need help filling the Box with the proper reageant Reagents Grignard via Alcohol

Question

need help filling the Box with the proper reageant

Reagents Grignard via Alcohols Preparation of Reagent Bank H H2O NaOH 2. NaBH4 I. NaBH4 or LiAlHs HX (anhydrous) Mg (s) HBr, peroxide H2(g), Pt/Pd PCC or Na,Cr20, or Cro, with H2SOL 2. H H2O Hg(OAc), ROH SOC12 MCPBA 2. NaBH4 1. Na" (s), K (s) or NaH 1. BH3 THF 2. alkyl halide 2. H2O2, NaOH, H,O (anhydrous) H2(g) Pd Baso quinoline strong base 1. Grignard. epoxide Nacro, or Cro with H SO Nao (s), Ko (s), or NaH 2. H. H,o carboxylic acid, H catalyst oso4, H202. C13. hv 1. Grignard acid halide LDA. HT, H O H2(g), Raney nickel 1. LiA. H2SO4, heat 2. H. H,0 H2(g), Pt/Pd TsCl, pyridine H (g), Raney nickel PCC 1. Grignard ester Br hv 2. H+, H, O Na2Cr 20, or Cro, with H2so4

Explanation / Answer

In order: From top to down

HX

HBr, peroxide

X2, H2O

H+(H2SO4)+ H2O

X2 + H2O

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NaOH (Epoxide)

The diol is formed with potassium permanganate and water but maybe can be use Na2Cr2O7 with H2SO4

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NaOH (To form the diol)

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