Propose methods for each of the following syntheses. More than one step is necessary in each...
Propose methods for each of the following syntheses. More than
one step is necessary in each synthesis. Show the complete
mechanism using curved arrow formalism for each step.
(a) cyanocyclohexane from cyclohexanol
(b) (S)-2-cyanobutane from (S)-2-chlorobutane
(c) cyclohexyl methyl ether from any alcohol and any
haloalkane
(d) 1,1-dichloro-2,2,3,3-tetramethylcyclopropane from
2-bromo-2,3dimethylbutane
Homework Answers
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Propose methods for each of the following syntheses. More than
one step is necessary in each...
2. a. Outline, including the mechanisms, two methods showing how ethanol and cyclohexanol may be used...
2. a. Outline, including the mechanisms, two methods showing how ethanol and cyclohexanol may be used in a Williamson ether synthesis to synthesize cyclohexyl ethyl ether. Note: Check to make sure that your base is strong enough to deprotonate your alcohols. Note: Phosphorous tribromide, PBr3, is the best reagent for converting a primary or secondary alcohol to an alkyl bromide. Do not need to show mechanism for this step!
Propose multi-step chemical syntheses for the product on the right from the starting material provided, they...
Propose multi-step chemical syntheses for the product on the
right from the starting material provided, they require more than
one step. You can use any reagent with up to four carbons. Show the
product for each step in your synthesis.
5. 110 points] Chose TWO of the following transformations and propose multi-step chemical syntheses for the product on the right from the starting material provided. All syntheses require more than one step. You can use any reagent with up to...
5. 10 points Chose ONE of the following transformations and propose multi-step chemical syntheses for the...
5. 10 points Chose ONE of the following transformations and propose multi-step chemical syntheses for the product on the right from the starting material provided. All syntheses require more than one step. You can use any reagent with up to four carbons. Show the product for each step in your synthesis. Clearly indicate the problem that you do not wished graded with a giant X. HCCHE
1. Propose a synthesis for either of the following molecules using the indicated starting materials. You...
1. Propose a synthesis for either of the following molecules using the indicated starting materials. You don't have to use all of them, but all your carbon atoms must come from them alone. (Hint: A five membered lactone will spontaneously form from the correct hydroxy acid.) If you provide syntheses for both a 10 pt bonus will be awarded. OH со, КCN Br н Н NO, Br NH2 2. Propose a mechanism to account for the following reaction. Used the...
4. Propose a detailed mechanism for the following reaction. You need to show using curved arrow notation how each of...
4. Propose a detailed mechanism for the following reaction. You need to show using curved arrow notation how each of the products can be formed. 1-bromo-1-methylcyclopentane + methanol - cyclohexene + methoxycyclohexane + 1-methoxy-1-methyl cyclopentane + l-methylcyclopentene (4 different products)
Propose an efficient 2-step synthesis for the following ether from an alcohol starting material. Draw the alcohol start...
Propose an efficient 2-step synthesis for the following ether
from an alcohol starting material. Draw the alcohol starting
material and select the best reagents from the given
toolbox.
Choices for toolbox 1 and 2: NaH, CH3CH2CHBrCH3, CH3CH2Br,
NaOH/H2O
Propose an efficient 2-step synthesis for the following ether from an alcohol starting material. Draw the alcohol starting material and select the best reagents from the given toolbox 1.Select answer Select answer 2. I
3) Complete the reactions to show the multi-step syntheses of each product from (R)-2 bromo-3-methylbutane. Reaction...
3) Complete the reactions to show the multi-step syntheses of each product from (R)-2 bromo-3-methylbutane. Reaction conditions go in boxes above arrows (1 reaction/box) Complete the template molecules provided to show each step of the synthesis. [20] Hint- This question involves addition, elimination, substitution and alcohol chemistry Br (R)-2-bromo-3-methylbutane 3-methylbutan-1-ol (R)-2-bromo-3-methylbutane (R)-3-bromo-2 methylbutan-2-ol (R)-2-bromo-3-methylbutane (1-chloro-2-methylbutane (R)-2-bromo-3-methylbutane CN ()-1-cyano-3-methylbutan-1-ol
Please show all of your steps. Thank you! 5 (20 pts). (a) Propose a reasonable synthesis,...
Please show all of your steps.
Thank you!
5 (20 pts). (a) Propose a reasonable synthesis, using indicated diketone as starting material. ini ² and any C4 or less starting materials (SMS) (any reagents are allowed) Hint: as a C3 SM use Br (b) Propose two syntheses, which will use two distinct methods for construction of the 6-membered ring: (1) Crossed-Claisen condensation and (2) Claisen condensation(s). must use this reagent plus any acyclic Cg or less BONUS (5 pts). In...
Each of the following syntheses may require more than one step. Provide the reagents and intermediates...
Each of the following syntheses may require more than one step.
Provide the reagents and intermediates for each step from the
starting reagent to the final product.
H H and prepare CH3CH-CH2 (a) Start with CH3 CH3 and prepare (b) Start with OC(CH3)3 and prepare and any 2 carbon fragment (c) Start with CH3CH CH2 СH, and prepare (d) Start with
3. Propose reasonable syntheses of each of the following compounds from the given starting materials. You...
3. Propose reasonable syntheses of each of the following compounds from the given starting materials. You may use any other readily available alkyl halides, solvents and reagents as necessary. More than one step is necessary. Show all intermediates, reactions, reagents and conditions clearly. It is not necessary to show the mechanism. HCECH HCECH , X HCECH HC=CH M H OHC (30 marks)
2. a. Outline, including the mechanisms, two methods showing how ethanol and cyclohexanol may be used in a Williamson ether synthesis to synthesize cyclohexyl ethyl ether. Note: Check to make sure that your base is strong enough to deprotonate your alcohols. Note: Phosphorous tribromide, PBr3, is the best reagent for converting a primary or secondary alcohol to an alkyl bromide. Do not need to show mechanism for this step!
Propose multi-step chemical syntheses for the product on the
right from the starting material provided, they require more than
one step. You can use any reagent with up to four carbons. Show the
product for each step in your synthesis.
5. 110 points] Chose TWO of the following transformations and propose multi-step chemical syntheses for the product on the right from the starting material provided. All syntheses require more than one step. You can use any reagent with up to...
5. 10 points Chose ONE of the following transformations and propose multi-step chemical syntheses for the product on the right from the starting material provided. All syntheses require more than one step. You can use any reagent with up to four carbons. Show the product for each step in your synthesis. Clearly indicate the problem that you do not wished graded with a giant X. HCCHE
1. Propose a synthesis for either of the following molecules using the indicated starting materials. You don't have to use all of them, but all your carbon atoms must come from them alone. (Hint: A five membered lactone will spontaneously form from the correct hydroxy acid.) If you provide syntheses for both a 10 pt bonus will be awarded. OH со, КCN Br н Н NO, Br NH2 2. Propose a mechanism to account for the following reaction. Used the...
4. Propose a detailed mechanism for the following reaction. You need to show using curved arrow notation how each of the products can be formed. 1-bromo-1-methylcyclopentane + methanol - cyclohexene + methoxycyclohexane + 1-methoxy-1-methyl cyclopentane + l-methylcyclopentene (4 different products)
Propose an efficient 2-step synthesis for the following ether
from an alcohol starting material. Draw the alcohol starting
material and select the best reagents from the given
toolbox.
Choices for toolbox 1 and 2: NaH, CH3CH2CHBrCH3, CH3CH2Br,
NaOH/H2O
Propose an efficient 2-step synthesis for the following ether from an alcohol starting material. Draw the alcohol starting material and select the best reagents from the given toolbox 1.Select answer Select answer 2. I
3) Complete the reactions to show the multi-step syntheses of each product from (R)-2 bromo-3-methylbutane. Reaction conditions go in boxes above arrows (1 reaction/box) Complete the template molecules provided to show each step of the synthesis. [20] Hint- This question involves addition, elimination, substitution and alcohol chemistry Br (R)-2-bromo-3-methylbutane 3-methylbutan-1-ol (R)-2-bromo-3-methylbutane (R)-3-bromo-2 methylbutan-2-ol (R)-2-bromo-3-methylbutane (1-chloro-2-methylbutane (R)-2-bromo-3-methylbutane CN ()-1-cyano-3-methylbutan-1-ol
Please show all of your steps.
Thank you!
5 (20 pts). (a) Propose a reasonable synthesis, using indicated diketone as starting material. ini ² and any C4 or less starting materials (SMS) (any reagents are allowed) Hint: as a C3 SM use Br (b) Propose two syntheses, which will use two distinct methods for construction of the 6-membered ring: (1) Crossed-Claisen condensation and (2) Claisen condensation(s). must use this reagent plus any acyclic Cg or less BONUS (5 pts). In...
Each of the following syntheses may require more than one step.
Provide the reagents and intermediates for each step from the
starting reagent to the final product.
H H and prepare CH3CH-CH2 (a) Start with CH3 CH3 and prepare (b) Start with OC(CH3)3 and prepare and any 2 carbon fragment (c) Start with CH3CH CH2 СH, and prepare (d) Start with
3. Propose reasonable syntheses of each of the following compounds from the given starting materials. You may use any other readily available alkyl halides, solvents and reagents as necessary. More than one step is necessary. Show all intermediates, reactions, reagents and conditions clearly. It is not necessary to show the mechanism. HCECH HCECH , X HCECH HC=CH M H OHC (30 marks)
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