Can you find out why? Procedure To a 50 mL round-bottomed flask equipped with a stir bar add paraformaldehyde (0.30 g) and 95% formic acid (2 mL). Equip a condenser, stir the mixture, and heat gently using a heating mantle. After boiling for 5 min, add mesitylene (4 mL) from the top of the condenser. Reflux the mixture for 2 hours. Remove the heat and let the reaction cool to room temperature. Place the flask in an ice bath to promote crystal formation. Vacuum filter the crystals, you may need to use a spatula to break the big chunks. Rinse the flask with water (2 x 5 mL) to transfer all the solids. Wash the solids with sodium bicarbonate solution (5 mL) and then again with water (5 mL). Lastly, wash the crystals with ice-cold methanol (5 mL) to remove the unreacted mesitylene. Allow the solids to dry on your bench for 15 min. Obtain the mass and the melting point. bloid al Using a separatory funnel, separate the organic and aqueous layers and discard each in the appropriate waste container. Dimesitylmethane is a symmetric molecule and will give a simple and rather uninteresting 1H NMR. Your instructor will decide if you need to run an NMR or perform a civic engagement assignment. Substance Para- formaldehyde Formic Acid 95% Mesitylene Mass (g) MW (g/mol) Mmol 0.30 9.5 ml 4 ml Dimesityl- methane Theo. 2.52 30 46 120 252 10 250 29 10 Equivalent 1 1 1
Can you find out why? Procedure To a 50 mL round-bottomed flask equipped with a stir bar add paraformaldehyde (0.30 g) and 95% formic acid (2 mL). Equip a condenser, stir the mixture, and heat gently using a heating mantle. After boiling for 5 min, add mesitylene (4 mL) from the top of the condenser. Reflux the mixture for 2 hours. Remove the heat and let the reaction cool to room temperature. Place the flask in an ice bath to promote crystal formation. Vacuum filter the crystals, you may need to use a spatula to break the big chunks. Rinse the flask with water (2 x 5 mL) to transfer all the solids. Wash the solids with sodium bicarbonate solution (5 mL) and then again with water (5 mL). Lastly, wash the crystals with ice-cold methanol (5 mL) to remove the unreacted mesitylene. Allow the solids to dry on your bench for 15 min. Obtain the mass and the melting point. bloid al Using a separatory funnel, separate the organic and aqueous layers and discard each in the appropriate waste container. Dimesitylmethane is a symmetric molecule and will give a simple and rather uninteresting 1H NMR. Your instructor will decide if you need to run an NMR or perform a civic engagement assignment. Substance Para- formaldehyde Formic Acid 95% Mesitylene Mass (g) MW (g/mol) Mmol 0.30 9.5 ml 4 ml Dimesityl- methane Theo. 2.52 30 46 120 252 10 250 29 10 Equivalent 1 1 1
Transcribed Image Text:Can you find out why?
Procedure
To a 50 mL round-bottomed flask equipped with a stir bar add paraformaldehyde
(0.30 g) and 95% formic acid (2 mL). Equip a condenser, stir the mixture, and heat
gently using a heating mantle. After boiling for 5 min, add mesitylene (4 mL) from
the top of the condenser. Reflux the mixture for 2 hours.
Remove the heat and let the reaction cool to room temperature. Place the flask in an
ice bath to promote crystal formation. Vacuum filter the crystals, you may need to
use a spatula to break the big chunks. Rinse the flask with water (2 x 5 mL) to
transfer all the solids. Wash the solids with sodium bicarbonate solution (5 mL) and
then again with water (5 mL). Lastly, wash the crystals with ice-cold methanol (5
mL) to remove the unreacted mesitylene. Allow the solids to dry on your bench for
15 min. Obtain the mass and the melting point.
bloid al
Using a separatory funnel, separate the organic and aqueous layers and discard each
in the appropriate waste container.
Dimesitylmethane is a symmetric molecule and will give a simple and rather
uninteresting 1H NMR. Your instructor will decide if you need to run an NMR or
perform a civic engagement assignment.
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