Chem210-1 F07 Ex3 p04a

Chem210-1 F07 Ex3 p04a - at the top of the page might be...

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5. As shown in the equation below, a mixture of lithium metal, the compound 4-octyne, and ethyl amine, gives a new product, compound 'B', which has the IR and mass spectrum presented below. C C CH 2 -CH 2 -CH 3 H 3 C-H 2 C-H 2 C Li CH 3 -CH 2 -NH 2 compound 'B' a) Provide a structure for compound 'B' (4 points) b) Indicate the reagents required for an alternate procedure to prepare compound 'B' from 4-octyne (4 points) c) Ethyl amine is a colorless liquid, with a density of 0.69 g/mL and a boiling point of 17 o C; it is infinitely soluble in water. Provide a reason why the procedure given in the equation
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Unformatted text preview: at the top of the page might be preferable to that in your answer to part (b). (3 points) C C H H 3 C-H 2 C-H 2 C H CH 2-CH 2-CH 3 Na; NH 3 (liquid)- you have to cool ammonia to about -40o C to liquify it, which is a slow and tedious process, as is maintaining the reaction mixture at that temperature- one would expect an organic substreate (like 4-octyne) to have better solubility in an organic material like ethylamine- liquid ammonia is highly concentrated as the liquid, which makes it more dangerous than it normally would be as a gaseous species...
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This note was uploaded on 02/28/2012 for the course CHEM 210-1 taught by Professor Trzupek during the Fall '08 term at Northwestern.

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