orgo question.... kaplan?!!?!?

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JustwantDDS

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ummmm so it says u cant have a grignard with an alkyne but u can!!! it makes an acetylide!!!! right?????? at least thats what i got out of destroyer


kaplan's oc btw- super off in terms of DAT format style questions...
i think im going to stop doing their OC stuff 😱
 
x5e6mq.jpg


ummmm so it says u cant have a grignard with an alkyne but u can!!! it makes an acetylide!!!! right?????? at least thats what i got out of destroyer


kaplan's oc btw- super off in terms of DAT format style questions...
i think im going to stop doing their OC stuff 😱

Well the way I solve this is first recognize that Grignard reagents would never react with an ether so the first thing I would do is look for an ether. Since it cannot react with an ether it will react with Chloride...its intended reaction to make R-Mg-X the other substituents are reactive with Grignard
 
x5e6mq.jpg


ummmm so it says u cant have a grignard with an alkyne but u can!!! it makes an acetylide!!!! right?????? at least thats what i got out of destroyer


kaplan's oc btw- super off in terms of DAT format style questions...
i think im going to stop doing their OC stuff 😱

Just know the problem in the destroyer and you will be fine. Source: I took the DAT 🙂
 
x5e6mq.jpg


ummmm so it says u cant have a grignard with an alkyne but u can!!! it makes an acetylide!!!! right?????? at least thats what i got out of destroyer


kaplan's oc btw- super off in terms of DAT format style questions...
i think im going to stop doing their OC stuff 😱

it has to do with acidity, the answer is not alkyne because the H off the alkyne is acidic and would prevent the grignard formation, meanwhile the O-CH3 is the ONLY choice that has no acidic protons, hence it will not hinder Gringard.
 
x5e6mq.jpg


ummmm so it says u cant have a grignard with an alkyne but u can!!! it makes an acetylide!!!! right?????? at least thats what i got out of destroyer


kaplan's oc btw- super off in terms of DAT format style questions...
i think im going to stop doing their OC stuff 😱

You can react an alkyne with a grignard, yes. It's just an acid/base reaction. However, you can not form a grignard in the presence of an acidic proton or a reactive functional group (e.g. carbonyls).

As for this question, all of the other answers choices have acidic protons.
 
ohhh FORMING grignard vs. reacting with grignard....

sorry its kinda late.
thanks guys!
 
this place is infinitely better than yahoo answers...lol 3 responses all within 60 secs

makes me kinda feel better that people are studying this late!
well kinda lateish for me...130am butttttt i study better at night anyway
 
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