Chemistry - Organic Chemistry Doubt!

[angell]

Could somebody tell me what would be the products of the reactions of the following organic molecules with hot concentrated KMno4:

1) CH3-CH2-CH--C-CH2-CH2-CH3
                        |
                       CH3

2) CH2--C-CH2-CH2-CH3
            |
           CH3

3) CH3-CH--CH3

(-- stands for double bond!)

[The SMA]

Could somebody tell me what would be the products of the reactions of the following organic molecules with hot concentrated KMno4:

1) CH3-CH2-CH=C-CH2-CH2-CH3
                        |
                       CH3

2) CH2=C-CH2-CH2-CH3
            |
           CH3

3) CH3-CH=CH3

                 
                           O
                           ||
1) CH3-CH2-CO2H+ C -CH2-CH2-CH3
                           |
                           CH3

2)                        O
                          ||
           CO2+H2O+ C -CH2-CH2-CH3
                           |
                           CH3

 ( || means double bond facing upwards)


not quite sure on no.3 though, need someone to confirm this

[Nobody]

In hot KMnO₄ reactions..
CH will convert into COOH (CO₂H)
CH2 will convert into CO₂
C will convert into C=O (Carbon double bonds with oxygen)

so...

3) i think the question is wrong!
CH₃-CH--CH₃
In this you are saying that the last C forms 5 bonds!!!
Look at this displayed formula (this is what you are trying to say!)

            H H  H
            |  |  |
        H-C-C=C-H
            |     |
            H    H


IF THE MOLECULE IS

CH₃-CH=CH-CH₃

THEN...REACTION WITH HOT KMnO₄ WILL BE

CH₃COOH + CH₃COOH

[(=) represents double bond)

[Saladin]

Please give a cope of the exact exam paper to prevent confusion about the question you are asking.

[The SMA]

yes, i see now why its weird when i try no.3
the formula is wrong. The Carbon can Never form 5 bonds.
should have been 4 bonds only.

What Nobody n The Mysterious Dude said are right,
please attach a copy of your question so that it can be solved

[angell]

WELL this isnt FROM the past papers - its from my teachers head.

Maybe THATS why.

Thank You!!

[angell]

And yes, it was a mistake!

The question is

3) CH3-CH=CH2


Sorry!

[Saladin]

           OH
            |
3) CH3-CH-CH2
                 |
               OH

[angell]

I still do not get the third one

Can you explain?

[The SMA]

           OH
            |
3) CH3-CH-CH2
                 |
               OH

but...isn't thats what you would get if you used cold,dilute KMnO4?...
not quite sure though..

[nid404]

yes that with cold KMNO₄

this is what you get with hot conc KMNO4

CH₃CO₂H  (CO2 and water are by products)