Question

Given both dimethyl malonate and meldrum acid. The pKa of dimethyl malonate is 13 while the...

Given both dimethyl malonate and meldrum acid. The pKa of dimethyl malonate is 13 while the pKa of meldrum's acid is 4.97. Answer the Following questions regarding these two compounds.

1. Indicate the most acidic proton on each structure and draw the conjugate base of each compound.

2. Using the two compounds provided and the two conjugate base pairs you drew in part 1, draw an acid-base equilibrium reaction that favors formation of the products. Label each compound in this reactio as an acid, base, conjugate acid, or conjugate base.

3. Dimethyl malonate and meldrums acid are fairly close in structure. What accounts for the large difference in their acidity?

Science   Chemistry   
0 0
Add a commentTranscribed image text
Next >

Homework Answers

Answer #1

1.

2.

3.

Meldrum acid is stronger acid than domethyl malonate. In meldrum acid, the H atoms of methylene groups can be relatively more easily eliminated because the corformation of chari form of cyclcic 6 member ring is more suitable so that the lone pair on adjacent O atom are in close proximity to the H atom to be removed.

0 0
Know the answer?
Your Answer:

Post as a guest

Your Name:

What's your source?

Earn Coins

Coins can be redeemed for fabulous gifts.

Log In

Sign Up

Not the answer you're looking for?
Ask your own homework help question
Similar Questions
"Acid-base buffers are most effective when the target pH of the buffer solution is close (within...
"Acid-base buffers are most effective when the target pH of the buffer solution is close (within one unit) to the pKa of the conjugate acid in in the conjugate acid/base pair to be used in the buffer. This is called the buffer range for a particular acid/base system. For the three questions below, select the two compounds from the list which could be most effectively combined to create a buffer at the target pH. You will not need to use...
3) A solution of ethyl acetate contains the following three organic acids: phenol (pKa = 10.0),...
3) A solution of ethyl acetate contains the following three organic acids: phenol (pKa = 10.0), benzoic acid (pKa = 4.2), and 4-aminophenol (pKa = 10.3). In the laboratory, you are provided with aqueous solutions of 1.0 M hydrochloric acid (HCl), 1.0 M sodium hydroxide (NaOH), 1.0 M sodium bicarbonate (NaHCO3), 1.0 M ammonia (NH3), and 1.0 M sodium chloride (NaCl).      Present a strategy for separating the three compounds using extractions. (To help you think about this problem, you...
1.) You will work with 0.10 M acetic acid and 17 M acetic acid in this...
1.) You will work with 0.10 M acetic acid and 17 M acetic acid in this experiment. What is the relationship between concentration and ionization? Explain the reason for this relationship 2.) Explain hydrolysis, i.e, what types of molecules undergo hydrolysis (be specific) and show equations for reactions of acid, base, and salt hydrolysis not used as examples in the introduction to this experiment 3.) In Part C: Hydrolysis of Salts, you will calibrate the pH probe prior to testing...
Acid-Base Behavior In addition to following the general safety rules, chemicals need to be handled properly....
Acid-Base Behavior In addition to following the general safety rules, chemicals need to be handled properly. In particular, two very important classes of compounds called acids and bases require special attention. These compounds are commonly used reagents in the laboratory; therefore, understanding their proper disposal is beneficial. Physical differences between acids and bases can be detected by the some of the five senses, including taste and touch. Acids have a sour or tart taste and can produce a stinging sensation...
Chemical Reactions Types and Their Equations Making Heat with Chemical Reactions Have you ever wondered how...
Chemical Reactions Types and Their Equations Making Heat with Chemical Reactions Have you ever wondered how an instant heat pack works? A disposable heat pack works by a chemical reaction that combines iron in the package with oxygen from the air when the outer packaging is removed producing iron oxide. You have probably seen the product of this reaction in what is commonly called rust. The reaction releases heat, which allows the pack to reach a sufficient temperature that is...
ADVERTISEMENT
Need Online Homework Help?

Get Answers For Free
Most questions answered within 1 hours.

Ask a Question
ADVERTISEMENT