
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Question
Chapter 11.1, Problem 1P
Interpretation Introduction
Interpretation:
The product expected during the substitution reaction of [S]-2-bromohexane with acetate ion is to be determined. The stereo chemistry of both the reactant and the product has to be stated.
Concept introduction:
In SN2 reaction when a nucleophile OH- ion approaches the Carbon atom the halide group on the opposite side of the carbon atom leaves immediately by altering the stereochemistry.
To determine:
The SN2 reaction between [S]-2-bromohexane and acetate ion.
Expert Solution & Answer

Trending nowThis is a popular solution!

Students have asked these similar questions
For the photochemical halogenation reaction below, draw both propagation steps and include the mechanism arrows for each step.
H
CH
ot
CH3
CI-CI
MM
hv
of
CH
H-CI
CH3
2nd attempt
See Periodic Table See Hint
Draw only radical electrons; do not add lone pair electrons. Note that arrows cannot meet in "space," and must end at either bonds or at
atoms.
1
i Add the missing curved arrow notation to this propagation step.
20
H
ن
S
F
P
H
CI
Br
品
The radical below can be stabilized by resonance.
4th attempt
Draw the resulting resonance structure.
DOCE
Use curved arrows to generate a second resonance form for the allylic radical formed from 2-methyl-2-pentene.
1
Draw the curved arrows that would generate a second resonance form for this radical.
D 2
H
S
F
A
Бг
I
Chapter 11 Solutions
Organic Chemistry
Ch. 11.1 - Prob. 1PCh. 11.2 - Prob. 2PCh. 11.2 - Prob. 3PCh. 11.3 - Prob. 4PCh. 11.3 - Prob. 5PCh. 11.3 - Rank the following compounds in order of their...Ch. 11.3 - Organic solvents like benzene, ether, and...Ch. 11.4 - Prob. 8PCh. 11.4 - Prob. 9PCh. 11.4 - Prob. 10P
Ch. 11.5 - Rank the following substances in order of their...Ch. 11.5 - 3-Bromo-1-butene and 1-bromo-2-butene undergo SN1...Ch. 11.5 - Prob. 13PCh. 11.6 - Review the mechanism of geraniol biosynthesis...Ch. 11.7 - Prob. 15PCh. 11.7 - What alkyl halides might the following alkenes...Ch. 11.8 - Prob. 17PCh. 11.8 - Prob. 18PCh. 11.9 - Prob. 19PCh. 11.12 - Prob. 20PCh. 11.SE - Prob. 21VCCh. 11.SE - From what alkyl bromide was the following alkyl...Ch. 11.SE - Prob. 23VCCh. 11.SE - Prob. 24VCCh. 11.SE - Prob. 25MPCh. 11.SE - Prob. 26MPCh. 11.SE - Prob. 27MPCh. 11.SE - Prob. 28MPCh. 11.SE - Prob. 29MPCh. 11.SE - Prob. 30MPCh. 11.SE - Prob. 31MPCh. 11.SE - Prob. 32MPCh. 11.SE - Metabolism of S-adenosylhomocysteine (Section...Ch. 11.SE - Reaction of iodoethane with CN- yields a small...Ch. 11.SE - One step in the urea cycle for ridding the body of...Ch. 11.SE - Prob. 36MPCh. 11.SE - Prob. 37MPCh. 11.SE - Propose a mechanism for the following reaction, an...Ch. 11.SE - Prob. 39APCh. 11.SE - The following Walden cycle has been carried out....Ch. 11.SE - Prob. 41APCh. 11.SE - Which reactant in each of the following pairs is...Ch. 11.SE - Prob. 43APCh. 11.SE - Prob. 44APCh. 11.SE - Prob. 45APCh. 11.SE - Prob. 46APCh. 11.SE - Prob. 47APCh. 11.SE - Prob. 48APCh. 11.SE - Propose structures for compounds that fit the...Ch. 11.SE - What products would you expect from the reaction...Ch. 11.SE - Prob. 51APCh. 11.SE - Prob. 52APCh. 11.SE - Prob. 53APCh. 11.SE - Prob. 54APCh. 11.SE - Prob. 55APCh. 11.SE - Order each of the following sets of compounds with...Ch. 11.SE - Order each of the following sets of compounds with...Ch. 11.SE - Prob. 58APCh. 11.SE - Prob. 59APCh. 11.SE - Ethers can often be prepared by SN2 reaction of...Ch. 11.SE - Show the stereochemistry of the epoxide (see...Ch. 11.SE - Prob. 62APCh. 11.SE - In addition to not undergoing substitution...Ch. 11.SE - The tosylate of (2R, 3S)-3-phenyl-2-butanol...Ch. 11.SE - Prob. 65APCh. 11.SE - Prob. 66APCh. 11.SE - Prob. 67APCh. 11.SE - Prob. 68APCh. 11.SE - Prob. 69APCh. 11.SE - (S)-2-Butanol slowly racemizes on standing in...Ch. 11.SE - Reaction of HBr with (R)-3-methyl-3-hexanol leads...Ch. 11.SE - Treatment of 1-bromo-2-deuterio-2-phenylethane...Ch. 11.SE - Prob. 73APCh. 11.SE - Prob. 74APCh. 11.SE - In light of your answer to Problem 11-74, explain...Ch. 11.SE - Prob. 76APCh. 11.SE - Compound X is optically inactive and has the...Ch. 11.SE - When a primary alcohol is treated with...Ch. 11.SE - Prob. 79APCh. 11.SE - Amines are converted into alkenes by a two-step...Ch. 11.SE - The antipsychotic drug flupentixol is prepared by...
Knowledge Booster
Similar questions
- Draw the resulting product(s) from the coupling of the given radicals. Inlcude all applicable electrons and non-zero formal charges. H.C öö- CH3 2nd attempt +1 : 招 H₂C CH CH₂ See Periodic Table See H H C S F P Br CH₂ Iarrow_forwardPlease, help me out with the calculation, step by step on how to find what's blank with the given information.arrow_forwardPredict the following products. Then show the mechanism. H₂N NH2arrow_forward
- BF3, Boron Trifluoride, known to contain three covalent boron-fluorine bonds. suggest and illustrate all of the processes as well as their energetical consequences for the formation of BF3 from its elements.arrow_forwardDraw the mechanism of the reaction.arrow_forward9. Draw all of the possible Monochlorination Products that would Result From the Free Radical Chlormation OF 23,4-TRIMethyl Pentane b. Calculate the To Yield For the major • Product given the Following Relative Restritus For 1° 2° and 30 Hydrogens toward Free Radical Chloration 5.0: 38 : 1 30 2° 1° C. what would be the major product in the Free Radical brominator Of the Same Molecule. Explain your Reasoning.arrow_forward
- What is the complete reaction mechanism for the chlorination of Ethane, C2H6?arrow_forwardA 13C NMR spectrum is shown for a molecule with the molecular formula of C6H100. Draw the structure that best fits this data. 220 200 180 160 140 120100 80 60 40 20 Drawingarrow_forwardPlease help me figure out the blan areas with step by step calculations.arrow_forward
- needing help draw all of the possible monochlorination products that would result from the free radical chlorination of 2,3,4-trimethylpentanearrow_forwardHAND DRAWarrow_forwardBased on the 1H NMR, 13C NMR, DEPT 135 NMR and DEPT 90 NMR, provide a reasoning step and arrive at the final structure of an unknown organic compound containing 7 carbons. Dept 135 shows peak to be positive at 128.62 and 13.63 Dept 135 shows peak to be negative at 130.28, 64.32, 30.62 and 19.10. Provide assignment for the provided structurearrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
