The electrophilic addition of Br, to several alkenes was examined. Explain why the relative reaction rates are as follows: H. H H CH3 H CH3 H CH3 H3C CH3 < C H H H H3C H H3C CH3 H3C CH3 Increasing reaction rate with Br2
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- Elimination occurs when (Z)-3-bromohex-3-ene is treated with NaNH2. Under the same conditions, 1-bromocyclohexeneundergoes elimination much more sluggishly. Explain whyFor each reaction, decide whether substitution or elimination (or both) is possible, andpredict the products you expect. Label the major products. chlorocyclohexane + NaOC(CH3)3 in (CH3)3COHDoes cis- or trans-1-bromo-4-tert-butylcylohexane react faster in an E2reaction?
- (1R,2R)-1-Bromo-2-methylcyclopentane is reacted with sodium methoxide. Given the product(s) and show the reaction mechanism, including the depiction of the transition state. Draw an energy diagram for this conversion.There are two isomeric cyclohexa-1,4-diene products when toluene undergoes the Birch reduction (see Problem 25.24). (a) Draw the mechanism that leads to the formation of the major product. (b) Will the Birchreduction of toluene occur faster or slower than the Birch reduction of benzene itself? Hint: Is –CH3 an electron-donating or an electron-withdrawing group?Q7 Consider the reaction, where the alkane shown is subjected to radical bromination at 25 °C. Br₂ light Describe the major monobromination product. product
- Draw the equilibrium chair confirmation of cis1-chloro-3-methylcyclohexane. Interpret the E2 elimination, and draw the structure of the product!What type of cycloaddition occurs in Reaction [1]? Draw the product of asimilar process in Reaction [2]. Would you predict that these reactionsoccur under thermal or photochemical conditions?Classify each reaction as an electrocyclic reaction, a cycloaddition, or a sigmatropic rearrangement. Label the σ bonds that are broken or formed in each reaction
- What happens to the rate of an SN2 reaction under the following conditions? [RX] is tripled, and [:Nu−] stays the same.Below is the equation for a nucleophilic substitution reaction and some experimental data. CH3CH2Br + CH3COO- ⇌ CH3CH2CO2CH3 + Br- ΔH=-75 kJ/mol Rate = k [CH3CH2Br][CH3COO-] Which reaction energy profile would be the best representative of the data provided?What other alkene is also formed along with Y in Sample Problem 9.3 (Attached) ? What alkenes would form from X if no carbocation rearrangement occurred?