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- 7.45 Draw the products of each nucleophilic substitution reaction. а. + CI NACN b. С. + H20 d. HO. CI Br е. NaOCH3 CI f.20.21 Predict the major product formed by 1,4-addition of HCI to cyclopentadiene. 20.22 Draw structural formulas for the two constitutional isomers with the molecular for- mula C₂H,Br, formed by adding one mole of Br, to cyclopentadiene.13.37 Draw the products of radical chlorination and bromination of each compound. For which compounds is a single constitutional isomer formed for both reactions? What must be true about the structure of a reactant for both reactions to form a single product? a. b. ن
- Addition of HBr to which of the following alkenes will lead to a rearrangement?13.30 Rank the following radicals in order of increasing stability. Ignore (rank only A B C LU E DDraw the structure (including stereochemistry) of an alkyl chloride that forms each alkene as the exclusive E2 elimination product.
- What alkane is needed to make each attached alkyl halide by radicalhalogenation?Which alkyl halides can be prepared in good yield by radical halogenation of an alkane?With reference to the indicated C–H bonds in the following compound:a.) Rank the C–H bonds in order of increasing bond strength. b.) Draw the radical resulting from cleavage of each C–H bond, andclassify it as 1°, 2°, or 3°. c.) Rank the radicals in order of increasing stability.d.) Rank the C–H bonds in order of increasing ease of H abstraction in aradical halogenation reaction.
- 13.33 What is the major monobromination product formed by heating each alkane with Br₂? a. ن فWhich of the following is the most likely structure of the cation below after rearrangement? a. c. d. b.Usually at the 2- or 3- position, Thiophene undergoes electrophilic aromatic substitution. Draw the intermediates and all resonance structures for the reaction at each position, and then decide what position should be more reactive depending on your intermediates.