
Concept explainers
(a)
Interpretation: Thepossible synthetic route for synthesis of menthol from first
Concept introduction: The carbonyl bond is polar with the partial positive charge on carbon and partial negative charge on oxygen as illustrated below.
Grignard reagents are
Methyl bromide reacts with magnesium ether to give Grignard reagent. This Grignard methyl magnesium bromide on treatment with formaldehyde gives corresponding alcohol. The mechanistic pathway for the latter reaction is as follows:
The polar carbonyl bond breaks and the polar Grignard reagent attack at electron-deficient carbon. Finally with the hydrolysis and work up the alcohol is formed.
(b)
Interpretation: The possible synthetic route for synthesis of ethanol from first aldehyde and second a ketone should be suggested.
Concept introduction: The carbonyl bond is polar with the partial positive charge on carbon and partial negative charge on oxygen as illustrated below.
Grignard reagents are alkyl magnesium halides obtained from treatment of haloalkane with magnesium in presence of dried ether conditions. These reagents are useful precursors for quick synthesis of variety of organic compounds For example, the reaction of Grignard reagent with aldehyde or ketone generates alcohol as illustrated below.
Methyl bromide reacts with magnesium ether to give Grignard reagent. This Grignard methyl magnesium bromide on treatment with formaldehyde gives corresponding alcohol. The mechanistic pathway for the latter reaction is as follows:
The polar carbonyl bond breaks and the polar Grignard reagent attack at electron-deficient carbon. Finally with the hydrolysis and work up the alcohol is formed.
(c)
Interpretation: The possible synthetic route for synthesis of
Concept introduction: The carbonyl bond is polar with the partial positive charge on carbon and partial negative charge on oxygen as illustrated below.
Grignard reagents are alkyl magnesium halides obtained from treatment of haloalkane with magnesium in presence of dried ether conditions. These reagents are useful precursors for quick synthesis of variety of organic compounds For example, the reaction of Grignard reagent with aldehyde or ketone generates alcohol as illustrated below.
Methyl bromide reacts with magnesium ether to give Grignard reagent. This Grignard methyl magnesium bromide on treatment with formaldehyde gives corresponding alcohol. The mechanistic pathway for the latter reaction is as follows:
The polar carbonyl bond breaks and the polar Grignard reagent attack at electron-deficient carbon. Finally with the hydrolysis and work up the alcohol is formed.
(d)
Interpretation: The possible synthetic route for synthesis of
Concept introduction: The carbonyl bond is polar with the partial positive charge on carbon and partial negative charge on oxygen as illustrated below.
Grignard reagents are alkyl magnesium halides obtained from treatment of haloalkane with magnesium in presence of dried ether conditions. These reagents are useful precursors for quick synthesis of variety of organic compounds For example, the reaction of Grignard reagent with aldehyde or ketone generates alcohol as illustrated below.
Methyl bromide reacts with magnesium ether to give Grignard reagent. This Grignard methyl magnesium bromide on treatment with formaldehyde gives corresponding alcohol. The mechanistic pathway for the latter reaction is as follows:
The polar carbonyl bond breaks and the polar Grignard reagent attack at electron-deficient carbon. Finally with the hydrolysis and work up the alcohol is formed.
(e)
Interpretation: The possible synthetic route for synthesis of
Concept introduction: The carbonyl bond is polar with the partial positive charge on carbon and partial negative charge on oxygen as illustrated below.
Grignard reagents are alkyl magnesium halides obtained from treatment of haloalkane with magnesium in presence of dried ether conditions. These reagents are useful precursors for quick synthesis of variety of organic compounds For example, the reaction of Grignard reagent with aldehyde or ketone generates alcohol as illustrated below.
Methyl bromide reacts with magnesium ether to give Grignard reagent. This Grignard methyl magnesium bromide on treatment with formaldehyde gives corresponding alcohol. The mechanistic pathway for the latter reaction is as follows:
The polar carbonyl bond breaks and the polar Grignard reagent attack at electron-deficient carbon. Finally with the hydrolysis and work up the alcohol is formed.
(f)
Interpretation: The possible synthetic route for synthesis of
Concept introduction: The carbonyl bond is polar with the partial positive charge on carbon and partial negative charge on oxygen as illustrated below.
Grignard reagents are alkyl magnesium halides obtained from treatment of haloalkane with magnesium in presence of dried ether conditions. These reagents are useful precursors for quick synthesis of variety of organic compounds For example, the reaction of Grignard reagent with aldehyde or ketone generates alcohol as illustrated below.
Methyl bromide reacts with magnesium ether to give Grignard reagent. This Grignard methyl magnesium bromide on treatment with formaldehyde gives corresponding alcohol. The mechanistic pathway for the latter reaction is as follows:
The polar carbonyl bond breaks and the polar Grignard reagent attack at electron-deficient carbon. Finally with the hydrolysis and work up the alcohol is formed.
(g)
Interpretation: The possible synthetic route for synthesis of
Concept introduction: The carbonyl bond is polar with the partial positive charge on carbon and partial negative charge on oxygen as illustrated below.
Grignard reagents are alkyl magnesium halides obtained from treatment of haloalkane with magnesium in presence of dried ether conditions. These reagents are useful precursors for quick synthesis of variety of organic compounds For example, the reaction of Grignard reagent with aldehyde or ketone generates alcohol as illustrated below.
Methyl bromide reacts with magnesium ether to give Grignard reagent. This Grignard methyl magnesium bromide on treatment with formaldehyde gives corresponding alcohol. The mechanistic pathway for the latter reaction is as follows:
The polar carbonyl bond breaks and the polar Grignard reagent attack at electron-deficient carbon. Finally with the hydrolysis and work up the alcohol is formed.

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Chapter 8 Solutions
ORGANIC CHEMISTRY (LL)-PACKAGE
- What is the organic molecule X of the following acetal hydrolysis? Please draw a skeletal line structure and include a detailed explanation and drawing of how the mechanism proceeds. Please include any relevant information that is needed to understand the process of acetal hydrolysis.arrow_forwardWhat are is the organic molecule X and product Y of the following acetal hydrolysis? Please draw a skeletal line structure and include a detailed explanation and drawing of how the mechanism proceeds. Please include any relevant information that is needed to understand the process of acetal hydrolysis.arrow_forwardAt 300 K, in the decomposition reaction of a reactant R into products, several measurements of the concentration of R over time have been made (see table). Without using graphs, calculate the order of the reaction. t/s [R]/(mol L-1) 0 0,5 171 0,16 720 0,05 1400 0,027arrow_forward
- Predict the organic products that form in the reaction below, and draw the skeletal ("line") structures of the missing organic products. Please include all steps & drawings & explanations.arrow_forwardWhat are the missing reagents for the spots labeled 1 and 3? Please give a detailed explanation and include the drawings and show how the synthesis proceeds with the reagents.arrow_forwardWhat are the products of the following acetal hydrolysis? Please draw a skeletal line structure and include a detailed explanation and drawing of how the mechanism proceeds. Please include any relevant information that is needed to understand the process of acetal hydrolysis.arrow_forward
- What would happen if you added the HCI to the Grignard reagent before adding benzophenone? Draw a reaction mechanism to support your answer.arrow_forwardAt 300 K, in the decomposition reaction of a reactant R into products, several measurements of the concentration of R over time have been made (see table). Calculate the order of the reaction. t/s [R]/ (mol L-1) 0 0,5 171 0,16 720 0,05 1400 0,027arrow_forwardWrite the correct IUPAC names of the molecules in the picturearrow_forward
- How many grams of solid NaCN have to be added to 1.5L of water to dissolve 0.18 mol of Fe(OH)3 in the form Fe(CN)63 - ? ( For simplicity, ignore the reaction of CN - ion with water) Ksp for Fe(OH)3 is 2.8E -39, and Kform for Fe(CN)63 - is 1.0E31arrow_forwardDraw the most stable chair conformation of 1-ethyl-1-methylcyclohexane, clearly showing the axial and equatorial substituents. [4] Draw structures corresponding to the following IUPAC name for each of the following compounds; [5] i) 4-Isopropyl-2,4,5-trimethylheptane ii) trans-1-tert-butyl-4-ethylcyclohexane iii) Cyclobutylcycloheptane iv) cis-1,4-di-isopropylcyclohexane (chair conformation) v) 3-Ethyl-5-isobutylnonanearrow_forwardDraw and name molecules that meet the following descriptions; [4] a) An organic molecule containing 2 sp2 hybridised carbon and 1 sp-hybridised carbon atom. b) A cycloalkene, C7H12, with a tetrasubstituted double bond. Also answer question 2 from the imagearrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningOrganic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning


