Weight of 5-mL conical vial weight of 5-mL concial vial and bromobanzene weight

Question

Weight of 5-mL conical vial weight of 5-mL concial vial and bromobanzene weight of trlphenylnethanol product Weight Of bromobenzene Theoretical yield of trlpheny1meathanol Percentage yield of triphenylnethanol (The product must be light in color for full credit.) Write equations for the reactions between: (a) bromobenzene and magnesium. (b) the product of (a) and benzophenone. (Include curved arrows to show electron movement.) (c) the product of (b) and acid. (a) Write an equation showing the most significant side reaction; name Its product. (b) How does temperature affect it? production? (c) What solvent separates this side product from the triphenylmethanol product? Why doesn't tripheny1methanol dissolve In It? (a) Why must the reaction mixture be protected from moisture? (b) Write on equation for the reaction between the Grignard reagent and water. (c) At what point in the synthesis is protection from moisture no longer needed.

Explanation / Answer

4. Weight of bromobenzene –

Given-

Weight of 5ml conical viol = 23.148g

Weight of 5ml conical viol and bromobenzene= 24.163g

Weight of bromobenzene = 24.163g - 23.146g = 1.015g

5. Calculate the theoretical yield of triphenylmethanol.

Weight of triphenylmethanol = 0.759g

The molar mass of Ph3COH is 260.3 g/mol.

So of moles Ph3COH = Weight of triphenylmethanol/ the molar mass triphenylmethanol

                                       = 0.759g /260.3 g/mol = 0.0029 moles

Theoretical yield=0.0029 mol PhCOH × 260.3 g Ph3COH/1mol PhCOH= 0.759 g Ph3COH

7- Equation for reaction between-

(a.) Bromobenzene and magnesium

C6H5Br + Mg ----- C6H5MgBr

(b) Phenylmagnesium bromide and benzophenone

(C6H5)2C=O + C6H5MgBr-------- (C6H5)3COMgBr

(c)Product of b and acid

(C6H5)3COMgBr + H+------ (C6H5)3COH + Mg2++ Br

8 (a)

In the process of producing triphenylmethanol, some side products have been produced at the same time such as biphenyl.

C6H5MgBr +C6H5Br ---------->(C6H5)2

(b)The ether layer was concentrated over a steam bath at 60-80 °C until the triphenylmethanol was formed.

(c) Petroleum ether is used in the experiment in order to let the biphenyl dissolved in it so that this side product can be removed via recrystallization. Due to the higher polarity of the triphenylmethanol compared to biphenyl, the triphenylmethanol dissolve easily in the polar methyl petroleum ether.

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