Question: Methyl methacrylate (Table 14.1) can be polymerized by catalytic amounts of n butyllithium at 78C. Using eqs. 14.17 and 14.18 as a model, write a

Methyl methacrylate (Table 14.1) can be polymerized by catalytic amounts of n butyllithium at −78°C. Using eqs. 14.17 and 14.18 as a model, write a mechanism for the reaction. Show how the intermediate carbanion is resonance-stabilized.

Step by Step Solution

★★★★★

3.37 Rating (172 Votes )

There are 3 Steps involved in it

1 Expert Approved Answer

Step: 1 Unlock

14Addition of nbutyllithium to the unsaturated ester initiates polym... View full answer

Question Has Been Solved by an Expert!

Get step-by-step solutions from verified subject matter experts

Step: 2 Unlock

Step: 3 Unlock

Document Format (1 attachment)

933-O-R-A (722).docx

120 KBs Word File

Students Have Also Explored These Related Organic Chemistry Questions!

Write a mechanism for the reaction shown in eq. 10.35. room C-OCH, +HCl (10.35) temp benzoyl chloride methyl benzoate

Write out all steps in the mechanism for the reaction of a. H,C CH3 +nitric acid (H SO, catalyst) b CH +t-butyl chloride +AlCl

Ethylene oxide can be polymerized by base to give carbowax, a water-soluble wax. Suggest a mechanism for the reaction. CH,-CH, HOCH OCH2CH2OH ethylene oxide

5. Using the data in the table below for reactivity ratios in free radical copolymerizations, calculate and plot F1 versus f1 for the following systems. Also determine the number average sequence...

171 100% HW 1 You synthesized polystyrene using 5mol/l of styrene and 2 mol/l of AIBN. 1) Estimate molecular weight of the synthesized polystyrene using the table below. Assume f=k.(1/s) = 1 and...

Create the P-xy diagram: Using vapor pressure data from Appendix B.4, prepare a complete P-xy diagram for the binary system trichloroethylene and chloroform at a system temperature of 55 C. Be sure...

Create the T-xy diagram: Using vapor pressure data from Appendix B.4, prepare a complete T-xy diagram for the binary system ethylbenzene and o-xylene at a system pressure of 0.8 atm. Be sure to show...

The structure of methyl methacrylate is given in Table 23.12. Draw the structure of a polymethyl methacrylate (PMMA) polymer that has four monomer units. (PMMA has excellent optical properties and is...

Answer all of the 9 questions. I need all of them please!!! Ill thumb down for incompleted answers, up for completed. Answer all questions. Thanks EXPERIMENT XIII - POLYMERIZATION OF POLYSTYRENE The...

FIGURE 9.1 Plots of Equation 9.7 showing the variation of copolymer composition FA with comonomer composition fA for different pairs of rA,rB values. TABLE 9.1 Some Typical Values of Reactivity...

How is a cost performance index calculated? What does it mean when its below 1.0? What does it mean when its above 1.0?

Fehr Co. purchased a patent from Wells Co. for $180,000 on July 1, 2005. Expenditures of $51,000 for successful litigation in defense of the patent were paid on July 1, 2008. Fehr estimates that the...

What is the value of the result returned by the function above if the statement with the function call is int result = foo ( 4 , 7 , 2 ) ;

You have decomposed the deliverables for your project as follows: Project Management, Design, Build, and Test. The Design deliverable is further decomposed to include these deliverables: product...

How many rings are present in each of the following compounds? Each consumes 2 moles of hydrogen on catalytic hydrogenation. (a) C10H18 (d) C8H8O (b) C8H8 (e) C8H10O2 (c) C8H8CI2 (f) C8H9ClO

Each of the following compounds is characterized by a 1H NMR spectrum that consists of only a single peak having the chemical shift indicated. Identify each compound. (a) C8H18; 0.9 ppm (f) C2H3Cl3;...

Each of the following compounds is characterized by a 1H NMR spectrum that consists of two peaks, both singlets, having the chemical shifts indicated. Identify each compound. (a) C6H8; 2.7 ppm (4H)...

A human resources manager believes that they may be able to predict employee job satisfaction using employees' salary and the amount of feedback they get from their supervisor. Job satisfaction is...

An article in Obesity Research "Impaired pressure natriuresis in obese youths," (2003, Vol. 11, pp. 745-751) described a study in which all meals were provided for 14 lean boys for three days...

Indicate whether the sentence or statement is true or false. 1.Traditional definitions of a small business center around defining a business along functional lines, or according to a firms operating...