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الكيمياء الصناعية | Using fragmentation patterns |
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date: 22-2-2020 |
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This section will ignore the information you can get from the molecular ion (or ions). That is covered in three other pages which you can get at via the mass spectrometry menu. You will find a link at the bottom of the page.
Example 1 : Mass Spectrum of Pentane
Let's have another look at the mass spectrum for pentane:
What causes the line at m/z = 57?
Solution
How many carbon atoms are there in this ion? There can't be 5 because 5 x 12 = 60. What about 4? 4 x 12 = 48. That leaves 9 to make up a total of 57. How about C4H9+ then?
C4H9+ would be [CH3CH2CH2CH2]+, and this would be produced by the following fragmentation:
The methyl radical produced will simply get lost in the machine.
The line at m/z = 43 can be worked out similarly. If you play around with the numbers, you will find that this corresponds to a break producing a 3-carbon ion:
The line at m/z = 29 is typical of an ethyl ion, [CH3CH2]+:
The other lines in the mass spectrum are more difficult to explain. For example, lines with m/z values 1 or 2 less than one of the easy lines are often due to loss of one or more hydrogen atoms during the fragmentation process.
Example 2
: Pentan-3-one
This time the base peak (the tallest peak - and so the commonest fragment ion) is at m/z = 57. But this isn't produced by the same ion as the same m/z value peak in pentane.
If you remember, the m/z = 57 peak in pentane was produced by [CH3CH2CH2CH2]+. If you look at the structure of pentan-3-one, it's impossible to get that particular fragment from it.
Work along the molecule mentally chopping bits off until you come up with something that adds up to 57. With a small amount of patience, you'll eventually find [CH3CH2CO]+ - which is produced by this fragmentation:
You would get exactly the same products whichever side of the CO group you split the molecular ion. The m/z = 29 peak is produced by the ethyl ion - which once again could be formed by splitting the molecular ion either side of the CO group.
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إدارة الغذاء والدواء الأميركية تقرّ عقارا جديدا للألزهايمر
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شراء وقود الطائرات المستدام.. "الدفع" من جيب المسافر
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العتبة العبّاسيّة: البحوث الّتي نوقشت في أسبوع الإمامة استطاعت أن تثري المشهد الثّقافي
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