Experiment 4 Synthesis of an Alcohol by Borohydride Reduction Data sheet Reactants Quantities 2-Decanone x g CH3OH 5mL NaBH4 yg CH₂C₁₂ 10mL Product recovered: Appearance - Clear Liquid 0.6543g TLC This is the TLC of the final product. - Which pure sample did you added on column 1 and which in column 2? Solvent front Baseline ? Final Product IR of the final product. 薄膜法 LOD 透过率/% 50 D 1000 4000 3000 enon

Prelab Questions: 1. Write the balanced equation for the bromination of 4-methylbenzoic acid. 2. Complete the following table for the bromination with the values from the procedure given: density, g/mL XXX XXX MW, mp/bp, °C mp, 179-181 mp, 175-180 (dec) mp, 105 bp, 132 equiv mmol compound 4-methylbenzoic acid NBS Benzoyl peroxide chlorobenzene g/mol mL XXX XXX XXX XXX XXX XXX XXX XXX 3. What is the theoretical yield for this reaction?

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Lab observation sheet synthesis of 2-Chloro-2-Methylbutane -Centrifuge cleared +10mL Centrifuge tube. -4ml 2-methyl-2-butanol added to Centrifuge tube. -5ml Hydrochloric added CT -Shaked for 3 min - Two Layers formed - aqueous layer pipetted out into the beaker set aside. - 2ml water added To CT, inverted vented few times. - aqueous layer pipet out to beaker - 2ml 5% sodium bicarbonate, added to CT, inverted and vent and aqueous layer pipet out into the beaker -Centrifuge Tube poured into a cleaned 5mL conical vial - a few scoops of soduim sulfate added to the CV and stirred well - new 5mL Conical vial with teflon stopper preweighted 25.90g - liquid decanted into the new conical vial - conical vial + liquid capped and weighted 26.40g CALCULATIONS: % YIELDS FOR the REACTION SHOW ALL WORK

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Calculate the mmol of bis(4-methoxyphenyl)methanone given the values listed in the reaction scheme. Keep your answer to two (2) decimal places. ota 1. bis(4-methoxyphenyl)methanone OH MW: 242.27 g/mol 0.13 g -MgBr Diethyl ether MW: 74.12 g/mol d: 0.706 g/mL 2.00 mL CI 4-chlorophenylmagnesium bromide (4-chlorophenyl)bis(4-methoxyphenyl)methanol MW: 215.76 g/mol 0.58 mmol 2. HCI/ H20 MW: 354.83 g/mol

che use 5-1). Also answer the following questions: 1. A student obtained a melting point of 52-55°C for their diphenylacetylene product. Is their compound pure? If not, then propose a method to purify this compound. the purity of the

Write the formula of each ester product in each of the esterification reactions.