Solutions_Manual_for_Organic_Chemistry_6th_Ed 189

Solutions_Manual_for_Organic_Chemistry_6th_Ed 189 - 8 -57...

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Unformatted text preview: 8 -57 continued t Markovnikov , ,'/ , , , - .. , , anti-Markovnikov r eaction -- It is the anti-Markovnikov product that is the kinetic product, not the thermodynamic product; the anti­ Markovnikov product is obtai ned since its rate-determining step has the lower activation energy. 8 - 58 Recall these facts about ozonolysis: each alkene c leaved by ozone produces two carbony l groups; a n alkene i n a chain produces t w o separate products; a n alkene i n a ring produces one product in which the two c arbonyls are connected. (a) O 0 GS H 0 + CH2=O (b) + O � H o 0 H 8 -59 (a) ¢ CH3C0 3H H2 O CHO ( d) H 0 CHO CY .. (b) 0 (or cold, dilute KMn04) cis + syn (cis d ouble bond plus s yn stereochemistry of addition) O U OH OH CH 3 'OH OH trans + anti (trans double bond plus a nti stereochemistry of addition) 182 ...
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This note was uploaded on 02/27/2010 for the course CHEM 140 taught by Professor Wade during the Spring '10 term at Whitman.

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