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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 ? NH3• 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. MAXO47) 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 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 ChemDoodled) Synthesize the following compound starting from benzene. NO₂