Some Orgo Qs

[prsndwg]

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1.HCl and ROOR on an alkene, why doesnt it work anti-mark like HBR does?

2. what kind of reaction is the treatment of 1-butene with Br2 and Methanol?
Why does Br adds to the less substituted cabon and Oxygen to the more
subs?

3. what about 1-butene with diazomethane? is it simmons?

4. does PCC also change the 2` alcohol to ketone/carboxylic acid? or is it just the primary to aldehyde?

5. Do enols always have to be changed into ketos (tautomerized)?

6. Williamson ether synt: why does the presence of a polar protic solvent does SN2? why doesnt E2 happen in the presence of a strong nucleophile?

 

[prsndwg]

:-?

 

[SmilezZz]

PCC can only oxidize a primary alcohol into an aldehyde and a secondary alcohol into a ketone. Strong oxidizing agents like KMnO4, Cr2O7, and CrO3 can completely oxidize a primary alcohol into a carboxylic acid, as well as, oxidize a secondary alcohol into a ketone.

 

[azar87]

HBR and ROOR will always work anti-markovnikvov any other halogen in the presence of ROOR will not work that is just a rule for that reaction so HCL ROOR will simply add markovnikovly. its easy to remember that it only applies to HBR.
Enols prefer the the keto stage because it is more stable to form a ketone i.e. having a double bond than it is for a free hydroxyl stage......But this is the opposite in phenols......due to the ring stability the enol form is preferred with the free hydroxly group.
I believe the reaction 3 u are talking about is simmons smith.
Williamson ether synthesis requires a small unhindered primary halide (SN2) but since we don't have heat present which we usually do for alkene synthesis it can undergo SN2 rxn. I might not be perfectly right with this statement but thats why i think it is the way it is. We can wait to see what everyone else says. Best of luck i hope this helps!