Q3- Fill in the boxes with the product of the following reactions. Draw only the major product or products and indicate stereochemistry. When a racemic mixture is formed, you must draw both enantiomers and write racemic in the box. A) B) NBS hv NBS hv C) NBS hv D) CH3 Br2 hv E) F) NBS hv Br2 hv

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Which of the following is a major product of the reaction shown in the box? .CI ? AICI3 A) B) -CI (trans) C) D) O A B OD

2) Draw the products with detailed reaction mechanism, and also indicate the stereochemistry for the following reaction. U OH CH3COCI CH3 pyridine

The two pentene isomers react with mCPBA, followed by an aqueous workup with NaOH/H2Ó. Draw the key reaction intermediates and the product(s); use arrow pushing to explain the stereochemical outcomes of the reactions Intermediate Final Products MCPBA CO2OH mCPBA NaOH/H2O CI Intermediate Final Products MCPBA NaOH/H2O 6.

Synthesis: Give the correct starting material, reagents used or product as indicated. If you are not sure which one is being asked for, ask! Indicate stereochemistry where necessary. 1) 03 2) DMS 3) H₂O 1) 1 eq HCI 2) 1 eq HBr ?

Draw all possible products for the following reactions, including stereochemistry. If more than one product can be produced, indicate which would be the major product. а) c) NaOH (CH,CH,),CBr CH3 H3C, CH2CH3 CH,OH, A CH3OK CH3OH H3C CH2CH3 CI b) d) Br Br NaOEt CH30K CH3OH

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4. Draw the structure of product, substrate or condition in the following reactions (should clearly show the stereochemistry) a) HBr (2 equiv) b) 1) NaNH2 2) Ме 1) OsO4 2) NaHSO3 c) t-BUOK t-BUOH Hint: this is the only product formed

1) What is the major product of the following reactions? Remember to show stereochemistry where applicable. a) b) e HCI Br₂ Cl₂, H₂O (is the product meso?)