I am trying to answer these questions 1. Draw resonance structures for vanillin and substituted carbocation.

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I am trying to answer these questions

1.

Draw resonance structures for vanillin and substituted carbocation.

a. Does vanillin contain ortho, para directing substituents or meta direction substituents,

or both?

b. Are these activating or deactivating substituents?

2.

Based on what you have learned in lecture (or read in your text book)

and your answers to question 1, draw the structure for your predicted product.

3.

Compare your melting point to the melting points provided for various possib

le products. Based on this evidence, what is your product most likely to be? Does your prediction match your evidence?

4.

Calculate percent yield for your reaction. Our final product weight was 0.065 g.

Lab Procedure was

1) Place 3.0 mL of glacial acetic acid, and a spin vane into a 5-mL conical vial

2) Add 0.23 g (1.5 mmol) of vanillin. Begin stirring the solution at room temperature.

3) Add 0.09 g of potassium bromate, followed by 0.30 mL of hydrobromic acid.

4) Stir the mixture 40 minutes.

5) Pour the mixture into 25 mL of water, add a stirring bar and stir for an additional 5 minutes.

6) Isolate the white solid obtained by vacuum filtration (Hirsh funnel.) 

7) Wash with 0.5 mL of ice cold water, and oven dry (do not use plastic) at 80°C for 10 minutes. Cool. Weigh. Record. If your mass has changed, dry again for 5 minutes and recheck mass. Dry until mass is stable.

8) Weigh the product and determine percent yield

9) Determine the melting point. 

 
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