You have learned how secondary alkyl halides are usually good substrates for SN1 and SN2 reactions. Chlorocyclopropane, however, will not react under either of the following conditions: (a) sodium methoxide in methanol or (b) methanol. Explain non-verbally why the two conversions fail.

An alkene having the molecular formula C,H12 is treated sequentially with ozone (O3) and zinc/acetic acid to give the product/s shown. CH3CH2CH,CH½CH2CH Draw a structural formula for the alkene. You do not have to consider stereochemistry. You do not have to explicitly draw H atoms. • In cases where there is more than one answer, just draw one. P opy aste Previous Next

When ethoxybenzene is treated with a mixture of nitric acid and sulfuric acid, two products are obtained, each of which has the molecular formula C8H9NO3. For the mechanism, draw the curved arrows as needed. Include lone pairs and charges in your answer.  Do not draw out any hydrogen explicitly in your products. Do not use abbreviations such as Me or Ph.

Please tell the outcome of the addition of HBr to (a) trans-2-pentene, (b) 2-methyl-2-butene, and (c) 4-methylcyclohexene. Also please list how many isomers can be formed in each case.

The cis and trans 2-butene stereoisomers have the following rate constant values associated with the electrophilic addition of water in an acid medium at the same temperature. what is the difference between the two values through the energy profile of each reaction. CH3 H,O productos H+ H3C k = 3.51 x 10- M's1 H3C CH3 H,0 > productos H+ k = 8.32 x 10®M's1

(a) Write the products of following reactions. Give mechanism with proper stereochemistry? (2 x 2.5 = 5) (ii) Me Δ Δ CN

Alcohols are acidic in nature. Therefore, a strong base can abstract the acidic hydrogen atom of the alcohol in a process known as deprotonation. The alcohol forms an alkoxide ion by losing the proton attached to the oxygen atom of the hydroxyl ( -OH) group. The alkoxide formed can act as a base or a nucleophile depending on the substrate and reaction conditions. However, not all bases can abstract the acidic proton of alcohols and not all alcohols easily lose the proton. Deprotonation depends on the strength of the base and the acidity of the alcohol. Strong bases, such as NaNH2, can easily abstract a proton from almost all alcohols. Likewise, more acidic alcohols lose a proton more easily. Determine which of the following reactions would undergo deprotonation based on the strength of the base and the acidity of the alcohol. Check all that apply. ► View Available Hint(s) CH3CH,OH + NH3 →CH,CH,O-NH CH3 CH3 H3C-C-H+NH3 → H3 C-C-H OH O-NH CH3CH2OH + NaNH, → CH3CH,O-Na* + NH3 CHC12 Cl₂…

(a) In an acid-catalyzed hydration, one of the following 10 carbon alkynes is expected to produce a single hydration product? Select the correct alkyne and draw the structure of the hydration product that is formed from this alkyne. (I) 2-decyne; (II) 3-decyne; (III) 4-decyne; (IV) 5-decyne; (V) none of these will give a single hydration product. (b) The reaction shown below gives Compound X as the major product. The mass spectrum of X is shown. Br2, H20 Compound X 100 - MS-IW-5644 80 60 40 - 20 - 20 40 60 80 100 120 140 160 180 200 220 m/z Considering the reactions of alkynes and the MS data, de duce which of following structures corresponds to X: Br Br HO, IV V I II II Support your answer with a reaction mechanism for fomation of X and identification of relevant peaks in the mass spectrum. 12 Relative Intensity

4. Classify the following reactions as additions, eliminations, substitutions, or rearrangements: (а) CH3Br + KОН — СH3ОН + KBr (b) СH3CH2CІ + NaOH (c) H2C=CH2 + H2 → CH3CH3 H2C=CH2 + NaCl 5. Which of the following are most likely to behave as electrophiles, and which as nucleophiles? Explain. (a) NH4+ (b) C=N- (c) Br+ (d) CH3NH2 (е) Н—С—С-—н

Illustrate how diazomethane and ozone can both behave as 1,3-dipoles. Indicate, by drawing their resonance forms, how they can do so and draw the products of their reaction with styrene