O-Chem Help?

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Anonymous
O-Chem Help? 2016-10-30 02:43:19 Post No. 8445353
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O-Chem Help? Anonymous 2016-10-30 02:43:19 Post No. 8445353 [Report]

I'm so confused can someone help me with this? The first molecule is the starting molecule and the molecule underneath is what you should get as an answer for the hydrolysis reaction. I don't really understand why it shouldn't be the second picture I posted?

Anonymous 2016-10-30 02:43:47 Post No.8445354
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Anonymous 2016-10-30 02:43:47 Post No.8445354 [Report]

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this is the answer I keep getting

Anonymous 2016-10-30 02:46:30 Post No.8445359
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Anonymous 2016-10-30 02:46:30 Post No.8445359 [Report]

It's probably done in basic conditions

Anonymous 2016-10-30 02:50:30 Post No.8445372
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Anonymous 2016-10-30 02:50:30 Post No.8445372 [Report]

I can't figure out why a hydrogen is used up after hydrolysis

Anonymous 2016-10-30 02:52:44 Post No.8445378
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Anonymous 2016-10-30 02:52:44 Post No.8445378 [Report]

>>8445372
is it because the hydrogen releases energy during hydrolysis?

Anonymous 2016-10-30 02:55:31 Post No.8445382
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Anonymous 2016-10-30 02:55:31 Post No.8445382 [Report]

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Anonymous 2016-10-30 02:58:06 Post No.8445384
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Anonymous 2016-10-30 02:58:06 Post No.8445384 [Report]

>>8445382
sorry I'm simple minded so can u explain it in text?

Anonymous 2016-10-30 03:02:45 Post No.8445392
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Anonymous 2016-10-30 03:02:45 Post No.8445392 [Report]

>>8445384
1. Hydroxide loves electrophilic carbon.
2. 2 is 1+1
3. Pi bond is broken. This pushes the electrons from pi bond to oxygen (look at you HOMO and LUMO to find out why).
4. Oxygen hates being anion, it wants pi bond back.
5. Pi bond reforms as alkoxide leaves.
6. RO- is super basic, look at it's pKa. It wants proton.
7. RO- finds proton
8. RO- wants proton
9. RO- devours proton
10. That's why your picture is wrong. The carboxylic acid should be deprotonated.

Anonymous 2016-10-30 03:06:54 Post No.8445398
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Anonymous 2016-10-30 03:06:54 Post No.8445398 [Report]

>>8445392
thanks!

Anonymous 2016-10-30 03:10:49 Post No.8445404
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Anonymous 2016-10-30 03:10:49 Post No.8445404 [Report]

>>8445392
wait where did u get the hydroxide from? Nearby water molecule?

Anonymous 2016-10-30 03:12:46 Post No.8445405
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Anonymous 2016-10-30 03:12:46 Post No.8445405 [Report]

>>8445404
The reaction is being performed under basic conditions. Yeah.

Anonymous 2016-10-30 03:19:17 Post No.8445415
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Anonymous 2016-10-30 03:19:17 Post No.8445415 [Report]

>>8445405
ooohhhh thanks a lot

Anonymous 2016-10-30 10:44:07 Post No.8445819
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Anonymous 2016-10-30 10:44:07 Post No.8445819 [Report]

I never understood why people have such problems with protons and counterions. Who cares whether something is protonated or not?

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I'm aware that Imgur.com will stop allowing adult images since 15th of May. I'm taking actions to backup as much data as possible.
Read more on this topic here - https://archived.moe/talk/thread/1694/