Concept explainers
(a)
Interpretation: To prepare the given products from the reaction of a
Concept introduction: To increase the carbon chain, substituting an alkyl group on alpha carbon of a carbonyl group is called alkylation.
Alkylation is carried out by removing a proton from an alpha carbon with a strong base, LDA, to form an enolate ion and then adding an appropriate alkyl halide. The alkylation is a
(b)
Interpretation: To prepare the given products from the reaction of a ketone with an alkyl halide.
Concept introduction: To increase the carbon chain, substituting an alkyl group on alpha carbon of a carbonyl group is called alkylation.
Alkylation is carried out by removing a proton from an alpha carbon with a strong base, LDA, to form an enolate ion and then adding an appropriate alkyl halide. The alkylation is a
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Chapter 17 Solutions
EBK ORGANIC CHEMISTRY
- Draw the structure(s) of the major organic product(s) of the following reaction. Draw a structural formula for the enol form of the carbonyl compound below.arrow_forwardAcetylene reacts with sodium amide in the presence of propyl halide produces aldehyde produces ketones It produces 2-pentanearrow_forwardWhich of the following organic compound is an aldehyde? CH3CH2CHO O CH2 = CHCI O CH3COC2H5 O CH3CH2CIarrow_forward
- Hydrolysis of an acetal in an acid solution would yield O a) an aldehyde, a ketone, and one alcohol b) an aldehyde, a ketone, and two alcohols c) an aldehyde or a ketone and one alcohol O d) an aldehyde or a ketone and two alcoholsarrow_forward4) Give an example of an enol which would tautomerize into a) an aldehyde and b) a ketone.arrow_forwardShow how the reactant can be converted to the product in two steps.arrow_forward
- Give the main organic product for the following reaction: CH2OH OH H3O* CH3CH2CH2OH OH OHarrow_forwardAcetals are formed from the reaction of two alcohols with a carbonyl under acidic conditions. Acetal formation is faster with 1,2-ethanediol than with two methanol molecules. Choose the factor that explains the difference in reaction rates. A) The reaction with 1,2-ethanediol has a lower AH (enthalpy) of reaction. B) The reaction with 1,2-ethanediol has a higher AH (enthalpy) of reaction. C) The reaction with 1,2-ethanediol has a more favorable entropy of reaction.arrow_forwardA single alkyl bromide reactant theoretically yields either of the given products, depending on the reaction conditions. Draw the structure of the alkyl bromide compound. alkyl bromide (one compound only) CH, ОН СH O DMSOarrow_forward
- Draw reaction of an aldehyde or a ketone with a phosphonium ylide (a Wittig reaction) forms an alkenearrow_forwardWhen propene reacts with gaseous hydrogen bromide, HBr, two products, 1-bromopropane and 2-bromopropane are formed. The reaction is a two-step process in which the electrophilic attack occurs in the first step. Identify the electrophile in this reaction Draw a diagram showing the first step of the reaction that leads to the production of 2-bromopropane.arrow_forwardhelparrow_forward
- Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning