2005spring-midterm02bsolns

2005spring-midterm02bsolns - Chemistry 140C (Tor) Spring...

Info iconThis preview shows pages 1–5. Sign up to view the full content.

View Full Document Right Arrow Icon
1 Chemistry 140C (Tor) Spring 2005 – 2nd Midterm Exam (V.2) This exam accounts for 30% of the final grade. Time 5:00 – 6:20 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:. .................................................................... /20 Question # 2:. .................................................................... /12 Question # 3:. .................................................................... /45 Question # 4:. .................................................................... /24 Question # 5:. .................................................................... /24 Question # 6:. .................................................................... /08 Question # 7:. .................................................................... /20 Question # 8:. .................................................................... /20 Question # 9:. .................................................................... /07 Total ................................................................................... /180
Background image of page 1

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Name: ________________________ ID# _________________ 05-17-05 2 1. Treatment of the diester 1 with sodium methoxide in methanol, followed by a reaction with methyl iodide gives the keto ester 2 : MeO O OMe O O OMe 1 MeO ± Na + MeOH CH 3 I 2 O Write a detailed stepwise mechanism that accounts for the formation of 2 . MeO O OMe O O OMe H H MeO ± MeO O OMe OMe O O OMe H O O OMe MeO ± O O OMe CH 3 I O O
Background image of page 2
Name: ________________________ ID# _________________ 05-17-05 3 2. When 2 is hydrolyzed under basic conditions, the carboxylate 3 is formed. Treatment of 3 with acid leads to the ketone 4 . O O OMe 2 NaOH H 2 O 3 H 3 O + H 2 O, ± 4 O O O ² Na + O Write a detailed stepwise mechanism that accounts for the conversion of 3 to 4 . O O O ± Na + 3 O H H H O O O H OH CO 2 O H H H O H O H H O 4
Background image of page 3

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Name: ________________________ ID# _________________ 05-17-05 4 3. For each one of the following reactions, circle the product that is formed.
Background image of page 4
Image of page 5
This is the end of the preview. Sign up to access the rest of the document.

Page1 / 13

2005spring-midterm02bsolns - Chemistry 140C (Tor) Spring...

This preview shows document pages 1 - 5. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online