i need the answer fast

Question 1 (20 marks) (9 marks) a) Write the best technique to separate the following. Explain your answer. i. Propanol and water ii. Essential oil from mint leaves iii. Aromatic carboxylic acid, aromatic aldehyde, aromatic amine and phenol. b) A chemist student has a bottle of a chemical, the name of the chemical is not clear either 2- butanone or 3-pentanone. Suggest chemical test (s) that will help the student to identify the correct name of the compound. (3 marks) c) What is the expected boiling point of the essential oil during steam distillation and vacuum distillation? And why? (3 marks) d) A mixture of chemicals of different polarities is going to be separated by column chromatography (CC), arrange list of solvents below in best order to be used in CC. (2.5 marks) Ethyl acetate, toluene, acetone, diethyl ether, hexane. c) If silica is used to prepare a chromatography column, arrange the following compounds from the first to last compound eluate from CC. (2.5 marks) carboxylic acid, aldehyde, ester, ketone Question 2 (11 marks) You are given two compounds, 3-Methyl benzoic acid and 4-hydroxybenzaldehyde. Each compound is treated with NaBH4 in methanol. a) Which compound will be reduced by NaBH, and why? (2 marks) b) Based on your answer in (a), draw the structure of reduced product(s). (1 marks) c) Based on your answer in (b), How can you use IR. to help distinguish between the reduced product and unreduced compound? (4 marks) d) Based on your answer in (b), How can you use 'H NMR to help distinguish between the reduced product and unreduced compound? (4 marks) 1