Tsantrizos-Lectrure%205-Review-Nov%202-20100

Tsantrizos-Lectrure%205-Review-Nov%202-20100 - Dehydration...

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ORGANIC CHEMISTRY 211/212 TSANTRIZOS Lecture 5 – REVIEW ovember 2 010 November 2 rd , 2010
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1) Students must report to their pre-designated room (based on the LAST NAME INITIALS) in order to write their Midterm Exam. 2) BE THERE AT LEAST 15 MIN EARLY TO FIND YOUR PRE-ASSIGNED SIT! Bring your ID Card 3) Students will be allowed to use molecular models, pencil and pen, WRITE CLEARLY! Student’s Name Building and Examination Room A – G Leacock, Room 132 Midterm Exam II Midterm Exam II - Important Important Notice Notice H – Lar Steward Biology Building, Room S1/4 Las – Mil Otto Maass, Room 112 Min – Perk Otto Maass, Room 10 Perr – Tra MNI, Jeanne Timmins Amphitheatre Tre – Z Anatomy Building, SADM M1
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ORGANIC CHEMISTRY 211 / 212 Midterm Exam II: All new material since Midterm I; Background knowledge from 1 st part of the course is essential! Focus Mostly on the following topics: - S N 1, S N 2, E1, E2, dehydration of alcohols - Alkenes, Alkynes - names, synthesis and reactions
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Stereochemistry and Reactions with Alkenes Br trans -2-butene or ( E )-2-butene Br MESO
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Stereochemistry and Reactions with Alkenes Br Br R R
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Stereochemistry and Reactions with Alkenes H - Br + +
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Synthesis of Alkenes via
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Unformatted text preview: Dehydration of Alcohols + E1 type elimination H + / heat CH 3 CH 2 CH 3 H 3 C H 3 C H Major Product Question: How would you convert 1-methylcyclohexene to 1-methyl-1-cyclohexanol Question: How would you convert 1-methylcyclohexene to trans-2-methyl-1-cyclohexanol Question: How would you do the conversion shown below? OH NaOH Question: Show a step-by-step mechanism for the MAJOR product formed from the reaction below I heat Question: Show a step-by-step mechanism for the reaction below Question: Show a step-by-step mechanism for the reaction below Br KI in H 2 O I Major Product Effects of Resonance on S N 1 Mechanism could this product also form via S N 2 ? NOT l-+ + more stable carbocation less stable carbocation l-LIKELY IN water! OH catalytic amounts of a weak acid CH 3 CO 2 H Geraniol Ocimene Question: Show a step-by-step mechanism for the reaction below Heat Z-3,7-dimethylocta-1,3,6-triene Z-3,7-dimethyl-1,3,6-octatriene Question: What would be the reaction mechanism and what product(s) will form under these reaction conditions H-Cl heat (2R,3R)-1-cyclopropyl-3-methyl-2-pentanol + +...
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Tsantrizos-Lectrure%205-Review-Nov%202-20100 - Dehydration...

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