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- Synthesize the following compound from benzonitrile (C6H5CN): Please don't provide hand written solution...Treatment of 1,3,6-cyclononatriene (Compound 1), or its dimethyl derivative (Compound 2), with potassium amide (KNH₂) in liquid ammonia results in the formation of anion 1a or 2a, respectively (J. Am. Chem. Soc. 1973, 95, 3437-3438): 9 15.85a 2 6 3 4 5 Compound 1 (R=H) Compound 2 (R=CH3) * You answer is incorrect. KNH₂ KNH₂ 1a (anion) 2a (anion) Of the following, which is NOT one of the four resonance structures of 1a?Detailed mechanism of reaction of compound 5 with phosphorous tribromide to give compound 3
- nswer all parts of this question. 3 CH3I NaOH solution NH2 [7] (11) (i) AGOH (replaces I with "OH) (ii) 180 °C [8] (14) (12) (13) 95% 5% Provide a detailed mechanism to account for the formation of the product (11) in reaction [7]. You may omit the reaction with the third equivalent methyl iodide (as it is a repeat).Which of the following will decolorize potassium permanganate solution at room temperature? A) 1-hexyne B) 2-bromobutane c) chlorobenzene D 1-propanol10) Provide the missing products. (CH3)3CCH₂C1, AIC13 KM₂04, 820, NaOH 2) acid work up
- (ii) Suggest a mechanism for the following transformation: OMe H3C. + .H CH3 CH3 NaOH; EtOH / H₂O OMe Kap CH3 CH37. Answer ALL parts of this question. (a) Answer BOTH parts of this question Reaction of the carboxylic acid below (Scheme Q7(a)) with bromine in the presence of dibenzoylperoxide gives rise to an unstable compound A (CSH&BR2O2) that gives a stable compound B on treatment with a base. The stable compound has IR peaks at 1735 and 1645 cm and NMR peaks at &H (ppm) 6.18 (1H, s), 5.00 (2H, s) and 4.18 (2H, s). Br. Base (PhCO, Scheme Q7(a) (1) What is the structure of the unstable compound A? (i) Show the mechanisms for the two steps in the reaction (b) Answer BOTH parts of this question Tetraphenylporhyrin (TPP) is a singlet sensitiser that reacts with oxygen and can engage in pericyclic reactions (Scheme Q7(b). OH O. TPP hv Scheme Q7(b) (i) Explain the difference between a singlet and a triplet state. (ii) Show the mechanism for the reaction shown in Scheme 07(b) (ii) Consider the below reaction (figure Q7(c)), Show the structure of the product (C) anc the mechanism Scheme Q7 (b)How does bromobenzene react differently from benzyl chloride under SN1 and SN2 conditions, and why?
- A student was given from the list of the conmpounds below A, B and D blindly and asked to identify them all. He treated each of them with Brady's reagent (2,4-ditrophenylhydrazine) and isolated a bright yellow compound for one of them, but the other two gave false negatives. The student reasoned that the false negatives may be due to sterics and, on further thinking, it dawned on him that he might be able to rule out one of the false negatives with the haloform test. What compound did he find compatible with the haloform test? That compound did indeed give a false negative in the Brady test. Which of the other two was positive in the Brady test? A = haloform B = Brady A = haloform D = Brady B = haloform A = Brady B = haloform D = Brady D = haloform A = Brady D = haloform B = BradyHow would you account for the following :(a) Electrophilic susbstitution in case of aromatic amines takes place more readily than benzene.(b) Ethanamide is a weaker base than ethanamine.Q4. Stabilized enolates and their surrogates. (a) Complete the following FOUR reaction schemes by drawing structures for the relevant stabilized enol, enolate or surrogate intermediates (A to D), and for the eventual organic products (E to H). (i) (ii) (iii) (iv) EtO CHO Me,SICI, Et N NaOEt EtOH HCO₂Et, NaOEt EtOH (i) t-BuNH, molecular sieves (ii) LDA A B C D MeBr, TICI 1. NaH 2. Mel 1. NaH 2. RBr 1. Me,SICI 2. RCHO, CsF E F G H