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- Q17. Compound 1 can undergo an intramolecular reaction to give cyclic product 2. Using curly arrows, show the mechanism of this reaction – note that the mechanism involves more than one elemental step - and draw the structure of 2; chemical formula is provided as guidance. H2N. C5H9NO CH;OH 2(a) 2-methyl-2-pentanol Draw the structure of the alkene that was used to prepare the alcohol in highest yield. AAVIL ? ChemDoodleⓇ Which process does this employ? 1. Hg(OAc)2, H₂O; 2. NaBH4 01. BH3; 2. H₂O2, NaOH OsO4, H₂O2 On n [ ]#Q17. Compound 1 can undergo an intramolecular reaction to give cyclic product 2. Using curly arrows, show the mechanism of this reaction – note that the mechanism involves more than one elemental step - and draw the structure of 2; chemical formula is provided as guidance. H,N. CsHgNO + CH;OH 2
- Describe a sequence of reactions by which 2-hexyne can be prepared from acetylene while minimizing the number of steps required. O 1. NANH2; 2. CH3CH2CH2Br; 3. NaNH2; 4. CH3B1 O 1. NANH2: 2. CH3Br; 3. CH3CH2CH2B1; O 1. NANH2; CH3Br; 3. NANH2; 4. CH3CH2CH2B O A or B O A or CCH3 CH3 CH3 CH;=ĊCH,CHCH;OH H2SO4, H3C H3C Referring to the above reaction: 1. Which atom does the H2SO4 first remove? 2. Identify the reaction if it's hydrogenation, hydrohalogenation, etc. 3. Propose a mechanism for the reaction, using the arrow formalism to indicate the flow of electrons.Q17. Compound 1 can undergo an intramolecular reaction to give cyclic product 2. Using curly arrows, show the mechanism of this reaction – note that the mechanism involves more than one elemental step - and draw the structure of 2; chemical formula is provided as guidance. H2N. C5H9NO CH3OH 2
- 4) Draw the complete electron-pushing arrow mechanism for the following reductions. Explain, using resonance contributors, the regiochemistry that results in each case. ỌMe Na, MeOH ? NH3 CHO Na, MeOH ? NH3Draw the alkene that would react with the reagent given to account for the product formed. ? + H₂O H₂SO4 CH3 CH3 CHCCH3 OH CH3 • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • In cases where there is more than one answer, just draw one. Sn [F ChemDoodle• Same reagents as acid-catalyzed dehydration, except starting with a instead of an alcohol. • Same as the general mechanism hydrohalogenation, except with . Remember that EVERY acid-cat. mechanism begins with General Reaction: EXAMPLE: Provide H₂O H₂SO4 EXAMPLE: Provide the mechanism for the following addition reaction. H₂O H₂SO4 OH WH H₂O H₂SO4 as the nucleophile and ends with do PRACTICE: Provide the mechanism and predict the product of the following reaction. MAXO
- 47) Provide the structure of the major organic product which results in the following reaction. CH₂ Br KI 48) When 1-iodo-1-methylcyclohexane is treated with NaOCH2CH3, the more highly substituted alkene product predominates. When KOC(CH3)3 is used instead, the less highly substituted alkene product predominates. Offer an explanation.Draw the alkene that would react with the reagent given to account for the product formed. ? + HCI My 3 You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • In cases where there is more than one answer, just draw one. CH3 CH₂ CHOCH3 TT CI CH3 L ▼ {n [F ? ChemDoodleⓇDraw the structure of an alkene with one double bond that would give the following compound as the only product after ozonolysis followed by H2O2.