In each reaction box place the best reagent and conditions f

In each reaction box, place the best reagent and conditions from the list below. 1) 2) HS 3) 4) 5) H202, NaOH, H20 NaSH NaBH4 Br2 (CH3)3CO H20, H2504 BH/THF PBr3 CH3COO HBr

Solution

1) (CH₃)₃CO^-

2) BH₃ / THF

3) H₂O₂, NaOH, H₂O

4) PBr3

5) NaSH

Explanation: (CH₃)₃CO^- is a strong base which abstracts acidic proton and gives elimination reaction to produce alkene as product. Hydroboration - oxidation of alkene with BH3, THF and H₂O₂, NaOH, H₂O produces less substituted alcohol as product. reaction of alcohol with PBr3 produces alkyl halide as product. reaction of alkyl halide with NaSH produces substituted product.