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Author Topic: fragment ions for branched hydrocarbons  (Read 778 times)  Share 

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Nomvalt

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fragment ions for branched hydrocarbons
« on: May 17, 2010, 10:09:48 pm »
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6) Consider the structures of butane and methylpropane. Both of these molecules have the molecular formula C4H10.
b) Suggest the possible fragment ions that would remain if only one of the bonds is broken at a time in each molecule.

methylpropane fragment ions: CH3C+H2CH2, CH3CH2+, CH3+

I know what the fragment ions for butane would be and other straight chain hydrocarbons, however I often have trouble with working out the fragment ions for branched hydrocarbons. What is the reasoning behind this? Why are the fragment ions for methylpropane what they are?
« Last Edit: May 17, 2010, 10:18:00 pm by Nomvalt »

kyzoo

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Re: fragment ions for branched hydrocarbons
« Reply #1 on: May 17, 2010, 10:42:48 pm »
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Methylpropane = CH3.CH.(CH3).CH3

...I don't see where the CH3CH2+ fragment comes from
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Nomvalt

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Re: fragment ions for branched hydrocarbons
« Reply #2 on: May 19, 2010, 12:29:33 am »
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Methylpropane = CH3.CH.(CH3).CH3

...I don't see where the CH3CH2+ fragment comes from

What about the other one? Why is CH3C+H2CH2 a fragment ion for methylpropane? Why is it positive on the second carbon? How do you know which carbons/hydrogens to eliminate from the original formula for methylpropane?

kyzoo

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Re: fragment ions for branched hydrocarbons
« Reply #3 on: May 19, 2010, 11:40:10 pm »
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Again, I don't see how CH3.CH2.CH3+ is a fragment for methylpropane, it's a fragment for butane though.
2009
~ Methods (Non-CAS) [48 --> 49.4]

2010
~ Spesh [50 --> 51.6]
~ Physics [50 --> 50]
~ Chem [43 --> 46.5]
~ English [46 --> 46.2]
~ UMEP Maths [5.0]

2010 ATAR: 99.90
Aggregate 206.8

NOTE: PLEASE CONTACT ME ON EMAIL - [email protected] if you are looking for a swift reply.

Mao

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Re: fragment ions for branched hydrocarbons
« Reply #4 on: May 21, 2010, 06:03:48 pm »
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Again, I don't see how CH3.CH2.CH3+ is a fragment for methylpropane, it's a fragment for butane though.

CH3-C+H-CH3 is a fragment of methylpropane

CH3-C+H2-CH3 is not a fragment of anything
CH3-CH2-CH3+ is not a fragment of anything
CH3-CH2-CH2+ is a fragment of butane
CH3-CH2+ is a fragment of butane

To find what fragments you have, draw out the structure and cut any C-C bond, the two parts are the fragments. Repeat this process to find all the fragments (only cut one C-C at a time)
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