Video Solution: Specify reagents suitable for converting 3-ethyl-2-pentene t...

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Organic Chemistry / Epoxidation / Problem #16162

Specify reagents suitable for converting 3-ethyl-2-pentene to each of the following:

(f) 2,3-Epoxy-3-ethylpentane 

Predict the organic product(s) of the following reaction. When appropriate, be sure to indicate stereochemistry. If more than one product is formed be sure to indicate the major product, if stereoisomers are produced in the reaction be sure to indicate the relationship between them. Draw all answers in skeletal form.

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Using line-angle ONLY, draw the MAJOR product expected from the following reaction. Be sure to show stereochemistry if appropriate. If no reaction occurs write NR.

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Propose a detailed mechanism for the proposed conversion of A to B. Show the key intermediates and the products obtained after each step.

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For the reaction below, draw the structure of the appropriate compound. Indicate stereochemistry where it is pertinent.

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Predict the product of the following reaction: 

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Through what mechanism can a 1,2-halohydrin be converted into an epoxide?

A) electrophilic addition

B) E2

C) SN2

D) SN1

E) polymerization

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Provide a reasonable mechanism to account for the following transformations:

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Consider the strucutres below and answer the following questions. 

i. Which compound(s) would react with RCO3R and then NaOH to form a meso compound. (An achiral molecule with chirality centers?) 

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Which reaction(s) would produce the epoxide shown?

1) A only

2) B only

3) A and B

4) B and C

5) All of them will work

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When trans-2-bromo-cyclohexan-1-ol is reacted with sodium hydroxide in water, an epoxide is formed. When cis-2-bromo-cyclohexan-1-ol is reacted with sodium hydroxide in water, an epoxide is NOT formed. Using complete sentences and Lewis structures, explain why an epoxide is not formed with the cis-compound.

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Draw the chemical structure for mCPBA.

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Predict the organic product(s) of the following reaction. When appropriate, be sure to indicate stereochemistry. Be sure to indicate the major product if more than one product is formed. Draw all answers in skeletal form. 

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Supply a structural formula for the major organic product ; if no reaction occurs, write N.R. Give the best possible answer. Be sure to show stereoisomers properly when necessary.

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Draw the structural formula of the major organic product(s) in the box for the following reaction.

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Williamson ether synthesis of epoxides.

a) Draw the structure of products B and D, showing the stereochemistry.

b) Circle the product (B or D), which has an [α] D = +98°.

c) What kind of isomers are B and D.

d) Draw the structure of the isomer of B and D, which has an [α]  D = -98°.

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If cis-2-butene is treated with meta-chloroperbenzoic acid what is the final product?

A) I 

B) II

C) III

D) IV

E) None of the above

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Predict the product of the following reaction: 

 

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