Draw the mechanism for when tert-pentyl alcohol reacts with 3,5-dinitrobenzoyl chloride. Draw another mechanism for when tert-pentyl alcohol reacts with phenyl isocyanate please! 2 different mechanism total please!

EBK A SMALL SCALE APPROACH TO ORGANIC L
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Chapter80: Crystallization: Purification Of Solids
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Draw the mechanism for when tert-pentyl alcohol reacts with 3,5-dinitrobenzoyl chloride. Draw another mechanism for when tert-pentyl alcohol reacts with phenyl isocyanate please! 2 different mechanism total please!

3,5-Dinitrobenzoates
Gently boil 200 mg of 3,5-dinitrobenzoyl chloride and 50 mg of the
alcohol for 5 min. Cool the mixture, crush any solid that forms, and add
2 mL of 2% Na2CO3 solution. Continue to grind and stir the solid with the
sodium carbonate solution (to remove 3,5-dinitrobenzoic acid) for about
a minute, suction filter, and wash the crystals with cold water. Dissolve
the product in about 2.5-3 mL of hot ethanol, add water to the cloud
point, and allow
and allow crystallization to proceed. Wash the 3,5-
dinitrobenzoate with water-alcohol and let it dry until next time.
NO2
NO₂
BODOH-
CHPOTROH +
CICO
NO₂
RO
NO 2
Transcribed Image Text:3,5-Dinitrobenzoates Gently boil 200 mg of 3,5-dinitrobenzoyl chloride and 50 mg of the alcohol for 5 min. Cool the mixture, crush any solid that forms, and add 2 mL of 2% Na2CO3 solution. Continue to grind and stir the solid with the sodium carbonate solution (to remove 3,5-dinitrobenzoic acid) for about a minute, suction filter, and wash the crystals with cold water. Dissolve the product in about 2.5-3 mL of hot ethanol, add water to the cloud point, and allow and allow crystallization to proceed. Wash the 3,5- dinitrobenzoate with water-alcohol and let it dry until next time. NO2 NO₂ BODOH- CHPOTROH + CICO NO₂ RO NO 2
Phenylurethanes
Mix 100 mg of anhydrous alcohol and 100 mg of phenyl
isocyanate (or a-naphthylurethane), and heat on the
water bath for 5 min. Cool, add about 1 mL of ligroin,
heat to dissolve the product, perform hot gravity
filtration to remove the small amount of diphenylurea (if
present), and cool the filtrate in ice, with scratching to
induce crystallization. Collect the product by suction
filtration and wash the crystals with cold ligroin and let it
dry until next time.
ROH + O=C=N
0-4
RO
N
Transcribed Image Text:Phenylurethanes Mix 100 mg of anhydrous alcohol and 100 mg of phenyl isocyanate (or a-naphthylurethane), and heat on the water bath for 5 min. Cool, add about 1 mL of ligroin, heat to dissolve the product, perform hot gravity filtration to remove the small amount of diphenylurea (if present), and cool the filtrate in ice, with scratching to induce crystallization. Collect the product by suction filtration and wash the crystals with cold ligroin and let it dry until next time. ROH + O=C=N 0-4 RO N
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