Cro3

[123321]

So I thought that Cro3 is a strong oxidizing agent and turns a primary alcohol into a carboxylic acid, but i just came across a problem where cro3, Pyr, ch2cl2, at 40 degrees C turns it into an aldehyde.

Help?

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[FeralisExtremum]

What you listed ends up forming PCC - pyridium chlorochromate (formed via CrO3 + protonated pyridine, no H2O, Cl- counter ion). This is a weaker oxidizing agent that will turn primary alcohols into aldehydes.

Chromic acid is a strong oxidizing agent that turns primary alcohols into carboxylic acids, its chemical formula is H2CrO4
This gets formed from mixing either CrO3 w/ H2SO4 (aq) [aka Jones Reagent] or mixing Na2Cr2O7 with H2SO4 (aq)

Sometimes rather than writing out the chemical formula of the agent itself, they write out the parts it is formed from. Since CrO3 can be used in the formation both, this is likely the source of confusion. So pay close attention to what it's mixed in with!

 

[123321]

wow dude you the best! thanks

 

[DAT Destroyer]

So I thought that Cro3 is a strong oxidizing agent and turns a primary alcohol into a carboxylic acid, but i just came across a problem where cro3, Pyr, ch2cl2, at 40 degrees C turns it into an aldehyde.

Help?

Think of this oxidizing agent the same as PCC, it will take a primary alcohol into an aldehyde. Secondary alcohols are oxidized into ketones.

I like your focus..

Dr. Romano

 

[123321]

thanks Dr!