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21.11: Additional Exercises

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    424403
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    General Review

    21-1 Provide the products for the following reactions.

    zZmlwWsQTiC_W4yRXN3qpR8ua2AlokxaM1rm0JITM30ASUADhO2Ab0o_GtNXxMyL8WD5PllY1DYHUL1baGJwhx2dDRHcxOBzE_Cx92nNe2Q9wJECn6PCczL4ijYIN-_aOUYuLqbf

    21-2 Provide the proper IUPAC name for the product of the following reaction.

    JwptpcnW2g9YwJdkoVkH4v5gKL8rcoqlab2GCz3iXtbIyteOzWa0Yi3WjfB6klDbh-T8i8YiaCO2MJ9yO_RnyRywU5tfGh9AJwxq3HorWnPzKwL1ZYNzVPLrs48JymHxpQxfi7mu

    Synthesis of Carboxylic Acids

    21-3 For the following reactions, predict the final product and provide their proper IUPAC nomenclature.

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    21-4 Propose another method of synthesis (starting with cyclopentane) to make the product in the previous question, 21-3.a.

    21-5 Choose the correct alkene that was oxidatively cleaved by hot, concentrated potassium permanganate to form 3-methylbutanoic acid.

    a) (4E/Z)-oct-4-ene

    b) (4E/Z)-2-methyloct-4-ene

    c) (4E/Z)-2,7-dimethyloct-4-ene

    d) (3E/Z)-2,5-dimethylhex-3-ene

    Reactions of Carboxylic Acids and Derivatives: Nucleophilic Acyl Substitution

    21-6 Provide the structures of the products of the following reactions.

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    21-7 Provide the structure of the product that forms when propanoic acid reacts with thionyl chloride, then an excess of CH3CH2MgBr and finally followed by an acid workup.

    21-8 Choose the correct product of the following reaction.

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    Condensation of Acids with Alcohols: the Fischer Esterification

    21-9 Predict the product of the following Fischer Esterification reaction.

    1vcWJZKQG5_h3lcftzNgAqMS_joxRJRalzW50naZr19MTWqFtni9CIbK8uysTZ8lcqmtJPEeeFa8pXk9redvnsC1gTiBAjEXfYfIYGQzD9tiFEDodDGg15qobm9ctdoGViKhNCMH

    21-10 Choose the correct product of the following Fischer Esterification reaction.

    1nIO4-zEtqTtzCfvQHoqIIwfcDkg3UvEfZLgaYyUfAjy68tIlvwpAv8ObLF3V2DzSRgqs0O-R1nYfITTKC-ugwBF-bD_kVIXxB_UCgVBs-OyQqCpke1DXtsWv7OpMmMQqqTlfAYj

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    21-11 Predict the product of the following reaction (use a benzene ring with a total of two para-oriented substituents).

    hLbpPvEDtIzA3waYZ1iGpQ0npJpymZ0BVAVFwWAeZ82YJW4xAz4qQP7PQw9M5WAWkZ4v4JJN9WuyOWEbS8cOGoQbpaooK47S4pv3yVO8aGAH0z1wb15Zpr4OFS5ycKChkg4vYt1r

    Condensation of Acids with Amines: Direct Synthesis of Amides

    21-12 Give the structure of the product of the following reaction.

    7qVfr8L4YvYnsJxj3SQZfNdt80GaK0TUbnuwxX2btAmyU_ltVkWpx7UaEe3I2ua1Z-jBbXHdmVMimbKj1g-Tlm5Y1moaq-OGJnnNtK0rEHChBd5O51x9rxuO75bqRG-I6C7FHR_n

    21-13 Choose the correct IUPAC nomenclature of the product and provide its structure.

    Njtu1VGWdx4k0w-f1q4Ha9ivmb-h3Aqnh3akFO4lhq_VpG-WdP-2oyYtjMjbP7weaMUDydxLQZ6askNXANzFCH_ZuAPKy7T8pLTt1duNe7BLnb71GQIwMsur8DnH65zhNwM-AqQ9

    a) benzyl 4-bromohexanoate

    b) (4E)-N-benzylhex-4-enamide

    c) N-benzyl-4-bromohexanamide

    d) 4-bromo-N-phenylhexanamide

    21-14 Provide the structure of the final product.

    uGAdHMCG-rxCk_JDLK_4hkMK-ANWuj_Eqj57k8m8lCLimUEy1xUAsypaKqfdbzqajdAyjHQFK9QBnvtWQBzbYJqF5EivoZepsgwAOoqr6AsB7KzPIrZ6O3fmpIQXuN8yyklKfGzu

    Alkylation of Carboxylic Acids to Form Ketones

    21-15 Predict the product of the following reaction.

    WTQhAA-gHNo_VNi7Z7dn5ZnugbL1OpkVNuVSI5ipHYjr7QZ8hRyhcEVpaEnaqZk4d54NCpBDLxM-0Vf12mGIx7M732eqPOKByWXs2A3anJc8F53tvNBuWutvAaoR2uM-2JBKFyas

    21-16 Explain why two equivalents of organolithium reagent is necessary to alkylate carboxylic acids (see problem 20-1).

    21-17 Give the products of the following reactions.

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