alpha carbon reagents (ch 21)

Question 1

[H3O+], Br2

Answer 1

installs a Br at the T position of a ketone/aldehyde. treatment with pyridine –> α, β unsaturated ketone

Question 2

1. Br2, PBr3
2. H2O

Answer 2

installs a Br at the α position of a carboxylic acid

Question 3

1. NaOH, Br2
2. H3O+

Answer 3

converts a methyl ketone into a carboxylic acid

Question 4

NaOH, H2O, heat

Answer 4

aldol condensation between 2 equiv.s of an ald/ket to give a α, β unsaturated ketone or aldehyde

Question 5

1. NaOEt
2. H3O+

Answer 5

two equiv.s of an ester undergo condensation –> β-ketoester

Question 6

1. LDA
2. RX

Answer 6

installs an alkyl group at the less-subs α position of an unsymmetrical ketone

Question 7

1. NaH
2. RX

Answer 7

installs an alkyl group at the more subs α position of an unsymmetrical ketone

Question 8

1. R2CuLi
2. H3O+

Answer 8

weak Nu; undergoes conjugtate addition with a suitable Michael acceptor