(C). [4 pts] Which reactive intermediate is involved in the following reaction? 2-methylbutane Br₂ hv 2-bromo-3-methylbutane (A) A primary radical (B) A secondary radical (C) A tertiary radical (D) A secondary carbocation
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- Abstraction of which H will produce the most stable radical? (B) (A) OA B OC OD -H6) Write the mechanism (two propagation steps only, starting with the bromine radical in the first step and using Br2 in the second step) and that would explain how the following two products are produced. (Hint – the allylic radical is resonance stabilized.) Br Br NBSA student adds NBS to a solution of 1-methylcyclohexene and irradiates the mixture with a sunlamp until all the NBS has reacted. After a careful distillation, the product mixture contains two major products of formula C7H11Br. (a) Draw the resonance forms of the three possible allylic free radical intermediates.
- Consider the attached SN2 reaction. Question: What happens to the reaction rate in each of the following instances? [1] The leaving group is changed from Br− to I−; [2] The solvent is changed from acetone to CH3CH2OH; [3] The alkyl halide is changed from CH3(CH2)4Br to CH3CH2CH2CH(Br)CH3; [4] The concentration of −CN is increased by a factor of five; and [5] The concentrations of both the alkyl halide and −CN are increased by a factor of five8. Propose a mechanism for the light-initlated free-radical monofluorination of ethane: CH;CH, + F2 → CH;CH,F + HF (a) Show both initiation and propagation steps. (b) Calculate AH° for each step in the reaction and characterize each as exothermic or endothermic. (c) Calculate the overall value of AH° for this reaction (omit the initiation step).Which of the following species are not nucleophiles: Na+, Cl-, +CH3, :NH3, HO:-?
- 7. What is the effect of doubling the concentration of both the alkyl halide and the alcohol in the following S1 reaction: (CH₂) CBr + CH₂OH (A) No change in the rate. (B) Doubles the rate. (C) Triples the rate. (D) Quadruples the rate. (E) None of the (A) to (D) choices is correct. (CH3),COCH, + HBr6. a) Write the reaction mechanism between 2-chloro-2-methylbutane with water CH,CH(CH,)CHCICH3 + H20 > CH3COH(CH3)CH2CH3 i) Name the type of reaction for this mechanism.Identify the following reactions as additions, eliminations, substitutions, or rearrangements. a) b) û Br + + Br₂ NaOH + O₂N-NO₂ light Br Br NO₂ (+ H2O + NaBr) (+ HNO₂)
- Give the structures of the free-radical intermediates in the peroxide-initiated reaction of HBr with the following alkene. Include all lone-pair electrons and unpaired electrons. Hint: the radicals do not coexist in the same mechanistic step. сCH2 Hint: One organic radical and one inorganic radical.(b) Write the mechanism for the formation of products in following reaction. Clearly show the intermediates in the reaction. Which product is a kinetically controlled and which one is the thermodynamically controlled product? CH3 CI. CI. A½O3, HCI H Ph-C=C-CH3 Ph CH3 Ph H.Which of the following drawings represents the correct transition state structure resulting from a reaction of cyanide and bromoethane that proceeds by an SN2 mechanism? ‡ (a) (c) HH HH 8- 8- [²] [²] (b) CEN- -Br NEC--- --Br H CH3 8- HH 8 [²][²] (d)| N=C----- -Br -Br C=N--- CH3 HH 8- H 艹