal atom 60 degrees. Of these six conformations, three
207:
An eclipsed projection appears to have the surrounding species almost on top of each other. In reality, these species are in line with each other, but are drawn slightly staggered to help format the projection onto paper. These types of conformations are generally higher in energy due to increased
204:
projection. Gauche interactions refer to molecules (also usually of the same type) being 60° from each other on a Newman projection. Anti interactions experience less steric strain than gauche interactions, but both experience less steric strain than the eclipsed conformation.
74:
is a drawing that helps visualize the 3-dimensional structure of a molecule. This projection most commonly sights down a carbon-carbon bond, making it a very useful way to visualize the stereochemistry of alkanes. A Newman projection visualizes the
399: 198:
Butane molecule and all of its possible Newman conformations represented on a relative energy diagram. The diagram takes staggered and eclipsed conformations, as well as gauche and anti interactions into
183:
will be in a staggered conformation, while the other three will be in an eclipsed conformation. These six conformations can be represented in a relative energy diagram.
208:
bond strain. However, this strain can be somewhat lower if a hydrogen is eclipsed over a larger species, as opposed to two large species eclipsed over each other.
83:
from front to back, with the front atom represented by the intersection of three lines (a dot) and the back atom as a circle. The front atom is called
194: 430: 76: 186: 115: 46: 99: 340: 155: 190:
Butane molecule represented on a staggered and eclipsed Newman projection down a carbon-carbon bond
111: 103: 32: 310: 222: 217: 134: 39: 356: 302: 162: 348: 292: 227: 119: 148: 130: 123: 344: 92: 424: 80: 314: 331:
Newman, MS (1955). "A notation for the study of certain stereochemical problems".
255: 138: 107: 360: 306: 297: 280: 352: 23: 281:"Basic terminology of stereochemistry (IUPAC Recommendations 1996)" 193: 185: 16:
Method of representing the conformation of a single molecular bond
91:. This type of representation clearly illustrates the specific 118:
from an oblique angle, or a wedge-and-dash style, such as a
102:, who introduced it in 1952 as a partial replacement for 106:, which are unable to represent conformations and thus 110:
properly. This diagram style is an alternative to a
122:. These other styles can indicate the bonding and 98:This projection is named after American chemist 375:Record. Chem. Progr. (Kresge-Hooker Sci. Lib.) 129:A Newman projection can also be used to study 8: 296: 126:, but not as much conformational detail. 95:between the proximal and distal atoms. 239: 249: 247: 245: 243: 7: 394: 392: 390: 326: 324: 14: 26:in syn-clinal (-sc) conformation 161: 154: 147: 87:, while the back atom is called 45: 38: 31: 254:Valqui, Melissa (2021-07-26). 1: 333:Journal of Chemical Education 175: 172: 169: 63: 58: 53: 400:"3.4.1. Newman Projections" 449: 285:Pure and Applied Chemistry 21: 298:10.1351/pac199668122193 279:Moss, GP (1996-01-01). 200: 191: 197: 189: 100:Melvin Spencer Newman 404:Chemistry LibreTexts 256:"Newman Projections" 170:Bond-line structure 345:1955JChEd..32..344N 112:sawhorse projection 104:Fischer projections 223:Fischer projection 218:Haworth projection 201: 192: 173:Newman projection 135:chair conformation 116:carbon–carbon bond 353:10.1021/ed032p344 291:(12): 2193–2222. 180: 179: 72:Newman projection 68: 67: 438: 415: 414: 412: 411: 396: 385: 371: 365: 364: 328: 319: 318: 300: 276: 270: 269: 267: 266: 251: 228:Natta projection 165: 158: 151: 144: 143: 131:cyclic molecules 120:Natta projection 114:, which views a 49: 42: 35: 19: 18: 448: 447: 441: 440: 439: 437: 436: 435: 431:Stereochemistry 421: 420: 419: 418: 409: 407: 398: 397: 388: 372: 368: 330: 329: 322: 278: 277: 273: 264: 262: 253: 252: 241: 236: 214: 124:stereochemistry 60: 55: 17: 12: 11: 5: 446: 445: 442: 434: 433: 423: 422: 417: 416: 386: 366: 320: 271: 238: 237: 235: 232: 231: 230: 225: 220: 213: 210: 178: 177: 174: 171: 167: 166: 159: 152: 133:, such as the 93:dihedral angle 66: 65: 62: 57: 51: 50: 43: 36: 28: 27: 15: 13: 10: 9: 6: 4: 3: 2: 444: 443: 432: 429: 428: 426: 405: 401: 395: 393: 391: 387: 384: 380: 378: 370: 367: 362: 358: 354: 350: 346: 342: 338: 334: 327: 325: 321: 316: 312: 308: 304: 299: 294: 290: 286: 282: 275: 272: 261: 257: 250: 248: 246: 244: 240: 233: 229: 226: 224: 221: 219: 216: 215: 211: 209: 205: 196: 188: 184: 176:3D structure 168: 164: 160: 157: 153: 150: 146: 145: 142: 140: 136: 132: 127: 125: 121: 117: 113: 109: 105: 101: 96: 94: 90: 86: 82: 81:chemical bond 78: 73: 64:3D structure 52: 48: 44: 41: 37: 34: 30: 29: 25: 20: 408:. Retrieved 406:. 2015-06-16 403: 382: 376: 374: 373:Newman, MS. 369: 336: 332: 288: 284: 274: 263:. Retrieved 259: 206: 202: 181: 128: 97: 88: 84: 77:conformation 71: 69: 22:Molecule of 139:cyclohexane 61:projection 56:projection 410:2022-11-18 339:(7): 344. 265:2022-11-18 234:References 108:conformers 361:0021-9584 307:1365-3075 425:Category 315:98272391 260:ChemTalk 212:See also 199:account. 85:proximal 54:Sawhorse 341:Bibcode 359:  313:  305:  89:distal 59:Newman 24:butane 383:, 111 311:S2CID 79:of a 377:1952 357:ISSN 303:ISSN 349:doi 293:doi 137:of 427:: 402:. 389:^ 381:13 355:. 347:. 337:32 335:. 323:^ 309:. 301:. 289:68 287:. 283:. 258:. 242:^ 141:: 70:A 413:. 379:, 363:. 351:: 343:: 317:. 295:: 268:.

Index

butane



conformation
chemical bond
dihedral angle
Melvin Spencer Newman
Fischer projections
conformers
sawhorse projection
carbon–carbon bond
Natta projection
stereochemistry
cyclic molecules
chair conformation
cyclohexane





Haworth projection
Fischer projection
Natta projection




"Newman Projections"

Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.

↑