Pearson eText Organic Chemistry -- Instant Access (Pearson+)
8th Edition
ISBN: 9780135213711
Author: Paula Bruice
Publisher: PEARSON+
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Chapter 7.10, Problem 24P
Rank the following from strongest base to weakest base:
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2. Provide a clear arrow-pushing mechanism for the following reactions. Do not skip proton
transfers, do not combine steps, and make sure your arrows are clear enough to be interpreted
without ambiguity.
a.
CH3
Ph
OEt
هد
Ph
CH3
Hint: the species on the left is an ynolate, which behaves a lot like an enolate.
b.
CH3
H3C
CH3
CH3
H3C
an unexpected product,
containing a single 9-
membered ring
the expected product,
containing two fused rings
H3C-I
(H3C)2CuLi
an enolate
b.
H3C
CH3
1.
2. H3O+
H3C
MgBr
H3C
Chapter 7 Solutions
Pearson eText Organic Chemistry -- Instant Access (Pearson+)
Ch. 7.1 - Prob. 1PCh. 7.1 - Name the following:Ch. 7.1 - What is the molecular formula for a monocyclic...Ch. 7.1 - Draw the condensed and skeletal structures for...Ch. 7.1 - Draw the structure and give the common and...Ch. 7.2 - Prob. 6PCh. 7.2 - Name the following:Ch. 7.3 - What orbitals are used to form the carbon-carbon ...Ch. 7.4 - Prob. 9PCh. 7.4 - Why does cis-2-butene have a higher boiling point...
Ch. 7.6 - Prob. 12PCh. 7.6 - Prob. 13PCh. 7.7 - Prob. 14PCh. 7.7 - Which alkyne should be used for the synthesis of...Ch. 7.7 - Prob. 16PCh. 7.8 - Prob. 17PCh. 7.8 - Only one alkyne forms an aldehyde when it...Ch. 7.9 - Describe the alkyne you should start with and the...Ch. 7.9 - Prob. 20PCh. 7.10 - Prob. 21PCh. 7.10 - Prob. 22PCh. 7.10 - Prob. 23PCh. 7.10 - Rank the following from strongest base to weakest...Ch. 7.10 - Prob. 26PCh. 7.12 - Prob. 28PCh. 7 - What is the major product obtained from the...Ch. 7 - Draw a condensed structure for each of the...Ch. 7 - A student was given the structural formula of...Ch. 7 - Prob. 32PCh. 7 - What is each compounds systematic name?Ch. 7 - What reagents should be used to carry out the...Ch. 7 - Prob. 35PCh. 7 - Draw the mechanism for the following reaction:Ch. 7 - Prob. 37PCh. 7 - Prob. 38PCh. 7 - What is the major product of the reaction of 1 mol...Ch. 7 - Answer Problem 39, parts a-b, using 2-butyne as...Ch. 7 - What is each compounds systematic name? a....Ch. 7 - What is the molecular formula of a hydrocarbon...Ch. 7 - a. Starting with 3-methyl 1-butyne, how can you...Ch. 7 - Prob. 44PCh. 7 - Which of the following pairs are keto-enol...Ch. 7 - Prob. 46PCh. 7 - Do the equilibria of the following acid-base...Ch. 7 - What is each compounds systematic name?Ch. 7 - What stereoisomers are obtained when 2-butyne...Ch. 7 - Prob. 50PCh. 7 - Draw the keto tautomer for each of the following:Ch. 7 - Show how each of the following compounds can be...Ch. 7 - A chemist is planning to synthesize 3-octyne by...Ch. 7 - Prob. 54PCh. 7 - What stereoisomers are obtained from the following...Ch. 7 - Prob. 56PCh. 7 - Prob. 57PCh. 7 - Prob. 58PCh. 7 - Show how the following compound can be prepared...Ch. 7 - Prob. 60P
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- Predict the major products of this reaction: excess H+ NaOH ? A Note that the first reactant is used in excess, that is, there is much more of the first reactant than the second. If there won't be any products, just check the box under the drawing area instead. Explanation Check Click and drag to start drawing a structure. © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use Privarrow_forward1. For each of the reaction "railroads" below, you are either asked to give the structure(s) of the starting material(s) or product(s), or provide reagents/conditions to accomplish the transformation, as indicated by the boxes. a. NaOMe H+ .CO,H HO₂C MeOH (excess) MeOH H3C Br يع CH3 1. LiAlH4 2. H3O+ 3. PBг3 H3C 1. Et-Li 2. H3O+ -CO₂Me -CO₂Me OH CH3 CH3 ল CH3arrow_forwardPredict the intermediate 1 and final product 2 of this organic reaction: NaOMe ག1, ད།་, - + H You can draw 1 and 2 in any arrangement you like. 2 work up Note: if either 1 or 2 consists of a pair of enantiomers, just draw one structure using line bonds instead of 3D (dash and wedge) bonds at the chiral center. Explanation Check Click and drag to start drawing a structure. Х © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Parrow_forward
- What is the total energy cost associated with the compound below adopting the shown conformation? CH3 HH DH CH3arrow_forwardΗΝ, Draw Final Product C cyclohexanone pH 4-5 Edit Enamine H3O+ CH3CH2Br THF, reflux H Edit Iminium Ionarrow_forwardHow many hydrogen atoms are connected to the indicated carbon atom?arrow_forward
- Identify the compound with the longest carbon - nitrogen bond. O CH3CH2CH=NH O CH3CH2NH2 CH3CH2C=N CH3CH=NCH 3 The length of all the carbon-nitrogen bonds are the samearrow_forwardIdentify any polar covalent bonds in epichlorohydrin with S+ and 8- symbols in the appropriate locations. Choose the correct answer below. Η H's+ 6Η Η Η Η Η Ηδ Η Ο Ο HH +Η Η +Η Η Η -8+ CIarrow_forwardH H:O::::H H H HH H::O:D:D:H HH HH H:O:D:D:H .. HH H:O:D:D:H H H Select the correct Lewis dot structure for the following compound: CH3CH2OHarrow_forward
- Rank the following compounds in order of decreasing boiling point. ннннн -С-С-Н . н-с- ННННН H ΗΤΗ НННН TTTĪ н-с-с-с-с-о-н НННН НН C' Н н-с-с-с-с-н НН || Ш НННН H-C-C-C-C-N-H ННННН IVarrow_forwardRank the following compounds in order of decreasing dipole moment. |>||>||| ||>|||>| |>|||>|| |||>||>| O ||>>||| H F H F H c=c || H c=c F F IIIarrow_forwardchoose the description that best describes the geometry for the following charged species ch3-arrow_forward
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