4. Draw the catalytic cycle of butane dehydrogenation to make 1- butene using the PCP-Ir catalyst. Name each step. R₂P- PR₂ (PCP)Ir

1-Pentanol to 1-bromopentane Chemicals: - 60ml Conc. Sulfuric Acid - 100ml Saturated Sodium bicarbonate - 65ml 1-Pentanol   - 78g sodium bromide - Distilled water - 58.42g 1-Bromopentane   1-Pentanol Sodium Bromide Sulfuric Acid 1-Bromopentane Formula C5H12O NaBr H2SO4 C5H11Br MW (g/mol) 88.15 102.894 98.078 151.04 Density (g/mL) 0.811 3.21 1.84 1.218 Boiling point (*C) 138 1,396 337 130 NaBr(aq) + H2SO4(aq) -> NaHSO4(aq) + HBr(aq) CH3(CH2)4OH(aq) + H+ Br- (aq) CH3(CH2)4OH2 (aq) + Br-(aq) CH3(CH2)4OH2 (aq) + Br-(aq)  CH3(CH2)4Br(aq) + H2O(aq) How do I calculate the percent yield and identify the limiting reagent?

Provide a flow chart analogous to separate a diethyl ether solution containing benzoic acid, 2-naphthol (a weak acid), 4-nitroaniline (a weak base), and naphthalene