6) During the Wittig reaction, you perform the reaction as follows:4-chlorobenzaldehyde (136 mg) and (carbethoxymethylene)triphenylphosphorane(323 mg) were placed in a 25 mL Erlenmeyer flask. The two solids were mixed vigorously for 15 min. The reaction mixture was diluted with hexanes (2.9 mL - density 0.661 g/mL) The by-product, triphenylphosphine oxide, was filtered off.0.085 g total of triphenyl phosphine was isolated. The filtrate was then evaporated to dryness to obtain 0.151 g of the desired product, pure ethyl-4-chlorocinnamate, as a colorless oil.What is the % effective mass yield of the reaction? (Your result should be reported as a % value and rounded to the nearest integer.

6) During the Wittig reaction, you perform the reaction as follows:4-chlorobenzaldehyde (136 mg) and (carbethoxymethylene)triphenylphosphorane(323 mg) were placed in a 25 mL Erlenmeyer flask. The two solids were mixed vigorously for 15 min. The reaction mixture was diluted with hexanes (2.9 mL - density 0.661 g/mL) The by-product, triphenylphosphine oxide, was filtered off.0.085 g total of triphenyl phosphine was isolated. The filtrate was then evaporated to dryness to obtain 0.151 g of the desired product, pure ethyl-4-chlorocinnamate, as a colorless oil.What is the % effective mass yield of the reaction? (Your result should be reported as a % value and rounded to the nearest integer.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions

Section19.SE: Something Extra

Problem 28VC

See similar textbooks

Similar questions

The Zeisel method is an old analytical procedure for determining the number of methoxyl groups in a compound. A weighed amount of the compound is heated with concentrated HI, ether cleavage occurs, and the iodomethane product is distilled off and passed into an alcohol solution of AgNO3, where it reacts to form a precipitate of silver iodide. The Agl is then collected and weighed, and the percentage of methoxyl groups in the sample is thereby determined. For example, 1.06 g of vanillin, the material responsible for the characteristic odor of vanilla, yields 1.60 g of Agl. If vanillin has a molecular weight of 152, how many methoxyl groups does it contain?
The following sequence of steps converts (R)-2-octanol to (S)-2-octanol. Propose structural formulas for intermediates A and B, specify the configuration of each, and account for the inversion of configuration in this sequence.
When 2-bromo-2-methylbutane is treated with a base, a mixture of 2-methyl-2-butene and 2-methyl-1- butene is produced. When potassium hydroxide is the base, 2-methyl-1-butene accounts for 45% of the product mixture. However, when potassium tert-butoxide is the base, 2-methyl-1-butene accounts for 70% of the product mixture. What percent of 2-methyl-1-butene would be in the mixture if potassium propoxide were the base? base Br A. Less than 45% B. C. 45% Between 45% and 70% D. More than 70%
Imagine that phenol (“hydroxybenzene”) and nitrobenzene are reacted (in separate beakers) with a hot solution containing both concentrated sulfuric acid and concentrated nitric acid. A) In analyzing the products, you discover that the substitution pattern resulting from the reaction with phenol differs from the reaction with nitrobenzene. Explain this difference in substitution patterns using one or more judiciously selected reaction mechanisms or portions of mechanisms.
A wittig reaction experiment: Week 1 -》 preparation of phosphonium salt Materials : triphenylphosphine (5.3g),methyl Bromoacetate 3.36g (2.1ml) , ethanol 30ml . The yield obtained was 8.93g . Calculate the percentage yield Week 2 -》 Formation of the tlide and wittig reaction Materials :Phosphonium salt (5g), napthyl-2- carboxwaldehyde( 2.65g), 20 ml of water and 5 nl of Nahco3. Yield obtained was 0.51g .Calculate the percentage yield Week 3: Solvent free wittig reaction Materials: Benzyltriphenylphosphonium chloride (0.5g ), 4 - Bromoabenzaldehyde (0.24g), Potassium phosphate (tribasi c) 0.275g .The yield obtained was 1.21g. Calculate the percentage yield
›Predict the major organic product of the reaction sequence described. Styrene (1.53 g, 0.011 mol) in methanol (30 mL) was added to a mixture of Hg(OAc)₂(5.30 g, 0.016 mol) in methanol (100 mL) at room temp. and stirred for 24 hours. Sodium hydroxide (3.0 M, 16 mL) was added, followed by NaBH (0.32 g, 0.008 mol) in NaOH (3.0 M, 16 mL) at 0 °C. The precipitated Hg was removed by filtration. The product was isolated by diethyl ether extraction. After drying over Na₂ SO4, solvent was removed and distillation gave the product. (Adapted from: Senda, Y.; Kanto, H.; Itoh, H. J. Chem. Soc., Perkin Trans. 2 1997, 1143–1146.) Draw the major organic product. H₂O H
Pls solve this question correctly in 5 min i will give u like for sure Balance the chemical equation of a reaction formed by the bromination of trans-cinnamic acid if we started with 0.3088 grams of trans cinnamic acid and 1mL of bromine. The product of this reaction is 2,3 - dibromo - 3- phenylpropanoic acid
(a) Tsomane and Nyiko were given a task of synthesising methylenecyclohexane 2. After a brief discussion with each other, Tsomane proposed Method A to synthesise 2 from cyclohexanone 1 while Nyiko proposed Method B that started from hydroxymethylcyclohexane 3. Each student believed that their proposed method is better than the other. (Scheme below) (1) Ph Ph 8*8 Ph THF A 1 Santande B H₂SO4 100 °C 3 OH Using curly arrows, provide full mechanistic details accounting how methylenecyclohexane 2 was synthesised according to both Methods A and B.
(b) Predict the suitable solvent (H2O or CH3COCH3) to increase the reaction of bromopropane (CH3CH2CH2B1) with sodium hydroxide (NaOH). Two reactions are shown below: NaOH, 55 °C CH;CH,CH,Br CH;CH,CH,OH + NaBr H,O (i) NaOH, 55 °C CH;CH,CH,Br CH;CH,CH,OH NaBr H,C CH (ii)
Some alcohols undergo rearrangement or other unwanted side reactions when they dehydrate in acid. Alcohols may be dehydrated under mildly basic conditions using phosphorus oxychloride (POCl3) in pyridine. The alcohol reacts with phosphorus oxychloride much like it reacts with tosyl chloride, displacing a chloride ion from phosphorus to give an alkyl dichlorophosphate ester. The dichlorophosphate group is an outstanding leaving group. Pyridine reacts as a base with the dichlorophosphate ester to give an E2 elimination. Propose a mechanism for the dehydration of cyclohexanol by POCl3 in pyridine.
In the workup of the grignard reaction of turning bromobenzene to benzoic acid, we start by mixing the grignard with HCl and diethyl ether. We discard the aqueous layer and wash the organic layer with water. Then, the organic layer is extracted with NaOH. Then, the extracts are heated to remove ether. Then, it is precipitated with HCl. Precipitate collected. Let it dry and finally, purified with toluene and hexanes. Please make a flowchart of the process of this workup indicating what products and byproducts are forming. And what compounds are in the aqueous layer and organic layer in the steps.
For the reaction shown below, 582 mg of 4-chlorophenol, 798 mg of benzyl bromide, and excess sodium hydroxide are used to obtain 847 mg of 4-chlorophenyl benzyl ether. What is the percent yield of 4-chlorophenyl benzyl ether? 4-chlorophenol MW = 129 g/mol; benzyl bromide MW = 171 g/mol; sodium hydroxide MW = 40.0 g/mol; 4-chlorophenyl benzyl ether MW = 219 g/mol