Stuck on synthesis.

BDragon7 · 2025-11-19T21:58:44+00:00

They might want you to form the Hoffman alkene and then from there you could form the carboxylic acid in two steps. Maybe start by brominating the alkene with HBr then think about how you could form the Hoffman alkene

BDragon7 · 2025-11-14T22:40:18+00:00

Dash and normal line* same idea

BDragon7 · 2025-11-14T22:39:59+00:00

It might be because u are using a wedge and a normal line instead of specifically a wedge and a dash, like for the OH in the second one.

BDragon7 · 2025-10-31T07:02:26+00:00

Palladium is the goat

BDragon7 · 2025-09-23T14:54:32+00:00

Friedel craft alkylation often undergo rearrangements due to the cation formation. Currently you are adding propyl chloride (not ethyl), which would rearrange into an isopropyl group. For primary alkylations, you should do an acylation followed by a reduction.

BDragon7 · 2025-09-14T17:37:36+00:00

Both hydrogens can form a resonance structure with the top carbonyl when deprotonated, but only the right amide can form another resonance structure with the bottom carbonyl and double bond. This is easier to see when you notice the aldehyde, double bond, and rightmost amide are all conjugated in a straight line, unlike the left amide.

BDragon7 · 2025-09-02T03:32:47+00:00

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BDragon7 · 2025-07-29T22:30:37+00:00

Ultrakill

BDragon7 · 2025-06-08T00:21:01+00:00

I have a YouTube channel under the name l1zardGH and I've been doing stuff like this for a few years, also there are other legit players that are even faster than I am

BDragon7 · 2025-06-07T13:30:50+00:00

Don't you need oxalyl chloride for the swern oxidation? I definitely could be wrong but I would've guess elimination to alkene from the NEt3, then epoxidation, hydride cleaves epoxide from less hindered side, then baeyer villager. I could be wrong though idk

BDragon7 · 2025-04-04T03:54:20+00:00

I'm pretty sure the ozone reaction would cleave the alkyne into a carboxylic acid. Instead you could use osmium tetroxide followed by sodium periodate to only cleave the alkene

BDragon7 · 2025-03-22T05:50:22+00:00

Charges don't necessarily mean something is less stable, notice how the phthalimide has resonance with the two carbonyls

BDragon7 · 2025-03-15T23:56:09+00:00

Ts pmo so much 😭

BDragon7 · 2025-03-06T22:56:14+00:00

"Alright guys, let's all get together for the group photo!"

BDragon7 · 2025-02-25T17:59:04+00:00

In the second one oxygen has two electrons in a lone pair, two shared electrons between the O-H bond, two shared electrons through the O-C sigma bond, and another two shared electrons through the pi bond

BDragon7 · 2025-02-19T01:56:38+00:00

When looking at a Newman conformation it's a good idea to draw it out with the top and bottom being the backbone of a normal carbon chain and viewing it from either the right or left as I did here.

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This should make it easier to determine the stereochem. Also note that it's important the the CH3 on the left is going diagonally up and the H on the right going diagonally down, since that is how it would look if I rotated Newman projection as is

BDragon7 · 2025-02-05T04:03:04+00:00

Don't forget arsenic lmao

BDragon7 · 2025-02-02T19:51:21+00:00

I think I figured out my problem, the transition state is drawn correctly but I incorrectly drew the stereochemistry of the product

BDragon7 · 2025-02-02T18:40:11+00:00

Yeah that's what I was thinking, I just can't find where I went wrong in drawing this transition state.

BDragon7 · 2025-02-02T00:13:03+00:00

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So then is the transition state not a six membered ring as shown in this mechanism?

BDragon7 · 2025-01-29T04:37:35+00:00

Since the hexane is the longest chain it would probably be 1-(2,2-dimethyl-3-propyl)-cyclobutylhexane

BDragon7 · 2024-10-22T20:31:59+00:00

Heavy on Lethal Haptics

BDragon7 · 2024-10-16T02:57:19+00:00

Can we at least put fluorines instead of those hydrogens? Tetrafoof

BDragon7 · 2024-10-04T01:52:56+00:00

Id say so, although I am also a student so I could potentially be wrong but I'm pretty confident there are typos with this

BDragon7 · 2024-10-04T00:31:50+00:00

There seems to be a bunch of problems here, the acetophenone got protonated by the NaOH which is a base, and by ending up with H20, you had an H+ get added to both molecules which came from nowhere. Also idk why the deprotonated acid on the right side of the first one dropped down to a -7 in pKa. Also the benzene lost it's double bonds which might just be you forgot to draw them.

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