![[1] (a) (6 pts) Propose a reasonable mechanism for the following reaction. D CONHE aq. NOH (b) (12 pts) Suggest reasonable sy](http://img.homeworklib.com/questions/7ea628f0-cac8-11ea-a138-bba4287ac730.png?x-oss-process=image/resize,w_560)
Homework Answers
Solution:
[1] (a) The reaction involved in the converion of an amide to its 1o amine with 1 C atom less, is called Hoffmann bromamide reaction. The reaction mechanism is given below.
[1] (b) The synthetic route for compound (i) & (ii) are given below along with reagents.
![[I] (b) 1. CHg Mg Br XI 2. 14/420 CH3 11.0304/py 22. NaHSO3 OH 09 TBDMSce E HO- midangle TBDMS Pec Ho 9 1. CH 3 Mg Br 2 HF/62](http://img.homeworklib.com/questions/50598e50-cd09-11ea-9d30-75be7f4f38de.png?x-oss-process=image/resize,w_560)
Note:-
TBDMSCl is Tert-Butyldimethylsilylchloride
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[1] (a) (6 pts) Propose a reasonable mechanism for the following reaction. D CONHE aq. NOH...
6. Draw the arrow-pushing mechanism for this transformation. 2 NaOH(aq) 7. Propose routes to make the...
6. Draw the arrow-pushing mechanism for this transformation. 2 NaOH(aq) 7. Propose routes to make the products shown from the reactants. Give all reagents required and draw all stable, neutral intermediate compounds. You will need more than one step in each case
6. Draw the arrow-pushing mechanism for this transformation 2 NaOH(aq) 7. Propose routes to make the...
6. Draw the arrow-pushing mechanism for this transformation 2 NaOH(aq) 7. Propose routes to make the products shown from the reactants. Give all reagents required and draw all stable, neutral intermediate compounds. You will need more than one step in each case. OH CH CH3 CH3 HyC H3C н,с Br он Br CH3 Brunker CHEM332
Give a reasonable synthesis for each of the following compounds from the indicated starting materials. You...
Give a reasonable synthesis for
each of the following compounds from the indicated starting
materials. You may use any other organic or inorganic reagents you
wish unless otherwise indicated. The desired product for each
reaction you propose must be the one of the predominant products.
Give the reactants, conditions (where appropriate) and products of
each synthetic step. If equal mixtures are anticipated (i.e. ortho
/ para products) then indicate where separations are needed. NO
MECHANISMS! [6 points
2. Give a...
(12 pts total) 21-23. Mechanisms: Provide a reasonable, detailed, stepwise mechanism for: (4 pts, all, if...
(12 pts total) 21-23. Mechanisms: Provide a reasonable, detailed, stepwise mechanism for: (4 pts, all, if completely correct, or nothing) 21. ... the base-promoted transesterification of methyl benzoate with sodium ethoxide. (4 pts, all, if completely correct, or nothing) 22. ... the acid-catalyzed enolization of acetaldehyde. (4 pts, all, if completely correct, or nothing) 23. ... the base-promoted enolization of chloropropanone. (16 pts total) 24-25. Multistep Syntheses: propose a reasonable, efficient, effective, elegant, good-yield synthesis, providing the appropriate reagents and/or...
Retrosynthetic Analysis 12. Give a reasonable synthesis for each of the following compounds from the indicated...
Retrosynthetic Analysis 12. Give a reasonable synthesis for each of the following compounds from the indicated starting materials. You may use any other organic or inorganic reagents you wish unless otherwise indicated. The desired product for each reaction you propose must be the one of the predominant products. Give the reactants, conditions (where appropriate) and products of each synthetic step. NO MECHANISMS! [8 points] NH ONH2 Make starting with
Propose a reasonable mechanism for the following reaction (10 pts) NH OH OH -
Propose a reasonable mechanism for the following reaction (10 pts) NH OH OH -
5. Propose a reasonable mechanism to account for the following reaction. (5 pts) H2O/H2SO4
5. Propose a reasonable mechanism to account for the following reaction. (5 pts) H2O/H2SO4
1. Provide a reasonable mechanism to account for the following reaction. 3. Propose a reasonable mechanism...
1. Provide a reasonable mechanism to account for the following
reaction.
3. Propose a reasonable mechanism for the following
reactions.
7. Propose a mechanism for the formation of the
following products.
NO2 H2SO4 HNO; Br Br AICI: + CI Br FeBrz AICI: -CI
1. Propose synthetic routes to prepare the compounds from the shown starting materials in 2 steps....
1. Propose synthetic routes to prepare the compounds from the shown starting materials in 2 steps. Use any reagents as necessary: OH U from OH
Propose a reasonable mechanism for the following transformation, starting from aniline, using curved arrow notation. 4....
Propose a reasonable mechanism for the following transformation,
starting from aniline, using curved arrow notation.
4. Propose a reasonable mechanism for the following transformation, starting from aniline, using curved arrow notation. (3 pts) ОН NH2 NaNO2, HCI 0 °C
6. Draw the arrow-pushing mechanism for this transformation. 2 NaOH(aq) 7. Propose routes to make the products shown from the reactants. Give all reagents required and draw all stable, neutral intermediate compounds. You will need more than one step in each case
6. Draw the arrow-pushing mechanism for this transformation 2 NaOH(aq) 7. Propose routes to make the products shown from the reactants. Give all reagents required and draw all stable, neutral intermediate compounds. You will need more than one step in each case. OH CH CH3 CH3 HyC H3C н,с Br он Br CH3 Brunker CHEM332
Give a reasonable synthesis for
each of the following compounds from the indicated starting
materials. You may use any other organic or inorganic reagents you
wish unless otherwise indicated. The desired product for each
reaction you propose must be the one of the predominant products.
Give the reactants, conditions (where appropriate) and products of
each synthetic step. If equal mixtures are anticipated (i.e. ortho
/ para products) then indicate where separations are needed. NO
MECHANISMS! [6 points
2. Give a...
(12 pts total) 21-23. Mechanisms: Provide a reasonable, detailed, stepwise mechanism for: (4 pts, all, if completely correct, or nothing) 21. ... the base-promoted transesterification of methyl benzoate with sodium ethoxide. (4 pts, all, if completely correct, or nothing) 22. ... the acid-catalyzed enolization of acetaldehyde. (4 pts, all, if completely correct, or nothing) 23. ... the base-promoted enolization of chloropropanone. (16 pts total) 24-25. Multistep Syntheses: propose a reasonable, efficient, effective, elegant, good-yield synthesis, providing the appropriate reagents and/or...
Retrosynthetic Analysis 12. Give a reasonable synthesis for each of the following compounds from the indicated starting materials. You may use any other organic or inorganic reagents you wish unless otherwise indicated. The desired product for each reaction you propose must be the one of the predominant products. Give the reactants, conditions (where appropriate) and products of each synthetic step. NO MECHANISMS! [8 points] NH ONH2 Make starting with
Propose a reasonable mechanism for the following reaction (10 pts) NH OH OH -
5. Propose a reasonable mechanism to account for the following reaction. (5 pts) H2O/H2SO4
1. Provide a reasonable mechanism to account for the following
reaction.
3. Propose a reasonable mechanism for the following
reactions.
7. Propose a mechanism for the formation of the
following products.
NO2 H2SO4 HNO; Br Br AICI: + CI Br FeBrz AICI: -CI
1. Propose synthetic routes to prepare the compounds from the shown starting materials in 2 steps. Use any reagents as necessary: OH U from OH
Propose a reasonable mechanism for the following transformation,
starting from aniline, using curved arrow notation.
4. Propose a reasonable mechanism for the following transformation, starting from aniline, using curved arrow notation. (3 pts) ОН NH2 NaNO2, HCI 0 °C
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