In the elimination of a vicinal dihalide to yield an internal alkyne, two equivalents of NaNH, are required-one for each equivalent of HX that is eliminated. When the product is a terminal alkyne, however, three equivalents of NANH2 are required. Explain why. Br 2 equiv NaNH, Br Br -Br 1. 3 equiv NaNH2 2. Hао
Q: 9. Which SN1 reaction in each pair is faster? a) b) (CH3)3CCI + H2O → H,O (CH3)3CB +H0→ .CI H,O
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Q: 49. Reactivity of the alkylhalide in an E2 Reaction I. II. C6HsCH2CHBrCH2CH3 C6HS CH2CH2CHBRCH3
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- Provide the mechansim using curved arrows of the reaction of p-t-butyl phenol treated with acetic anhydride in AlCl3. Include resonance stabilized intermediates and if more than one product is formed, label them as major, minor, etc. thank you for the helpProvide the complete mechanism using Curved Arrow Formalism for the reaction of 1-chloro-1-methylcyclopentane treated with NaOMe in MeOH. If more than one product is formed, which is the major, minor, and very minor product? Is the reaction SN1, SN2, E1, or E2. I appreciate the help on this question.Arrange the alkyl halides in order of increasing reactivity in an SN2 reaction with KI in acetone (least first). I, IV, III, II II, III, I, IV IV, I, III, II III, II, IV, I
- In some nucleophilic substitutions under SN1 conditions, complete racemization does not occur and a small excess of one enantiomer is present. For example, treatment of optically pure 1-bromo-1-phenylpropane with water forms 1-phenylpropan-1-ol. (a) Calculate how much of each enantiomer is present using the given optical rotation data. (b) Which product predominates—the product of inversion or the product of retention of configuration? (c) Suggest an explanation for this phenomenon.Which of the following reagent best accomplish this transformation below? a. BH3, THF, H2O2 b. NaNH2, NH3 c. H2SO4, H2O, HgSO4 d. H2, LindlarThe bicyclic heterocycles quinoline and indole undergo electrophilic aromatic substitution to give the products shown.(a) Explain why electrophilic substitution occurs on the ring without theN atom for quinoline, but occurs on the ring with the N atom in indole. (b)Explain why electrophilic substitution occurs more readily at C8 than C7in quinoline. (c) Explain why electrophilic substitution occurs morereadily at C3 rather than C2 of indole.
- Which of the following would accomplish the transformation below? a) 1. HSCH2CH2SH, H+; 2. H2, Raney Ni b) H2N-NH2, NaOH(aq), heat c) H2, Pd d) All of the aboveWhen 2-bromo-3-phenylbutane is treated with sodium methoxide, two alkenes result (by E2 elimination). The Zaitsevproduct predominates.(a) Draw the reaction, showing the major and minor products.(b) When one pure stereoisomer of 2-bromo-3-phenylbutane reacts, one pure stereoisomer of the major product results.For example, when (2R,3R)-2-bromo-3-phenylbutane reacts, the product is the stereoisomer with the methyl groups cis.Use your models to draw a Newman projection of the transition state to show why this stereospecificity is observedWhen 2-bromo-3-phenylbutane is treated with sodium methoxide, two alkenes result (by E2 elimination). The Zaitsevproduct predominates.(a) Draw the reaction, showing the major and minor products.(b) When one pure stereoisomer of 2-bromo-3-phenylbutane reacts, one pure stereoisomer of the major product results.For example, when (2R,3R)-2-bromo-3-phenylbutane reacts, the product is the stereoisomer with the methyl groups cis.Use your models to draw a Newman projection of the transition state to show why this stereospecificity is observed.(c) Use a Newman projection of the transition state to predict the major product of elimination of (2S,3R)-2-bromo-3-phenylbutane
- Which alkyl halide from the following pair is (i) Chiral and (ii) undergoes SN1 reaction faster?(a) (CH3)2CBr(b) CH3CH2CHBrCH3For the dehydrohalogenation (E2) reaction shown, draw the Zaitsev product(s) resulting from elimination involving C2–C3 (i.e., the carbon atoms depicted with stereobonds). Show the product stereochemistry clearly. If there is more than one organic product, both products may be drawn in the same box. Ignore elimination involving C2 or C3 and any carbon atom other than C3 or C2.When the following stereoisomer of 2-bromo-1,3-dimethylcyclohexane is treated withsodium methoxide, no E2 reaction is observed. Explain why this compound cannotundergo the E2 reaction in the chair conformation.