3. Elaborate a comparative table between SN1 and SN2 reactions, based on: trends of substrate reactivity,...
3. Elaborate a comparative table between SN1 and SN2 reactions, based on: trends of substrate reactivity, strength of nucleophile, stereochemistry of product, number of steps.
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3. Elaborate a comparative table between SN1 and SN2 reactions,
based on: trends of substrate reactivity,...
4. (5 pts) Complete the table comparing SN2 and SN1 reactions. SN2 SN1 rate k[R-XINuc] rate...
4. (5 pts) Complete the table comparing SN2 and SN1 reactions. SN2 SN1 rate k[R-XINuc] rate rate substrate reactivity methyl 1> 2 >> 3° polar, aprotic fastest stronger nucleophiles react faster solvent nucleophile inversion stereochemistry
Compare and contrast SN1, SN2, E1 and E2 reactions. What are some obvious similarities and differences...
Compare and contrast SN1, SN2, E1 and E2 reactions. What are some obvious similarities and differences between each reaction pathway? What are the requirements for each reaction to work? Discuss why SN2 is in direct competition with E2 while SN1 is in direct competition with the E1 reaction pathway. What is the rate expression for each? Which reactions are concerted? Which reactions are step-wise? Which reactions are stereospecific and what is the stereospecificity of each that are? How do the...
2. List the trend of relative reactivity of compounds in: SN2 & SN1. Indicate which favors...
2. List the trend of relative reactivity of compounds in: SN2 & SN1. Indicate which favors 1°, 2° or 3° carbon. 3. What makes a good leaving group, or poor leaving group in a substitution reaction? List examples. 4. What makes a good nucleophile or poor nucleophile group in a substitution reaction? List examples. Be able to identify the nucleophile in a reaction. 5. What makes a good solvent for an SN2 reaction? List examples. Assign R & S to...
1) Compare and contrast SN1, SN2, E1, and E2 reactions! (similarities abd differences. Requirements for each...
1) Compare and contrast SN1, SN2, E1, and E2 reactions!
(similarities abd differences. Requirements for each to
work.)
2) Why is SN2 is in direct competition with E2 while SN1 is
direct competition with E1 reaction.
3) Rate expression of each
4) which reactions are concerted? Which are atep wise?
5) which are sterospecific and what stereospecificity of each
are?
6) how do the variables below (A-D) influence reaction
pathway?
Compare and contrast SNI, SN2, El and E2 reactions. What...
(S)-3-Chlorooctane m DMSO S SN2 Factors Nucleophile Strength Leaving Group Solvent d) Cla . NaBrº DMSO...
(S)-3-Chlorooctane m DMSO S SN2 Factors Nucleophile Strength Leaving Group Solvent d) Cla . NaBrº DMSO Syl SN2 Factors Nucleophile Strength Leaving Group Solvent SN1 and SN2 Reactions 1. For each of the following reactions • Provide a complete detailed mechanism and predict the products. Indicate if the reaction proceeds via a Snl or Sn2 mechanism • Include the specific stereochemistry where appropriate.
complete the following table. Compound: Structure: 1°, 2° or 3° RX Predict reactivity (SN1, SN2, both,...
complete the following table.
Compound: Structure: 1°, 2° or 3° RX Predict reactivity (SN1, SN2, both, neither?) 1 2 3 4 5 6 1-chlorobutane 1-chloro,2-methylpropane 2-chlorobutane 2-chloro, 2-methylpropane bromobenzene benzyl bromide
(3 pt) For the following reactions: a) Label the substrate (1°, 2°, 3°), reagent (Good/Poor Nu,...
(3 pt) For the following reactions:
a) Label the substrate (1°, 2°, 3°), reagent (Good/Poor Nu,
Strong/Weak Base) and solvent (protic, aprotic).
b) Determine what mechanism will predominate (SN1, SN2, E1, or
E2).
c) Draw the product(s) you would expect to form, paying
attention to regioselectivity and stereoselectivity.
4. (3 pt) For the following reactions: a) Label the substrate (1º, 2º, 3º), reagent (Good/Poor Nu, Strong/Weak Base) and solvent (protic, aprotic). b) Determine what mechanism will predominate (SN1, SN2, E1,...
HWS 5: Due 10/30/2019 15 points total SN1, SN2, Elimination pt 1 1. (10 pts) For...
HWS 5: Due 10/30/2019 15 points total SN1, SN2, Elimination pt 1 1. (10 pts) For the following reactions: a. Label the Nucleophile (Nu) and whether it is strong or weak b. Label the Electrophile (E) and whether it is primary, secondary, or tertiary and circle the leaving group C. Label the Solvent and whether it is polar protic or polar aprotic d. Categorize each as preferring SN1, Preferring SN2, or could do either e. Draw the product of the...
1. Complete the table below with the formulas/names in the appropriate categories. (15 pts) Experiment Substrate...
1. Complete the table below with the formulas/names in the appropriate categories. (15 pts) Experiment Substrate Nucleophile Leaving Group Product (name) Mechanism Type (SN1,S2,E1,E2) Alkyl Halide Solvolysis Nucleophilic Sub 1 Williamson Ether Synthesis Alkene Formation Nucleophilic Sub 2 Williamson Ether Synthesis 2 2. Write an SN1 and SN2 mechanism for any two reactions from your chart above. (5 pts)
3) Name two solvents that are commonly used for SN2 reactions. because they considerably slow down...
3) Name two solvents that are commonly used for SN2 reactions.
because they considerably slow down SN1 reactions.
Introduction Alkyl halides can be prepared from alcohols by reactions with hydrogen halides (HCI, HBr, or HI) via nucleophilic substitution. In this type of reaction, the nucleophile displaces a leaving group from a carbon atom of an organic substrate (here the alcohol once protonated). Both electrons of the new bond to the carbon are provided by the nucleophile while the leaving group...
4. (5 pts) Complete the table comparing SN2 and SN1 reactions. SN2 SN1 rate k[R-XINuc] rate rate substrate reactivity methyl 1> 2 >> 3° polar, aprotic fastest stronger nucleophiles react faster solvent nucleophile inversion stereochemistry
2. List the trend of relative reactivity of compounds in: SN2 & SN1. Indicate which favors 1°, 2° or 3° carbon. 3. What makes a good leaving group, or poor leaving group in a substitution reaction? List examples. 4. What makes a good nucleophile or poor nucleophile group in a substitution reaction? List examples. Be able to identify the nucleophile in a reaction. 5. What makes a good solvent for an SN2 reaction? List examples. Assign R & S to...
1) Compare and contrast SN1, SN2, E1, and E2 reactions!
(similarities abd differences. Requirements for each to
work.)
2) Why is SN2 is in direct competition with E2 while SN1 is
direct competition with E1 reaction.
3) Rate expression of each
4) which reactions are concerted? Which are atep wise?
5) which are sterospecific and what stereospecificity of each
are?
6) how do the variables below (A-D) influence reaction
pathway?
Compare and contrast SNI, SN2, El and E2 reactions. What...
(S)-3-Chlorooctane m DMSO S SN2 Factors Nucleophile Strength Leaving Group Solvent d) Cla . NaBrº DMSO Syl SN2 Factors Nucleophile Strength Leaving Group Solvent SN1 and SN2 Reactions 1. For each of the following reactions • Provide a complete detailed mechanism and predict the products. Indicate if the reaction proceeds via a Snl or Sn2 mechanism • Include the specific stereochemistry where appropriate.
complete the following table.
Compound: Structure: 1°, 2° or 3° RX Predict reactivity (SN1, SN2, both, neither?) 1 2 3 4 5 6 1-chlorobutane 1-chloro,2-methylpropane 2-chlorobutane 2-chloro, 2-methylpropane bromobenzene benzyl bromide
(3 pt) For the following reactions:
a) Label the substrate (1°, 2°, 3°), reagent (Good/Poor Nu,
Strong/Weak Base) and solvent (protic, aprotic).
b) Determine what mechanism will predominate (SN1, SN2, E1, or
E2).
c) Draw the product(s) you would expect to form, paying
attention to regioselectivity and stereoselectivity.
4. (3 pt) For the following reactions: a) Label the substrate (1º, 2º, 3º), reagent (Good/Poor Nu, Strong/Weak Base) and solvent (protic, aprotic). b) Determine what mechanism will predominate (SN1, SN2, E1,...
HWS 5: Due 10/30/2019 15 points total SN1, SN2, Elimination pt 1 1. (10 pts) For the following reactions: a. Label the Nucleophile (Nu) and whether it is strong or weak b. Label the Electrophile (E) and whether it is primary, secondary, or tertiary and circle the leaving group C. Label the Solvent and whether it is polar protic or polar aprotic d. Categorize each as preferring SN1, Preferring SN2, or could do either e. Draw the product of the...
1. Complete the table below with the formulas/names in the appropriate categories. (15 pts) Experiment Substrate Nucleophile Leaving Group Product (name) Mechanism Type (SN1,S2,E1,E2) Alkyl Halide Solvolysis Nucleophilic Sub 1 Williamson Ether Synthesis Alkene Formation Nucleophilic Sub 2 Williamson Ether Synthesis 2 2. Write an SN1 and SN2 mechanism for any two reactions from your chart above. (5 pts)
3) Name two solvents that are commonly used for SN2 reactions.
because they considerably slow down SN1 reactions.
Introduction Alkyl halides can be prepared from alcohols by reactions with hydrogen halides (HCI, HBr, or HI) via nucleophilic substitution. In this type of reaction, the nucleophile displaces a leaving group from a carbon atom of an organic substrate (here the alcohol once protonated). Both electrons of the new bond to the carbon are provided by the nucleophile while the leaving group...
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