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Poison organic chemical compounds

This experiment aims to identify an unknown substance which was found to be insoluble in water, 5 % HCl and 5% NaOH. Due to this specific nature of the compound, it was inferred that it could be a compound having a much higher molecular weight than alcohol, ester, aldehydes or ketone. The unknown substance was inert to acetyl chloride and it was thus inferred that the material is not an alcohol. It was thus inferred because alcohols easily react with acetyl chloride to produce heat and HCl. However in this experiment, no such reactions happened.

The substance was made to react with chromic anhydride in order to test whether the unknown substance is aldehydes or not. Aldehydes are easily oxidized by common oxidizing agents and on oxidation chromic anhydride become carboxylic acid. In this experiment, the unknown substance was not oxidized by chromic anhydride. One of ketone derivative, 2-butanone also was not oxidized by chromic anhydride. On the other hand, one of aldehydes derivative, N-butyraldehyde was oxidized by chromic anhydride, as a result of this reaction the color of the mixture was turned to green.

From this finding, the unknown substance was narrowed down to one of ketone. Ketones have a number of derivatives. To find out the exact compound, the substance was tested with 2, 4-dinitrophenyhrdrazien (DNP) in order to know which kind of ketone it is. Ketone react with DNP to produce precipitate which is insoluble in water. The substance thus finally inferred to be saturated ketone because it reacted with DNP to produce a yellow precipitate. The boiling point of substance (176?

C) was close to three possible ketone derivatives, 2,6-dimethyl-4-heptanone (Lit B. p1=168? C), 2-octanone (Lit1=173? C), and cyclohexyl methyl ketone (Lit1=180? C). The melting point of the substance was not clearly distinguished because it exceeded the temperate limit of thermometer we used. (Lit M. p1 = N/A) According to the melting points of 2,6 dimethyl-4-heptanone (92 ? C) and 2-octanone (58? C), which are relatively lower than the actual melting point (above 200? C), the substance was finally inferred to be cyclohexyl methyl ketone.

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