test 302-2s08 - solutions

test 302-2s08 - solutions - Name: _Solutions_ Lecture Time...

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Name: _____ Solutions __________________ Lecture Time 8:00 9:00 Chemistry 302 Test 2 – February 19, 2009 (101 pts.) 1. Name the following. (4 pts. each) (a) (b) O O O O OH 2H,3H,4H-3-ethoxymethyloxin 4-cyclopropoxy-1-methoxy-2-butanol Ring Size 3 4 5 6 Heteroatom Prefix Suffix Saturated O Ox irane etane olane ane Partially Unsaturated O Ox --- etene * olene * in ** Fully Unsaturated (max. number of conjugated double bonds) O Ox irene ete ole in ** * numbers used to indicate position of double bond ** positions of saturation are indicated by a number followed by H, e.g., 3H,4H ---- suffix. It is customary to give the indicated positions the lowest number. 2. Synthesize the compound below from any compound(s) having four carbons or less. (12 pts.) O O H 3 C
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O O 1) CH 3 MgBr 2) H 3 O + Br Br hv O HO H 3 C Br [KOH] O MCPBA O O O O H 3 C PCC 3. Give the structures of the intermediates A through I in the following synthesis. [14-39]
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test 302-2s08 - solutions - Name: _Solutions_ Lecture Time...

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