Question

Jill, an undergraduate student, carried out the following experiment. Read the procedure she followed and answer the questions below to help her understand and complete analysis of the results Place 2.0g of powdered maleic anhydride in a 50-ml Erlenmeyer flask. Add 5 mL of dry ethyl acetate to partially dissolve the anhydride. Warm The flask using a sand bath until all the solid has dissolved. Add 5 ml of dry hexanes to the solution and cool the solution in an ice bath. Slowly add 2.0 mL of freshly distilled cyclopentadiene and swirl to mix. The solution will become warm. Soon a white solid will begin to precipitate. Cool the mixture in an ice bath and allow to stand undisturbed. Collect the solid product by vacuum filtration and allow to air dry. (1) Write the balanced equation for the reaction including the structures of the reactants and products (2) Identify the reaction, reaction conditions, solvent for the reaction, catalyst, if any (3) How is the reaction product isolated? (4) How much product can be expected form the reaction? (5) Suggest a method to purify the product (6) How is the product structurally different (functional groups) than the reactants? (7) Suggest a method to determine the identity of the product (8) Suggest a method to determine the purity of the product

Answer 1

Q-1. Write' the balanced eguation for the reaction - including the structures of the reactants and presducts. Ans > Diels - Alder reaction Cyclopentadiene + maleic anhydride. → cis-Norbornene- 5,6-endo-dicarboxylic anhydride Ca Hop. + C4H2O3 → Cq H8 0:3 cp MA product. and Cyclopentadiene maleia anhydride eis-s-Norbornene ..exo endo.-2,3-diecéboxylic = anhydride. Theiretically, two adducts of products are possible ... designated no endo and exo This is because although the hydrogens of the maleu anhydride must be cis in the product there are two posible arrangements · where this is toll, the actual product formed must be the endo produt endo is less stable one, but is formed because it is the kinetic product. There is also bonding interact between carbonyl groups of the maleic anhydre the developing a bond at the back of the deene. naluc anhydride; and

Que Ans - identify the reaction, reactien condition, soluents, Satuents for the reaction, catalyst if any this is the diets Alder Reaction. Reaction condition & Soluent are shown 1 below. i Ddry Eto Ac An 1 2) dry Hexane maleic 30°C Temp o Jende additon cendol Cyclopentadiene anhydride of Ep. soroduct Etorc = Ethyl acetate Cp - Cyclopentacione Q.3) How is the reaction product isolated.? Ares product isolated by fittration System. by configuring a Buchner funnel lined with filter paper. After transfering all of the white Solid the content wash wash with cold Ethyl acetate. to remoue impurity & dry it for 10 min. an How much product can be expected from the Reaction Ans Around 70% woald is expected. In grams it will come around 2.35 gm.yield.

unel lined with filter paper Q.5 Suggest method to purify product. Anst product is the white Solid which we a 2 fulter through Buchner funnel lined with to f wash with cold ethyl acetate all empurity cus 1. Wash out & we will get pure product ! If needed ule can do 'slumin chromatogzapray. P.6) How is the dropuct different from Beactant. in view of functional group. - all functional group are same only two rebond is converted to two sigma bond 0:7) Buggest method for identity of product. Ans> Meassure the melting point and compaire et to literon literature Value, melting point for dendo produit je toh-1652 g for "exo product et is 140-15'sa 1.8) suggest mothod for purity of product. Ans IR and In NMR spectra can tell about of product. for 1 H NMR only three different s ved for eight Hidrogen atom, as was expecte for the product. tell about purity. a different Signals

Que Ans - identify the reaction, reactien condition, soluents, Satuents for the reaction, catalyst if any this is the diets Alder Reaction. Reaction condition & Soluent are shown 1 below. i Ddry Eto Ac An 1 2) dry Hexane maleic 30°C Temp o Jende additon cendol Cyclopentadiene anhydride of Ep. soroduct Etorc = Ethyl acetate Cp - Cyclopentacione Q.3) How is the reaction product isolated.? Ares product isolated by fittration System. by configuring a Buchner funnel lined with filter paper. After transfering all of the white Solid the content wash wash with cold Ethyl acetate. to remoue impurity & dry it for 10 min. an How much product can be expected from the Reaction Ans Around 70% woald is expected. In grams it will come around 2.35 gm.yield.

unel lined with filter paper Q.5 Suggest method to purify product. Anst product is the white Solid which we a 2 fulter through Buchner funnel lined with to f wash with cold ethyl acetate all empurity cus 1. Wash out & we will get pure product ! If needed ule can do 'slumin chromatogzapray. P.6) How is the dropuct different from Beactant. in view of functional group. - all functional group are same only two rebond is converted to two sigma bond 0:7) Buggest method for identity of product. Ans> Meassure the melting point and compaire et to literon literature Value, melting point for dendo produit je toh-1652 g for "exo product et is 140-15'sa 1.8) suggest mothod for purity of product. Ans IR and In NMR spectra can tell about of product. for 1 H NMR only three different s ved for eight Hidrogen atom, as was expecte for the product. tell about purity. a different Signals

Q-1. Write' the balanced eguation for the reaction - including the structures of the reactants and presducts. Ans > Diels - Alder reaction Cyclopentadiene + maleic anhydride. → cis-Norbornene- 5,6-endo-dicarboxylic anhydride Ca Hop. + C4H2O3 → Cq H8 0:3 cp MA product. and Cyclopentadiene maleia anhydride eis-s-Norbornene ..exo endo.-2,3-diecéboxylic = anhydride. Theiretically, two adducts of products are possible ... designated no endo and exo This is because although the hydrogens of the maleu anhydride must be cis in the product there are two posible arrangements · where this is toll, the actual product formed must be the endo produt endo is less stable one, but is formed because it is the kinetic product. There is also bonding interact between carbonyl groups of the maleic anhydre the developing a bond at the back of the deene. naluc anhydride; and