Organic Chemistry
Improve your experience by picking them
Give the identity of products obtained in each elimination reaction shown below.
Determine which is the major product if more than one type of product can be obtained in the reactions.
Also provide a brief explanation for your answers by comparing the degree of substitution of each double bond in the products.
(i) 2-bromohexane + NaOCH3 →
(ii) 3-chloro-3-methylpentane + NaOCH3 →
(iii) 2-chloro-3-methylpentane + NaOH →
Two different alkenes are produced in the reaction between 2-bromo-3-phenylpentane and sodium methoxide.If the Zaitsev product predominates, determine the identity of the major and minor products and draw the reaction.
Determine the major elimination products generated when the alkyl halides below react with hydroxide.
Identify the major product of the E2 reaction between the alkyl halide provided below and the hydroxide ion.
Identify the major product of the E2 reaction between sodium hydroxide and the alkyl halide given below.
Identify the more reactive alkyl halide among each pair in an E2 reaction with hydroxide ion.
Determine the product that would be obtained in greatest yield in an E2 reaction of the alkyl halide 1-bromo-2-ethyl-1,2-dimethylcyclohexane and sodium ethoxide.
Identify the stereoisomer that would be obtained in the highest yield in an E2 reaction of the alkyl halide 3-bromo-2,2,5,5-tetramethylheptane.
I) Draw the major stereoisomer formed in the E2 reaction of the following alkyl halide with the methoxide ion.II) Would the product differ depending on whether the reactant was an (R) or (S) enantiomer?
Draw the major elimination product of the E2 reaction between (3 R, 4R)-3-chloro-4-methylhexane and sodium methoxide. If any stereoisomers are possible, specify which stereoisomers are produced.
Show the major elimination product of the E2 reaction between (3R,4S)-3-chloro-4-methylhexane and sodium methoxide. Label the product as E/Z if possible.
Two alkenes (1,3-dimethyl-2-methylenecyclopentane and 1,2,3-trimethylcyclopent-1-ene) are formed by the elimination reaction of 1-bromo-1,2,5-trimethylcyclopentane with a strong base. Which of the following base would yield:
a. The highest percentage of 1,3-dimethyl-2-methylenecyclopentane?
b. The highest percentage of 1,2,3-trimethylcyclopent-1-ene?
Determine the major product of the elimination reaction of the alkyl halide given below and the hydroxide ion.
Draw the two elimination products formed in the following reaction. Indicate the major and minor products. Hint: A C—D bond is stronger than a C—H bond.
Draw the major product obtained in the following E2 reaction.
Predict the major product obtained in the following E2 reaction.
Predict the major product expected to form in the E2 reaction of the alkyl halide given below.
What major product will be formed in the following E2 reaction?
What major product will be obtained in the following E2 reaction?
Draw the major product formed in the E2 reaction shown below.
Determine the major product for the elimination reaction given below. Show the resulting stereochemistry if necessary.
Determine the major product when the molecule below undergoes an E2 reaction with CH3CH2ONa. [Show the product's configuration if applicable.]
Does starting with the R or S enantiomer of the reactant affect the final product?
Determine which in the given pair of molecules would be more reactive in an E2 reaction with NaOH.
Determine the molecule that would be more reactive in an E2 reaction with NaOH.
Between the given pairs of alkyl halides, determine which one is more reactive to NaOH in an E2 reaction.
Provide the stereoisomer that would be obtained in the greatest yield when 4-chloro-3-ethyl-4-methylheptane reacts via the E2 mechanism.
Draw the stereoisomer obtained in the greatest yield when 4-ethyl-4-iodo-3-methylheptane reacts via the E2 mechanism.
What is the primary product that results from an E1 reaction of the following compound?
What is the major product when the following alkyl halide undergoes an E1 reaction?
Give the products of E1 elimination of (Ph)3C−CH(CH3)Br. Identify the major products obtained in the reaction.
Draw the structure of the major product expected to form in the following E1 reaction.
Provide a possible major product for the elimination reaction below. Note: Pay attention to stereochemistry.
Draw the major product of the E1 reaction shown below.
What is the major product for the elimination reaction given below? When necessary, show the resulting stereochemistry.
Draw the product for the E2 reaction of (1S,2S)-1-bromo-1,2-diphenylpentane and CH3ONa. Indicate the configuration.
Extended heating of 2-bromo-1,1-dimethylcyclopentane in the presence of methanol yields 7 products, including 4 ethers and 3 alkenes. Determine the alkene that is the major product of the elimination reaction.
Draw the product(s) if the molecule below reacts via E1 mechanism and specify the major product.
In the absence of additional nucleophiles such as water or bromide ions, sulfuric acid can be utilized to isomerize less stable alkenes into their more stable counterparts. Give the mechanism for the acid-catalyzed isomerization of the reaction shown below.
Predict the major product for each elimination reaction given below:
a) 2-chloro-2-methylbutane + high concentration of CH3CH2CH2O-
b) 2-chloro-2-methylbutane + CH3CH2CH2OH
