Name Pre-Lab Assignment Grignard Reaction 1. Draw your complete reaction, includ

Question

Name Pre-Lab Assignment Grignard Reaction 1. Draw your complete reaction, including the formation of the Grignard reagent and the reaction with the carbonyl compound. Below each reagent, write its molecular weight and density (if a liquid). Also write how much of each material you will use in mL (if liquid), grams, and moles. Also include the molecular weight and melting point of your final product. 2. How many moles of Grignard reagent are you synthesizing? What massof water could fully react with that amount of Grignard reagent? What volume of water would that be? 3. Step 11 of the procedure is called trituration and is used to extract any nonpolar impurities from your crude product (petroleum ether is a mixture of different isomers of pentanes, hexanes, and heptanes). Considering the possible side reactions that can occur, draw the structure of the likely non-polar side product that you are removing in this step?

Explanation / Answer

PhBr + Mg (Et2O) -------à PhMgBr

1) Phenyl magnesium bromide (Grignard reagent)

Preparation-

Ether (100ml, Molecular Weight: 74.123 g/mol, density713 g/cm³)         

Magnesium (Mg) turnings (74.6 g, 3.07 mol, Molecular Weight 24 g/mol)

Bromobenzene (9.23 mL, 13.76 g, 0.0 876 mol Molecular Weight: 157.01 g/mol, density 1.474 g/mL Melting point =30.8 °C

Phenyl magnesium bromide (Molecular Weight181.31, Density 1.134 g/mL, 0.0 876 mol, 15.882g)

Reaction with carbonyl compounds – It reacts with aldehydes and ketones to form alcohols PhMgBr + CH3COCH3 (acetone) -------àPh-C (CH3)2OH (tertiary alcohol)

PhMgBr + CH3CHO ---------à Ph-CH(CH3)OH (secondary alcohol)

2) 0.0 876 mol of Grignard reagent is synthesized.

PhMgBr + H2O -------àC6H6 + Mg(OH)Br

0.0 876 mol of water is required.

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