2. Consider the following diagram: Br Он Suggest a suitable reagent(s) and intermediate to prepare the following carboxylic acid through a. Carboxylation of Grignard reagent b. Hydrolysis of cyanohydrin 3. Arrange the following pairs of compounds in order of increasing reactivity with a nucleophile. Explain your answers. a. and and NH2 CI b.

2. Consider the following diagram: Br Он Suggest a suitable reagent(s) and intermediate to prepare the following carboxylic acid through a. Carboxylation of Grignard reagent b. Hydrolysis of cyanohydrin 3. Arrange the following pairs of compounds in order of increasing reactivity with a nucleophile. Explain your answers. a. and and NH2 CI b.

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter20: Acidity And Pka Of Phenols

Section: Chapter Questions

Problem 11E

See similar textbooks

Similar questions

a) Write a description of the compounds involved in the synthesis (functional groups, specific features). b) Describe the steps involved in the synthesis and the role of each step. Each step should clearly indicate the reagent used, the stereochemistry involved in the reaction and its importance or relevance to the multistep synthesis.
a. Give at least three characteristics of dichloromethane that makes it a good extracting solvent for the alkaloid.b. Why is it necessary to remove a stopper from a separatory funnel when the liquid is being drained from it through a stopcock?c. What are emulsions? Why do they form during extractions? How is the formation of an emulsion minimized? How are emulsions removed?
write the reaction of the action of methyl-2, bromo-2-propane with hot KOH solution. a) Name the formed product b) Explain why the reaction takes place according to the SNI mechanism
a) Put these three common types of carbonyl compound in order of decreasing reactivity ester amide acid chloride b) For the least reactive, show the interconversion to its other resonance form: How does this electron delocalisation make it stable? c) For the most reactive, draw the mechanism of its undergoing hydrolysis (reaction with H2O): Why makes this type of carbonyl so reactive to nucleophiles?
consider the route to the Tafenoquine with respect to green chemistry priniciples what are the two instances of reaction conditions which are potentially unsuitable for further process development?
Please propose a synthesis of the target molecule using as many steps or reagents and answer these questions. 1. Why use chemoselectivity as the functional group and not another? 2. Why regioselectivity? 3. Why stereoselectivity? 4. What are the changes in the oxidation state?
In a few sentences, briefly explain the difference between acid catalyzed and base promoted enolation of aldehydes and ketones.
1. A student chemist in an attempt to synthesise compound B from the aromatic aldehyde. Use the flow equation to answer I and II .Image attached below I)Predict the chemical name of compound B II)What is the reaction name for the chemical transformation of A to B
a) When prepping a Grignard reagent, iodine is usually added. Explain the importance of the amount of iodine added. Why is it not good to add a large quantity of iodine ? b) For the synthesise of triphenylmethanol, grignard reagent (phenylmagnesium bromide) is reacted with methyl benzoate. Explain why does the colour of the solution change from red to orange to yellow? c) What is the by-product of synthesis of triphenylmethanol?
2) Another method for the above reaction starts with 4-aminophenol hydrochloride (the conjugate acid of 4-aminophenol). The treatment of this the hydrochloride salt with sodium ethanoate (acetate) buffer produces 4-aminophenol which is then able to react with ethanoic anhydride as per our method. i. Why is 4-aminophenol hydrochloride not suitable for direct reaction with ethanoic anhydride? ii. Draw a mechanism (i.e. curly arrows) showing the deprotonation of 4-aminophenol hydrochloride by sodium ethanoate to form 4-aminophenol (the free base).
Why do you wash the dichloromethane solution of your reductive amination product with sodium bicarbonate, rather than dilute aqueous HCl? a) Sodium bicarbonate is a good method of removing aldehydes from organic solvent.b) The amine product will be protonated by acid and remain in the aqueous layer as a salt.c) Sodium bicarbonate transfers the amine starting material into the aqueous layer.d) Sodium bicarbonate reacts with leftover NaBH(OAc)3 and removes it from the mixture.
1. Put these three common types of carbonyl compound in order of decreasing reactivity ester amide acid chloride 2. For the least reactive, show the interconversion to its other resonance form: How does this electron delocalisation make it stable? 3. For the most reactive, draw the mechanism of its undergoing hydrolysis (reaction with H2O): Why makes this type of carbonyl so reactive to nucleophiles?