Interpretation:
The effect of increasing solvent polarity on the rate of each of the given nucleophilic substitution reaction is to be determined.
Concept introduction:
Electrophiles are electron-deficient species, which has positive or partially positive charge. Lewis acids are electrophiles, which accept electron pair.
Nucleophiles are electron-rich species, which has negative or partially negative charge. Lewis bases are nucleophiles, which donate electron pair.
Substitution reaction: A reaction in which one of the hydrogen atoms of a hydrocarbon or a
Nucleophilic substitution reaction is a reaction in which an electron-rich nucleophile attacks the positive or partial positive charge of an atom or a group of atoms to replace a leaving group.
An
An
Want to see the full answer?
Check out a sample textbook solutionChapter 6 Solutions
Organic Chemistry
- Define the Mechanism of the Radical Addition of HBr to an Alkene ?arrow_forwardOnly one of the chlorine atoms in the molecule, 3,4-dichloronitrobenzene, will undergo nucleophilic substitution. Indicate which position will react and provide the expected product for the given reaction using reaction intermediates (resonance structures).arrow_forwardWhich of the following processes could be the termination step in free radical substitution reaction? C2H6 --> 2CH3∙∙ ∙∙CH3 + ∙∙CH3 →→ C2H6 C2H6 + H∙∙ →→ H2 + C2H5∙∙ ∙∙C2H5 →→ C2H4 + H∙arrow_forward
- Ethane reacts with chlorine (Cl2) in the presence of ultra-violet (UV) light, to produce 1-chloropropane (CH3CH2Cl) and hydrogen bromide (HCl). As shown in the equation below.CH3CH3+ Cl2→ CH3CH2Cl+ HClDescribe the reaction mechanism of the reaction between ethane and chlorine to produce 1-chloroethane. The description should be detailed and must include the type of bond fission that takes place. You may sketch and insert suitable diagrams to aid your description if you wish.arrow_forwardFollowing is a balanced equation for bromination of toluene.(a) Using the values for bond dissociation enthalpies given in Appendix 3,calculate ∆H0for this reaction.(b) Propose a pair of chain propagation steps and show that they add up to theobserved reaction.(c) Calculate ∆H0for each chain propagation step.(d) Which propagation step is rate-determininarrow_forwardPredict how the bond, shown in each of the following compounds will break with the aidof the appropriate arrow(s). Also give the structure(s) of the species formed in eachreaction.(a) CH3── I →(b) Q ── Q →arrow_forward
- Which of the following chemical equations depicts an alkylation reaction? C6H6() + CH3Cl() → C6H5CH3() + HCl(g) 2 CH3OH() + 3 O2(g) → 2 CO2(g) + 4 H2O() C6H12() → C6H10() + H2(g) CH2ClCH2Cl(g) + H2(g) → CH3CH3(g) + Cl2(g) CHClCHCl(g) → CH2ClCH2Cl(g)arrow_forwardWrite a pair of chain propagation steps that accounts for the formation of this ether hydroperoxide. Assume that initiation is by a radical, R·.arrow_forwardDraw a Lewis structure of sodium ethyl mercaptide (NaSC2H5), showing all relevant lone pairs and formal charges. Based on the structure you drew, do you expect that it would act as a good nucleophile? Do you expect it to act as a strong base?arrow_forward
- When propene reacts with gaseous hydrogen bromide, HBr, two products, 1-bromopropane and 2-bromopropane are formed. The reaction is a two-step process in which the electrophilic attack occurs in the first step. Identify the electrophile in this reaction Draw a diagram showing the first step of the reaction that leads to the production of 2-bromopropane.arrow_forwardFor the given Sy2 reaction, draw the organic and inorganic products of the reaction, and identify the nucleophile, substrate, and leaving group. Include wedge-and-dash bonds and draw hydrogen on a stereocenter. :CEN Organic product Inorganic product + Draw the organic product. Draw the inorganic product. Incorrectarrow_forwardAlkyl halides can be reduced to alkanes by a radical reaction with tributyltin hydride, (C4H9)3SnH, in the presence of light (hv). Propose a radical chain mechanism by which the reaction might occur. The initiation step is the light-induced homolytic cleavage of the Sn-H bond to yield a tributyltin radical.arrow_forward