Organic Chemistry-Package(Custom)
4th Edition
ISBN: 9781259141089
Author: SMITH
Publisher: MCG
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Chapter 14, Problem 14.26P
How many lines are observed in the
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Use the data below from an electron impact mass spectrum of a pure compound to deduce its structure. Draw your structure in the
drawing window.
Data selected from the NIST
WebBook,
https://webbook.nist.gov/chemistry/
m/z
Relative intensity
31
0.5
30
26
29
22
28
100
27
33
26
23
15
4
• You do not have to consider stereochemistry.
You do not have to explicitly draw H atoms.
• In cases where there is more than one answer, just draw one.
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n
?
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Next
for this question.
Write the molecular formula for a compound with the possible elements C, H, N and O that exhibits a molecular ion at M+ = 98.1106.
Exact Masses of the Most Abundant Isotope of
Selected Elements
Isotope Natural abundance (%) Exact mass
1H
99.985
1.008
12C
98.90
12.000
14N
99.63
14.003
160
99.76
15.995
Molecular formula
(In the order CHNO, with no subscripts)
PLEASE READ!!! I DONT WANT EXAMPLES, I DONT WANT WORDS OR PARAGRAPHS!!! PLEASE I UNDERSTAND THE BASICS BUT THIS IS AN EXCEPTION THAT EVEN THE INTERNET CANT HELP!!!!
THIS IS THE THIRD TIME I'VE SENT THOSE QUESTIONS SO PLEASE DONT RESEND THE SAME STUFF, ITS NOT HELPING ME!!!
I ALSO ALREADY TRIED TO DRAW THE MECHANISM MYSELF, SO IF ITS RIGHT PLEASE TELL ME OR TELL ME WHAT I HAVE TO CHANGE!!!
First image: I have to SHOW (DRAWING) the mechanism (with arows and structures of molecules) NOT WORDS PLEASE! of the reaction at the bottom. Also I have to show by mecanism why the reaction wouldn't work if the alcohol was primary
Second image: I have to show the mechanism (IMAGE) (with arrows and structures of the molecules) NOT WORDS PLEASE !! for the reaction on the left, where the alcohol A is added fast in one portion
HOMEWORK, NOT EXAM!!
ALL DETAILS ARE IN THE IMAGES PLEASE LOOK AT THE IMAGES, DONT LOOK AT THE AI GENERATED TEXT!!!
Chapter 14 Solutions
Organic Chemistry-Package(Custom)
Ch. 14 - Problem 14.1 The NMR spectrum of recorded on a ...Ch. 14 - Prob. 14.2PCh. 14 - How many 1H NMR signals does each compound show?Ch. 14 - How many 1H NMR signals does each...Ch. 14 - Label the protons in each highlighted CH2 group as...Ch. 14 - How many 1H NMR signals would you expect for each...Ch. 14 - Prob. 14.7PCh. 14 - For each compound, first label each different type...Ch. 14 - Prob. 14.9PCh. 14 - Which compound give a 1H NMR spectrum with two...
Ch. 14 - Prob. 14.11PCh. 14 - Prob. 14.12PCh. 14 - Prob. 14.13PCh. 14 - For each compound give the number of 1H NMR...Ch. 14 - Prob. 14.15PCh. 14 - Prob. 14.16PCh. 14 - Describe the 1H NMR spectrum of each compound....Ch. 14 - Draw a splitting diagram for Hb in...Ch. 14 - Problem 14.20 Identify A and B, isomers of...Ch. 14 - Problem 14.21 How many signals are present in the ...Ch. 14 - What protons in alcohol A give rise to each signal...Ch. 14 - How many peaks are observed in the NMR signal for...Ch. 14 - Propose a structure for a compound of molecular...Ch. 14 - Problem 14.25 Propose a structure for a compound...Ch. 14 - Problem 14.26. Identify products A and B from the...Ch. 14 - How many lines are observed in the 13C NMR...Ch. 14 - Problem 14.28 Draw all constitutional isomers of...Ch. 14 - Esters of chrysanthemic acid are naturally...Ch. 14 - Prob. 14.29PCh. 14 - Problem 14.31 Identify the carbon atoms that give...Ch. 14 - Problem 14.32 A compound of molecular formula ...Ch. 14 - Problem 14.33 Draw the structure of a compound of...Ch. 14 - 14.34 (a) How many NMR signals does each of the...Ch. 14 - 14.35 (a) How many NMR signals does each compound...Ch. 14 - How many different types of protons are present in...Ch. 14 - How many 1H NMR signals does each compound give?...Ch. 14 - 14.37 How many NMR signals does each natural...Ch. 14 - Prob. 14.38PCh. 14 - Acetone exhibits a singlet in its 1H NMR spectrum...Ch. 14 - Prob. 14.40PCh. 14 - Prob. 14.41PCh. 14 - How could you use chemical shift and integration...Ch. 14 - Which compounds give one singlet in the 1H NMR...Ch. 14 - Prob. 14.44PCh. 14 - 14.43 How can you use NMR spectroscopy to...Ch. 14 - Prob. 14.46PCh. 14 - Prob. 14.47PCh. 14 - Which compounds in Problem 14.43 give one signal...Ch. 14 - Prob. 14.49PCh. 14 - How many 13C NMR signals does each compound...Ch. 14 - Rank the highlighted carbon atoms in each compound...Ch. 14 - 14.50 Identify the carbon atoms that give rise to...Ch. 14 - 14.51 a. How many signals does dimethyl...Ch. 14 - 14.53 Propose a structure consistent with each set...Ch. 14 - 14.54 Identify the structures of isomers A and B...Ch. 14 - 14.55 Reaction of with affords compound W,...Ch. 14 - 14.56 Treatment of with , followed by aqueous
...Ch. 14 - 14.57 Compound C has a molecular ion in its mass...Ch. 14 - 14.58 As we will learn in Chapter 20, reaction of ...Ch. 14 - 14.59 Identify the structures of isomers E and F...Ch. 14 - 14.59 Identify the structures of isomers H and I...Ch. 14 - 14.61 Propose a structure consistent with each set...Ch. 14 - 14.62 Reaction of with , followed by treatment...Ch. 14 - Reaction of aldehyde D with amino alcohol E in the...Ch. 14 - 14.64 Propose a structure consistent with each set...Ch. 14 - 14.65 In the presence of a small amount of acid, a...Ch. 14 - 14.66 Treatment of with affords two products (M...Ch. 14 - 14.67 Compound O has molecular formula and shows...Ch. 14 - 14.68 Compound P has molecular formula . Deduce...Ch. 14 - 14.69 Treatment of with strong base followed by ...Ch. 14 - Low molecular weight esters RCO2R often have...Ch. 14 - 14.70 When -bromo--dimethylbutane is treated with...Ch. 14 - 14.71 Propose a structure consistent with each set...Ch. 14 - 14.72 Reaction of unknown A with forms...Ch. 14 - Prob. 14.75PCh. 14 - 14.74 -Annulene shows two signals in its ...Ch. 14 - 14.75 Explain why the spectrum of-methylbutan--ol...Ch. 14 - 14.76 Because has an odd mass number, nuclei...Ch. 14 - 14.77 Cyclohex--enone has two protons on its...
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- Write the molecular formula for a compound with the possible elements C, H, N and O that exhibits a molecular ion at M+ = 85.0899. Exact Masses of the Most Abundant Isotope of Selected Elements Isotope Natural abundance (%) Exact mass 1H 99.985 1.008 12C 98.90 12.000 14N 99.63 14.003 160 99.76 15.995 Molecular formula (In the order CHNO, with no subscripts)arrow_forwardUse the data below from an electron impact mass spectrum of a pure compound to deduce its structure. Draw your structure in the drawing window. Data selected from the NIST WebBook, https://webbook.nist.gov/chemistry/ m/z Relative intensity 59 3.0 58 64 43 100 15 23 • You do not have to consider stereochemistry. •You do not have to explicitly draw H atoms. • In cases where there is more than one answer, just draw one. + n[] 85 // ? CH4 Previous Nextarrow_forwardWrite the molecular formula for a compound with the possible elements C, H, N and O that exhibits a molecular ion at M* = 128.0632. Exact Masses of the Most Abundant Isotope of Selected Elements Isotope Natural abundance (%) Exact mass 1H 99.985 12C 98.90 14N 99.63 160 99.76 Molecular formula 1.008 12.000 14.003 15.995 (In the order CHNO, with no subscripts)arrow_forward
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