Concept explainers
(a)
Interpretation: The stronger nucleophile out of
Concept introduction: Solvent is required to dissolve the starting material in it. The substitution reaction involves polar starting reactant which is soluble in polar solvent. A solvent in which hydrogen atom is bonded to electronegative
(b)
Interpretation: The stronger nucleophile out of
Concept introduction: Solvent is required to dissolve the starting material in it. The substitution reaction involves polar starting reactant which is soluble in polar solvent. A solvent in which hydrogen atom is bonded to electronegative
(c)
Interpretation: The stronger nucleophile out of
Concept introduction: Solvent is required to dissolve the starting material in it. The substitution reaction involves polar starting reactant which is soluble in polar solvent. A solvent in which hydrogen atom is bonded to electronegative
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Organic Chemistry (6th Edition)
- Identify the stronger nucleophile in the following pair of anions. HO− or Cl− in a polar aprotic solventarrow_forwardWhich of the following molecules is most nucleophilic? OA. NaOCH₂CH3 OB. CH3CH₂OH OC. NaOC6H5 OD. C₂H5OH 1 E.CH3COONaarrow_forward10. Which species is acting as the nucleophile in this reaction? а. Н b. CE c. The carbocation cr d. The pi bondarrow_forward
- Which is a better nucleophile? a. Br− or Cl− in H2O b. Br− or Cl− in DMSO c. CH3O− or CH3OH in H2O d. CH3O− or CH3OH in DMSO e. HO− or −NH2 in H2O f. HO− or −NH2 in DMSO g. I− or Br− in H2O h. I− or Br− in DMSOarrow_forwardHCOO- > HO- > (CH3)2 Sort from best nucleophile to worst nucleophilearrow_forwardDraw the product of nucleophilic substitution with each neutral nucleophile. When the initial substitution product can lose a proton to form a neutral product, draw the product after proton transfer.arrow_forward
- 10. Consider the below reaction between the acetylide ion and methanol. Draw the conjugate acid that is formed as a product in this reaction.arrow_forwardQ6arrow_forwardOptions for each: blank 1: A B blank 2: it has a better leaving group it is a polar aprotic solvent it has a stronger nucleophile blank 3: A B blank 4: it forms a more stable carbocation it has a better solvent it has a better leaving group blank 5: A B blank 6: it has a better solvent it has a better leaving group it has a stronger nucleophilearrow_forward
- Polar aprotic solvents enhance the rate of an SN2 reaction by stabilizing the cations and the anions. changing the polarizibility of the nucleophile. raising the energy of the nucleophile. O lowering the energy of the nucleophile. Save for Laterarrow_forwardWhich reagent can be used to convert ethanol (a poor nucleophile) into an alkoxide (a good nucleophile), which can then be used in an SN2 reaction to make a new O-C bond? Reagent Br Good HO, Nucleophile SN2 А. NaH В. HOC(CH3)3 · NaCl D.H20arrow_forwardWhich member of each pair is a better nucleophile in methanol?arrow_forward
- EBK A SMALL SCALE APPROACH TO ORGANIC LChemistryISBN:9781305446021Author:LampmanPublisher:CENGAGE LEARNING - CONSIGNMENTOrganic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning