Question

Predict the Product. (5 pts each; 20 pts TOTAL) Provide the stable organic product(s) that would result for each reaction below. Label the product formed in highest yield as “major" and include stereochemistry whenever appropriate. H20 (1 equiv.) HCI (catalytic) OH THF 65°C MgBr (2 equiv) 1-hydroxybutan-2-one Et20 25 °C Br2 (1 equiv.) benzene 80 °C UV light 2. NaOH H2O - THE 50 °C PCC 3. CH2Cl2 (1 equiv.) HCI (catalytic) benzaldehyde THF 65 °C mol. sieves

Answer 1

H2oC1 equ) tel Cat THF/65 c OH (acetal) Stereochemistry - Both Rand siosomer is possible with equal extent. Hence form enantiomer... - он (stabilised by resonance). oh Thor H I dok KOD (acetal) enantiomer (both Ris isomer with equal extent not can attack both the face of czo. hence two isomer can form in equal extent:

ngor (2 eqvod Et20/25 c 2 1-hydroxybutan-2-one 2 i n Engay gionger Inger onger V OMOBY enantiomer (I form) As the grignard reagent a lacks to the cao bond from both the side. Hence R/s semer form with equal extent. Br 2. BY ₂ (seau) Benze 2 80°c, ur right Bxzca ezus ET 720- THE peel choh Kergen The 1st step of the reaction is free radical substitution (of gr) in presence of heat and w right an the next step dratteck in swr fassion to give alcohol which then oxidised to aldehyde by peel Choco & the product is achiral due to presence of molecular plane). NH2 font (ha) (Benzaldehyde) -20 65°C (imine) reaction of aldenyde and 1 - amine limincis with the formed.