It should be the question of month.....maybe..

An achiral hydrocarbon A ,C6H12 was reacted with Bromine/UV light to give B as the major product.B was found to react quickly with AgNO3/ethanol and slowly with NaI in acetone.When B was heated with KO-t-Bu in t-BuOH it gave C as the major product.C reacted with Br2/CCl4 to give a colourless soln.Reaction of B with aq. Na2CO3 soln gave D,which evolves a colourless gas on heating with Na metal.Heating D with conc. Sulphuric acid gave 1-methylcyclopentene as the major product,which is a constitutional isomer of C.Reaction of D with PCl3 gave E.Reaction of A with Cl2/UV light gave a mixture of four constitutional isomers E,F,G,H in relative yields G=H>E>F.Of these four isomers only G and H were chiral.

Q1 Which compound will produce a chiral compound as on the product on treatment with EtONa/EtOH?
Q2 Which compound (C or D) will produce more heat/mole on hydrogenation with H2/Pt?
Q3 Write the structure of B.
Q4 D on reaction with conc. H2SO4 and heating followed by ozonlysis and treatment with Zn-H2O gives a product Y which on treatment with NaOH(50%) and heat gives X.Identify X and Y

PLzzzz give complete soln as soon as possible...........

24 Answers

24
eureka123 ·

Has anyone got it?????

24
eureka123 ·

ok..............thanx everyone............

1
gagar.iitk ·

sorry for replying it so late but srinath is taking good care and i beleive the solutions posted by srinath are quite very true

1
voldy ·

I'm not a master!!!!!!!!!!!!!!! . What I know is only the tip of the iceberg. there's so much to learn .

and post the answers. that you ahve let me correct myself. and I'm telling aggain . I've not answered your Q's 1-4 . I've only provided the reactions ,from them you must get the answers to the Q's 1-4 . kya kare mein to bahut aalsi hoon. ?

1
voldy ·

@ eureka . check mine da. I think mine's correct . I left some things as they were posted by gagar. ( gaurav.) especially the answering part. I've given each step there as to what happens. so , if you have any doubts on that u can ask . else . njoy finding hthe answer for the Q's posted by you . It's right in front of your eyes. just connect them.

and @ Siddharth . why does ring expansion take place from C ---> D . please give your explanation.

1
Siddharth ·

can you tell me where i went wrong...

1
Siddharth ·


Answers
Q1. G and H
Q2. D (C is a 6 membered cyclic chain.It is more stable than 5 membered chain)
Q3.See Image
Q4.See image(to the right of D)

1
voldy ·

well atleast you should have tried giving your approach.

here's mine.hope it suffices.

24
eureka123 ·

GIve solution sir....................

24
eureka123 ·

absolutely correct............................PLZZZZZ POST THE SOLUTION TO IT..........thats more important for me........

1
gagar.iitk ·

leave that srinath for the second question it is now obvious that c will be the ans

ans for the question
1→G and H
2→C
3→one bromo onemethyl cyclo pentane
4→ x is a aldol product (six membered)

1
voldy ·

how the hell do you hydrogenate an alcohol ? it's a saturated alcohol.

24
eureka123 ·

Anyone trying it??

1
voldy ·

hey nothing da , forget it . but my Q was how can you hydrogenate D ? that's all everything else was dumb :(

1
gagar.iitk ·

i did,nt get u srinath can u explain what u waqnt to say

1
voldy ·

you hydrogenate D?????

invalid entry . please enter the correct data.
:)

1
gagar.iitk ·

hint A contains no double bond

1
voldy ·

it would be better if you try it out and give your approach and why you are not getting it ,than asking for the answer right out.

1
skygirl ·

OK minded :P

13
MAK ·

tho kya... i can also mind it... [9] [3]

right of minding useless things... fundamental right [3] [4]

juzz kidding... plzz mind it... [6]

1
skygirl ·

tera question tha ?? [3] [3] maine toh eureka ko boli :P

13
MAK ·

i'll mind... now what will u do... [3] [4]

1
skygirl ·

sorry :P

dun mind :P

1
skygirl ·

check afetr a month :P

may be on 14/2/09 (V'Day [3])

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