A community for students.
Here's the question you clicked on:
 0 viewing
DLS
 2 years ago
Organic chemistry
DLS
 2 years ago
Organic chemistry

This Question is Closed

DLS
 2 years ago
Best ResponseYou've already chosen the best response.0Which carbo cation is least likely to form as as intermediate? dw:1360852772005:dw

shubhamsrg
 2 years ago
Best ResponseYou've already chosen the best response.0A) is 3 degree and so is C)

shubhamsrg
 2 years ago
Best ResponseYou've already chosen the best response.0B is 2 degree, also has a double bond which adds to the stability

DLS
 2 years ago
Best ResponseYou've already chosen the best response.0its definitely not A for sure

shubhamsrg
 2 years ago
Best ResponseYou've already chosen the best response.0C is attached to 3 carbons ?

shubhamsrg
 2 years ago
Best ResponseYou've already chosen the best response.0hmm ? well still there are 3 carbons !

shubhamsrg
 2 years ago
Best ResponseYou've already chosen the best response.0If i had to put a guess, I'd say D)

shubhamsrg
 2 years ago
Best ResponseYou've already chosen the best response.0hmm,, sorry about that then! :

DLS
 2 years ago
Best ResponseYou've already chosen the best response.0man I really thought u shud know all that before 2 months of JEE LOL

shubhamsrg
 2 years ago
Best ResponseYou've already chosen the best response.0Wish your thinking was true!

shubhamsrg
 2 years ago
Best ResponseYou've already chosen the best response.0Well I have never seen a bridged carbocation before.

DLS
 2 years ago
Best ResponseYou've already chosen the best response.0are u freaking kidding me ._.

shubhamsrg
 2 years ago
Best ResponseYou've already chosen the best response.0On a bridge head a positive carbon never occurs ~Wikipedia

shubhamsrg
 2 years ago
Best ResponseYou've already chosen the best response.0http://en.wikibooks.org/wiki/Organic_Chemistry/Introduction_to_reactions/Carbocations

shubhamsrg
 2 years ago
Best ResponseYou've already chosen the best response.0hmm, that is why it must be least likely to form! hmm, seems legit

shubhamsrg
 2 years ago
Best ResponseYou've already chosen the best response.0well since bridged carbocation is not formed, hence it is least likely to be formed here.

DLS
 2 years ago
Best ResponseYou've already chosen the best response.0i asked why it isnt form ._. i dont want to accept it as a fact

shubhamsrg
 2 years ago
Best ResponseYou've already chosen the best response.0I don't know the fact! I just learnt it!

shubhamsrg
 2 years ago
Best ResponseYou've already chosen the best response.0Here, you may read this, this has the reason http://www.tricity.wsu.edu/Chem540/ar00096a001.pdf

DLS
 2 years ago
Best ResponseYou've already chosen the best response.0god i cant read that whole thing :/

shubhamsrg
 2 years ago
Best ResponseYou've already chosen the best response.0learn as fact! thats what I just did !

shubhamsrg
 2 years ago
Best ResponseYou've already chosen the best response.0In chem, most of times, there aren't reasons, there are rules, !

DLS
 2 years ago
Best ResponseYou've already chosen the best response.0http://fc06.deviantart.net/fs70/f/2011/288/3/c/nothing_to_do_here_by_rober_raikd4cxltj.png

shubhamsrg
 2 years ago
Best ResponseYou've already chosen the best response.0http://narwhaler.com/img/ys/x/iseeyourpointspearspidermanYsX3vo.jpg

Yahoo!
 2 years ago
Best ResponseYou've already chosen the best response.0Shuld nt the answer be D............

abb0t
 2 years ago
Best ResponseYou've already chosen the best response.0If (A) is benzene, then it's (D). Remember you can't form primary carbocations ever.

DLS
 2 years ago
Best ResponseYou've already chosen the best response.0but i want smt more detailed

abb0t
 2 years ago
Best ResponseYou've already chosen the best response.0Wikipedia says the answer is C?

DLS
 2 years ago
Best ResponseYou've already chosen the best response.0On a bridge head a positive carbon never occurs ~Wikipedia

abb0t
 2 years ago
Best ResponseYou've already chosen the best response.0The + isn't on the bridge though.

DLS
 2 years ago
Best ResponseYou've already chosen the best response.0that is why it cant resonate,the charge is localized.

DLS
 2 years ago
Best ResponseYou've already chosen the best response.0so isnt C in a worse condition than D? it cant resonate at all but D still can

abb0t
 2 years ago
Best ResponseYou've already chosen the best response.0Resonance is not the same as formation of a carbocation

DLS
 2 years ago
Best ResponseYou've already chosen the best response.0its about the stability of the carbocation

abb0t
 2 years ago
Best ResponseYou've already chosen the best response.0Resonance just tells you where electron behaves or forms a more stable structure

DLS
 2 years ago
Best ResponseYou've already chosen the best response.0more resonating structures=more stable C h as 0 resonating structures

DLS
 2 years ago
Best ResponseYou've already chosen the best response.0dw:1360961235810:dw not sure duh

abb0t
 2 years ago
Best ResponseYou've already chosen the best response.0I don't think that would work. Did you move the hydrogen?????

abb0t
 2 years ago
Best ResponseYou've already chosen the best response.0Resonance is only movement of the electron. Not protons.

abb0t
 2 years ago
Best ResponseYou've already chosen the best response.0Maybe @BluFoot can help right now I'm not on my comp so I can't give detailed answers right now and don't have my notes w/ me. If you're on later I will explain better if no1 else has helped you. I gtg

BluFoot
 2 years ago
Best ResponseYou've already chosen the best response.1A is very stable because of all the resonance from the phenyl groups. B is kinda stable from the resonance of the double bond. This is called an "allylic carbocation" http://science.uvu.edu/ochem/index.php/alphabetical/ab/allyliccarbocation/ C has no resonance, but it's tertiary at least D is definitely the least stable. Vinylic carbocations (+ on the C=C) are reaalllllllyyyy unstable. The reason is based in orbitals. C=C are sp2, but with a carbocation it becomes sp. sp orbitals are situated close to the nucleus, so the positive charge is very close to the nucleus, which is positive, so it's unstable

BluFoot
 2 years ago
Best ResponseYou've already chosen the best response.1I've never seen the structure in C btw... do you know what it's called?

DLS
 2 years ago
Best ResponseYou've already chosen the best response.0ive been taught its bridgehead carbon (out of the plane)

BluFoot
 2 years ago
Best ResponseYou've already chosen the best response.1Oh right, I haven't learned about those. It's still probably D but don't make my word for it since I know nothing about the bridges.

BluFoot
 2 years ago
Best ResponseYou've already chosen the best response.1I have no idea, sorry :/

abb0t
 2 years ago
Best ResponseYou've already chosen the best response.0Well, "C" would form a radical rather than a carbocation since it's an all hydrocarbon structure. That could be one argument. I'm not entirely sure about this one to be honest. But I can't help but also think the answer could be D since you don't usually ever have primary carbocations. And there's no type of resonance in structure D. If you take out the double bond, you'd have another charge and that would definitely form a very thermodynamically unstable structure. It would definitely prefer to stay.

aaronq
 2 years ago
Best ResponseYou've already chosen the best response.2If the answer was to be C, then, i imagine that'd it would be because the strain put on it by it's inability to undergo an sp2 conformation (180 degree angles) since it's fixed on the frame and it would make of high energy/unstable
Ask your own question
Sign UpFind more explanations on OpenStudy
Your question is ready. Sign up for free to start getting answers.
spraguer
(Moderator)
5
→ View Detailed Profile
is replying to Can someone tell me what button the professor is hitting...
23
 Teamwork 19 Teammate
 Problem Solving 19 Hero
 Engagement 19 Mad Hatter
 You have blocked this person.
 ✔ You're a fan Checking fan status...
Thanks for being so helpful in mathematics. If you are getting quality help, make sure you spread the word about OpenStudy.