Concept explainers
Interpretation: A stepwise mechanism for the reaction between benzyl bromide and
Concept introduction: The replacement or substitution of one
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Organic Chemistry
- Choose the best reagents to complete the following reaction. (CH2OH)2, TSOH OH OH A NaOH B H2O Q C H2, Raney nickel D TSOH, H2O E (CH2OH)2, TSOHarrow_forwardWhat is the best reagent to make the following product? NH₂ A NH,CH B NHỊCH3)2 NHỊCH,CH, NHỊCHỊCH) C D Earrow_forwardWhich reactant in each of the following pairs is more nucleophilic? Explain. (a) -NH2 or NH3 (b) H2O or CH3CO2- (c) BF3 or F- (d) (CH3)3P or (CH3)3N (e) I- or Cl- (f) -C≡N or -OCH3arrow_forward
- Fluoxetine, a heavily prescribed antidepressant marketed under the name Prozac, can be prepared by a route that begins with reaction between a phenol and an alkyl chloride. (a) The rate of the reaction depends on both phenol and alkyl halide. Is this an SN1 or an SN2 reaction? Show the mechanism. (b) The physiologically active enantiomer of fluoxetine has (S) stereochemistry. Based on your answer in part (a), draw the structure of the alkyl chloride you would need, showing the correct stereochemistry.arrow_forwardIdentify the best reagents to complete the following reaction. HO, CIarrow_forwardChoose the best reagents to complete the reaction shown below. OH 00 OH OH Q Q A B C D NaOH LiF H₂O NaHarrow_forward
- Choose the best reagents to complete the following reaction. $ H₂O OH $ < OH A B C D E NaOH H₂O H2, Raney nickel TSOH, H₂O (CH2OH)2, TSOH Donearrow_forwardDetermine a stepwise mechanism for the following reaction that illustrates why two substitution products are formed. Explain why 1-bromohex-2-ene reacts rapidly with a weak nucleophile (CH3OH) under Syl reaction conditions, even though it is a 1° alkyl halide. 1-bromohex-2-ene Part 1: Br CH₂OH The first step in the reaction proceeds according to which mechanism? CH₂CH₂CH₂CH=CHCH₂ + CH₂OH CH₂CH₂CH₂CH: Part 2: Br CHCH₂ Draw the missing resonance contributor. OCH3 + CH3CH₂CH₂CH=CHCH₂ CH3CH₂CH₂CH=CH-CH₂ + Br Br OCH 3 H₂CH₂CH₂CH=CH₂ view structure + + Br HBr Xarrow_forwardChoose the best reagents to complete the reaction shown below. OH 10 Q a A B C D E NaH (CH3)2CHCH₂CI NaH (CH3)2CHCH2F NaHCO3 (CH3)2CHCH2Cl H3O+ (CH3)2CHCH2Br NaH (CH3)2CHCIarrow_forward
- Show how the product formed as a result of the reaction can be synthesized using the starting materials given below. Any reagent needed can be used and you may need more than one step. c) HO, al OH d) b) Онarrow_forwardClaisen rearrangement of an allyl phenyl ether with substituent groups in both ortho positions leads to the formation of a para-substituted product. Propose a mechanism for the following rearrangement. OH heatarrow_forwardBr NaOH H Treatment of cis-2-bromocyclohexanol with NaOH yields cyclohexanone instead of an epoxide. Draw curved arrows to show the movement of electrons in this step of the reaction mechanism. Arrow-pushing Instructions :Br: LOH Hö :Br. OH H Harrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning