ORGANIC CHEMISTRY-NEXTGEN+BOX (1 SEM.)
ORGANIC CHEMISTRY-NEXTGEN+BOX (1 SEM.)
4th Edition
ISBN: 9781119760986
Author: Klein
Publisher: WILEY
Question
Book Icon
Chapter 12.5, Problem 12.30P
Interpretation Introduction

Interpretation:

The reagent that has to be used to achieve the given transformation has to be identified.

Concept Introduction:

Alkynes are the compounds that contain a triple bond between two carbon atoms.  The carbon atom present in the triple bond is sp hybridised.  Due to this, the geometry of alkyne will be linear.  Terminal alkyne are the one which has a proton attached to the triple bond and internal alkyne are the one in which there are no protons attached to the triple bond.

ORGANIC CHEMISTRY-NEXTGEN+BOX (1 SEM.), Chapter 12.5, Problem 12.30P , additional homework tip  1

Hydration of Alkynes:

Alkynes undergo hydration reaction in presence of acid and mercuric sulfate as catalyst to form an enol as the initial product.  The formed enol gets converted fast into keto due to keto-enol tautomerism.  Ketone and enol are constitutional isomers.  If the alkyne under consideration is a terminal alkyne, then methyl ketone will be the product that is obtained.  The general scheme for hydration of alkyne can be given as shown below,

ORGANIC CHEMISTRY-NEXTGEN+BOX (1 SEM.), Chapter 12.5, Problem 12.30P , additional homework tip  2

Hydration of alkynes through the method said above is a Markovnikov addition.

Hydroboration-oxidation of Alkynes:

Alkynes undergo hydroboration-oxidation reaction in presence of dialkyl borane, hydrogen peroxide and sodium hydroxide to form an enol as the initial product.  The formed enol gets converted fast into keto due to keto-enol tautomerism.  Ketone and enol are constitutional isomers.  If the alkyne under consideration is a terminal alkyne, then aldehyde will be the product that is obtained.  The general scheme for hydration of alkyne can be given as shown below,

ORGANIC CHEMISTRY-NEXTGEN+BOX (1 SEM.), Chapter 12.5, Problem 12.30P , additional homework tip  3

Hydroboration-oxidation of alkynes through the method said above is an anti-Markovnikov addition.

Acid catalyzed hydration of alkynes installs the carbonyl group at the C2 position, while hydroboration-oxidation installs the carbonyl group in C1 position.

ORGANIC CHEMISTRY-NEXTGEN+BOX (1 SEM.), Chapter 12.5, Problem 12.30P , additional homework tip  4

Blurred answer
Students have asked these similar questions
-- 14:33 A Candidate Identification docs.google.com 11. Compound A can transform into compound B through an organic reaction. From the structures below, mark the correct one: HO A تھے۔ די HO B ○ A) Compounds A and B are isomers. B) Both have the same number of chiral carbons. C) Compound A underwent an addition reaction of Cl2 and H2O to form compound B. D) Compound A underwent a substitution reaction forming the intermediate chlorohydrin to obtain compound B. E) Compound A underwent an addition reaction of Cl2 forming the chloronium ion and then added methanol to obtain compound B. 60
-- 14:40 A Candidate Identification docs.google.com 13. The compound 1-bromo-hex-2-ene reacts with methanol to form two products. About this reaction, mark the correct statement: OCH3 CH3OH Br OCH3 + + HBr A B A) The two products formed will have the same percentage of formation. B) Product B will be formed by SN1 substitution reaction with the formation of an allylic carbocation. C) Product A will be formed by SN1 substitution reaction with the formation of a more stable carbocation than product B. D) Product A will be formed by an SN2 substitution reaction occurring in two stages, the first with slow kinetics and the second with fast kinetics. E) The two compounds were obtained by addition reaction, with compound B having the highest percentage of formation. 57
-- ☑ 14:30 A Candidate Identification docs.google.com 10. Amoxicillin (figure X) is one of the most widely used antibiotics in the penicillin family. The discovery and synthesis of these antibiotics in the 20th century made the treatment of infections that were previously fatal routine. About amoxicillin, mark the correct one: HO NH2 H S -N. HO Figura X. Amoxicilina A) It has the organic functions amide, ester, phenol and amine. B) It has four chiral carbons and 8 stereoisomers. C) The substitution of the aromatic ring is of the ortho-meta type. D) If amoxicillin reacts with an alcohol it can form an ester. E) The structure has two tertiary amides. 62
Knowledge Booster
Background pattern image
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Text book image
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Text book image
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Text book image
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Text book image
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY