Ch. 8 - Elimination ReactionsSee all chapters
All Chapters
Ch. 1 - A Review of General Chemistry
Ch. 2 - Molecular Representations
Ch. 3 - Acids and Bases
Ch. 4 - Alkanes and Cycloalkanes
Ch. 5 - Chirality
Ch. 6 - Thermodynamics and Kinetics
Ch. 7 - Substitution Reactions
Ch. 8 - Elimination Reactions
Ch. 9 - Alkenes and Alkynes
Ch. 10 - Addition Reactions
Ch. 11 - Radical Reactions
Ch. 12 - Alcohols, Ethers, Epoxides and Thiols
Ch. 13 - Alcohols and Carbonyl Compounds
Ch. 14 - Synthetic Techniques
Ch. 15 - Analytical Techniques: IR, NMR, Mass Spect
Ch. 16 - Conjugated Systems
Ch. 17 - Aromaticity
Ch. 18 - Reactions of Aromatics: EAS and Beyond
Ch. 19 - Aldehydes and Ketones: Nucleophilic Addition
Ch. 20 - Carboxylic Acid Derivatives: NAS
Ch. 21 - Enolate Chemistry: Reactions at the Alpha-Carbon
Ch. 22 - Condensation Chemistry
Ch. 23 - Amines
Ch. 24 - Carbohydrates
Ch. 25 - Phenols
Ch. 26 - Amino Acids, Peptides, and Proteins

SN1 SN2 E1 E2 Chart (Big Daddy Flowchart)

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Sections
E2 Mechanism
Beta Hydrogen
E2 - Anti-Coplanar Requirement
E2 - Cumulative Practice
E1 Reaction
Solvents
Leaving Groups
Nucleophiles and Basicity
SN1 SN2 E1 E2 Chart (Big Daddy Flowchart)
Cumulative Substitution/Elimination
Additional Practice
E2 - Anti-Coplanar Requiring Rotation
Rate Calculations
Rate Calculations of Competitive Mechanisms
Substitution/Elimination Retrosynthesis
Intramolecular Substitution/Elimination Practice
The E1cb Mechanism
LearnAdditional PracticeSummary
Next SectionCumulative Substitution/Elimination

Solution: The rate of the reaction (CH3)3 CCl + NaSCH2CH3 → (CH3)2C=CH2 + CH3CH2SH + NaCl is first-order in (CH3)3CCl and first-order in NaSCH2CH3 . Give the symbol (E1 or E2) for the most reasonable mechanism, and use curved arrows to show the flow  of electrons.    

Problem

The rate of the reaction

(CH3)3 CCl + NaSCH2CH3 → (CH3)2C=CH2 + CH3CH2SH + NaCl

is first-order in (CH3)3CCl and first-order in NaSCH2CH3 . Give the symbol (E1 or E2) for the most reasonable mechanism, and use curved arrows to show the flow  of electrons.  

 

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Practice Problems
True/False. Identify the statements as either True...
Identify the mechanistic pathways, respectively, f...
The major product(s) of this reaction would be a)...
Consider the compounds below and answer the follow...
Identify whether the following substrate favors SN...
Identify whether the following substrate favor SN2...
Identify whether the following substrate favor SN2...
Supply a structural formula for the major organic ...
Identify whether the following substrate favor SN2...
Supply a structural formula for the major organic ...
Identify whether the following substrate favor SN2...
Identify whether the following substrate favor SN2...
Although useful in agriculture as a soil fumigant,...
Pick the true statement regarding the mechanism of...
The following transformation takes place with what...
 Supply a structural formula for the major organic...
Provide a mechanistic rationalization for the obse...
Provide likely product or starting material and ci...
Provide likely product or starting material and ci...
Provide likely product or starting material and ci...
Which product (or products) would you expect to ob...
Which product (or products) would you expect to ob...
Which product (or products) would you expect to ob...
Which product (or products) would you expect to ob...
Which product (or products) would you expect to ob...
Which product (or products) would you expect to ob...
Which product (or products) would you expect to ob...
Which product (or products) would you expect to ob...
Which product (or products) would you expect to ob...
Which product (or products) would you expect to ob...
Although ethyl bromide and isobutyl bromide are bo...
Predict the product(s).  
Write mechanisms that account for the products of ...
Write mechanisms that account for the products of ...
For each reaction, mark all of the statements belo...
Answer each of the following questions dealing wit...
Answer each of the following questions dealing wit...
The rate of the reaction (CH3)3 CCl + NaSCH2CH3 →...
The following reaction below is probably   A) an...
The mechanism of the following reaction is a) SN1...
Predict the product(s) for the following reaction....
Consider the reactions shown and answer the associ...
For the reaction shown below, draw the structure o...
For the reaction shown below, draw the structure o...
Determine the major product formed for the followi...
Predict the product:
Predict the product:
Which compound will be the organic product after t...
Provide the final reaction product or "no reaction...
What would be the operating mechanism in the follo...
Predict the organic product of the following react...
Predict the major organic product of each of the f...
Predict the organic product(s) for the following r...
Predict the major organic product of each of the f...
Predict the product(s).
Predict the product(s).
Predict the major organic product of each of the f...
Predict the product(s).
Predict the product(s).
Predict the product(s).
Predict the product(s).
Predict the product(s).
Predict the major organic product of each of the f...
Predict the major organic product of each of the f...
Predict the major organic product of each of the f...
Predict the major organic product of each of the f...
The reaction between compound 1 and NaOCHMe2 in Me...
Predict the product(s) for the following reaction.
Predict the product(s) for the following reaction.
Predict the product(s).
Predict the product(s) for the following reaction.
Predict the product(s).
Predict the product(s).
Predict the product(s).Be sure to answer all parts.Draw the products in t...Draw the major organic product(s) of the following...What product would you expect from the following r...Predict the major substitution products of the fol...Provide the major organic product of the reaction ...Draw the neutral organic productsDraw the major organic product(s) of the following...Consider the following pair of reactions. Predict ...What is (are) the most likely product(s) for the f...What organic produce(s) is/are formed in the follo...Draw the major organic product(s) of the following...What organic product (s) is/are formed in the foll...Draw the major organic product (other than ethanol...Predict the product of the following reaction.Draw the major organic product for the same substr...For the following reaction, choose the most likely...Draw the major organic product(s) of the following...Give the major organic product(s) for the followin...When 3-iodo-3-ethylpentane is heated in methanol, ...Complete the reaction below.Draw the major organic product for the following r...Provide the major organic product of the following...Draw a structural formula for the substitution pro...For the following reaction, choose the most likely...Consider the reaction below Compound C is the: a. ...By what mechanism(s) is the following reaction lik...Draw a structural formula for the substitution pro...Part A Draw the product formed when the structure ...
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