Daood Tanvir Gill (20-11214)

Experiment # 2

Preparation of Benzoyl Glycine (Synthesis of an Amide)

Materials Required
Sr. no Conical Flask Sr. no. 10% NaOH solution
1. 2.
3. Distilled Water 4. Glycine

5. Benzoyl Chloride Beaker

6.
7. Crushed Ice 8. Concentrated Hydrochloric Acid

9. Weighing Balance 10. Pipette

11. Pipette Sucker 12. Dropper

13. Filter Paper 14. Buchner Funnel

Procedure
1. In a conical flask, 8 ml of 10% of NaOH solution.

2. Dissolve 1.5 g of glycine in the flask.

3. Add 1.5 ml of Benzoyl Chloride.

4. Shake the flask well for 5 minutes.

5. Add sufficient crushed ice, followed by concentrated HCl which is added in excess,
dropwise
6. Precipitation will occur.

7. Filter under suction.

8. Dry and weigh

Chem 361 Lab Report Page 1

 Daood Tanvir Gill (20-11214)

Calculation

Here limiting reagent is glycine; hence yield should be calculated from its amount.

Molecular formula of glycine = C2H5NO2

Molecular formula of benzoyl glycine = C9H9NO3

Molecular weight of glycine = 75 g / mole

Molecular weight of benzoyl glycine = 179 g / mole

Theoretical Yeild

75 g of glycine forms 179 g of benzoyl glycine

Therefore, 1.5 g of glycine will form x grams of benzoyl glycine

X= ( 179 x 1.5 ) / 75 = 3.58 g

Chem 361 Lab Report Page 2

 Daood Tanvir Gill (20-11214)

Practical Yeild = 2.43 g

% Yeild = (Practical Yeild) / (Theoretical Yeild) x 100

= (2.43 / 3.58) x 100

= 67.87 %

Application

Hippuric Acid is an acyl glycine produced by the conjugation of benzoic

acid and glycine, found as a normal component in urine as a metabolite of
aromatic compounds from food. Increased urine hippuric acid content may
have antibacterial effects.

Hippuric acid can be used to study cell biology, chemical biology, bioactive
small molecules, amino acid derivatives, peptide synthesis, chemical
synthesis and nutrition. Hippuric acid has been used to inform the
metabolism and urinary excretion of procyanidins.

Safety Precautions

- Wear a lab coat

- Wear face mask as there might be toxic or irritating fumes around
- Wear gloves chemicals might be corrosive as they cause harm to our
skin.

Chem 361 Lab Report Page 3