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To examine whether the formation of the methyl ethers 11 was intermolecular or intramolecular in nature, the fragmentation reaction was carried out with substrate 7b under optimized conditions at two different molar concentrations. It was observed that with dilution the yield of 11b decreases (37% in 0.07 M to 19% in 0.027 M) with a consequent proportionate increase in the yield of 10b (53% to 67%), the overall yield remaining almost the same. These results are clearly indicative of an intermolecular reaction, mechanism.
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To examine whether the formation of the methyl ethers 11 was intermolecular or intramolecular in nature, the fragmentation reaction was carried out with substrate 7b under optimized conditions at two different molar concentrations. It was observed that with dilution the yield of 11b decreases (37% in 0.07 M to 19% in 0.027 M) with a consequent proportionate increase in the yield of 10b (53% to 67%), the overall yield remaining almost the same. These results are clearly indicative of an intermolecular reaction, mechanism.
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Decomposition of 7e or 7f took place in tightly stoppered RB flasks on prolonged storage at room, temperature. Slow decomposition was observed, from the gradual color change from white to reddish-brown, resulting in the formation, of MeBr together with the usual, products (i.e. 10e and. 11e, or 10f and 11f). Decomposition took place even in a refrigerator (5-10 °C), but the time required was much longer;
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a) Decomposition of 7e or 7f took place in tightly stoppered RB flasks on prolonged storage at room, temperature. Slow decomposition was observed, from the gradual color change from white to reddish-brown, resulting in the formation, of MeBr together with the usual, products (i.e. 10e and. 11e, or 10f and 11f). Decomposition took place even in a refrigerator (5-10 °C), but the time required was much longer;
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76
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1H NMR sample preparation.
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1H NMR sample preparation.
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77
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1H NMR spectrum of the reaction mixture and in order to facilitate easy detection of the ethyl ether product.
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1H NMR spectrum of the reaction mixture and in order to facilitate easy detection of the ethyl ether product.
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