The products for the given reactions are to be predicted. Concept introduction: Grignard reagent reactions with carbonyl groups are treated as acid base reactions. The reaction of Grignard reagents with carbonyl groups yields secondary and tertiary alcohols as their products. These reactions are a two-step reaction. In first step, nucleophilic addition of carbonyl group takes place because Grignard reagent being nucleophilic uses its lone pair of electrons to form a bond with a carbon atom. This results in the formation of an alkoxide ion which remains associated with M g 2 + and X − . In the second step, addition of aqueous HX causes the protonation of the alkoxide ion which leads to the formation of the alcohol and M g X 2 .

Question

Want to see the full answer?

Answer 1

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 12, Problem 14P

Interpretation Introduction

Interpretation:

The products for the given reactions are to be predicted.

Concept introduction:

Grignard reagent reactions with carbonyl groups are treated as acid base reactions.

The reaction of Grignard reagents with carbonyl groups yields secondary and tertiary alcohols as their products. These reactions are a two-step reaction. In first step, nucleophilic addition of carbonyl group takes place because Grignard reagent being nucleophilic uses its lone pair of electrons to form a bond with a carbon atom. This results in the formation of an alkoxide ion which remains associated with Mg2+ and X−.

In the second step, addition of aqueous HX causes the protonation of the alkoxide ion which leads to the formation of the alcohol and MgX2 .

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

What are the IUPAC Names of all the compounds in the picture?

1) a) Give the dominant Intermolecular Force (IMF) in a sample of each of the following compounds. Please show your work. (8) SF2, CH,OH, C₂H₂ b) Based on your answers given above, list the compounds in order of their Boiling Point from low to high. (8)

19.78 Write the products of the following sequences of reactions. Refer to your reaction road- maps to see how the combined reactions allow you to "navigate" between the different functional groups. Note that you will need your old Chapters 6-11 and Chapters 15-18 roadmaps along with your new Chapter 19 roadmap for these. (a) 1. BHS 2. H₂O₂ 3. H₂CrO4 4. SOCI₂ (b) 1. Cl₂/hv 2. KOLBU 3. H₂O, catalytic H₂SO4 4. H₂CrO4 Reaction Roadmap An alkene 5. EtOH 6.0.5 Equiv. NaOEt/EtOH 7. Mild H₂O An alkane 1.0 2. (CH3)₂S 3. H₂CrO (d) (c) 4. Excess EtOH, catalytic H₂SO OH 4. Mild H₂O* 5.0.5 Equiv. NaOEt/EtOH An alkene 6. Mild H₂O* A carboxylic acid 7. Mild H₂O* 1. SOC₁₂ 2. EtOH 3.0.5 Equiv. NaOEt/E:OH 5.1.0 Equiv. NaOEt 6. NH₂ (e) 1. 0.5 Equiv. NaOEt/EtOH 2. Mild H₂O* Br (f) i H An aldehyde 1. Catalytic NaOE/EtOH 2. H₂O*, heat 3. (CH,CH₂)₂Culi 4. Mild H₂O* 5.1.0 Equiv. LDA Br An ester 4. NaOH, H₂O 5. Mild H₂O* 6. Heat 7. MgBr 8. Mild H₂O* 7. Mild H₂O+

Answer 2

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 12, Problem 14P

Interpretation Introduction

Interpretation:

The products for the given reactions are to be predicted.

Concept introduction:

Grignard reagent reactions with carbonyl groups are treated as acid base reactions.

The reaction of Grignard reagents with carbonyl groups yields secondary and tertiary alcohols as their products. These reactions are a two-step reaction. In first step, nucleophilic addition of carbonyl group takes place because Grignard reagent being nucleophilic uses its lone pair of electrons to form a bond with a carbon atom. This results in the formation of an alkoxide ion which remains associated with Mg2+ and X−.

In the second step, addition of aqueous HX causes the protonation of the alkoxide ion which leads to the formation of the alcohol and MgX2 .

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 3

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 12, Problem 14P

Interpretation Introduction

Interpretation:

The products for the given reactions are to be predicted.

Concept introduction:

Grignard reagent reactions with carbonyl groups are treated as acid base reactions.

The reaction of Grignard reagents with carbonyl groups yields secondary and tertiary alcohols as their products. These reactions are a two-step reaction. In first step, nucleophilic addition of carbonyl group takes place because Grignard reagent being nucleophilic uses its lone pair of electrons to form a bond with a carbon atom. This results in the formation of an alkoxide ion which remains associated with Mg2+ and X−.

In the second step, addition of aqueous HX causes the protonation of the alkoxide ion which leads to the formation of the alcohol and MgX2 .

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 4

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 12, Problem 14P

Interpretation Introduction