Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
expand_more
expand_more
format_list_bulleted
Textbook Question
Chapter 17.6, Problem 15P
In the mechanism for cyanohydrin formation, why is HCN the acid that protonates the alkoxide ion instead of HCl?
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
What is the reaction mechanism for formaldehyde and phenol under acidic conditions?
Two reactions occur when sodium hydroxide is added to methyl salicylate. One is immediate and one only occurs with
reflux over time. What type of reaction occurs immediately and with which functional group on methyl salicylate does it
react? What type of reaction occurs with reflux over time and with which functional group on methyl salicylate does it
react?
Give the product of the following reaction.
HCI
Chapter 17 Solutions
Organic Chemistry
Ch. 17.1 - Prob. 1PCh. 17.1 - Give two names for each of the following:Ch. 17.1 - Name the following:Ch. 17.2 - Prob. 4PCh. 17.4 - What products are formed when the following...Ch. 17.4 - We saw on the previous page that...Ch. 17.4 - a. How many stereoisomers are obtained from the...Ch. 17.4 - Prob. 9PCh. 17.4 - Write the mechanism for the reaction of acetyl...Ch. 17.4 - Prob. 11P
Ch. 17.4 - Show how the following compounds can be...Ch. 17.5 - Prob. 13PCh. 17.5 - Prob. 14PCh. 17.6 - In the mechanism for cyanohydrin formation, why is...Ch. 17.6 - Prob. 16PCh. 17.6 - Prob. 17PCh. 17.6 - Show two ways to convert an alkyl halide into a...Ch. 17.7 - Prob. 20PCh. 17.7 - Prob. 21PCh. 17.7 - Prob. 22PCh. 17.7 - Prob. 23PCh. 17.8 - Prob. 24PCh. 17.9 - What reducing agents should be used to obtain the...Ch. 17.9 - Prob. 26PCh. 17.9 - Prob. 27PCh. 17.10 - Prob. 28PCh. 17.10 - Prob. 29PCh. 17.10 - Prob. 30PCh. 17.10 - The pKa of protonated acetone is about 7.5. and...Ch. 17.10 - Prob. 32PCh. 17.10 - Prob. 33PCh. 17.10 - Prob. 34PCh. 17.10 - Excess ammonia must be used when a primary amine...Ch. 17.10 - The compounds commonly known as amino acids are...Ch. 17.11 - Hydration of an aldehyde is also catalyzed by...Ch. 17.11 - Which ketone forms the most hydrate in an aqueous...Ch. 17.11 - When trichloroacetaldehyde is dissolved in water,...Ch. 17.12 - Which of the following are a. hermiacetals? b....Ch. 17.12 - Prob. 41PCh. 17.12 - Explain why an acetal can be isolated but most...Ch. 17.13 - Prob. 43PCh. 17.13 - Prob. 44PCh. 17.13 - What products would be formed from the proceedings...Ch. 17.13 - a. In a six-step synthesis, what is the yield of...Ch. 17.13 - Show how each of the following compounds could be...Ch. 17.15 - Prob. 48PCh. 17.17 - Prob. 50PCh. 17.18 - Prob. 51PCh. 17.19 - Prob. 52PCh. 17 - Draw the structure for each of the following: a....Ch. 17 - Prob. 54PCh. 17 - Prob. 55PCh. 17 - a. Show the reagents required to form the primary...Ch. 17 - Prob. 57PCh. 17 - Using cyclohexanone as the starting material,...Ch. 17 - Prob. 59PCh. 17 - 60. Show how each of the following compounds could...Ch. 17 - Fill in the boxes:Ch. 17 - Prob. 62PCh. 17 - Identify A through O:Ch. 17 - Prob. 64PCh. 17 - Prob. 65PCh. 17 - Prob. 66PCh. 17 - How many signals would the product of the...Ch. 17 - Prob. 68PCh. 17 - Prob. 69PCh. 17 - Prob. 70PCh. 17 - Prob. 71PCh. 17 - Prob. 72PCh. 17 - Prob. 73PCh. 17 - Prob. 74PCh. 17 - Prob. 75PCh. 17 - Prob. 76PCh. 17 - Prob. 77PCh. 17 - A compound gives the following IR spectrum. Upon...Ch. 17 - a. Propose a mechanism for the following reaction:...Ch. 17 - Prob. 80PCh. 17 - Prob. 81PCh. 17 - Prob. 82PCh. 17 - Prob. 83PCh. 17 - Prob. 84PCh. 17 - In the presence of an acid catalyst, acetaldehyde...Ch. 17 - Prob. 86PCh. 17 - Prob. 87PCh. 17 - Prob. 88PCh. 17 - A compound reacts with methylmagnesium bromide...Ch. 17 - Show how each of the following compounds can be...Ch. 17 - Prob. 91PCh. 17 - Prob. 92PCh. 17 - The pKa values of the carboxylic acid groups of...Ch. 17 - The Baylis-Hillman reaction is a DABCO...Ch. 17 - Prob. 95PCh. 17 - Prob. 96P
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- During the decarboxylation of acetoacetate, what is the nucleophile and what is the electrophile? Is the formation of a schiff base simply a preparation step or is the formation of a schiff base formed also by nucleophile/electrophile interaction?arrow_forwardThe final products for the hydroxide-ion-promoted hydrolysis of an ester re the carboxylate ion and methanol instead of the carboxylic acid and methoxide ion. Why?arrow_forwardExplain triplet sensitizerarrow_forward
- Please draw the product formed on protonation of ascorbic acid with HBr. Please explain the choice of site for protonation. Thank youarrow_forwardDefine the term acidic anhydrides?arrow_forwardWhat happens when the codeine molecule (C18H21NO3) is exposed to air? What reactions are obtained?arrow_forward
- When the ammonium salt (CH3CH2CH2)3NHCl is treated with NaOH, the products are water, NaCl, and an organic product. Provide the product in an attached file.arrow_forwardWhy a reaction will not be affected in the presence of acid catalyst to form acyl halides due to the large size of the chloride ion?arrow_forwardwhat is the product(s) of the reaction of p-bromoaniline with HNO2, H2SO4, then CuCl and HClarrow_forward
- In the mechanism for cyanohydrin formation, why is HCN the acid that protonates the alkoxide ion instead of HCl?arrow_forward4) what is pur pose of using 2n dust in CH,COOH for a cetylation reaction?arrow_forwardare involved in the regulation of glucose metabolism and in control tissue swelling by the control of inflammation, while regulating cellular salt balance between Na+ and K+. a.glucocorticoids, mineralocorticoids b. mineralocorticoids, glucocorticoids c. androgen, estrogen d. estrogen, androgen Which of the following represents an aldonic acid? OH OH но, но OH но —н но Но HO HO H но но H H- -OH -OH H OH H FOH H- -OH- OH HO но HO. OH II III IV V Refer to the structures. Which of the following compounds will react with acetyl chloride to give an amide and ester, respectively? NH2 ÇOOH CH3 он CHO II II IV V The six groups of enzymes are the following: I. Oxidoreductases II. Transferases III. Hydrolases IV. Isomerases V. Lyases VI. Ligases Fill in the blanks: catalyze hydrolysis while catalyze bond formation.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage LearningIntroduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Cengage Learning
Introduction to General, Organic and Biochemistry
Chemistry
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Cengage Learning
Seven Name Reactions in One - Palladium Catalysed Reaction (047 - 053); Author: Rasayan Academy - Jagriti Sharma;https://www.youtube.com/watch?v=5HEKTpDFkqI;License: Standard YouTube License, CC-BY