
Concept explainers
(a)
Interpretation:
The constitutional isomer formed with greatest yield in the given reaction should be given.
Concept introduction:
Dehydration reaction:
Removal of water molecule from the reaction when the alcohol is treated with strong acid like sulfuric acid is known as dehydration reaction, for example
Alcohols are react with acids like hydrochloric acid or hydrobromic to yields the corresponding carbocation intermediates, this carbocation intermediate undergoes elimination reaction to give a corresponding
Carbocation: it is carbon ion that bears a positive charge on it.
Primary carbocation < secondary carbocation < tertiary carbocation
Constitutional Isomers: Two compounds are considered as constitutional isomers if they have same molecular formula but different in their connectivity.
(b)
Interpretation:
The stereoisomer formed with greatest yield in the given reaction should be given.
Concept introduction:
Dehydration reaction:
Removal of water molecule from the reaction when the alcohol is treated with strong acid like sulfuric acid is known as dehydration reaction, for example
Alcohols are react with acids like hydrochloric acid or hydrobromic to yields the corresponding carbocation intermediates, this carbocation intermediate undergoes elimination reaction to give a corresponding alkene as a product.
The stability of carbocation is given below,
Tertiary carbocation is more stable than the secondary and primary.
Cis–trans isomerism (or) geometric isomerism or configurational isomerism:
The
The functional groups are in opposite to each other in the carbon chain is called trans- isomer.
Two similar functional groups are in same side which is called as Z-isomer.
Two similar functional groups are opposite side which is called as E-isomer.
Stereoisomers: same molecular formula and sequence of bonded atoms (constitution), but differ in the three-dimensional orientations of their atoms in space.

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Chapter 9 Solutions
Pearson eText for Essential Organic Chemistry -- Instant Access (Pearson+)
- Assign all the carbonsarrow_forward9 7 8 C 9 8 200 190 B 5 A -197.72 9 8 7 15 4 3 0: ང་ 200 190 180 147.52 134.98 170 160 150 140 130 120 110 100 90 90 OH 10 4 3 1 2 -143.04 140. 180 170 160 150 140 130 120 110 100 90 CI 3 5 1 2 141.89 140.07 200 190 180 170 160 150 140 130 120 110 100 ៖- 90 129. 126.25 80 70 60 -60 50 40 10 125.19 -129.21 80 70 3.0 20 20 -8 60 50 10 ppm -20 40 128.31 80 80 70 60 50 40 40 -70.27 3.0 20 10 ppm 00˚0-- 77.17 30 20 20 -45.36 10 ppm -0.00 26.48 22.32 ―30.10 ―-0.00arrow_forwardAssign all the carbonsarrow_forward
- C 5 4 3 CI 2 the Righ B A 5 4 3 The Lich. OH 10 4 5 3 1 LOOP- -147.52 T 77.17 -45.36 200 190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 10 ppm B -126.25 77.03 200 190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 10 ppm 200 190 180 170 160 150 140 130 120 110 100 90 80 TO LL <-50.00 70 60 50 40 30 20 10 ppm 45.06 30.18 -26.45 22.36 --0.00 45.07 7.5 1.93 2.05 -30.24 -22.36 C A 7 8 5 ° 4 3 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 ppm 9 8 5 4 3 ཡི་ OH 10 2 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 5 4 3 2 that th 7 I 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 115 2.21 4.00 1.0 ppm 6.96 2.76 5.01 1.0 ppm 6.30 1.00arrow_forwardCurved arrows were used to generate the significant resonance structure and labeled the most significant contribute. What are the errors in these resonance mechanisms. Draw out the correct resonance mechanisms with an brief explanation.arrow_forwardWhat are the: нсе * Moles of Hice while given: a) 10.0 ml 2.7M ? 6) 10.ome 12M ?arrow_forward
- You are asked to use curved arrows to generate the significant resonance structures for the following series of compounds and to label the most significant contributor. Identify the errors that would occur if you do not expand the Lewis structures or double-check the mechanisms. Also provide the correct answers.arrow_forwardhow to get limiting reactant and % yield based off this data Compound Mass 6) Volume(mL Ben zaphone-5008 ne Acetic Acid 1. Sam L 2-propanot 8.00 Benzopin- a col 030445 Benzopin a Colone 0.06743 Results Compound Melting Point (°c) Benzopin acol 172°c - 175.8 °c Benzoping to lone 1797-180.9arrow_forwardAssign ALL signals for the proton and carbon NMR spectra on the following pages.arrow_forward
- 7.5 1.93 2.05 C B A 4 3 5 The Joh. 9 7 8 1 2 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 ppm 9 7 8 0.86 OH 10 4 3 5 1 2 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 ppm 9 7 8 CI 4 3 5 1 2 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 2.21 4.00 1.5 2.00 2.07 1.0 ppm 2.76arrow_forwardAssign the functional group bands on the IR spectra.arrow_forwardFind the pH of a 0.120 M solution of HNO2. Find the pH ignoring activity effects (i.e., the normal way). Find the pH in a solution of 0.050 M NaCl, including activityarrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning

