Homework Answers
a. in below reaction chloro group is replace by cyano group via SN2 reaction
b. in below reaction chloro group is replace by cyano group, reaction occurs via SN1 reaction and methyl migration to form the below-mentioned product
c. in below reaction chloro group is replaced by the hydroxy group via SN2 reaction. since reaction occurs via back side attack the hydroxy group will occupy the axial position
d. in below reaction water group is eliminated via E1 mechanism and methyl migration as shown below
e.
below reaction will not occur since for E2 mechanism we require anti periplanar orientation
f.
below reaction will lead to more substituted alkene as product via E1 mechanism
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3. Complete each of the following reactions. Draw the structure of the organic product or products...
draw the structures of the major organic products of each of the following reactions. be sure...
draw the structures of the major organic products of each of
the following reactions. be sure to indicate stereochemistry when
it is relevant.
CH3CH2 Н. CH2CH3 НЭРОД HI (E1) С. CH3 CI Н Na OCH2CH3 CH3CH2 Но CНЗ ECH2CH3 (E2) CH3 CI d.
3. For each reaction, draw the structure of the major product(s) including stereochemistry where appropriate. Fill n t...
3. For each reaction, draw the structure of the major product(s) including stereochemistry where appropriate. Fill n the box below each arrow with the mechanism(s) that will be followed (SN1/E1, SN2, or E2). For SN1/E1 reactions, draw products for both. NaCN DMF tBuOH 言言言 MeOH * | CH30 CH OH DMSO R-2-bromopentane
17. Draw the structure of the major organic product(s) for each of the following reactions. Indicate...
17. Draw the structure of the major organic product(s) for each of the following reactions. Indicate stereochemistry when appropriate. C(CH3)3 NASH Br (S)-2-bromononane - acetonitrile KOH CH,OH NaCN HE Br Acetonitrile C2H5 H, Br NaOH Acetone excess HBr ROOR HC1 + Br Na o DMSO
Draw the major product and label as SN2, SN1, E2, or E1 7. Draw the major...
Draw the major product and
label as SN2, SN1, E2, or E1
7. Draw the major products of the following reactions, and label the reaction as SN2, SN1, E2 E1. (Darkly shaded bonds are wedged) Br NaOMe NaCN H2SO4 OTs NaSH OTs H20 NaOMe Br KOtBu OH HBr HBr OH
3. Predict the major product (only one product) in each of the following reactions and indicate...
3. Predict the major product (only one product) in each of the
following reactions and indicate the type of mechanism.
3. Predict the major product (only one product) in each of the following reactions and indicate the type of mechanism. (3 pts; no partial point) Mechanism Sn2 Sn1 HO HBr moy ng heo 0°C, H2O E2 E1 Mechanism Sn2 Sn1 H2SO4 E2 E1 Mechanism HBr SN2 Sn1 rt, H20 E2 E1 OH
3. Shown below are a series of reactions. Predict the major product for each of them....
3. Shown below are a series of reactions. Predict the major product for each of them. Remember, you will need to first decide whether the reaction occurs by an SN2, SN1, E2, or E1 before you can determine what the product will be. Label each as SN2, SN1, E2, or E1. Hint: First decide whether S2/E2 or S1/E1 is favored, and then decide whether the reaction pathway goes by a substitution or elimination reaction. SN2 / SN1 E2/E1 Na DMSO,rt...
Q1. Identify the reaction mechanism most likely to take place (E1, SN1, E2, SN2 or a...
Q1. Identify the reaction mechanism most likely to take place (E1, SN1, E2, SN2 or a combination of these) in each of the following cases. Draw the major product(s), include stereochemistry when relevant. Br -OtBu Br NaCN, DMF → CI Носна 1. Nal/acetone 2. NaCN/DMF NaoMe H2SO4 OH Lyon CN (CH3)2CO CI NaOH →
4. Draw the organic product of these reactions. Note that in so some cases, a 2-step...
4. Draw the organic product of these reactions. Note that in so some cases, a 2-step process is written in this form. 1. reagents for 1st step REACTANT - PRODUCT 2. reagents for 2nd step OH + HB m i + HCI- + HCI + conc. H2SO4(aq) heat OH 1. NaOH 2. 1. mCPBA 2. H30+ 1. NaH CrO3, H2SO4(aq) OH acetone 5. State the major pathway by which these reactions wo product of that pathway. way by which these...
II. Draw the structure for the major organic product of each of the following reactions. (7.5...
II. Draw the structure for the major organic product of each of the following reactions. (7.5 pts each, 45 pts) Ç(CH3)3 0 11. 1) PhCCI, AICI: 2) Et2NH, H2, Raney-Ni, heat 12. co Me 1) EtMgBr (2 equiv.) 2) H2O, H30* 13. o CNH, 1) Bra, NaOH, HẠO o 2) (CH3)CHČCI, pyridine 14. CHO Но+н HTOH Br2, H20 н+ОН НО-НН CH OH 4
II. Draw the structure for the major organic product of each of the following reactions. (7.5...
II. Draw the structure for the major organic product of each of the following reactions. (7.5 pts each, 45 pts) Ç(CH3)3 0 11. 1) PhCCI, AICI: 2) Et2NH, H2, Raney-Ni, heat 12. co Me 1) EtMgBr (2 equiv.) 2) H2O, H30* 13. o CNH, 1) Bra, NaOH, HẠO o 2) (CH3)CHČCI, pyridine 14. CHO Но+н HTOH Br2, H20 н+ОН НО-НН CH OH 4
draw the structures of the major organic products of each of
the following reactions. be sure to indicate stereochemistry when
it is relevant.
CH3CH2 Н. CH2CH3 НЭРОД HI (E1) С. CH3 CI Н Na OCH2CH3 CH3CH2 Но CНЗ ECH2CH3 (E2) CH3 CI d.
3. For each reaction, draw the structure of the major product(s) including stereochemistry where appropriate. Fill n the box below each arrow with the mechanism(s) that will be followed (SN1/E1, SN2, or E2). For SN1/E1 reactions, draw products for both. NaCN DMF tBuOH 言言言 MeOH * | CH30 CH OH DMSO R-2-bromopentane
17. Draw the structure of the major organic product(s) for each of the following reactions. Indicate stereochemistry when appropriate. C(CH3)3 NASH Br (S)-2-bromononane - acetonitrile KOH CH,OH NaCN HE Br Acetonitrile C2H5 H, Br NaOH Acetone excess HBr ROOR HC1 + Br Na o DMSO
Draw the major product and
label as SN2, SN1, E2, or E1
7. Draw the major products of the following reactions, and label the reaction as SN2, SN1, E2 E1. (Darkly shaded bonds are wedged) Br NaOMe NaCN H2SO4 OTs NaSH OTs H20 NaOMe Br KOtBu OH HBr HBr OH
3. Predict the major product (only one product) in each of the
following reactions and indicate the type of mechanism.
3. Predict the major product (only one product) in each of the following reactions and indicate the type of mechanism. (3 pts; no partial point) Mechanism Sn2 Sn1 HO HBr moy ng heo 0°C, H2O E2 E1 Mechanism Sn2 Sn1 H2SO4 E2 E1 Mechanism HBr SN2 Sn1 rt, H20 E2 E1 OH
3. Shown below are a series of reactions. Predict the major product for each of them. Remember, you will need to first decide whether the reaction occurs by an SN2, SN1, E2, or E1 before you can determine what the product will be. Label each as SN2, SN1, E2, or E1. Hint: First decide whether S2/E2 or S1/E1 is favored, and then decide whether the reaction pathway goes by a substitution or elimination reaction. SN2 / SN1 E2/E1 Na DMSO,rt...
Q1. Identify the reaction mechanism most likely to take place (E1, SN1, E2, SN2 or a combination of these) in each of the following cases. Draw the major product(s), include stereochemistry when relevant. Br -OtBu Br NaCN, DMF → CI Носна 1. Nal/acetone 2. NaCN/DMF NaoMe H2SO4 OH Lyon CN (CH3)2CO CI NaOH →
4. Draw the organic product of these reactions. Note that in so some cases, a 2-step process is written in this form. 1. reagents for 1st step REACTANT - PRODUCT 2. reagents for 2nd step OH + HB m i + HCI- + HCI + conc. H2SO4(aq) heat OH 1. NaOH 2. 1. mCPBA 2. H30+ 1. NaH CrO3, H2SO4(aq) OH acetone 5. State the major pathway by which these reactions wo product of that pathway. way by which these...
II. Draw the structure for the major organic product of each of the following reactions. (7.5 pts each, 45 pts) Ç(CH3)3 0 11. 1) PhCCI, AICI: 2) Et2NH, H2, Raney-Ni, heat 12. co Me 1) EtMgBr (2 equiv.) 2) H2O, H30* 13. o CNH, 1) Bra, NaOH, HẠO o 2) (CH3)CHČCI, pyridine 14. CHO Но+н HTOH Br2, H20 н+ОН НО-НН CH OH 4
II. Draw the structure for the major organic product of each of the following reactions. (7.5 pts each, 45 pts) Ç(CH3)3 0 11. 1) PhCCI, AICI: 2) Et2NH, H2, Raney-Ni, heat 12. co Me 1) EtMgBr (2 equiv.) 2) H2O, H30* 13. o CNH, 1) Bra, NaOH, HẠO o 2) (CH3)CHČCI, pyridine 14. CHO Но+н HTOH Br2, H20 н+ОН НО-НН CH OH 4
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