Chem140Cmidt1c(1)

Chem140Cmidt1c(1) - Chemistry 140C Midterm 1 ...

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Unformatted text preview: Chemistry 140C Midterm 1 Version 1 Winter 2011 Your Name (Please Print) ________________________________________________ Your Student ID# ________________________________________________ Wednesday January 26, 2011 11:00 am ­ 12pm Mark your final answer clearly please! Additional blank pages are at the end if you need them. Please indicate if the final answer will be found at the end of the exam! Good Luck! Name: ID# Signature: (5 pts.) Question 1: What is the product of the following reaction? O O Br2 O Br Br O Br OOCCH3 CH3COOH Br Br O Br Br (5 pts.) Question 2: What is the product of the following reaction? O CH3Li H 3C O O H3C OH O CH3 CH3 (10 pts.) Question 3: What is the major product in the following reaction? Why? One sentence maximum. Please CIRCLE your answer. or Name: ID# Signature: (35pts.)Question 4: Propose two possible mechanisms for the following reaction. (Hint:Consider the possible sites of protonation in the molecule and the mechanistic consequences of each.) Devise an isotope labeling experiment that might distinguish your two mechanisms. HO H H C HCl, Δ C COOH O C O Name: ID# Signature: (25 pts.)Question 5: Draw a step-by-step mechanism for the following transformation: O O N 1) , 2) H3O+, H2O CH3CH2OH Name: ID# Signature: (20 pts.) Question 6: Draw a step-by-step mechanism for the following transformation: O H2SO4, H2O HOCH2CH2CH2CH2COOH 10% O -H2O 90% A Lactone Name: ID# Signature: Name: ID# Signature: Name: ID# Signature: ...
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