DAT Destroyer OChem #24

[3165]

Could someone please help me with #24 in the Organic Chemistry section of the DAT Destroyer?

Prior to tackling DAT Destroyer problems, I watched and studied Chad's Videos. I understand the substitution of benzene's H with a methyl group. However, I do not understand the second reaction. Chromic acid is a strong oxidizing agent, yes. However, I thought that you need an alcohol group to do oxidation into an aldehyde then carboxylic acid? But toluene has no oxygens. 🙁

What exactly does K2Cr2O7 do then? Am I forgetting something?

Thank you so much (in advanced)! 🙂

 

[MedHopeful234]

Hi 3165!

Chromic acid (similar to KMnO4) also oxidizes benzylic carbons (such as the -CH3 in toluene) to carboxylic acids. See here (great site by the way!):

http://www.masterorganicchemistry.c...-alkanes-with-kmno4-to-give-carboxylic-acids/

Hope that helps

 

[Dotoday]

If you have a Benzylic carbon that can Hydrogens, K2 Cr2O7 or KMnO4 will oxidise it to Carboxy Acid.