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Interpretation:
Products A–E and queen substance for the given reaction chain are to be provided.
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. These reactions are two-step reactions. In the first step, nucleophilic addition of carbonyl group takes place because the 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
In the second step, addition of aqueous HX causes the protonation of the alkoxide ion, which leads to the formation of the alcohol and
Hydrogenation of unsaturated compounds, such as
Secondary and tertiary alcohols undergo elimination reactions, when they are treated with mineral acids and heat. Dehydration of alcohols via E1 elimination reaction.
Ozonolysis cleaves the cyclic bond of ring hydrocarbons and converts the ring structure to a straight chain. Dimethyl sulfide reduces the intermediate to form a final compound with two carbonyl groups.
When methyl
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Chapter 19 Solutions
Organic Chemistry
- 2. Use Hess's law to calculate the AH (in kJ) for: rxn CIF(g) + F2(g) → CIF 3 (1) using the following information: 2CIF(g) + O2(g) → Cl₂O(g) + OF 2(g) AH = 167.5 kJ ΔΗ 2F2 (g) + O2(g) → 2 OF 2(g) 2C1F3 (1) + 202(g) → Cl₂O(g) + 3 OF 2(g) о = = -43.5 kJ AH = 394.1kJarrow_forwardci Draw the major product(s) of the following reactions: (3 pts) CH3 HNO3/H2SO4 HNO3/ H2SO4 OCH3 (1 pts)arrow_forwardProvide the product for the reactionarrow_forward
- What is the net ionic equation for the reaction between tin(IV) sulfide and nitric acid?arrow_forwardThe combustion of 28.8 g of NH3 consumes exactly _____ g of O2. 4 NH3 + 7 O2 ----> 4 NO2 + 6 H2Oarrow_forwardWhat is the molecular formula of the bond-line structure shown below OH HO ○ C14H12O2 ○ C16H14O2 ○ C16H12O2 O C14H14O2arrow_forward
- Check all molecules that are acids on the list below. H2CO3 HC2H3O2 C6H5NH2 HNO3 NH3arrow_forwardFrom the given compound, choose the proton that best fits each given description. a CH2 CH 2 Cl b с CH2 F Most shielded: (Choose one) Least shielded: (Choose one) Highest chemical shift: (Choose one) Lowest chemical shift: (Choose one) ×arrow_forwardConsider this molecule: How many H atoms are in this molecule? How many different signals could be found in its 1H NMR spectrum? Note: A multiplet is considered one signal.arrow_forward
- For each of the given mass spectrum data, identify whether the compound contains chlorine, bromine, or neither. Compound m/z of M* peak m/z of M + 2 peak ratio of M+ : M + 2 peak Which element is present? A 122 no M + 2 peak not applicable (Choose one) B 78 80 3:1 (Choose one) C 227 229 1:1 (Choose one)arrow_forwardShow transformation from reactant to product, step by step. *see imagearrow_forwardCheck the box if the molecule contains the listed item. *See imagearrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningIntroduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning
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