Flag Organic Chemistry> compare the stability of the following co...
question mark

compare the stability of the following compounds,(i) (a) ph-ch2(free radical)(b)(ch3)3c(free radical)(c)ch3-ch(free radical)-ch3(d)ch2=ch-ch2(free radical) (ii)(a) ch2=ch(free radical)(b)ph-ch2(free radical)(c)ph(free radical)(d)ch(triple bond)c(free radical)(e)ch3-ch2(free radical)Kindly give me DETAILED EXPLANATION.

vineet chatterjee , 10 Years ago
Grade 12
anser 5 Answers
sufi digital

Last Activity: 10 Years ago

1) (ch3)3c(free radical) is more stable than ch3-ch(free radical)-ch3 as greater the number of alkyl groups attached to the C-atom with odd electrons more stable is the free radical. this is because of hyperconjugation.  ph-ch2(free radical) is more stable than both these radicals due to resonance. ch2=ch-ch2(free radical) is least stable.
thus the order of stability is ph-ch2(free radical)>(ch3)3c(free radical)>ch3-ch(free radical)-ch3>ch2=ch-ch2(free radical).
​2) ph(free radical) is least stable. ph-ch2(free radical) is most stable.
ch2=ch(free radical)(allyl) is more stable than ch3-ch2(free radical)(primary). 
order of stability is ph-ch2(free radical)>ch2=ch(free radical)>ch3-ch2(free radical)>ph(free radical)
i don’t know about ch(triple bond)c(free radical).
stability of free radicals depend on two factors hyperconjugation and resonance.
hope this helps!!!

vineet chatterjee

Last Activity: 10 Years ago

but the answer given is ph-ch2(free radical)>ch2=ch-ch2(free radical)>(ch3)3c(free radical)>ch3-ch(free radical)-ch3 
 

vineet chatterjee

Last Activity: 10 Years ago

and for the second question,answer is 
ph-ch2(free radical)>ch3-ch2(free radical)>ch2=ch(free radical)>ph(free radical)>ch(triple bond)c(free radical)

sufi digital

Last Activity: 10 Years ago

 ch2=ch-ch2(free radical) is an allyl i mistook it for vinyl. allyls are more reactive than primary secondary and tertiary radicals and vinyls are less reactive. ch2=ch(free radical) is a vinyl. i got confused between the two. very sorry for the confusion. 
 
 

sufi digital

Last Activity: 10 Years ago

actually i meant allyls are more stable than primary secondary and tertiary radicals and vinyl is less stable. allyls are stabalised by resonance but vinyls are not. by mistake i wrote allyls are more reactive. sorry again

Provide a better Answer & Earn Cool Goodies

Enter text here...
star
LIVE ONLINE CLASSES

Prepraring for the competition made easy just by live online class.

tv

Full Live Access

material

Study Material

removal

Live Doubts Solving

assignment

Daily Class Assignments


Ask a Doubt

Get your questions answered by the expert for free

Enter text here...