roadmap #6 gotta see this

[atlanta213]

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hey guys

On roadmap #6, i don't know why Cro3 make primary alcohol to aldehyde. Isn't CrO3 john reagent which make primary alcohol to carboxylate acid?

Also anther question for oxirane (Epoxide) why Ch3 MgCl/ H30+ treat as basic condition.

Isn't Mgcl salt and H30+ acid?

Thank you so much!

 

[PooyaH]

hey guys

On roadmap #6, i don't know why Cro3 make primary alcohol to aldehyde. Isn't CrO3 john reagent which make primary alcohol to carboxylate acid?

Also anther question for oxirane (Epoxide) why Ch3 MgCl/ H30+ treat as basic condition.

Isn't Mgcl salt and H30+ acid?

Thank you so much!

I'm not 100% sure about this but I think it has to do with the temperature! at 40 degrees C, I think it'll form an aldehyde instead of COOH

 

[marmar]

I think it is because it is missing sulforic acid and it is not as oxidative as it would in Jones reagent.

 

[atlanta213]

I think marmar is right.

What about Mgcl one? How come this would be basic condition?

 

[polarmolar]

Wait this is weird. Does the new destroyer have more roadmaps cause mine only has 4...

 

[CannonD]

hey guys

On roadmap #6, i don't know why Cro3 make primary alcohol to aldehyde. Isn't CrO3 john reagent which make primary alcohol to carboxylate acid?

Also anther question for oxirane (Epoxide) why Ch3 MgCl/ H30+ treat as basic condition.

Isn't Mgcl salt and H30+ acid?

Thank you so much!

I'm Gland you ask about Epoxide, why CH3MgCl/H30+ is treated as it in basic. It doesn't being treated as in Basic, the H30+ is added in the 2nd step, therefore the oxygen in epoxide is not being protonated and the methyl group will not being added to the most substituentt carbon. In fact CH3MgCl acts as a nucleophile in Sn2 reaction.

 

[billythekid]

hey guys

On roadmap #6, i don't know why Cro3 make primary alcohol to aldehyde. Isn't CrO3 john reagent which make primary alcohol to carboxylate acid?

Also anther question for oxirane (Epoxide) why Ch3 MgCl/ H30+ treat as basic condition.

Isn't Mgcl salt and H30+ acid?

Thank you so much!

If CrO3 is the reagant along with acid, then it turns an alcohol into a carboxylic acid. Otherwise, an aldehyde is made.

 

[wifi08]

regarding the CrO3 i recall also that it makes a carboxylic acid from my Orgo book, which was stolen so i cant look it up.
but i did speak to Dr. Romano and he told me that it acts just like PCC which i thought was wrong but coming from a superstar like him, you gotta beleive it...

 

[condoleezarice]

He is wrong. PCC and CrO3(jones) are both oxidizing agent, but PCC is weaker. CrO3 should act like K2CrO4 in oxidation reactions.

primary alcohol + pcc= aldehyde
primary alcohol + CrO3(jones)= carboxylic acid

secondary alcohol + pcc= ketone
secondary alcohol + CrO3(jones)= ketone