1answer for 2nd is C-C-(Cl)-C-C≡C
1) C
C --- C 
C + 1EQ. HCl at liow temp. GIVES ???
2) CC --- C ---- C C + 1EQ. HCl at liow temp. GIVES ???
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34 Answers
1tapan it was to prov that double bonds reacts faster than triple as unstable vinyl cation is formed
( that i showed in the fig)
but also in Q 1 H+ still attacks triple bond such that overall stability is not disturbed
first the compound was stable due to conjugation hence for the product to remain in conjugation H+ attacks triple bond
always consider overall stability of compound first
1sry if i m irritatin u i gt another doubt
can d 2nd compound b
C - C(Cl) - C - C ≡ C
21Vish : My dbt in Q1 is not werther duble or tripl bond is attacked........ that's triple 4 sure
Ther two Carbons mutually triply bonded......... extreme rite wala n the one next to it.....
Now Cl will go to wich C out of the two is ma DOUBT,.......
1hmm now i got u k k
next to it will be attacked as that carbocation is more stable due to conjugation with double bond
21Vish how does the abov diag. justify prodct 1?? [7]
in Q1 the terminal triply bonded C
1after addition of H+
CC-----C+c----H ( charge is conjugated)
and
CC-----Cc+----H ( charge is not conjugated)
r possible
clearly 1st carbocation is more stable than 2nd due to conjugation with double
bond hence Cl- will bond with 1st structure
1richa 2nd one is easy simply on the facts that
1. double bonds are more reactive than triple
2. 20 carbocation is more stable than 10 carbocation
1low temp hmm its exothermic reaction naa ( and i think highly isothermic maybee)
so low temp will provide slow rate of formation ( or kindof correct rate if its highly exothermic)
something like this [4][4]
21ANS :
1) C=C-C-(Cl)=C
2) C-C-(Cl)-C-C [TRIPLE BOND] C
I wanted to know the reasoning.......... I cudnt figure out one!! [2]
106@tapan a possible explanation for 1:
a stable alkene forms as it becomes conjugated... but i dont think that applies for 2nd one then :(
1well use two concepts here
1. in general duble bonds r more readily attacked than triple ( this explains for 2)
2. conjugated alkene is more stable so in 1 rather triple bond is attacked so such that the conjugation is not disturbed
1k for 1 eq u r asking
k then the same products will be formed [4]
106i think .. double bonds are more reactive towards electrophilic addition reactions so i think with 1 eq. of HCl only the double bonds will get broken...
i.e.
1 will be Cl-C-C-C≡C
1k
well in an electrophilic addition (add of H+ here)
less stable vinyl cation is formed