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Need help with a free radical substitution question

1470603038923-1676330518.jpg the answer for this is d. Is this right ?
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thanks
1470603123084549918445.jpg372.3KB
Reply 1
Avatar for alow
alow
19
Your 4th one is missing a carbon.

Also it's butane, not methylpropane. The UV won't break C-C bonds.
Reply 2
Avatar for coconut64
coconut64
OP
16
Original post by alow
Your 4th one is missing a carbon.

Also it's butane, not methylpropane. The UV won't break C-C bonds.


Thanks, that's what I was thinking: it can't possibly be branched. So why is the answer 6 then? I don't get it.

Thanks
Reply 3
Avatar for alow
alow
19
Original post by coconut64
Thanks, that's what I was thinking: it can't possibly be branched. So why is the answer 6 then? I don't get it.

Thanks


Geminal isomers are 1,1-dibromobutane and 2,2-dibromobutane, the 3s and 4s don't count as they are identical.

The others are 1,2-dibromobutane, ...

Can you do the rest?
(edited 7 years ago)
Reply 4
Avatar for coconut64
coconut64
OP
16
Original post by alow
Geminal isomers are 1,1-dibromobutane and 2,2-dimethylbutane, the 3s and 4s don't count as they are identical.

The others are 1,2-dibromobutane, ...

Can you do the rest?


How did you manage to come up with 2,2-dimethylbutane?
Reply 5
Avatar for alow
alow
19
Original post by coconut64
How did you manage to come up with 2,2-dimethylbutane?


*dibromo. Whoops.
Reply 6
Avatar for coconut64
coconut64
OP
16
Original post by alow
*dibromo. Whoops.


I only manage to come up with 4: 1,1-dibromobutane, 1,2-dibromobutane, 1,3-dibromobutane and 1,2-dibromobutane
Thanks
Reply 7
Avatar for alow
alow
19
Original post by coconut64
I only manage to come up with 4: 1,1-dibromobutane, 1,2-dibromobutane, 1,3-dibromobutane and 1,2-dibromobutane
Thanks


Those are all good (assuming you meant 1,4 for the last one). What about the isomers without a bromine at the 1 position?
Reply 8
Avatar for coconut64
coconut64
OP
16
Original post by alow
Those are all good (assuming you meant 1,4 for the last one). What about the isomers without a bromine at the 1 position?


Sorry mistyped some of them. so it is
1,1-dibromobutane, 1,2-dibromobutane, 1,3-dibromobutane and 1,4dibromobutane , 2,2-dibromobutane and 2,3-dibromobutane???
Reply 9
Avatar for alow
alow
19
Original post by coconut64
Sorry mistyped some of them. so it is
1,1-dibromobutane, 1,2-dibromobutane, 1,3-dibromobutane and 1,4dibromobutane , 2,2-dibromobutane and 2,3-dibromobutane???


Looks good to me.
Reply 10
Avatar for coconut64
coconut64
OP
16
Original post by alow
Looks good to me.


One last question : can you have 3,3-dibromobutane or is that the same as 2,2-dibromobutane ? Thanks
Reply 11
Avatar for alow
alow
19
Original post by coconut64
One last question : can you have 3,3-dibromobutane or is that the same as 2,2-dibromobutane ? Thanks


It's the same as the 2,2 isomer.
Reply 12
Avatar for coconut64
coconut64
OP
16
Original post by alow
It's the same as the 2,2 isomer.


I can't rep you again, so thanks for helping.
Reply 13
Avatar for alow
alow
19
Original post by coconut64
I can't rep you again, so thanks for helping.


No problem :smile:

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