Organic Chemistry: Principles and Mechanisms (Second Edition)
2nd Edition
ISBN: 9780393663556
Author: Joel Karty
Publisher: W. W. Norton & Company
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Chapter 7, Problem 7.28P
Interpretation Introduction
Interpretation:
Curved arrow notation and the products for all elimination steps are to be drawn, and the major product from all products is to be predicted.
Concept introduction:
In the nucleophilic elimination step, the more electronegative atom bears full negative charge or partial negative charge. This is the electron rich atom, and the less electronegative atom bonded to an electronegative atom is relatively electron poor. The curved arrow is drawn from the lone pair of electron rich atom points to the bonding region between the more electronegative atom and less electronegative atom representing the electron flow from electron rich site to electron poor site. The second curved arrow is drawn to represent the breaking of bond between the less electronegative atom and the leaving group to avoid exceeding an octet on the less electronegative atom.
If the leaving group is a stable ion species, the product is a major product.
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If the anionic species shown were to eliminate a leaving group, the three possi-
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Draw the curved arrows and the products formed in the acid–base reaction of HBr and NH3. Determine the direction of equilibrium.
Step 1: What happens in an acid–base reaction?
Step 2: Draw the products of the acid–base reaction.
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Step 4: Determine the direction of equilibrium
Chapter 7 Solutions
Organic Chemistry: Principles and Mechanisms (Second Edition)
Ch. 7 - Prob. 7.1PCh. 7 - Prob. 7.2PCh. 7 - Prob. 7.3PCh. 7 - Prob. 7.4PCh. 7 - Prob. 7.5PCh. 7 - Prob. 7.6PCh. 7 - Prob. 7.7PCh. 7 - Prob. 7.8PCh. 7 - Prob. 7.9PCh. 7 - Prob. 7.10P
Ch. 7 - Prob. 7.11PCh. 7 - Prob. 7.12PCh. 7 - Prob. 7.13PCh. 7 - Prob. 7.14PCh. 7 - Prob. 7.15PCh. 7 - Prob. 7.16PCh. 7 - Prob. 7.17PCh. 7 - Prob. 7.18PCh. 7 - Prob. 7.19PCh. 7 - Prob. 7.20PCh. 7 - Prob. 7.21PCh. 7 - Prob. 7.22PCh. 7 - Prob. 7.23PCh. 7 - Prob. 7.24PCh. 7 - Prob. 7.25PCh. 7 - Prob. 7.26PCh. 7 - Prob. 7.27PCh. 7 - Prob. 7.28PCh. 7 - Prob. 7.29PCh. 7 - Prob. 7.30PCh. 7 - Prob. 7.31PCh. 7 - Prob. 7.32PCh. 7 - Prob. 7.33PCh. 7 - Prob. 7.34PCh. 7 - Prob. 7.35PCh. 7 - Prob. 7.36PCh. 7 - Prob. 7.37PCh. 7 - Prob. 7.38PCh. 7 - Prob. 7.39PCh. 7 - Prob. 7.40PCh. 7 - Prob. 7.41PCh. 7 - Prob. 7.42PCh. 7 - Prob. 7.43PCh. 7 - Prob. 7.44PCh. 7 - Prob. 7.45PCh. 7 - Prob. 7.46PCh. 7 - Prob. 7.47PCh. 7 - Prob. 7.48PCh. 7 - Prob. 7.49PCh. 7 - Prob. 7.50PCh. 7 - Prob. 7.51PCh. 7 - Prob. 7.52PCh. 7 - Prob. 7.53PCh. 7 - Prob. 7.54PCh. 7 - Prob. 7.55PCh. 7 - Prob. 7.56PCh. 7 - Prob. 7.57PCh. 7 - Prob. 7.58PCh. 7 - Prob. 7.59PCh. 7 - Prob. 7.60PCh. 7 - Prob. 7.1YTCh. 7 - Prob. 7.2YTCh. 7 - Prob. 7.3YTCh. 7 - Prob. 7.4YTCh. 7 - Prob. 7.5YTCh. 7 - Prob. 7.6YTCh. 7 - Prob. 7.7YTCh. 7 - Prob. 7.8YTCh. 7 - Prob. 7.9YTCh. 7 - Prob. 7.10YTCh. 7 - Prob. 7.11YTCh. 7 - Prob. 7.12YTCh. 7 - Prob. 7.13YTCh. 7 - Prob. 7.14YTCh. 7 - Prob. 7.15YT
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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
- Classify each reaction as either a proton transfer reaction, or a reaction of a nucleophile with an electrophile. Use curved arrows to show how the electron pairs move.arrow_forwardRank the compounds in each set from most to least reactive in an EAS reaction OH I. II. COOH |||arrow_forwardDraw curved arrows for the following reactionsarrow_forward
- Draw the curved arrows and the products formed in the acid-base reaction of HBr and NH3. Determine the direction of equilibrium. Step 1: What happens in an acid-base reaction? Step 2: Draw the products of the acid-base reaction. Step 3: Draw the curved arrow mechanism of the acid-base reaction. Step 4: Determine the direction of equilibrium. Step 3: Draw the curved arrow mechanism of the acid-base reaction. So far, we have determined the products of the reaction. H H H-Br: A :Br: H-N-H H Next, lets approach drawing the curved arrow mechanism. A curved arrow mechanism represents electron movements and keeps track of bond forming and bond breaking reactions between compounds. Curved arrows must start from an electron source, either a non-bonding electron or bond and point towards an atom or bond. Where will the curved arrow in the mechanism start? the lone pair on bromine the H-Br bond the N-H bond the lone pair on the nitrogenarrow_forwardDraw the mechanism using the appropriate arrows for the following reaction. OH H₂SO4 H₂Oarrow_forwardComplete the mechanism for the acid-catalyzed alcoholysis of the epoxide by adding any missing atoms, bonds, charges, nonbonding electrons, and curved arrows. Н-arrow_forward
- Draw the product & reaction arrows for each of the following acid-base reactions for the following. Which side of the equilibrium will be favored in both reactions?arrow_forwardDraw the product of nucleophilic substitution with attached neutral nucleophile. When the initial substitution product can lose a proton to form a neutral product, draw the product after proton transfer.arrow_forwardIn the following reaction, which chemical species is acting like a nucleophile?arrow_forward
- left 4. Consider the following equilibrium: 29925610 + Aga weak and Sung base Bast CORS + 1ght base: Strong ad d AddOH ress stable OH Is the carboxylate anion (CH3CH₂COO) an appropriate base to deprotonate the alcohol? A) yes, because the equilibrium favors the left side B) yes, because the equilibrium favors the right side C) no, because the equilibrium favors the left side D) no, because the equilibrium favors the right side OH COO basarrow_forwardDraw the major 1,2-addition product and the major 1,4-addition product of the following reaction. Which product is formed at a high temperature? Which product is the thermodynamic product?arrow_forwardWhat is the major product for the reactionarrow_forward
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