EBK ORGANIC CHEMISTRY
8th Edition
ISBN: 8220102744127
Author: Bruice
Publisher: PEARSON
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Question
Chapter 16.4, Problem 14P
Interpretation Introduction
Interpretation:
The prodcut obtained from the reaction of an ester with excess of acetylide ion followed by the addition of pyridinium chloride has to be identified.
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Chapter 16 Solutions
EBK ORGANIC CHEMISTRY
Ch. 16.1 - Give two names for each of the following:Ch. 16.1 - Prob. 2PCh. 16.1 - Name the following:Ch. 16.2 - Prob. 4PCh. 16.4 - What products are formed when the following...Ch. 16.4 - We saw on the previous page that...Ch. 16.4 - a. How many stereoisomers are obtained from the...Ch. 16.4 - Prob. 9PCh. 16.4 - Write the mechanism for the reaction of acetyl...Ch. 16.4 - Prob. 11P
Ch. 16.4 - Show how the following compounds can be...Ch. 16.4 - Prob. 13PCh. 16.4 - Prob. 14PCh. 16.4 - In the mechanism for cyanohydrin formation, why is...Ch. 16.4 - Prob. 16PCh. 16.4 - Prob. 17PCh. 16.4 - Show two ways to convert an alkyl halide into a...Ch. 16.5 - Prob. 20PCh. 16.5 - Prob. 21PCh. 16.5 - Prob. 22PCh. 16.5 - Prob. 23PCh. 16.6 - Prob. 24PCh. 16.7 - What reducing agents should be used to obtain the...Ch. 16.7 - Prob. 26PCh. 16.8 - Prob. 27PCh. 16.8 - Prob. 28PCh. 16.8 - Prob. 29PCh. 16.8 - The pKa of protonated acetone is about 7.5. and...Ch. 16.8 - Prob. 31PCh. 16.8 - Prob. 32PCh. 16.8 - Prob. 33PCh. 16.8 - Excess ammonia must be used when a primary amine...Ch. 16.8 - The compounds commonly known as amino acids are...Ch. 16.9 - Hydration of an aldehyde is also catalyzed by...Ch. 16.9 - Which ketone forms the most hydrate in an aqueous...Ch. 16.9 - When trichloroacetaldehyde is dissolved in water,...Ch. 16.9 - Which of the following are a. hermiacetals? b....Ch. 16.9 - Prob. 40PCh. 16.9 - Explain why an acetal can be isolated but most...Ch. 16.10 - Prob. 42PCh. 16.10 - Prob. 43PCh. 16.10 - What products would be formed from the proceedings...Ch. 16.10 - a. In a six-step synthesis, what is the yield of...Ch. 16.10 - Show how each of the following compounds could be...Ch. 16.12 - Prob. 47PCh. 16.13 - Prob. 49PCh. 16.14 - Prob. 50PCh. 16.15 - Prob. 51PCh. 16.16 - Prob. 52PCh. 16 - Draw the structure for each of the following: a....Ch. 16 - Prob. 54PCh. 16 - Prob. 55PCh. 16 - Prob. 56PCh. 16 - a. Show the reagents required to form the primary...Ch. 16 - Prob. 58PCh. 16 - Prob. 59PCh. 16 - Using cyclohexanone as the starting material,...Ch. 16 - Propose a mechanism for each of the following...Ch. 16 - Show how each of the following compounds can be...Ch. 16 - Fill in the boxes:Ch. 16 - Prob. 64PCh. 16 - Identify A through O:Ch. 16 - Prob. 66PCh. 16 - Prob. 67PCh. 16 - Prob. 68PCh. 16 - How many signals would the product of the...Ch. 16 - Prob. 70PCh. 16 - Prob. 71PCh. 16 - Prob. 72PCh. 16 - Prob. 73PCh. 16 - Prob. 74PCh. 16 - Prob. 75PCh. 16 - Prob. 76PCh. 16 - Prob. 77PCh. 16 - Prob. 78PCh. 16 - Draw structure for A-D for each of the following:Ch. 16 - Prob. 80PCh. 16 - a. Propose a mechanism for the following reaction:...Ch. 16 - Prob. 82PCh. 16 - A compound gives the following IR spectrum. Upon...Ch. 16 - How can be following compounds be prepared from...Ch. 16 - Prob. 85PCh. 16 - Prob. 86PCh. 16 - Prob. 87PCh. 16 - In the presence of an acid catalyst, acetaldehyde...Ch. 16 - Prob. 89PCh. 16 - Prob. 90PCh. 16 - Prob. 91PCh. 16 - A compound reacts with methylmagnesium bromide...Ch. 16 - Show how each of the following compounds can be...Ch. 16 - Prob. 94PCh. 16 - The pKa values of the carboxylic acid groups of...Ch. 16 - The Baylis-Hillman reaction is a DABCO...Ch. 16 - Prob. 97PCh. 16 - Prob. 98P
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Similar questions
- Explain how the class I carbonyl compound reacts? What will be the product when ethylamine and propyl amine reacts with acetyl chloride? Why only one amide obtained after the reaction of acetyl chloride with a mixture of ethylamine and trimethylamine? Excess amine is required in the reaction of acetyl chloride with amine whereas excess alcohol is not required in the reaction of acetyl chloride and alcohol. Why? List the following ester in order of decreasing reactivities towards hydrolysis with reason: Methyl benzoate, p-nitro methyl benzoate and p-methoxy methyl benzoatearrow_forwardTOPIC: Ester Synthesis via Nucleophilic Acyl Substitution Write the chemical equation involved in the reaction between the excess acid and NaHCO3 and briefly explain why NaHCO3 is preferred over NaOH for the neutralization of excess acid.arrow_forwardProvide two specific ways whereby the Le Châtelier principle may be applied to this equilibrium to drive the reaction completely to the ester. Which of these techniques is used in this experiment?arrow_forward
- An ester can be produced by the reaction between an acyl chloride andalcohol. Pyridine can be added to this reaction, explain what the role ofpyridine in this reaction would be?arrow_forwardExplain why acetyl chloride reacts faster with water than acetic anhydride does?arrow_forwardExplain the mechanism for the hydroxide-ion-promoted hydrolysis of an ester?arrow_forward
- The conjugate base of diethyl malonate can serve as a nucleophile to attack a wide range of electrophiles. Identify the product that is formed when the conjugate base of diethyl malonate reacts with the following electrophile followed by acid workup when relevant: CN Modify the provided structures of diethyl malonate and the given electrophile to draw the product formed. Note: the eraser tool can be used to erase bonds, and atoms can be moved by selecting them with the selector tool and then dragging the selected atom(s) to a new position. If you make a mistake, you can use Ctrl-Z or the Undo tool. EtO H3C CN Edit Drawing OEtarrow_forwardThe conjugate base of diethyl malonate can serve as a nucleophile to attack a wide range of electrophiles. Identify the product that is formed when the conjugate base of diethyl malonate reacts with the following electrophile followed by acid workup when relevant: Modify the provided structures of diethyl malonate and the given electrophile to draw the product formed. Note: the eraser tool can be used to erase bonds, and atoms can be moved by selecting them with the selector tool and then dragging the selected atom(s) to a new position. If you make a mistake, you can use Ctrl-Z or the Undo tool. OH -CH₂ CH₂ Edit Drawingarrow_forwardThe conjugate base of diethyl malonate can serve as a nucleophile to attack a wide range of electrophiles. Identify the product that is formed when the conjugate base of diethyl malonate reacts with the following electrophile followed by acid workup when relevant: Modify the provided structures of diethyl malonate and the given electrophile to draw the product formed. Note: the eraser tool can be used to erase bonds, and atoms can be moved by selecting them with the selector tool and then dragging the selected atom(s) to a new position. If you make a mistake, you can use Ctrl-Z or the Undo tool. бль EtO OEt Edit Drawingarrow_forward
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