Dehydration

Please show the dehydration products:
1.

21 Answers

1
anmolivanima ·

second and third both should be ethene na!! least stable alkene is generally formed

39
Pritish Chakraborty ·

Nah wait...that ain't Cope rearrangement. Those are for 1,5-dienes.
It's a sigmatropic rearrangement even then, a [1,5]-rearrangement to be precise. It follows a six member transition state. Check this for more info : http://www.chemtube3d.com/Sigmatropic4.html

39
Pritish Chakraborty ·

The first one is a Cope rearrangement and the second one seems like a radical reaction...
Mechs in a while...I'm not on the computer but on phone WiFi.

71
Vivek @ Born this Way ·

Mechanism and product please :)

39
Pritish Chakraborty ·

@Vinay : Ring expansion occurs if -
1. Energy is provided
2. The end product is either thermodynamically or kinetically favourable. In this case it is the thermodynamic factor, especially the stability which arises due to aromaticity.

1
Vinay Arya ·

Subhomoy,why second step?

49
Subhomoy Bakshi ·

1
Vinay Arya ·

Then ,could you tell me what is the answer available?

71
Vivek @ Born this Way ·

@Vinay.. That was horribly wrong.

71
Vivek @ Born this Way ·

Pritish Bhaiya.. Please show the mechanism..!!

39
Pritish Chakraborty ·

After a nice long nap, I see that qwerty has beaten me to it...bleh :P

71
Vivek @ Born this Way ·

2.

23
qwerty ·

1.benzene
2.CH2=CH2
3.Ph-CH=CH2

6
AKHIL ·

i m being reminded of the cascade effect by seeing quesn 1
:P

1
Ricky ·

Quaternary ammonium hydroxide in which one of the substituent group attached to nitrogen atom has at least one " β " hydrogen when heated , undergoes decomposition to generate an alkene . This is known as " Hoffmann " elimination.

71
Vivek @ Born this Way ·

but how do i predict whether the compound will show hoffman elimination or zaitsev elimination?

1
Ricky ·

3 > Same reaction - Final Product -

Only the cyclohexane ring will break and a double bond would come at the carbon atom immediately next to " N + " .

1
Ricky ·

2 > This is Hofmann Elimination obviously . Elimination will take place at " β " carbon . Final product -

" C H3 - C H = C H2 + N ( C H3 ) 3 " .

1
Vinay Arya ·

See if I am right:

39
Pritish Chakraborty ·

All three questions look kinda familiar...lol. I'll try these tomorrow after getting back from college.

71
Vivek @ Born this Way ·

3.

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