QUESTION: Provide a reasonable curved-arrow mechanism for the conversion of your starting material into product. Aldol Condensation Reaction of an Unknown C15H13CIO2 Procedure: Protocol for Synthesizing Unknown WHIM Identify the correct starting material for this reaction. FYI the acetophenone is incorporated into the product. In a 150 x 18 mm test tube containing a stir bar, dissolve 2 mmoles of benzaldehyde and 2 mmoles of acetophenone in 1 ml of 95% ethanol. Add 5 drops of 10% sodium hydroxide solution, stir the mixture until it becomes homogeneous and then let it stir at room temperature for another 20 min. Cool the mixture in an ice bath, collect the crystals in a Hirsch funnel and wash the crystals with a little ice-cold 95% ethanol. Recrystallize the solid from 95% ethanol. Dry the resulting crystals by pressing them between filter paper and by spreading them out on a watch glass. H -CH3 Proposed Structure of Starting Material: C-CH2-CH- -CI OH Proposed Structure of Product:

QUESTION: Provide a reasonable curved-arrow mechanism for the conversion of your starting material into product. Aldol Condensation Reaction of an Unknown C15H13CIO2 Procedure: Protocol for Synthesizing Unknown WHIM Identify the correct starting material for this reaction. FYI the acetophenone is incorporated into the product. In a 150 x 18 mm test tube containing a stir bar, dissolve 2 mmoles of benzaldehyde and 2 mmoles of acetophenone in 1 ml of 95% ethanol. Add 5 drops of 10% sodium hydroxide solution, stir the mixture until it becomes homogeneous and then let it stir at room temperature for another 20 min. Cool the mixture in an ice bath, collect the crystals in a Hirsch funnel and wash the crystals with a little ice-cold 95% ethanol. Recrystallize the solid from 95% ethanol. Dry the resulting crystals by pressing them between filter paper and by spreading them out on a watch glass. H -CH3 Proposed Structure of Starting Material: C-CH2-CH- -CI OH Proposed Structure of Product:

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter24: Carboxylic Acids & Derivatives

Section: Chapter Questions

Problem 9E

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