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Unformatted text preview: Chem 118 B W / 2011/ Sample Test -1 /Nambiar 1. Draw the structure of the expected organic product(s) formed in the following
reactions. Unless mentioned otherwise, you can assume that all reagents are present in
excess. If no reaction occurs, write "No Reaction". 1) CH3-CH=CH2 l. H+ / H20 / A J ,l :7 /€3
Clef; CHgONa 2) C6H5-CH=CH2 My 412%” 1.ROK 2. H20 3) C6H5 CH2 CHzBr 1.03 2.2n/CH3COOH Hy “t 4) CﬁHﬁ-CHT—"CHZ 1.KOH , v
5) RCHZCHgBr ’0/7‘ 2.H+/H20/A 1. HOH/Brz C, tﬁk’QH W 6) C6H5-CH=CH2 , g7 \ p/ ‘
2. NaOH 11. Show detailed mechanisms for the following reactions, showing the structure of the expected products.
R’ COOOH /O lll. Show h '
you wou‘d losw you would carry out the followmg transformations showing the reaoents
e in each step and the structure of the intermediate products formed a 1. R CH CH
2 20H _______. RCH(OCH3) CH3 J/ I; /b
R~Gl:@l/a ‘ fir/(3,93% 2. R CHZCHZCHBrCH3 R CH2CH2CH2CH20H .V/l, (gigéqmw 27
ll ~ (ill or eel/:66; 5) 17% MW .3 (El IV. Provide a systematic name or draw the structure as appropriate for the following compounds.
1. CH3CH2qH—CH=CH2 J- /L 15%— '1 'W ' OCH3 @‘CH2 CH3 1 — W (KEWQ
3. Cis—4-Chloro-2-pentene 6 .- H V a :7 H h) V. An unknown compound A (CloleONBr) has the proton NMR shown below. IR spectrum showed strong absorption bands at 1650 and 1700 cm'1 . Determine the
structure of the compound. ...
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