Organic chemistry exam 2024 St. john's university, Exams of Chemistry

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1. How many signals are present in the proton magnetic resonance epectrurn of the compound shown below? “on iw? ms Oe ws OE 2. In theory, what order should the following steps be carned out to best obtain m-nitropheno! from benzene? NO; (I) NaOlt followed by HO" GY Ch, AIC (I HINOY, H SO, On (IV) Separation of fsomer Benzene m-Nitrophenol (Av, WV, Tt (B) WA 1, Ht, IV (Cy AN, Wh TA (D) A, TH, IV (no step HCE) I, Hino step WN) E 3. Amalonic ester synthesis (shown below) using bromocthane and V-bromobutane as alkylating agents would give which carboxylic acid as the fival product OY CUCM ‘ Pocinen, — Woctkey Wo. 9 Cth . a a | Hy eIerBr | WCUYCH Hr Meat ( 4 07 “occu (A) 2-ethylbutanoic acid (B) 2-cthylpentanoic acid (C) I-ethylbutanoie acid E (D) t-ethylpentanoie acid (E) 2-ethythexanoic acid be} CamScanner