By Bettelheim, Brown, March.

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Extra resources for Instructors Manual to Introduction to General, Organic & Biochem. 6ed. and Introduction to Organic & Biochem. 4ed. (Harcourt Inc., 2001)

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1 �R S�N-C H3 1 5 . 1 4 The atom of highest priority on each stereocenter is shown along with its configuration. 0 0 H''' _ . CH3 � II 41 Solutions - for 1M Chapter 1 5 Chirality 1 5 . 1 6 Each stereocenter is labeled with an asterisk and the number of possible stereoisomers shown below the formula. CH3 p-ty H:OOi HO a-t 4 * (a) 2 * 2 (b) = � 2 - croH :fi-cco-t 4 H:rOi ccx:1-i - 2 2 = (f) (DOi ( h) 1 5 . 1 8 A racemic mixture is an equal mixture of enantiomers. It will not rotate the plane of polarized light.

An acetal contains a carbon atom bonded to two -OR groups, where R may be alkyl or aryl. 26 Following are structural formulas for the products of each hydrolysis. 28 For (a) and (c), there is only one enol form. For (b) and (d), there are two enol forms. 30 Aldehydes are oxidized by these reagent to carboxylic acids. Ketones are not oxidized under these conditions. Secondary alcohols are oxidized to ketones. 32 Treat each with Tollens' reagent. Only pentanal will give a silver mirror. 34 Reduction adds one hydrogen to the carbonyl carbon and another to the carbonyl oxygen.

42 Reagents for each conversion are shown along the reaction arrows. f? (a) CsHsCCH 2 CH3 (b) H2 /M etal •

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