Problem 2: Show the fragmentations for4-methyl-2-pentanone radical carbocati on and eplain why thàtis themost favorable path.Predict ä mass spec for the struicture. "YZ 100 ? 0? CH3

Organic Chemistry: A Guided Inquiry
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ISBN:9780618974122
Author:Andrei Straumanis
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Chapter14: Elimination
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I need help with the mass spec problem 2

 

I need problem 2 solved like the example 1 and to say what fragmination is most favorable 

and explain why like in example 1

 

Example 1: show the mostfauara ble fragrentation for 2-methylpentane
rodical carbocation.
* 86
CH3
mass 15
CH3
it
CHSCH2CH2 CH{CH3
CH3CH2 CH2¢
• cH3
methyl rodical
2° Carbocation
2- methyipentane rodical carbocetion
mass 43
CHs
블 43
+ CHCH3
2° carbocadtion
primany radicaul
This tragmentation is more favorable because a primany radical is
more stable than a methyI radical.
when answer such questians, it is best to look at tuwo possible
frogmentation paths to analyze &compare the types of radicals
carbocations that are produced, Always go with the path that offers
a more steeble carbocation andlor radičal. For this example, since
both produced 2° carbocation, the focus was on the types of radicals
is what it would (0ok like:
431 base peak
Thighe'st)
Relative
Alaundance
so
100
(m/z)
Becouse the charge on the ion is typically tl, the m/z value for a
molecular ion comesponds to He moleččular weight of the compounrd.
*Remember that the detector Keeps frack of the number of charded
particles and translates them into relative abundance. TThe
uncharged particles will not appear.
Transcribed Image Text:Example 1: show the mostfauara ble fragrentation for 2-methylpentane rodical carbocation. * 86 CH3 mass 15 CH3 it CHSCH2CH2 CH{CH3 CH3CH2 CH2¢ • cH3 methyl rodical 2° Carbocation 2- methyipentane rodical carbocetion mass 43 CHs 블 43 + CHCH3 2° carbocadtion primany radicaul This tragmentation is more favorable because a primany radical is more stable than a methyI radical. when answer such questians, it is best to look at tuwo possible frogmentation paths to analyze &compare the types of radicals carbocations that are produced, Always go with the path that offers a more steeble carbocation andlor radičal. For this example, since both produced 2° carbocation, the focus was on the types of radicals is what it would (0ok like: 431 base peak Thighe'st) Relative Alaundance so 100 (m/z) Becouse the charge on the ion is typically tl, the m/z value for a molecular ion comesponds to He moleččular weight of the compounrd. *Remember that the detector Keeps frack of the number of charded particles and translates them into relative abundance. TThe uncharged particles will not appear.
Problem 2: Show the froagmentations for 4-methyl-2-pentanone
radlcal canoocati on and explain why that is the most
favorable path.Predicta mass spec for the stricture.
"로 100
?9? CH3
Transcribed Image Text:Problem 2: Show the froagmentations for 4-methyl-2-pentanone radlcal canoocati on and explain why that is the most favorable path.Predicta mass spec for the stricture. "로 100 ?9? CH3
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