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Solutions_Manual_for_Organic_Chemistry_6th_Ed 104

Solutions_Manual_for_Organic_Chemistry_6th_Ed 104 - 5-37...

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Unformatted text preview: 5-37 This problem is simIlar to 5¡36. (a) [CH¢ cH¢ CH¢ c£¢ H * Br £ * Br Br * H H * Br 2 ¤ ¤ H 3 Br Br H ¥ Br Br H H * Br H * Br H * Br Br * H 4 R ¦ ScH¢ '-cH¢ CH¢ '-c£¢ A diastereomers B C enantiomers D meso meso §hiral ¨©ªral (b) 2¤,4R 2¤,4R 2R,4R 2¤,4¤ equivalent eqUivalent to 2R,4¤ to «¦,4¤ The ¨onfiguration of §arbon¬3 ªn A And B §an be assigned a§¨ording the ­le des¨®¯ed above in the solution to problem 5°36: c±3 in A is ¤, and C²3 in B is R³ (§) ´¨§ording to the µ¶´c desªgnation des§ribed ªn text ·e§tion ¸²2B, a §©iralªty ¨enter ªs "any Atom ©old¹ng a set oF ligands in a spatªal aºrangement w©i§h is not sUpe»mposable on ªts mªrror ªmage¼½ ´n asyMmet®§ §arbon mUst have ¾oUr d¿fferent groÀps on it, bUt in A and B, c°3 ©as two groÁps t©at are identi§al (ex§ept for their stereo¨hemistrY) C¬3 holds its groUps in a spatªal arraNgemeNt t©at ªs supeºimposable on its úror iÄage, so it is not A ¨hirality ¨enterÅ But ªt ªs stereogenª¨Æ in st­¨ture...
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