Concept explainers
(a)
Interpretation:The possible product of indicated reaction and major stereoisomer formed should be predicted.
Concept introduction: The carbonyl bond is polar with 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 product of indicated reaction and major stereoisomer formed should be predicted.
Concept introduction: The carbonyl bond is polar with 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 precursor for quick synthesis of variety of organic compounds For example, the reaction of Grignard reagent with aldehyde or ketone generates alcohol as illustrated below.
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Organic Chemistry: Structure and Function
- Can the following alkanes (A and B) be synthesized from the same alkene via a 1) hydrogenation reaction? If this is possible, explain your rationale for why and draw the required alkene. If this is not possible, explain your rationale for why and draw the alkenes required to make each product. Clearly label which alkene would provide which alkane product. CI Is it possible? YES or NO H3C H3C+CHCH3 CH3 H H Rationale: H- CI CHCH3 H A Alkene(s) Structures:arrow_forwardIn each reaction box, place the best reagent and conditions that give the following alkene as the major product. 1) 2) Answer Bank NaBH, H,O, H,SO, Br, BH, /THF (CH,),CO- HBr NaOH H,O2 CH,CH,0-arrow_forwardProvide the E2 mechanism for β-elimination reactionemploying 2-chloro-2-methylbutane to prepare 2-methyl-2-butene and 2-methyl-1-butene reaction. Use the actual structures of thereactants and products. Explain which of the alkenes is the major product ofthis reaction ?arrow_forward
- Which statement best describes what is happening in step 6? (Remember, this is copied from the full mechanism, in which we saw the compound on the right being converted into the compound on the left.) CH;-CH,-C-CO, || ΝΗ CH;-CH=Ç-CO, | NH, O reduction O none of these O enamine-imine tautomerization O enol-ketone tautomerization oxidationarrow_forwardCan the following alkanes (A and B) be synthesized from the same alkene via a hydrogenation reaction? If this is possible, explain your rationale for why and draw the required alkene. If this is not possible, explain your rationale for why and draw the alkenes required to make each product. Clearly label which alkene would provide which alkane product. CI H3C Is it possible? YES or NO CH3 H3C- H- Rationale: H;C- CH2CH3 CI CH2CH3 A В Alkene(s) Structures:arrow_forward47) Provide the structure of the major organic product which results in the following reaction. CH₂ Br KI 48) When 1-iodo-1-methylcyclohexane is treated with NaOCH2CH3, the more highly substituted alkene product predominates. When KOC(CH3)3 is used instead, the less highly substituted alkene product predominates. Offer an explanation.arrow_forward
- 5a) Draw the product(s) of the reaction shown below. Additionally, identify the nucleophile, electrophile and leaving group.arrow_forward3) Draw the structures of the major organic product(s) for the following reactions. HI in CH₂Cl₂ 3 excess Cl₂ in H₂O H₂SO4 in H₂O (Two products) Br-Cl in THF 1) BH3 2) alkaline H₂O₂ OSO4 + HOOHarrow_forwardIdentify the two diastereomeric hydroboration-oxidation products that can be formed from the following alkene by dragging the product pair to the product bin. Then suggest which product should be the major product or whether they will be formed in equal amounts by dragging the appropriate label to the bin under the products. Note: If one or more labels are incorrectly placed, a single red X will appear on the top left. 1) ВНз, ТHF 2) H-Ог. - ОН он Н Oн Н HI OH Н Он H ОН Н Он H Он Он. Н ОН Он ОН OH major praduct minor product minor product major product approximately equal amountsiarrow_forward
- Review Topics] [References] Draw a structural formula for the major product of the reaction shown. CH;CH2 c=CHCH3 CH;CH2 Br2 H20 • Show product stereochemistry IF the reactant alkene has both carbons of the double bond within a ring. • Do not show stereochemistry in other cases. • If the reaction produces a racemic mixture, just draw one stereoisomer. Previous Next ChemDoodle Save and Ex tv ill I 11 МacBook Air DII DD F12 F11 F10 80 888 F9 F7 FB F6 F5 F4 F3 * & $ %3D 5 6. 7 8 9. 4 { P E R T Y H J K F + * COarrow_forwardBased on the images attached, choose the alkene product formed for the following reaction and predict the major and minor compounds.arrow_forwardCome up with a detailed mechanism for the following cyclization that also includes all resonance strictures for any intermediates that form. Also, explain why the alkyl bromide portion of the molecule remains intact in the product even though the reaction conditions are strongly basic/nucleophilic. Br Br NaOMe Me Me Me Me MeOH MeO2C 0 °C MeO₂Carrow_forward
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