This was the lab preformed. I only need to answer #7 Which is What effect would

Question

This was the lab preformed. I only need to answer #7 Which is What effect would the following factors have in the numerical value of the observed product ratio, fomepared sith what the value would be otherwise? Assume observed ratio of 2.0 A. 0.10 mole of each ammonium salt was used B. 0.05 mole of alcohols was used C. The reaction was not complete (some alcohol remained unreacted) D. Some of the alcohol was converted to alkene
Also during this experiment I didn't get an organic layer. What could have caused this? Did I heat it for too long?
Competitive Nucleophilic Bromide and Alcohols by Chloride e relative reactivities of two them to compete for a limited be determined amount second re- the corresponding alkyl halides from one of the compete to ion alcohos The of the two is inferred from relative amounts of the two alkyl halides formed. Procedure (Reference 1) our 25 mL of concentrated sulfuric acid over 30 grams Gutiously dice. Pour the resulting solution into a 100-mLboilingflask. To this, 669 (0.125 ammonium chloride and 12.24g (0.125 ammonium bromide. Fit the flask with a reflux condenser, and bring the solids into solution by swirling and warming the flask on the steam bath. Now add 0.10 mole of one of the isomeric butyl alcohols (Note and boil the mixture very gently for 15-30 minutes, depending on your estimate of the reactivity of the alcohol. Cool the reaction mixture in an ice bath, and transfer it to a separatory funnel Save the organic layer and wash it twice with 10 mL portions of cold concentrated sulfuric acid, once with 25 ml. of water, and once with aqueous sodium bicarbonate solution. Dry the organic phase over anhydrous calcium chloride. of Determine the ratio of alkyl bromide to alkyl chloride by one the following methods: l. Determination of the index of refraction (section 20.1), as suming a linear relation between the refractive index and molar composition of the sample (Note 2). assuming alin. 2. the (Section 19.1) composition of ear relation between the density and molar the sample (Note 2) column apor phase chromatography on a ratio of peak ar tions 15.7 and that the eas equals the molar ratio.

Explanation / Answer

7) The ratio of alkyl bromide to the alkyl chloride was observed to be 2, which implies that 0.05 mol of alcohol
   was used i.e) 0.01/2 = 0.05 mol. [Option B ]

Reasons for not getting organic layer:
(i)wrong estimation of the reactivity of alcohols due to which they did not react properly
(ii) ineffective separation (iii) Not cooling the solution before separating the layers

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