Dilute aqueous KMnO4 , at room temperature reacts with R - CH = CH - R to give
RCHOH - CHOHR
Do you remember Hydroxylation using KMnO4.
Let's check it out.
Hydroxylation using KMnO4:1∘ cold alkaline KMnO4 solution (Baeyer's reagent) or dil.KMnO4 gives glycol.
Note.
(a) It is an unsaturation test because the pink colour of solution disappears.
(b) It is a example of Syn-addition.
Therefore,
R−CH=CH−Raq.KMnO4−−−−−−−−−−−→Room temperatureR−C(OH)H−C(OH)H−R
R−CH=CH−RConc.KMnO4−−−−−−−−→R−COOH+R−COOH