4. Below is an acid-base extraction flow chart. The four compounds seen in the first box was mixed and dissolved in dichloromethane. Complete the flow chart by drawing (bond-line structure) the organic compound that is found in each layer upon each addition. Draw in any relevant charges. OH CN H. 10% HCI ORGANIC AQUEOUS 10% NaHCO3 AQUEOUS ORGANIC 10% КОН AQUEOUS ORGANIC
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- 4. The pk, of vanillin is about 9, which is much more acidic than a normal alcohol. Draw a reaction showing the deprotonation of vanillin with NaOH, and then draw six resonance structures of the conjugate base. Draw the hybrid structure and clearly indicate how the negative charge is distributed in the compound.The table shows the base ionisation constant, Kb, for several selected compounds. (a) Compound C6H5NH2 Kb 3.8x10-10 1.7x10-6 N2H4 NH3 1.8x10-5 NH2OH 1.1x10-8 i. Arrange the compounds in order of increasing strength of base. ii. Give the structure of conjugate acid for each compound and arrange them in order of increasing strength of acid. (b) The percentage ionisation of 0.010 M NH3 solution was 4.2 % ionisation. Calculate Kb. 1.8x105You are given a mixture containing the three compounds shown below. Outline a procedure using a flow chart for the separation and isolation of all three compounds, using acid-base extractions. All three are solids at room temperature and are insoluble in deilonized water. You have access to all standard laboratory glassware and equipment, and the standard lab chemicals. .CO2H O,N. „NH2 HO2C napthalene terephthalic acid 3-nitroaniline
- Rank the following compounds in order of increasing acidity (1 = least acidic, 3 = most acidic) and in the space provided use resonance (of the conjugate base) to explain why the compound you have labelled “3” is the most acidic.The ionization of monoprotic organic acid with a Ka of 6.7 × 10 -4 is 3.5%.Calculate the molecular weight of this monoprotic organic acid if 100 g of it is dissolved in 1 L of water. Hence, suggest and draw ONE (1) possible chemical structure of monoprotic organic acid having the calculated molecular weight.1. Arrange the test samples in order of increasing reactivity with sodium bicarbonate? Explain briefly -Ethanoic acid, Butanoic acid, Benzoic acid 2. Arrange the test samples in order of increasing solubility in water? Explain briefly. -Ethylamine, Diethylamine, Aniline 3. Arrange the test samples in order of increasing basicity? Explain briefly. -NaOH, Ethylamine, Aniline
- Fix each molecule in the drawing area below so that it has the structure it would have if it were dissolved in a 0.1 (aq) solution of NaOH 3-hydroxypropanoic acid and 1,3-dihydroxy-2-propanone .1. Investigate what an acid-base extraction consists of and what functional groups in substances can present a reaction of this type.4. How can you differentiate basicity of aniline, ammonia, dimethylamine, methylamine
- The 1H- and 13C-NMR data of an ester of molecular formula C6H10O2 are given below. Also shown are the COSY and HETCOR NMR spectra of the ester. Draw the structure of the ester, explaining how you reach your conclusion. 1H-NMR: 7.20-6.90 (1H), 5.85 (1H), 4.16 (2H), 1.88 (3H), 1.31 (3H) ppm 13C-NMR: 166.7, 144.5, 123.0 , 60.2, 18.0, 14.3 ppm6. Identify compound X in the scheme below. Ph LiAlH4 Et₂O then aqueous workup Dess-Martin or Ley or Swern or PDC compound XShow how acid derivatives hydrolyze to carboxylic acids under either acidic or basicconditions. Explain why some acid derivatives (amides, for example) require muchstronger conditions for hydrolysis than other derivatives.