Organic!!

For Help last (E) is given...

Enjoy!!
[4]

36 Answers

33
Abhishek Priyam ·


:O

such a blunder.. :O

shitt!!

Sorry
AVNI!!

33
Abhishek Priyam ·

hehe.... aage banate to E nahi aata...
:P

1
avni ·

mayb priyam in ur ans the double bond I hav shown wud be shifted 2 terminal postn

33
Abhishek Priyam ·

its different.. anvi...

yaha α hydrogen nahi hai ketone me.. par question wale me hai..

33
Abhishek Priyam ·

naa... thoda different hai...

1
avni ·

hai mere dost zara achhe se dekho!

α-Carbon pe sirf 3 sub. hai matlab ek α-H hai (toking of the internet img I've uploaded)

33
Abhishek Priyam ·


...and -OTs is very good leaving group..and ketone have acidic H.(Hint for C)

1
avni ·

I m avni dear not anvi..... LOL

33
Abhishek Priyam ·

Opsie.. merea matlab.. steric hindrance bhi to hai.. [3][3]

And do do double bond hai.... and see B its comletely different with -OTs... it changes its reaction completely... :)

1
avni ·

Actually learnt this diene + keton reactn frm net itself!!!

the fol. is jus an eg. apply the same 2 our questn.

33
Abhishek Priyam ·

kk
[1]

1
avni ·

hmmmmm..... ya β- H niklega.....

this is ulta (LOL) C rite...

3
nihit.desai ·

hey priyam, two questions:

one, with the ketone as reagent in step B to C, is acidic condition given ??
we will need that to abstract alpha H so that the ketone can act as nucleophile and displace OTs from the ester rite ??

second, does the mech from D to E involve addtion compund betn. O of epoxide and AlCl3, resulting in formation of O - C bond cleavage, 2° carbocation, which then attacks the O of ketone to form a ring ???
plzz reply soon ne !!

33
Abhishek Priyam ·

@Nihit...

yeah acidic one so that enolisation is more...

and when u reach D then see of mechanics...(give picture instead for clarity..)But u are almost right there also..)..

33
Abhishek Priyam ·

@avni

Why u shifted that double bond...

1
avni ·

vahi jo aage internet vali funny si img. paste ki na usme they had shifted so mene bhi kar diya.....

ha par mujhe bhi logical nahi laga tha u r crrct vo dubl bond shift nahi hoga PRIYAM

1
avni ·

sum1 giv mech 4 D->E

33
Abhishek Priyam ·

kk..
kal phy xam ke baad de denge...

:)

33
Abhishek Priyam ·

and yeah give the mechanism too.. for last step... D->E

39
Dr.House ·

sorry, worng wala posted.

33
Abhishek Priyam ·

naa.... gaalt hai...

106
Asish Mahapatra ·

33
Abhishek Priyam ·

extra carbon... :O

just remove one carbon...

and it will be right.. :)

39
Dr.House ·

oh ya asish i correct, i was wrong

106
Asish Mahapatra ·

what does TsCl do?

62
Lokesh Verma ·

That is the short for Tosyl Chloride ;)

33
Abhishek Priyam ·

Ashish ur A is right..

TsCl.. do you know its structure... then it will be helpful

1
greatvishal swami ·

hehe E looks like a mouse [9][9][9]

39
Dr.House ·

1
avni ·

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