Homework Answers
1) option B is correct
Explanation: Addition of Br2 to alkene produces a dibromo compound as product. dehydrohalogenation of dibromo compound with NaNH2 produces alkyne as product.
2) option C is correct
Explanation: Addition of Br2 to alkene produces a dibromo compound as product. dehydrohalogenation of dibromo compound with NaNH2 produces alkyne as product. Addition of H2O to alkyne produces ketone.
3) option D is correct
Explanation:NaNH2 is a strong base which abtracts acidic proton and produces acetylide ion which on further reaction with EtI produces an extended carbon chain. Reduction of triple bond with Na, NH3 produces trans-alkene as product.
4) option H is correct
Explanation:NaNH2 is a strong base which abtracts acidic proton and produces acetylide ion which on further reaction with CH3CH2CH2I produces an extended carbon chain. Reduction of triple bond with H2, Pt produces alkane as product.
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Problem 10.57 ropose a plausible synthesis for the following transformations. Choose from reagents (A-H): B. 1)...
1) For the following reactions, draw the product(s). Remember to keep in mind carbocation rearrangements, stereoselectivity...
1) For the following reactions, draw the product(s). Remember to keep in mind carbocation rearrangements, stereoselectivity (syn/anti addition) and racemic mixture of enantiomers due to formation of new chiral centers. h) Lindlar's catalyst excess CH3CH2C CH HCI H2O, H2S04 HgSo k) 1.9-BBN 2. H202. NaOH CH3CH2CH2-CEc-CH3 excess Ce CH3CH2CH2-CEC-CH3 CCI4 1 eq Br2 CCl 1. Оз 2. H20 n) o) H 1) NaNH2 H3C 2) CH3CH2CH2Br
он Choose from the following list of reagents: H2, Lindlar's catalyst PCC, CH2Cl2 1) Br2 2)...
он Choose from the following list of reagents: H2, Lindlar's catalyst PCC, CH2Cl2 1) Br2 2) xs NaNH2 3) H20 1) NaNH2 2) H20 1) BH3 THF 2) H202, NaOH 9 H2CrO4 1) Hg(OAc)2, H20 dilute H2S04 H202, NaOH MCPBA 2) NaBH4 Enter the correct letter for each step of the reaction in the boxes below. (Reagents cannot be used more than once.) Step A: Step B:
Integrated Problem 10.43 Using acetylene and 2-methylpropane as your only sources of carbon atoms, propose a...
Integrated Problem 10.43 Using acetylene and 2-methylpropane as your only sources of carbon atoms, propose a plausible synthesis for 4-methyl-2-pentanone. You will need to utilize many reactions from previous chapters. Choose the correct sequence of reagents from the following list 1) Br2, hv 1) Excess NaNH2 2) H20 3) H2, Lindlar's catalyst 4) dilute H2S04 1) Excess NaNH2 2) H20 3) H2S04, H20, HgSO4 1) NaOEt 1) H2S04, H20, HgSO4 1) NaNH2 1) Excess NaNH2 2) H20 3) Br2 1...
С. D. Which of the following sequences of reagents will be used to do the following transformation? он Он А. 1. KOt...
С. D. Which of the following sequences of reagents will be used to do the following transformation? он Он А. 1. KOtBu; 2. Hg(OAc)2, H2O; 3. NaBH 1. TsCl, pyr; 2. KO B ; 3. BH3-THF; 4. H202, NaOH 1. H2SO4, heat; 2. Hg(OAc), H2O; 3. NaBH 1. TsCl, pyr; 2. NaOH; 3. BH3 THF; 4. H202, NaOH В. С. 8. Select the best reagents for the reaction below. Br Br Na ? А. 1. OsO4; 2. NaHSO3, H20 В....
Identify the reagents necessary to achieve each of the transformations below. HINT: You will need to...
Identify the reagents necessary to achieve each of the
transformations below.
HINT: You will need to use at least one reaction from this chapter
and at least one reaction from the previous chapter. The essence of
this problem is to choose reagents that will achieve the desired
stereochemical outcome:
Choose from reagents (A-H): 1) Na, NH3 ( 1) H2, Lindlar's catalyst 2) OsO4, NMO 2) Br2 1) Na, NH3 () 1) NaNH2 4) Mel 2) Mel 5) Na, NH3 ()...
Propose a synthesis for the following transformation 1) Bn hv 2) NaOEt 5) ? Choose from...
Propose a synthesis for the following transformation 1) Bn hv 2) NaOEt 5) ? Choose from the following list of reagents: Fe, H,0+ CuCN DMS HNO3, H2S04 Na, NH3 CH3OH NaOH EtI 03 NaNO2 HCI CO2 NaNH2 NH3 NaBH3CN CH3NH2 Reagent 3 Reagent 4: Draw compound A: Edit Reagent5
Propose an efficient synthesis for each of the following transformations: O OH. - H20 1) [H*),...
Propose an efficient synthesis for each of the following transformations: O OH. - H20 1) [H*), HO 2) NaNH2 3) Eti 1) [H"), HO 2) Eti O H. - H2O 4) H30* OH-H20 1) [H"). HO 2) NaNH2 3) Eti 4) H30 O H. - H20 1) [H*). HO 2) NaNH2 3) H30 ОН 1) [н']), но 2) LiAIH, он, - H,0 он, - H,0 1) [н'], но 2) Н, 3) НО* 1) [н'], но 2) H2 он, -но он,...
Choose from the following list of reagents: RCO3H H2, Lindlar's cat. 1) Hg(OAC)2, EtOH 2) NaBH4...
Choose from the following list of reagents: RCO3H H2, Lindlar's cat. 1) Hg(OAC)2, EtOH 2) NaBH4 1) NaNH2 2) MEI Na, NH3 1) H2SO4 2) EtOH 1) NaNH2 2) Eti 1) NaOH 2) Mei 1) RCO3H 1) RCO3H 2) EtOH, [H2SO4] 2) MeOH, [H2SO4] 1) Br2, H2O 2) RCO3H 1) Br2, H20 2) Mei Enter the correct letter for each step of the reaction in the boxes below. (Reagents can be used more than once.) Step A: Step B: Step...
Identify the reagents necessary to accomplish the following transformations: Choose from the following list of reagents:...
Identify the reagents necessary to accomplish the following transformations: Choose from the following list of reagents: 1) xẼ NaNH, 2) H20 10 g-BBN 2) H2O2, NaOH 1) ELMgBr 2) H2O 1) Hg(OAC)2, H20 2) NaBH4 1) TSCI, pyridine 2] -B40k 1) MeMgBr 2) H20 Brz 1) t-BuOK 2) TSCI, pyridine TSCI, pyridine Na2Cr2071) NaBH4 H2SO4, H20 20 H2O2, NaOH PCC, CH2Cl2 Enter the correct letter for each step of the reaction in the boxes below. (Reagents can be used more...
Select the best reagents for each of the following transformations. You should only use each set...
Select the best reagents for each of the following transformations. You should only use each set of reagents once. You can record your answers on this worksheet, or type/write on another sheet of paper. You only need to submit the question number and the letter corresponding to the set of reagents from the table below. H2(g), Pd/C 1 eq. HBr 2 eq. HBr H2SO4, HgSO4, H2O 1) 9-BBN 2) H2O2, NaOH(aq) H Naº, NH3(1), -78 °C 1 eq. Br2, CH2Cl2...
1) For the following reactions, draw the product(s). Remember to keep in mind carbocation rearrangements, stereoselectivity (syn/anti addition) and racemic mixture of enantiomers due to formation of new chiral centers. h) Lindlar's catalyst excess CH3CH2C CH HCI H2O, H2S04 HgSo k) 1.9-BBN 2. H202. NaOH CH3CH2CH2-CEc-CH3 excess Ce CH3CH2CH2-CEC-CH3 CCI4 1 eq Br2 CCl 1. Оз 2. H20 n) o) H 1) NaNH2 H3C 2) CH3CH2CH2Br
он Choose from the following list of reagents: H2, Lindlar's catalyst PCC, CH2Cl2 1) Br2 2) xs NaNH2 3) H20 1) NaNH2 2) H20 1) BH3 THF 2) H202, NaOH 9 H2CrO4 1) Hg(OAc)2, H20 dilute H2S04 H202, NaOH MCPBA 2) NaBH4 Enter the correct letter for each step of the reaction in the boxes below. (Reagents cannot be used more than once.) Step A: Step B:
Integrated Problem 10.43 Using acetylene and 2-methylpropane as your only sources of carbon atoms, propose a plausible synthesis for 4-methyl-2-pentanone. You will need to utilize many reactions from previous chapters. Choose the correct sequence of reagents from the following list 1) Br2, hv 1) Excess NaNH2 2) H20 3) H2, Lindlar's catalyst 4) dilute H2S04 1) Excess NaNH2 2) H20 3) H2S04, H20, HgSO4 1) NaOEt 1) H2S04, H20, HgSO4 1) NaNH2 1) Excess NaNH2 2) H20 3) Br2 1...
С. D. Which of the following sequences of reagents will be used to do the following transformation? он Он А. 1. KOtBu; 2. Hg(OAc)2, H2O; 3. NaBH 1. TsCl, pyr; 2. KO B ; 3. BH3-THF; 4. H202, NaOH 1. H2SO4, heat; 2. Hg(OAc), H2O; 3. NaBH 1. TsCl, pyr; 2. NaOH; 3. BH3 THF; 4. H202, NaOH В. С. 8. Select the best reagents for the reaction below. Br Br Na ? А. 1. OsO4; 2. NaHSO3, H20 В....
Identify the reagents necessary to achieve each of the
transformations below.
HINT: You will need to use at least one reaction from this chapter
and at least one reaction from the previous chapter. The essence of
this problem is to choose reagents that will achieve the desired
stereochemical outcome:
Choose from reagents (A-H): 1) Na, NH3 ( 1) H2, Lindlar's catalyst 2) OsO4, NMO 2) Br2 1) Na, NH3 () 1) NaNH2 4) Mel 2) Mel 5) Na, NH3 ()...
Propose a synthesis for the following transformation 1) Bn hv 2) NaOEt 5) ? Choose from the following list of reagents: Fe, H,0+ CuCN DMS HNO3, H2S04 Na, NH3 CH3OH NaOH EtI 03 NaNO2 HCI CO2 NaNH2 NH3 NaBH3CN CH3NH2 Reagent 3 Reagent 4: Draw compound A: Edit Reagent5
Propose an efficient synthesis for each of the following transformations: O OH. - H20 1) [H*), HO 2) NaNH2 3) Eti 1) [H"), HO 2) Eti O H. - H2O 4) H30* OH-H20 1) [H"). HO 2) NaNH2 3) Eti 4) H30 O H. - H20 1) [H*). HO 2) NaNH2 3) H30 ОН 1) [н']), но 2) LiAIH, он, - H,0 он, - H,0 1) [н'], но 2) Н, 3) НО* 1) [н'], но 2) H2 он, -но он,...
Choose from the following list of reagents: RCO3H H2, Lindlar's cat. 1) Hg(OAC)2, EtOH 2) NaBH4 1) NaNH2 2) MEI Na, NH3 1) H2SO4 2) EtOH 1) NaNH2 2) Eti 1) NaOH 2) Mei 1) RCO3H 1) RCO3H 2) EtOH, [H2SO4] 2) MeOH, [H2SO4] 1) Br2, H2O 2) RCO3H 1) Br2, H20 2) Mei Enter the correct letter for each step of the reaction in the boxes below. (Reagents can be used more than once.) Step A: Step B: Step...
Identify the reagents necessary to accomplish the following transformations: Choose from the following list of reagents: 1) xẼ NaNH, 2) H20 10 g-BBN 2) H2O2, NaOH 1) ELMgBr 2) H2O 1) Hg(OAC)2, H20 2) NaBH4 1) TSCI, pyridine 2] -B40k 1) MeMgBr 2) H20 Brz 1) t-BuOK 2) TSCI, pyridine TSCI, pyridine Na2Cr2071) NaBH4 H2SO4, H20 20 H2O2, NaOH PCC, CH2Cl2 Enter the correct letter for each step of the reaction in the boxes below. (Reagents can be used more...
Select the best reagents for each of the following transformations. You should only use each set of reagents once. You can record your answers on this worksheet, or type/write on another sheet of paper. You only need to submit the question number and the letter corresponding to the set of reagents from the table below. H2(g), Pd/C 1 eq. HBr 2 eq. HBr H2SO4, HgSO4, H2O 1) 9-BBN 2) H2O2, NaOH(aq) H Naº, NH3(1), -78 °C 1 eq. Br2, CH2Cl2...
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