Question

D. Answer three of the following four questions (3 of 4). Section E is worth 18 points. 1. Show the major product for the following reaction H3C CH2 H HCI Học CCH, ether 2. Draw a staggered Newman projection of the product shown above, examining the bond between carbons 3 and 4. 3. Chloropropanols are toxin that are thought to be made from glycerol under unusual circumstances such as high temperature frying. What type of reaction is this? Addition H2 H2 H2 H Elimination o_CH_COH - Substitution OH OH Rearrangement СНС-ОН НО

Answer 1

сизи , . . — сна нс1 ether. H₂CT CH, HC- CI Here an alkene and an acid is given to means the first step of the reaction protonation. for this first of all break the double bond in with stable ion's. Za + Minor. (Major) bcoz of 3° is more stable than 2° c (carbocation) HCI CH

2. Staggered Newman poojection for the productie 36 'Eclipsed ( confirmation). (Unstable) . . He @ @ o front carbon. O back carbon s ! 6 fix the position of groups ( staggered confiomation) go hon.) according to their:( (stable) size to mini- - mize the repulsion. by viewing C-4 at front an C-3 at back. (proche ct) (-3 Hrv --el CH3

DH он OH Yои он cior OH Here in the above reaction 'OH' es replaced with Gl.. and nothing is changed - Addition X Nothing should be removed. from our reactant, only addition of any atom takes place. 7 Elimination X = Only removal of atoms / groups. - No addition of anything. Substitution ✓a Addition and removal of an atom / group simultandously, with other atom/group. & Rearrangment x = change in the molecular ancangement only , nothing is radded or removed. Moleculas formula remain same.