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2004winter-midterm01asolns

2004winter-midterm01asolns - Name ID Chemistry 140C(Tor...

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Name: ________________________ ID# _________________ 01-27-04 1 Chemistry 140C (Tor) Winter 2004 - 1st Midterm Exam (V.1) This exam accounts for 25% of the final grade. Time 11:00 AM – 12:15 PM. Mark your final answer clearly and completely erase irrelevant information! Remember: Exams written in pencil will not be regraded! Additional pages are at the end for your convenience. Please indicate if your final answer should be found at the end of the exam. Good Luck! Your Name (Please Print):___ KEY _______ _______________ Your ID # : _____________________________ Question # 1: ....................................................................... /18 Question # 2: ....................................................................... /40 Question # 3: ....................................................................... /26 Question # 4: ....................................................................... /30 Question # 5: ....................................................................... /16 Question # 6: ....................................................................... /20 Total ...................................................................................... /150
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Name: ________________________ ID# _________________ 01-27-04 2 1. Treatment of cyclohexanone with excess 18 O-labeled water (H 2 18 O) leads to the incorporation of 18 O into the ketone to give 1 as shown: H + H 2 18 O H 2 O O 18 O 1 Write a detailed stepwise mechanism that accounts for the formation of product 1 . (HINT: Recall the reversibility of all steps). O Note color coding : H 2 18 O = H 2 O H O H H O O H H HO O H 2 O H H HO O H ey symmetrical hydrate H O H H H 2 O O H O H H O O H H H H O 6 key steps: 6 × 3 = 18 points Note: this problem is identical to problem 13.37 in your text!
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