Part I1 Part 1 (45) Answer numeral a deduction product structure in each box wil
ID: 636565 • Letter: P
Question
Part I1 Part 1 (45) Answer numeral a deduction product structure in each box will earn you a 3 pt bous at least 9 of the following 15 questions Write t e to the question on the front page. You may answer estra questions he capital letner corresponding to your choice to the right of the but extra incorrect amewers will be subjec so t ranking of problems marked with am will can you a 5 point boras. Use> or correctly A correet I: Which compound is the most r eactive with respect to reaction with Naisll? Hammets o values are provided in parenhreses for H (B) 0.79) (1.7) 61.70) 2. Which of the following reagents will not be useful in the synthesis of an epoxide in a single step? 0s04(cat 3. Which substance will have the lowest frequency C-O stretch? 4. Which compound will have the following proton NMR spectrum? OH oc(D) 5. Which compound will not undergo reaction with NaBH? d is the most reactive towards cyanohydrin formation? The relevant Hammett ? values are provided in parentheses for each substituent (C) MeO MeO (0.12) (-0.27) (0.66) (0.06) you a regtures of a molecaie ineluding onnectivity, without destroying the molecule? ) MS (D) NMR (B) IR (C) UV-VisExplanation / Answer
1. D
as both C and D has same sigma values but C is aldehyde where as D is ketone and reactivity of ketone is higher
2. C
3 B
as as the ring size decreases C=O strect. frequency also decreases except is three membered ring which has higher even from six membered ring
4 D
as shown in spectra 5 proton have same siganl which are of benzene ring the 2 proton attached to benzene that is CH2 group then 2 proton of one more CH2 group present in the D and one for OH proton
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