The structure and mechanism for formation of lithium acetylide has to be given. Concept introduction: Mechanism of the reaction is the step-by-step description of the process by which reactants are changed into products. Curved arrows show the bonds that are formed and the bonds that are broken in a reaction.

Question

Experiment: Each team will be provided with 5g of a mixture of acetanilide and salicylic acid. You will divide it into three 1.5 g portions in separate 125 mL Erlenmeyer flasks savıng some for melting point analysis. Dissolve the mixture in each flask in ~60mL of DI water by heating to boiling on a hotplate. Take the flasks off the hotplate once you have a clear solution and let them stand on the bench top for 5 mins and then allow them to cool as described below. Sample A-Let the first sample cool slowly to room temperature by letting it stand on your lab bench, with occasional stirring to promote crystallization. Sample B-Cool the second sample 1n a tap-water bath to 10-15 °C Sample C-Cool the third sample in an ice-bath to 0-2 °C Results: weight after recrystalization and melting point temp. A=0.624g,102-115° B=0.765g, 80-105° C=1.135g, 77-108 What is the percent yield of A,B, and C.

Answer 1

Question

Chapter 9.3, Problem 6ATS

(a)

Interpretation Introduction

Interpretation:

The structure and mechanism for formation of lithium acetylide has to be given.

Concept introduction:

Mechanism of the reaction is the step-by-step description of the process by which reactants are changed into products.

Curved arrows show the bonds that are formed and the bonds that are broken in a reaction.

(b)

Interpretation Introduction

Interpretation:

The deprotonation of acetylene can be done or not by given bases has to be determined.

Concept Introduction:

Acidity of terminal alkynes:

Acidity of alkynes depends on pKa of it. Increase in pKa value, decreases acidity of alkynes and vice-versa. During deprotonation of alkynes, if the base added is stronger than it results in formation of weaker base and favors the equilibrium. But the added base produces stronger base, then the acid is weaker acid.

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Experiment: Each team will be provided with 5g of a mixture of acetanilide and salicylic acid. You will divide it into three 1.5 g portions in separate 125 mL Erlenmeyer flasks savıng some for melting point analysis. Dissolve the mixture in each flask in ~60mL of DI water by heating to boiling on a hotplate. Take the flasks off the hotplate once you have a clear solution and let them stand on the bench top for 5 mins and then allow them to cool as described below. Sample A-Let the first sample cool slowly to room temperature by letting it stand on your lab bench, with occasional stirring to promote crystallization. Sample B-Cool the second sample 1n a tap-water bath to 10-15 °C Sample C-Cool the third sample in an ice-bath to 0-2 °C Results: weight after recrystalization and melting point temp. A=0.624g,102-115° B=0.765g, 80-105° C=1.135g, 77-108 What is the percent yield of A,B, and C.

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