Question

Draw the organic products formed when allylic alcohol is treated with each reagent

a.	H2 + Pd-C
b.	mCPBA
c.	PCC
d.	CrO3, H2SO4, H2O
e.	(CH3)3COOH, Ti[OCH(CH3)2]4, (+)-DET
f.	(CH3)3COOH, Ti[OCH(CH3)2]4, (−)-DET
g.	[1] PBr3; [2] LiAlH4; [3] H2O
h.	HCrO4−—Amberlyst A-26 resin

for the molecule (E)-3-methyl-2-penten-1-ol

Answer 1

Explanation

a) The given allylic alcohol reacts with H2 + Pd-C with the reduction of double bond to give corresponding alcohol

b) The given allylic alcohol reacts with mCPBA to give epoxide.

c) The given allylic alcohol undergo oxidation in presence of PCC to give corresponding aldehyde

d) The given allylic alcohol undergo selectiveoxidation in presence of CrO₃, H₂SO₄, H2O i.e. jones reagent to gives carboxylic acid.

e) This is Sharpless epoxidation. Here (+)-DET gives alpha epoxide.

f) This is Sharpless epoxidation. Here (-)-DET gives beta epoxide.

g) This reaction gives corresponding alkane.

h) Here acid is a product.

The above reactions are shown in image below: