Name: Natea Medou . Discussion TF: Nole hery Section:BB Problem Set #6, Fall 2019 - Due Friday 10/25 by 5 pm in the boxes outside SCI 299. 2) Draw the structures for all monochlorination products formed by the radical chlorination of 2,2,4- trimethylpentane (also known as isooctane) Using the relative reactivity ratio given on page 313 in your book of 5:4:1 for chlorination of 1°, 20, 3° C-H positions, predict the product ratios for the monochlorination compounds you've identified. For each product indicate the following: a) Is the molecule chiral or achiral b) How many magnetically distinct hydrogens exist in each product c) For the major product you've predicted, indicate the expected multiplicity for each hydrogen in the NMR. chirel chiral churel chiral 16 Table 8.7 Bond Dissociation Enthalpies for Selected CH Bonds Type of Radical ΔΗΟ AH Name of Radical Hydrocarbon Radical kJ(kcal)/mo] CH,—СHCH, Allyl CHCH2 (CH),C (CH),CH СH, CH, CH3 CH CH 372 (89) CH,—СНCH, —н Allylic С,Н, СH, —Н (CH),С—Н 376 (90) Benzyl Benzylic 405 (97) tert-Butyl 30 (CH)2CH-H CH, CH, —Н CH, —Н 414 (99) Isopropyl 20 422 (101) Ethyl 439 (105) Methyl Methyl 464 (111) CH CH H Vinyl Vinylic Radical stability

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Hello, could you check my answers to parts 1 and 3? Furthermore, how do i answer to question 2 and 4? 

Thank you for your help.

I have rewritten the question here in case the picture is not clear :

1)Draw the structures for all monochlorination products formed by the radical chlorination of 2,2,4- trimethylpentane.

2) Using the relative reactivity below of 5:4:1 for chlorination of 1o, 2o, 3o C-H positions, predict the product ratios for the monochlorination compounds identified.

3) For each product indicate if the molecule is chiral or achiral and how many magnetically distinct hydrogens exist in each product 

4) For the major product predicted, indicate the expected multiplicity for each hydrogen in the NMR.

 

Name: Natea Medou
. Discussion TF: Nole hery
Section:BB
Problem Set #6, Fall 2019 - Due Friday 10/25 by 5 pm in the boxes outside SCI 299.
2) Draw the structures for all monochlorination products formed by the radical chlorination of 2,2,4-
trimethylpentane (also known as isooctane) Using the relative reactivity ratio given on page 313 in
your book of 5:4:1 for chlorination of 1°, 20, 3° C-H positions, predict the product ratios for the
monochlorination compounds you've identified. For each product indicate the following:
a) Is the molecule chiral or achiral
b) How many magnetically distinct hydrogens exist in each product
c) For the major product you've predicted, indicate the expected multiplicity for each
hydrogen in the NMR.
chirel
chiral
churel
chiral
16
Transcribed Image Text:Name: Natea Medou . Discussion TF: Nole hery Section:BB Problem Set #6, Fall 2019 - Due Friday 10/25 by 5 pm in the boxes outside SCI 299. 2) Draw the structures for all monochlorination products formed by the radical chlorination of 2,2,4- trimethylpentane (also known as isooctane) Using the relative reactivity ratio given on page 313 in your book of 5:4:1 for chlorination of 1°, 20, 3° C-H positions, predict the product ratios for the monochlorination compounds you've identified. For each product indicate the following: a) Is the molecule chiral or achiral b) How many magnetically distinct hydrogens exist in each product c) For the major product you've predicted, indicate the expected multiplicity for each hydrogen in the NMR. chirel chiral churel chiral 16
Table 8.7 Bond Dissociation Enthalpies for Selected CH Bonds
Type of
Radical
ΔΗΟ
AH
Name of
Radical
Hydrocarbon
Radical
kJ(kcal)/mo]
CH,—СHCH, Allyl
CHCH2
(CH),C
(CH),CH
СH, CH,
CH3
CH CH
372 (89)
CH,—СНCH, —н
Allylic
С,Н, СH, —Н
(CH),С—Н
376 (90)
Benzyl
Benzylic
405 (97)
tert-Butyl
30
(CH)2CH-H
CH, CH, —Н
CH, —Н
414 (99)
Isopropyl
20
422 (101)
Ethyl
439 (105)
Methyl
Methyl
464 (111)
CH CH H
Vinyl
Vinylic
Radical stability
Transcribed Image Text:Table 8.7 Bond Dissociation Enthalpies for Selected CH Bonds Type of Radical ΔΗΟ AH Name of Radical Hydrocarbon Radical kJ(kcal)/mo] CH,—СHCH, Allyl CHCH2 (CH),C (CH),CH СH, CH, CH3 CH CH 372 (89) CH,—СНCH, —н Allylic С,Н, СH, —Н (CH),С—Н 376 (90) Benzyl Benzylic 405 (97) tert-Butyl 30 (CH)2CH-H CH, CH, —Н CH, —Н 414 (99) Isopropyl 20 422 (101) Ethyl 439 (105) Methyl Methyl 464 (111) CH CH H Vinyl Vinylic Radical stability
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