Question

1) Predict the Products: Using line drawings with proper use of dashed wedge and solid wedge notation where necessary, draw the major organic products of the following reactions in the boxes provided. If no reaction occurs write "no reaction or "N.R." in the box. Include stereochemistry in your answers where appropriate. If a product is racemic draw both enantiomers or write "racemic“ next to the structure. Assume all reagents written above and below the arrows are present in excess unless designated otherwise. (15 points each) a) 1) CH3MgBr 2) H, H2O b) 1) CH3NH2, trace acid c) 1) LIAIH4 2) H2O d) o i 1) 1 eq. CH3CH20- 2) CH3CH2CH2Br 2) Mechanism: Using line drawings with proper use of dashed wedge and solid wedge notation where necessary, draw the detailed reaction mechanism for the following reaction in the box provided. Include the structures of all intermediate materials, including all intermediate resonance structures. (30 points) 1) Na "OCH3 2) H-CI

1) Predict the Products: Using line drawings with proper use of dashed wedge and solid wedge notation where necessary, draw the major organic products of the following reactions in the boxes provided. If no reaction occurs write “no reaction” or “N.R.” in the box. Include stereochemistry in your answers where appropriate. If a product is racemic draw both enantiomers or write “racemic” next to the structure. Assume all reagents written above and below the arrows are present in excess unless designated otherwise.

2) Mechanism: Using line drawings with proper use of dashed wedge and solid wedge notation where necessary, draw the detailed reaction mechanism for the following reaction in the box provided. Include the structures of all intermediate materials, including all intermediate resonance structures.