Organic Chemistry - With Access (Custom)
9th Edition
ISBN: 9781337031745
Author: McMurry
Publisher: Cengage
expand_more
expand_more
format_list_bulleted
Question
Chapter 17.SE, Problem 57AP
Interpretation Introduction
a)
Interpretation:
How to carry out the transformation shown is to be stated.
Concept introduction:
The double bonds in the side chain can be reduced without affecting those in the
To state:
How to carry out the transformation shown.
Interpretation Introduction
b)
Interpretation:
How to carry out the transformation shown is to be stated.
Concept introduction:
The
To state:
How to carry out the transformation shown.
Interpretation Introduction
c)
Interpretation:
How to carry out the transformation shown is to be stated.
Concept introduction:
The carboxylic acid or ester or the carbonyl group in aldehydes and ketones can be reduced without affecting the double bonds in the side chain and in the aromatic ring using LiAlH4 in ether. The alcohol can be converted in to a bromide by treating with PBr3. The bromo compound when treated with NaSH will yield the thiol required,
To state:
How to carry out the transformation shown.
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
For this question, if the product is racemic, input both enantiomers in the same Marvin editor.
A) Input the number that corresponds to the reagent which when added to (E)-but-2-ene will result in a
racemic product.
Input 1 for Cl, in the cold and dark
Input 2 for Oy followed by H₂O, Zn
Input 3 for D₂ with metal catalyst
Input 4 for H₂ with metal catalyst
B) Draw the skeletal structure of the major organic product made from the reagent in part A
Marvin JS
Help
Edit drawing
C) Draw the skeletal structure of the major organic product formed when (2)-but-2-ene is treated with
peroxyacetic acid.
Marvin 35
Help
Michael Reactions
19.52 Draw the products from the following Michael addition reactions.
1.
H&C CH
(a)
i
2. H₂O*
(b)
OEt
(c)
EtO
H₂NEt
(d)
ΕΙΟ
+
1. NaOEt
2. H₂O'
H
H
1. NaOEt
2. H₂O*
Rank the labeled protons (Ha-Hd) in order of increasing acidity, starting with the least acidic.
НОН НЬ
OHd
Онс
Chapter 17 Solutions
Organic Chemistry - With Access (Custom)
Ch. 17.1 - Give IUPAC names for the following compounds:Ch. 17.1 - Prob. 2PCh. 17.2 - The following data for isomeric four-carbon...Ch. 17.2 - Rank the following substances in order of...Ch. 17.2 - Prob. 5PCh. 17.3 - Prob. 6PCh. 17.4 - What reagent would you use to accomplish each of...Ch. 17.4 - Prob. 8PCh. 17.5 - Prob. 9PCh. 17.5 - Prob. 10P
Ch. 17.5 - Use the reaction of a Grignard reagent with a...Ch. 17.6 - How would you carry out the following...Ch. 17.6 - What products(s) would you expect from dehydration...Ch. 17.7 - What alcohols would give the following products on...Ch. 17.7 - What products would you expect from oxidation of...Ch. 17.8 - TMS ethers can be removed by treatment with...Ch. 17.9 - Show the mechanism for the reaction of...Ch. 17.11 - Prob. 18PCh. 17.11 - When the 1HNMR spectrum of an alcohol is run in...Ch. 17.SE - Give IUPAC names for the following compounds:Ch. 17.SE - Draw the structure of the carbonyl compound(s)...Ch. 17.SE - Prob. 22VCCh. 17.SE - Prob. 23VCCh. 17.SE - Name and assign R or S stereochemistry to the...Ch. 17.SE - Evidence for the intermediate carbocations in the...Ch. 17.SE - Acid-catalyzed dehydration of 2,...Ch. 17.SE - Prob. 27MPCh. 17.SE - Treatment of the following epoxide with aqueous...Ch. 17.SE - Prob. 29MPCh. 17.SE - Prob. 30MPCh. 17.SE - Identify the type of substitution mechanism (SN1,...Ch. 17.SE - The conversion of 3 alcohols into alkenes under...Ch. 17.SE - Prob. 33MPCh. 17.SE - The trimethylsilyl (TMS) protecting group is one...Ch. 17.SE - When the alcohol below is treated with POCI3 and...Ch. 17.SE - Phenols generally have lower pKa’s than...Ch. 17.SE - Give IUPAC names for the following compounds:Ch. 17.SE - Draw and name the eight isomeric alcohols with...Ch. 17.SE - Prob. 39APCh. 17.SE - Named bombykol, the sex pheromone secreted by the...Ch. 17.SE - Carvacrol is a naturally occurring substance...Ch. 17.SE - What Grignard reagent and what carbonyl compound...Ch. 17.SE - What carbonyl compounds would you reduce to...Ch. 17.SE - What carbonyl compounds might you start with to...Ch. 17.SE - Prob. 45APCh. 17.SE - What products would you obtain from reaction of...Ch. 17.SE - Prob. 47APCh. 17.SE - How would you prepare the following compounds from...Ch. 17.SE - Prob. 49APCh. 17.SE - What products would you expect to obtain from...Ch. 17.SE - Prob. 51APCh. 17.SE - Propose structures for alcohols that have the...Ch. 17.SE - Propose a structure consistent with the following...Ch. 17.SE - The 1HNMR spectrum shown is that of...Ch. 17.SE - A compound of unknown structure gave the following...Ch. 17.SE - Propose a structure for a compound C15H24O that...Ch. 17.SE - Prob. 57APCh. 17.SE - Prob. 58APCh. 17.SE - Rank the following substituted phenols in order of...Ch. 17.SE - Benzvl chloride can be converted into benzaldehvde...Ch. 17.SE - Prob. 61APCh. 17.SE - Prob. 62APCh. 17.SE - Prob. 63APCh. 17.SE - Prob. 64APCh. 17.SE - Prob. 65APCh. 17.SE - Prob. 66APCh. 17.SE - Dehydration of trans-2-methylcyclopentanol with...Ch. 17.SE - 2, 3-Dimethyl-2, 3-butanediol has the common name...Ch. 17.SE - As a rule, axial alcohols oxidize somewhat faster...Ch. 17.SE - Prob. 70APCh. 17.SE - A problem often encountered in the oxidation of...Ch. 17.SE - Identify the reagents a-f in the Following scheme:Ch. 17.SE - Prob. 73APCh. 17.SE - Prob. 74APCh. 17.SE - Compound A, C8H10O, has the IR and 1H NMR spectra...Ch. 17.SE - Prob. 76APCh. 17.SE - Prob. 77AP
Knowledge Booster
Similar questions
- Can the target compound at right be efficiently synthesized in good yield from the unsubstituted benzene at left? ? starting material target If so, draw a synthesis below. If no synthesis using reagents ALEKS recognizes is possible, check the box under the drawing area. Be sure you follow the standard ALEKS rules for submitting syntheses. + More... Note for advanced students: you may assume that you are using a large excess of benzene as your starting material. C :0 T Add/Remove step Garrow_forwardThe following equations represent the formation of compound MX. What is the AH for the electron affinity of X (g)? X₂ (g) → 2X (g) M (s) → M (g) M (g) M (g) + e- AH = 60 kJ/mol AH = 22 kJ/mol X (g) + e-X (g) M* (g) +X (g) → MX (s) AH = 118 kJ/mol AH = ? AH = -190 kJ/mol AH = -100 kJ/mol a) -80 kJ b) -30 kJ c) -20 kJ d) 20 kJ e) 156 kJarrow_forwardA covalent bond is the result of the a) b) c) d) e) overlap of two half-filled s orbitals overlap of a half-filled s orbital and a half-filled p orbital overlap of two half-filled p orbitals along their axes parallel overlap of two half-filled parallel p orbitals all of the abovearrow_forward
- Can the target compound at right be efficiently synthesized in good yield from the unsubstituted benzene at left? starting material target If so, draw a synthesis below. If no synthesis using reagents ALEKS recognizes is possible, check the box under the drawing area. Be sure you follow the standard ALEKS rules for submitting syntheses. + More... Note for advanced students: you may assume that you are using a large excess of benzene as your starting material. C T Add/Remove step X ноarrow_forwardWhich one of the following atoms should have the largest electron affinity? a) b) c) d) 으으 e) 1s² 2s² 2p6 3s¹ 1s² 2s² 2p5 1s² 2s² 2p 3s² 3p² 1s² 2s 2p 3s² 3p6 4s2 3ds 1s² 2s² 2p6arrow_forwardAll of the following are allowed energy levels except _. a) 3f b) 1s c) 3d d) 5p e) 6sarrow_forward
- A student wants to make the following product in good yield from a single transformation step, starting from benzene. Add any organic reagents the student is missing on the left-hand side of the arrow, and any addition reagents that are necessary above or below the arrow. If this product can't be made in good yield with a single transformation step, check the box below the drawing area. Note for advanced students: you may assume that an excess of benzene is used as part of the reaction conditions. : ☐ + I X This product can't be made in a single transformation step.arrow_forwardPredict the major products of this organic reaction:arrow_forwardCalculate the density of 21.12 g of an object that displaces 0.0250 L of water.arrow_forward
- Draw the expected reactant R28. Cu(II) CO₂Mearrow_forwardPpplllleeeaaasssseeee helllppp wiithhh thisss Organic chemistryyyyyy I talked like this because AI is very annoyingarrow_forwardName the family to which each organic compound belongs. The first answer has been filled in for you. compound CH₂ || CH3-C-NH2 0 ။ CH3-C-CH₂ CH=O–CH=CH, CH₂ HO CH2-CH2-CH-CH3 family amine Darrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning