Toluene 1)Oxidation with kmno4 mechanism 2)Benzoic acid (C6H5cooH)+Socl2 3)Benzoyl chloride (C6H5Cocl) +LiAlH[ (OC (CH3)3]/H+ 4)Benzaldehyde (C6H5CHo)+CH2OHCH2OH/H+

Toluene 1)Oxidation with kmno4 mechanism 2)Benzoic acid (C6H5cooH)+Socl2 3)Benzoyl chloride (C6H5Cocl) +LiAlH[ (OC (CH3)3]/H+ 4)Benzaldehyde (C6H5CHo)+CH2OHCH2OH/H+

Step 1:Toluene oxidation with kmno4

Kmno4 is a strong oxidising agent which oxidise toluene to benzaldehyde in 1st step.

The mechanism is shown below -

Step 2:kmno4 further oxidise Benzaldehyde to Benzoicacid. The mechanismis shown below.

Step 3:when we add socl2 in benzoic acid sn2 reaction occur as a result benzoyl chloride formed.the mechanism is shown -

Step 4:LiAl [Oc (CH3)3]H is a mild oxidising agent which oxidise benzoyl chloride to Benzaldehyde. The mechanism is shown -

Step 5:For protection of aldehyde we often used ch2ohch2oh in acidic medium. For deprotection purpose we use h3o+.the mechanism is shown below -

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